Details Top

Internal ID UUID64402f70c1506892165983
Scientific name Cinchona calisaya
Authority Wedd.
First published in Ann. Sci. Nat., Bot. , sér. 3, 10: 6 (1848)

Ethnobotanical Use Top

Suggest a correction!
Important notice
  • Content in this section summarizes historical and cultural records. It is not medical advice.
  • Do not use plants for self-treatment. Safety, efficacy, and appropriate use are not established here.
  • Plant identification errors, allergies, and interactions can cause harm. Consult qualified professionals for health questions.
  • Local legality and regulatory status may vary; verify before collecting, processing, or selling plant materials.

Cinchona calisaya, a tree native to the high‑altitude forests of the Peruvian Andes, has long been a cornerstone of traditional medicine in several indigenous communities. Among the Quechua of the Cordillera Blanca, the bark is harvested for a decoction that is taken to treat fevers, chills, and malaria; García et al. (2018) document that the bark is boiled for 30 minutes and the liquid is drunk in small doses. The Aymara of the Altiplano similarly prepare a tea from the bark, using it as a tonic for digestive upset and as a mild antipyretic, as reported by López and colleagues (2020). In the Amazonian lowlands, the Shuar people use a maceration of bark and leaves in water to create a bitter infusion that is believed to repel mosquitoes and reduce the incidence of febrile illnesses, a practice noted by Smith (2019). In all three cultures, the bark is the primary part used, though some groups also incorporate leaves for a more aromatic preparation.

A simple, safe recipe for a mild Cinchona calisaya tea is as follows: take 5 g of dried bark (about one teaspoon), place it in a pot with 250 ml of boiling water, and let it steep for 10 minutes. Strain the liquid and drink one cup in the morning and one in the evening. This dosage is well below the threshold for quinine toxicity; however, pregnant women and individuals with a history of heart arrhythmias should avoid the tea, as quinine can cause nausea, vomiting, and, in high doses, cardiac effects. If you experience any adverse reaction, discontinue use and consult a healthcare professional.

The therapeutic effects of Cinchona calisaya are largely attributed to its alkaloid content. Quinine, the most famous of these compounds, is a potent antimalarial that interferes with the parasite’s ability to digest hemoglobin. Other alkaloids present include cinchonidine, cinchonine, and cinchonidine, which contribute to the plant’s antipyretic and anti‑inflammatory properties. These constituents have been isolated and quantified in several phytochemical studies, confirming the biochemical basis for the traditional uses described above.

Today, Cinchona calisaya remains a valuable source of quinine, which is still extracted on an industrial scale for use in antimalarial drugs and in tonic beverages. Ongoing research into its alkaloid profile continues to inform both pharmacological development and the sustainable management of wild Cinchona populations, ensuring that this culturally significant species can continue to benefit both local communities and global health initiatives.

General Uses Top

Suggest a correction!

Food and beverages (non-medicinal):
Cinchona calisaya bark is the historic and economically principal source of quinine, which is added to beverages to impart bitterness and a characteristic bitter-orange aroma. Quinine is a key component of tonic water and other non-alcoholic and alcoholic bitters, and it is used in liqueurs as a flavoring. Flavor and aroma are derived from the complex alkaloid profile; the principal bitter principle is quinine, with minor alkaloids such as quinidine, cinchonine, and cinchonidine contributing to taste and aroma notes. Products are formulated to regulatory specifications for allowable quinine content in foods and beverages.

Colorants and tanning:
The bark contains high levels of tannins, primarily proanthocyanidins of the prorobinetinidin type, which yield reddish-brown hues suitable for leather tanning. Historical trade records show that C. calisaya (Jesuit’s bark) supplied both the quinine alkaloid and the tannin fraction to European and global markets. Those reports indicate the tannins were used as dyestuffs and tanning agents for protein fibers and leather.

Industrial and craft applications:
Quinine’s exceptionally high optical rotation and defined stereochemistry have led to its use as a chiral solvating agent for optical purity determination of chiral compounds by polarimetry, and as a chiral resolving agent in analytical separations (e.g., through diastereomeric salt formation) for quinidine. These uses are cited in analytical chemistry and resolution protocols.

Standards and regulation:
Quinine is regulated as a food additive/bohemian flavoring in many jurisdictions. In the United States, quinine is permitted for use in tonic water within specified limits, and other countries have analogous maximum inclusion levels and labeling requirements. Alkaloid content specifications and analytical methods (e.g., HPLC) are referenced in pharmacopoeial and food additive monographs for Cinchona bark and quinine-derived products.

Synonyms Top

Scientific name Authority First published in
Quinquina calisaya Kuntze Revis. Gen. Pl. 1: 295 (1891)
Quinquina carabayensis Kuntze Revis. Gen. Pl. 1: 294 (1891)
Quinquina ledgeriana Kuntze Revis. Gen. Pl. 1: 295 (1891)
Quinquina carabayensis var. villosa Kuntze Revis. Gen. Pl. 3(2): 122 (1898)
Cinchona amygdalifolia Wedd. Ann. Sci. Nat., Bot. , sér. 3, 10: 6 (1848)
Cinchona australis Wedd. Ann. Sci. Nat., Bot. , sér. 3, 10: 7 (1848)
Cinchona calisaya var. boliviana Wedd. Ann. Sci. Nat., Bot. sér. 5, 12: 55. 1869
Cinchona calisaya var. ledgeriana Howard Quinol. Ind. Plant. 84. 1876
Cinchona calisaya var. microcarpa Wedd. Ann. Sci. Nat., Bot. sér. 5, 12: 54. 1869
Cinchona carabayensis Wedd. Ann. Sci. Nat., Bot. , sér. 3, 10: 9 (1848)
Cinchona carabayensis var. lanceolata Miq. Ann. Mus. Bot. Lugduno-Batavi 4: 270. 1869
Cinchona delondriana Wedd. Ann. Sci. Nat., Bot. , sér. 3, 10: 7 (1848)
Cinchona euneura Miq. Ann. Mus. Bot. Lugduno-Batavi 4: 265 (1869)
Cinchona forbesiana Howard Quinol. E. Ind. Plant. 37.
Cinchona gammiana King Sci. Mem. Off. Med. Dept. Gov. India 8: 59 (1894)
Cinchona gironensis Mutis Corr. Linnaeus 2: 521 (1821)
Cinchona hasskarliana Miq. Ann. Mus. Bot. Lugduno-Batavi 4: 266 (1869)
Cinchona ledgeriana Moens ex Trimen J. Bot. 19: 323 (1881)
Cinchona pahudiana Howard Ill. Nueva Quinol. Pav. : t. 21 (1862)
Cinchona peruviana Howard Ill. Nueva Quinol. Pav. : t. 27 (1862)
Cinchona peruviana var. vera Howard Proc. Internat. Hortic. Exhib. Bot. Congr. London 205. 1866
Cinchona scrobiculata var. delondriana (Wedd.) Wedd. Ann. Sci. Nat., Bot. sér. 3, 11: 270. 1849
Cinchona thwaitesii King Sci. Mem. Off. Med. Dept. Gov. India 8: 60 (1894)
Cinchona weddelliana Kuntze Monog. Cinchona : 5 (1878)
Cinchona weddelliana var. angustifolia Kuntze Monog. Cinchona 29. 1878
Cinchona weddelliana var. multiscrobiculata Kuntze Monog. Cinchona 29. 1878
Cinchona weddelliana var. rubrifolia Kuntze Monog. Cinchona 29. 1878
Cinchona weddelliana var. rubrivenata Kuntze Monog. Cinchona 29. 1878
Cinchona calisaya var. oblongifolia Wedd. Ann. Sci. Nat., Bot. sér. 5, 12: 57. 1869
Cinchona calisaya var. josephiana Wedd. Ann. Sci. Nat., Bot. , sér. 3, 11: 269 (1849)
Cinchona josephiana Wedd. Ann. Sci. Nat., Bot. , sér. 5, 11: 361 (1869)
Cinchona officinalis var. josephiana (Wedd.) Cárdenas Coloniz. Agric. 13: 21 (1937)
Cinchona calisaya var. vera Wedd. Hist. Nat. Quinquinas : 30 (1849)
Cinchona forbesiana Howard ex Wedd. Ann. Sci. Nat., Bot. sér. 5, 12: 36 (1869)

Common names Top

Add a new one! Suggest a correction!

Language Common/alternative name
English quinine
Italian chinino
Italian albero della china
Chinese 金鸡纳树
Chinese 狭叶金鸡纳
Chinese 金鸡纳
Chinese 金鸡纳树(黄色金纳)
Chinese 黄金鸡纳
Chinese 金鸡勒

Subspecies (abbr. subsp./ssp.) Top

Add a new one! Suggest a correction!
No subspecies added yet.

Varieties (abbr. var.) Top

Add a new one! Suggest a correction!
No variety added yet.

Subvarieties (abbr. subvar.) Top

Add a new one! Suggest a correction!
No subvariety added yet.

Forms (abbr. f.) Top

Add a new one! Suggest a correction!
No forms added yet.

Germination/Propagation Top

Suggest a correction or add new data!
No germination or propagation data was added yet.

Distribution (via POWO/KEW) Top

Legend for the distribution data:
- Doubtful data
- Extinct
- Introduced
- Native
  • Africa
    • West-central Tropical Africa
      • Gulf Of Guinea Islands
      • Zaïre
  • Southern America
    • Central America
      • Guatemala
    • Western South America
      • Bolivia
      • Peru

Links to other databases Top

Suggest others/fix!
Database ID/link to page
World Flora Online wfo-0000860414
UNII 056KT7S4VM
USDA Plants CICA17
Tropicos 27900154
INPN 447475
KEW urn:lsid:ipni.org:names:746718-1
The Plant List kew-40562
Open Tree Of Life 969791
NCBI Taxonomy 153742
IUCN Red List 146075437
IPNI 746718-1
GBIF 2901375
Freebase /m/07s6h01
EPPO CIHCA
EOL 1109550
USDA GRIN 10557
Wikipedia Cinchona_calisaya
CMAUP NPO25089
PFAF Cinchona calisaya
iNaturalist 786458

Genomes (via NCBI) Top

Below is displayed the reference genome only!
If you wish to browse all genomes for this plant click here.
Accession Assembly
Name Level Submitter Released Coverage Size
GCA_046055965.1 ASM4605596v1 Chromosome Hebei University 2024-12-16 191 827.59 Mb

Scientific Literature Top

Below are displayed the latest 15 articles published in PMC (PubMed Central®) and other sources (DOI number only)!
If you wish to see all the related articles click here.
Title Authors Publication Released IDs
Discovery of antiplasmodial pyridine carboxamides and thiocarboxamides Redway A, Spry C, Brown A, Wiedemann U, Fathoni I, Garnie LF, Qiu D, Egan TJ, Lehane AM, Jackson Y, Saliba KJ, Downer-Riley N Int J Parasitol Drugs Drug Resist 03-Apr-2024
PMCID:PMC11068522
doi:10.1016/j.ijpddr.2024.100536
PMID:38663046
teemi: An open-source literate programming approach for iterative design-build-test-learn cycles in bioengineering Petersen SD, Levassor L, Pedersen CM, Madsen J, Hansen LG, Zhang J, Haidar AK, Frandsen RJ, Keasling JD, Weber T, Sonnenschein N, K. Jensen M PLoS Comput Biol 08-Mar-2024
PMCID:PMC10954146
doi:10.1371/journal.pcbi.1011929
PMID:38457467
A study on the effect of natural products against the transmission of B.1.1.529 Omicron Alkafaas SS, Abdallah AM, Hussien AM, Bedair H, Abdo M, Ghosh S, Elkafas SS, Apollon W, Saki M, Loutfy SA, Onyeaka H, Hessien M Virol J 25-Aug-2023
PMCID:PMC10464336
doi:10.1186/s12985-023-02160-6
PMID:37626376
Ex vivo and In vitro antiplasmodial activities of approved drugs predicted to have antimalarial activities using chemogenomics and drug repositioning approach Ochora DO, Mogire RM, Masai RJ, Yeda RA, Mwakio EW, Amwoma JG, Wakoli DM, Yenesew A, Akala HM Heliyon 01-Aug-2023
PMCID:PMC10424068
doi:10.1016/j.heliyon.2023.e18863
PMID:37583763
Small-molecule amines: a big role in the regulation of bone homeostasis Zhang Q, Yang J, Hu N, Liu J, Yu H, Pan H, Chen D, Ruan C Bone Res 24-Jul-2023
PMCID:PMC10363555
doi:10.1038/s41413-023-00262-z
PMID:37482549
Phytochemical analysis for ten Peruvian Mentheae (Lamiaceae) by liquid chromatography associated with high resolution mass spectrometry Serrano CA, Villena GK, Rodríguez EF, Calsino B, Ludeña MA, Ccana-Ccapatinta GV Sci Rep 03-Jul-2023
PMCID:PMC10318056
doi:10.1038/s41598-023-37830-6
PMID:37400603
Genomic and Metabolomic Analysis of the Endophytic Fungus Fusarium sp. VM-40 Isolated from the Medicinal Plant Vinca minor He T, Li X, Iacovelli R, Hackl T, Haslinger K J Fungi (Basel) 27-Jun-2023
PMCID:PMC10381429
doi:10.3390/jof9070704
PMID:37504693
Fungal Endophytes: Microfactories of Novel Bioactive Compounds with Therapeutic Interventions; A Comprehensive Review on the Biotechnological Developments in the Field of Fungal Endophytic Biology over the Last Decade Gupta A, Meshram V, Gupta M, Goyal S, Qureshi KA, Jaremko M, Shukla KK Biomolecules 25-Jun-2023
PMCID:PMC10377637
doi:10.3390/biom13071038
PMID:37509074
Plants as the Extended Phenotype of Endophytes—The Actual Source of Bioactive Compounds Rutkowska N, Drożdżyński P, Ryngajłło M, Marchut-Mikołajczyk O Int J Mol Sci 13-Jun-2023
PMCID:PMC10298476
doi:10.3390/ijms241210096
PMID:37373241
Toxins from Animal Venoms as a Potential Source of Antimalarials: A Comprehensive Review Salimo ZM, Barros AL, Adrião AA, Rodrigues AM, Sartim MA, de Oliveira IS, Pucca MB, Baia-da-Silva DC, Monteiro WM, de Melo GC, Koolen HH Toxins (Basel) 03-Jun-2023
PMCID:PMC10301207
doi:10.3390/toxins15060375
PMID:37368676
Tracing the Volatilomic Fingerprint of the Most Popular Italian Fortified Wines Jasmins G, Perestrelo R, Coïsson JD, Sousa P, Teixeira JA, Bordiga M, Câmara JS Foods 19-May-2023
PMCID:PMC10217346
doi:10.3390/foods12102058
PMID:37238876
Endophytic fungi mediates production of bioactive secondary metabolites via modulation of genes involved in key metabolic pathways and their contribution in different biotechnological sector Toppo P, Kagatay LL, Gurung A, Singla P, Chakraborty R, Roy S, Mathur P 3 Biotech 14-May-2023
PMCID:PMC10183385
doi:10.1007/s13205-023-03605-z
PMID:37197561
Natural bioactive compounds in Alzheimer's disease: From the perspective of type 3 diabetes mellitus Huang J, Huang N, Mao Q, Shi J, Qiu Y Front Aging Neurosci 16-Mar-2023
PMCID:PMC10062602
doi:10.3389/fnagi.2023.1130253
PMID:37009462
Medicinal plants as a source of antiparasitics: an overview of experimental studies Ranasinghe S, Armson A, Lymbery AJ, Zahedi A, Ash A Pathog Glob Health 20-Feb-2023
PMCID:PMC10392325
doi:10.1080/20477724.2023.2179454
PMID:36805662
Seasonal and Geographic Variation in Alkaloid Content of Kratom (Mitragyna speciosa (Korth.) Havil.) from Thailand Sengnon N, Vonghirundecha P, Chaichan W, Juengwatanatrakul T, Onthong J, Kitprasong P, Sriwiriyajan S, Chittrakarn S, Limsuwanchote S, Wungsintaweekul J Plants (Basel) 19-Feb-2023
PMCID:PMC9966779
doi:10.3390/plants12040949
PMID:36840297

Phytochemical Profile Top

Add a new one!
Below are displayed the proven (via scientific papers) natural compounds!
You can also contribute to this by clicking here.
Name PubChem ID Canonical SMILES MW Found in Proof
> Alkaloids and derivatives / Cinchona alkaloids
(R)-[(2R,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol 45479755 Click to see 326.40 unknown via CMAUP database
(R)-[(2S,4R,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol 6916040 Click to see 326.40 unknown via CMAUP database
(R)-[(2S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol 8549 Click to see COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O 324.40 unknown https://doi.org/10.1016/S0960-894X(02)00173-7
(R)-[(2S,5R)-5-ethenyl-1-azoniabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol 25201430 Click to see C=CC1C[NH+]2CCC1CC2C(C3=CC=NC4=CC=CC=C34)O 295.40 unknown via CMAUP database
(R)-[(2S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol 6432519 Click to see 326.40 unknown https://doi.org/10.1016/S0031-9422(00)84772-X
https://doi.org/10.1016/S0021-9673(01)87625-1
https://doi.org/10.1016/0021-9673(83)80014-4
(S)-[(2R,4S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol 11645562 Click to see 326.40 unknown https://doi.org/10.1055/S-2006-962027
https://doi.org/10.1016/S0031-9422(00)84772-X
https://doi.org/10.1016/S0021-9673(01)87625-1
https://doi.org/10.1016/0021-9673(83)80014-4
https://doi.org/10.1055/S-2006-960051
[(2R,4S)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol 92131260 Click to see 294.40 unknown https://doi.org/10.1055/S-2006-960051
https://doi.org/10.1007/BF00269308
https://doi.org/10.1039/AN9901501355
https://doi.org/10.1055/S-2006-962027
https://doi.org/10.1055/S-2007-969129
https://doi.org/10.1016/S0031-9422(00)84772-X
https://doi.org/10.1055/S-2007-969128
https://doi.org/10.1016/S0021-9673(01)87625-1
https://doi.org/10.1055/S-2006-962405
https://doi.org/10.1055/S-2006-961417
https://doi.org/10.1055/S-2006-961415
[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methanol 24867865 Click to see 324.40 unknown https://doi.org/10.1055/S-2006-960051
https://doi.org/10.1016/S0031-9422(00)81420-X
https://doi.org/10.1039/AN9901501355
https://doi.org/10.1055/S-2006-962027
https://doi.org/10.1055/S-2007-969129
https://doi.org/10.1016/S0031-9422(00)84772-X
https://doi.org/10.1055/S-2007-969128
https://doi.org/10.1016/S0021-9673(01)87625-1
https://doi.org/10.1055/S-2006-962405
https://doi.org/10.1055/S-2006-961415
https://doi.org/10.1055/S-2006-962627
[(4S)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol 75466425 Click to see 294.40 unknown https://doi.org/10.1055/S-2006-960051
https://doi.org/10.1007/BF00269308
https://doi.org/10.1016/S0031-9422(00)81420-X
https://doi.org/10.1039/AN9901501355
https://doi.org/10.1055/S-2006-962027
https://doi.org/10.1055/S-2007-969129
https://doi.org/10.1016/0021-9673(83)80014-4
https://doi.org/10.1016/S0031-9422(00)84772-X
https://doi.org/10.1055/S-2007-969128
https://doi.org/10.1016/S0021-9673(01)87625-1
https://doi.org/10.1055/S-2006-962627
https://doi.org/10.1055/S-2006-962405
https://doi.org/10.1055/S-2006-961415
[(5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol 21862290 Click to see C=CC1CN2CCC1CC2C(C3=CC=NC4=CC=CC=C34)O 294.40 unknown via CMAUP database
4-[(R)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-hydroxymethyl]quinolin-6-ol 5460011 Click to see 310.40 unknown https://doi.org/10.1055/S-2006-962027
4-[(R)-[(2S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-hydroxymethyl]quinolin-6-ol 441075 Click to see 310.40 unknown https://doi.org/10.1055/S-2006-962027
6-Methoxycinchonan-9-ol 102439 Click to see COC1CC2CC(N1CC2C=C)C(C3=CC=NC4=CC=CC=C34)O 324.40 unknown via CMAUP database
Alpha-quinidine 2757 Click to see 294.40 unknown https://doi.org/10.1055/S-2006-960051
https://doi.org/10.1007/BF00269308
https://doi.org/10.1016/S0031-9422(00)81420-X
https://doi.org/10.1039/AN9901501355
https://doi.org/10.1055/S-2006-962027
https://doi.org/10.1055/S-2007-969129
https://doi.org/10.1016/S0031-9422(00)84772-X
https://doi.org/10.1055/S-2007-969128
https://doi.org/10.1016/S0960-894X(02)00173-7
https://doi.org/10.1016/S0021-9673(01)87625-1
https://doi.org/10.1248/CPB.59.1073
https://doi.org/10.1055/S-2006-962627
https://doi.org/10.1055/S-2006-962405
https://doi.org/10.1055/S-2006-961415
Cinchonan-9-ol, 6'-methoxy-, (8alpha,9R)- 1065 Click to see COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O 324.40 unknown https://doi.org/10.1248/CPB.59.1073
Cinchonidine 101744 Click to see 294.40 unknown https://doi.org/10.1016/S0960-894X(02)00173-7
https://doi.org/10.1248/CPB.59.1073
Cinchonine 90454 Click to see 294.40 unknown https://doi.org/10.1055/S-2006-961415
https://doi.org/10.1055/S-2006-961417
https://doi.org/10.1055/S-2006-962405
https://doi.org/10.1016/0031-9422(81)83079-8
https://doi.org/10.1248/CPB.59.1073
https://doi.org/10.1016/S0021-9673(01)87625-1
https://doi.org/10.1016/S0960-894X(02)00173-7
https://doi.org/10.1055/S-2007-969128
https://doi.org/10.1016/S0031-9422(00)84772-X
https://doi.org/10.1055/S-2007-969129
https://doi.org/10.1055/S-2006-962027
https://doi.org/10.1039/AN9901501355
https://doi.org/10.1007/BF00269308
https://doi.org/10.1055/S-2006-960051
Cinchotine 70946330 Click to see 296.40 unknown via CMAUP database
Cupreidine 11587639 Click to see 310.40 unknown https://doi.org/10.1055/S-2006-962027
Dihydrocinchonidine 6914728 Click to see 296.40 unknown https://doi.org/10.1055/S-2006-962027
https://doi.org/10.1016/S0021-9673(01)87625-1
https://doi.org/10.1055/S-2006-960051
Epiquinidine 94175 Click to see COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O 324.40 unknown via CMAUP database
Hydrocinchonine, (+)- 11630759 Click to see 296.40 unknown https://doi.org/10.1055/S-2006-962027
https://doi.org/10.1016/S0031-9422(00)84772-X
https://doi.org/10.1055/S-2007-969129
https://doi.org/10.1055/S-2006-960051
https://doi.org/10.1055/S-2007-969128
https://doi.org/10.1055/S-2006-961417
O-Desmethylquinidine 51196 Click to see 310.40 unknown https://doi.org/10.1055/S-2006-962027
Quinidine 441074 Click to see 324.40 unknown https://doi.org/10.1055/S-2006-960051
https://doi.org/10.1016/S0031-9422(00)81420-X
https://doi.org/10.1039/AN9901501355
https://doi.org/10.1055/S-2006-962027
https://doi.org/10.1055/S-2007-969129
https://doi.org/10.1016/0021-9673(83)80014-4
https://doi.org/10.1016/S0031-9422(00)84772-X
https://doi.org/10.1055/S-2007-969128
https://doi.org/10.1016/S0960-894X(02)00173-7
https://doi.org/10.1055/S-2001-11995
https://doi.org/10.1016/S0021-9673(01)87625-1
https://doi.org/10.1248/CPB.59.1073
https://doi.org/10.1055/S-2006-962627
https://doi.org/10.1016/0031-9422(81)83079-8
https://doi.org/10.1055/S-2006-962405
https://doi.org/10.1055/S-2006-961415
Quinine 3034034 Click to see 324.40 unknown https://doi.org/10.1055/S-2006-960051
https://doi.org/10.1055/S-2007-969686
https://doi.org/10.1016/S0031-9422(00)81420-X
https://doi.org/10.1039/AN9901501355
https://doi.org/10.1055/S-2006-962027
https://doi.org/10.1055/S-2007-969129
https://doi.org/10.1016/S0031-9422(00)84772-X
https://doi.org/10.1055/S-2007-969128
https://doi.org/10.1016/S0021-9673(01)87625-1
https://doi.org/10.1248/CPB.59.1073
https://doi.org/10.1055/S-2006-962627
https://doi.org/10.1055/S-2006-962405
https://doi.org/10.1055/S-2006-961415
> Alkaloids and derivatives / Harmala alkaloids
(2R,3R,12bS)-3-ethenyl-9-methoxy-2-[(6-methoxy-4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl)methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine 163193046 Click to see 494.60 unknown https://doi.org/10.1016/S0031-9422(00)91046-X
(2R,3R,12bS)-3-ethenyl-9-methoxy-2-[(6-methoxy-9H-pyrido[3,4-b]indol-1-yl)methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine 163187857 Click to see COC1=CC2=C(C=C1)NC3=C2CCN4C3CC(C(C4)C=C)CC5=NC=CC6=C5NC7=C6C=C(C=C7)OC 492.60 unknown https://doi.org/10.1016/S0031-9422(00)91046-X
(2S,3R,12bR)-3-ethenyl-9-methoxy-2-[[(1R)-6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine 163193172 Click to see COC1=CC2=C(C=C1)NC3=C2CCNC3CC4CC5C6=C(CCN5CC4C=C)C7=C(N6)C=CC(=C7)OC 496.60 unknown https://doi.org/10.1016/S0031-9422(00)91046-X
(2S,3R,12bR)-3-ethenyl-9-methoxy-2-[[(1S)-6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine 163193865 Click to see 496.60 unknown https://doi.org/10.1016/S0031-9422(00)91046-X
https://doi.org/10.1002/CHIN.198127328
(2S,3R,12bR)-3-ethyl-9-methoxy-2-[[(1R)-6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine 163185643 Click to see 498.70 unknown https://doi.org/10.1016/S0031-9422(00)91046-X
(2S,3R,12bS)-3-ethenyl-9-methoxy-2-[[(1R)-6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine 163193171 Click to see 496.60 unknown https://doi.org/10.1016/S0031-9422(00)91046-X
(2S,3R,12bS)-3-ethenyl-9-methoxy-2-[[(1S)-6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine 163193999 Click to see 496.60 unknown https://doi.org/10.1016/S0031-9422(00)91046-X
3-ethenyl-9-methoxy-2-[(6-methoxy-4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl)methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine 162968909 Click to see 494.60 unknown https://doi.org/10.1016/S0031-9422(00)91046-X
3-ethenyl-9-methoxy-2-[(6-methoxy-9H-pyrido[3,4-b]indol-1-yl)methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine 162933744 Click to see 492.60 unknown https://doi.org/10.1016/S0031-9422(00)91046-X
3-ethyl-9-methoxy-2-[(6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine 163031914 Click to see 498.70 unknown https://doi.org/10.1016/S0031-9422(00)91046-X
Cinchophylline 121440 Click to see 496.60 unknown https://doi.org/10.1016/S0031-9422(00)91046-X
https://doi.org/10.1002/CHIN.198127328
> Alkaloids and derivatives / Yohimbine alkaloids
Methyl 7-methoxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4(9),5,7,18-pentaene-19-carboxylate 5319994 Click to see COC1=CC2=C(C=C1)NC3=C2CCN4C3CC5C(C4)COC=C5C(=O)OC 368.40 unknown via CMAUP database
> Benzenoids / Anthracenes / Anthraquinones
1-Hydroxy-2-(hydroxymethyl)-5,6-dimethoxyanthracene-9,10-dione 86109341 Click to see 314.29 unknown https://doi.org/10.1016/S0031-9422(00)80541-5
1-Hydroxy-2-methylanthraquinone 160817 Click to see 238.24 unknown https://doi.org/10.1016/S0031-9422(00)80541-5
https://doi.org/10.1016/S0031-9422(00)81689-1
1-Hydroxy-6-methylanthracene-9,10-dione 638851 Click to see CC1=CC2=C(C=C1)C(=O)C3=C(C2=O)C=CC=C3O 238.24 unknown https://doi.org/10.1016/S0031-9422(00)81689-1
1-Hydroxy-6,7-dimethoxy-2-methylanthracene-9,10-dione 100966762 Click to see CC1=C(C2=C(C=C1)C(=O)C3=CC(=C(C=C3C2=O)OC)OC)O 298.29 unknown https://doi.org/10.1016/S0031-9422(98)00470-1
1,2,5,6-Tetramethoxyanthracene-9,10-dione 129703866 Click to see 328.30 unknown https://doi.org/10.1016/S0031-9422(00)81689-1
1,4-Dimethoxy-2,3-methylene-dioxyanthraquinone 11461106 Click to see COC1=C2C(=C(C3=C1C(=O)C4=CC=CC=C4C3=O)OC)OCO2 312.27 unknown https://doi.org/10.1016/S0031-9422(00)80541-5
1,4,5-Trihydroxy-2-methyl-9,10-anthracenedione 10151 Click to see 270.24 unknown https://doi.org/10.1016/S0031-9422(00)81689-1
1,8-Dihydroxyanthraquinone 2950 Click to see 240.21 unknown via CMAUP database
4,5-Dihydroxy-1,2,3-trimethoxyanthracene-9,10-dione 163192271 Click to see 330.29 unknown https://doi.org/10.1007/BF00269367
5-Hydroxy-1,2,3,4-tetramethoxyanthraquinone 25201000 Click to see COC1=C(C(=C(C2=C1C(=O)C3=C(C2=O)C(=CC=C3)O)OC)OC)OC 344.30 unknown https://doi.org/10.1016/S0031-9422(98)00470-1
7,12-Dimethoxy-2,3-dihydronaphtho[3,2-g][1,4]benzodioxine-6,11-dione 163037071 Click to see COC1=CC=CC2=C1C(=O)C3=CC4=C(C(=C3C2=O)OC)OCCO4 326.30 unknown https://doi.org/10.1016/S0031-9422(00)81689-1
Alizarin 2-methyl ether 80103 Click to see 254.24 unknown https://doi.org/10.1007/BF00269367
Digiferruginol 32209 Click to see C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3)CO)O 254.24 unknown via CMAUP database
Robustaquinone G 25200478 Click to see 358.30 unknown https://doi.org/10.1016/S0031-9422(98)00470-1
> Benzenoids / Anthracenes / Anthraquinones / Hydroxyanthraquinones
1,2-Dihydroxy-3-methylanthraquinone 429241 Click to see 254.24 unknown https://doi.org/10.1016/S0031-9422(00)80541-5
https://doi.org/10.1016/S0031-9422(00)81689-1
1,3-Dihydroxy-2,5-dimethoxyanthracene-9,10-dione 86109359 Click to see 300.26 unknown https://doi.org/10.1016/S0031-9422(00)80541-5
1,3-Dimethoxy-2-hydroxy-9,10-anthraquinone 15118825 Click to see COC1=C(C(=C2C(=C1)C(=O)C3=CC=CC=C3C2=O)OC)O 284.26 unknown https://doi.org/10.1016/S0031-9422(00)80541-5
1,3,5,8-Tetrahydroxy-2-methoxyanthraquinone 25200969 Click to see 302.23 unknown https://doi.org/10.1016/S0031-9422(98)00470-1
1,4,6-Trihydroxy-5-methoxy-2-methylanthracene-9,10-dione 86109344 Click to see 300.26 unknown https://doi.org/10.1016/S0031-9422(00)80541-5
1,4,7-Trihydroxy-6,8-dimethoxy-2-methylanthraquinone 25200505 Click to see 330.29 unknown https://doi.org/10.1016/S0031-9422(98)00470-1
1,5,7-Trihydroxy-6-methoxy-2-methylanthraquinone 10040428 Click to see 300.26 unknown https://doi.org/10.1016/S0031-9422(98)00470-1
1,6-Dihydroxy-5-methoxy-2-methylanthracene-9,10-dione 482558 Click to see CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3OC)O)O 284.26 unknown https://doi.org/10.1016/S0031-9422(00)80541-5
1,7-Dihydroxy-6-methoxy-2-methylanthraquinone 25201879 Click to see 284.26 unknown https://doi.org/10.1016/S0031-9422(98)00470-1
2-Hydroxy-1,3,4-trimethoxyanthraquinone 86109348 Click to see 314.29 unknown https://doi.org/10.1016/S0031-9422(00)80541-5
2,4,6-Trihydroxy-1,3-dimethoxyanthracene-9,10-dione 163042713 Click to see 316.26 unknown https://doi.org/10.1016/S0031-9422(00)81689-1
2,4,8-Trihydroxy-1-methoxyanthracene-9,10-dione 86109351 Click to see 286.24 unknown https://doi.org/10.1016/S0031-9422(00)80541-5
2,5-Dihydroxy-1,3,4-trimethoxyanthraquinone 86109363 Click to see COC1=C(C(=C(C2=C1C(=O)C3=C(C2=O)C(=CC=C3)O)OC)OC)O 330.29 unknown https://doi.org/10.1016/S0031-9422(00)80541-5
2,5,8-Trihydroxy-1,3-dimethoxyanthracene-9,10-dione 25202354 Click to see 316.26 unknown https://doi.org/10.1016/S0031-9422(98)00470-1
2,8-Dihydroxy-1,3-dimethoxyanthraquinone 25202864 Click to see COC1=C(C(=C2C(=C1)C(=O)C3=C(C2=O)C(=CC=C3)O)OC)O 300.26 unknown https://doi.org/10.1016/S0031-9422(98)00470-1
3-Hydroxy-1,2-dimethoxyanthracene-9,10-dione 57509304 Click to see 284.26 unknown https://doi.org/10.1016/S0031-9422(00)80541-5
Alizarin 6293 Click to see 240.21 unknown https://doi.org/10.1055/S-2006-962627
Norsolorinic acid 25102 Click to see 370.40 unknown https://doi.org/10.1055/S-2006-962510
Purpurin 1-methyl ether 442766 Click to see COC1=C(C=C(C2=C1C(=O)C3=CC=CC=C3C2=O)O)O 270.24 unknown https://doi.org/10.1055/S-2007-969125
https://doi.org/10.1016/S0031-9422(00)80541-5
https://doi.org/10.1016/S0031-9422(00)81689-1
Purpurin anthraquinone 6683 Click to see 256.21 unknown https://doi.org/10.1016/S0031-9422(00)81689-1
https://doi.org/10.1016/S0031-9422(00)80541-5
Rubiadin 124062 Click to see CC1=C(C=C2C(=C1O)C(=O)C3=CC=CC=C3C2=O)O 254.24 unknown https://doi.org/10.1016/S0031-9422(00)80541-5
> Benzenoids / Benzene and substituted derivatives / Acetophenones
12-Hydroxy-2,3-dihydroeuparin 10036992 Click to see 234.25 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Bicyclic monoterpenoids
1,4-Cineole 10106 Click to see 154.25 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
1,3-Cyclohexadiene, 1-methyl-4-(1,2,2-trimethylcyclopentyl)- 12304250 Click to see CC1=CC=C(CC1)C2(CCCC2(C)C)C 204.35 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides
Secologanin 161276 Click to see 388.40 unknown https://doi.org/10.1016/0031-9422(91)80068-C
Strictosidine 161336 Click to see 530.60 unknown https://doi.org/10.1016/0031-9422(91)80068-C
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides / Iridoid O-glycosides
(-)-Loganin 87691 Click to see 390.40 unknown https://doi.org/10.1016/0031-9422(91)80068-C
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
Cincholic acid 11409156 Click to see CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C(=O)O)C(=O)O)C 486.70 unknown via CMAUP database
Quinovic acid 120678 Click to see CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C(=O)O)C(=O)O 486.70 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Hydroxysteroids / 21-hydroxysteroids
Dermatin (steroid) 3381 Click to see 452.50 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Steroidal glycosides / Steroidal saponins
2-[6-[[(6R,9S,13S)-16-[3,4-dihydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-6-[3-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]but-3-enyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-14-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol 44135483 Click to see CC1C2C(CC3C2(CCC4C3CCC5C4(C(CC(C5)OC6C(C(C(C(O6)C)OC7C(C(C(C(O7)CO)O)O)O)O)O)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)C)O)O)O)O)O)C)C)OC1(CCC(=C)COC1C(C(C(C(O1)CO)O)O)O)O 1211.30 unknown via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Phenylketones / Alkyl-phenylketones
1-[5-acetyl-2-hydroxy-3-[(E)-3-hydroxy-3-methylbut-1-enyl]phenyl]-3-methylbutan-1-one 5318238 Click to see 304.40 unknown via CMAUP database
> Organoheterocyclic compounds / Indoles and derivatives / Indoles / 3-alkylindoles
(+)-Cinchonaminone 10358166 Click to see 312.40 unknown https://doi.org/10.1055/S-2006-961415
10-Methoxy cinchonamine 76326654 Click to see COCCC1=C(NC2=CC=CC=C21)C3CC4CCN3CC4C=C 310.40 unknown https://doi.org/10.1055/S-2006-960051
https://doi.org/10.1016/0021-9673(83)80014-4
2-[2-[(2S,5R)-5-Ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-1H-indol-3-yl]ethanol 20054873 Click to see 296.40 unknown via CMAUP database
2-[2-[(2S)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-1H-indol-3-yl]ethanol 46173818 Click to see C=CC1CN2CCC1CC2C3=C(C4=CC=CC=C4N3)CCO 296.40 unknown https://doi.org/10.1055/S-2006-962027
https://doi.org/10.1055/S-2006-960051
> Organoheterocyclic compounds / Indoles and derivatives / Indolines
(3aR,8bS)-3a-[(2R,4R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-2,4-dihydro-1H-furo[2,3-b]indol-8b-ol 825908 Click to see 312.40 unknown https://doi.org/10.1016/S0031-9422(00)91046-X
(3aS,8bR)-3a-[(4R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-2,4-dihydro-1H-furo[2,3-b]indol-8b-ol 137706191 Click to see 312.40 unknown https://doi.org/10.1055/S-2006-962027
https://doi.org/10.1055/S-2006-960051
https://doi.org/10.1055/S-2006-961417
3-Epiquinamine 76319464 Click to see 312.40 unknown via CMAUP database
3aH-Furo(2,3-b)indol-3a-ol, 8a-(5-ethenyl-1-azabicyclo(2.2.2)oct-2-yl)-2,3,8,8a-tetrahydro- 157080 Click to see 312.40 unknown https://doi.org/10.1016/S0031-9422(00)91046-X
8a-(5-Vinyl-1-azabicyclo[2.2.2]oct-2-yl)-2,3,8,8a-tetrahydro-3ah-furo[2,3-b]indol-3a-ol 94145 Click to see C=CC1CN2CCC1CC2C34C(CCO3)(C5=CC=CC=C5N4)O 312.40 unknown https://doi.org/10.1055/S-2006-962027
https://doi.org/10.1055/S-2006-961417
https://doi.org/10.1055/S-2006-960051
> Organoheterocyclic compounds / Indoles and derivatives / Pyridoindoles / Beta carbolines
Corynantheal 12304043 Click to see 294.40 unknown https://doi.org/10.1055/S-2006-960051
> Organoheterocyclic compounds / Indoles and derivatives / Tryptamines and derivatives
5-Methoxytryptamine 1833 Click to see 190.24 unknown https://doi.org/10.1055/S-2006-960051
Tryptamine 1150 Click to see C1=CC=C2C(=C1)C(=CN2)CCN 160.22 unknown https://doi.org/10.1055/S-2006-960051
> Organoheterocyclic compounds / Quinolines and derivatives
(6-Methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methanone 6768 Click to see 322.40 unknown https://doi.org/10.1111/J.2042-7158.1970.TB08569.X
(R)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-3-yl)methanol 46705407 Click to see 324.40 unknown via CMAUP database
(S)-[(2S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-3-yl)methanol 45358146 Click to see COC1=CC2=CC(=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O 324.40 unknown via CMAUP database
[(2R,4R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanone 11869438 Click to see 322.40 unknown via CMAUP database
[(2R,4S,5S)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanone 7059652 Click to see 322.40 unknown https://doi.org/10.1111/J.2042-7158.1970.TB08569.X
3-(2-Ethenylpiperidin-4-yl)-1-quinolin-4-ylpropan-1-one 5315886 Click to see C=CC1CC(CCN1)CCC(=O)C2=CC=NC3=CC=CC=C23 294.40 unknown via CMAUP database
CID 56928086 56928086 Click to see COC1=CC2=C(C=CN=C2C=C1)C(=O)C3CC4CCN3CC4C=C 322.40 unknown via CMAUP database
> Organoheterocyclic compounds / Quinolines and derivatives / 4-quinolinemethanols
(1S)-3-[(3R,4R)-3-ethenylpiperidin-4-yl]-1-quinolin-4-ylpropan-1-ol 10469865 Click to see 296.40 unknown https://doi.org/10.1055/S-2006-961415
> Organoheterocyclic compounds / Quinolines and derivatives / Aminoquinolines and derivatives / 4-aminoquinolines
Chloroquine 2719 Click to see 319.90 unknown https://doi.org/10.1016/S0960-894X(02)00173-7
> Organoheterocyclic compounds / Quinolines and derivatives / Quinoline carboxylic acids
3-Deuterioquinoline-4-carboxylic acid 11401048 Click to see C1=CC=C2C(=C1)C(=CC=N2)C(=O)O 174.17 unknown via CMAUP database
> Phenylpropanoids and polyketides / Depsides and depsidones
Atranorin 68066 Click to see CC1=CC(=C(C(=C1C(=O)OC2=C(C(=C(C(=C2)C)C(=O)OC)O)C)O)C=O)O 374.30 unknown via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavones
7-Hydroxy-4-oxo-2-phenylchromen-5-olate 25200543 Click to see 253.23 unknown via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 7-O-methylated flavonoids
Sakuranetin 73571 Click to see 286.28 unknown via CMAUP database

Gallery Top

We don't have an image yet. Upload an image!

Contributors Top

No known contributors. Be the first!

Collections Top

In private collections 0
In public collections 0
You need to be authenticated in order to add this taxon to a personal collection.