Cinchona calisaya
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
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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 |
Germination/Propagation Top
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No germination or propagation data was added yet.
Distribution (via POWO/KEW) Top
Legend for the distribution data:
- Doubtful data
- Extinct
- Introduced
- Native
-
Africa click to expand
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West-central Tropical Africa
- Gulf Of Guinea Islands
- Zaïre
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West-central Tropical Africa
-
Pacific click to expand
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Northwestern Pacific
- Caroline Islands
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Northwestern Pacific
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Southern America click to expand
-
Central America
- Guatemala
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Western South America
- Bolivia
- Peru
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Central America
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.
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.
If you wish to see all the related articles click here.
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.
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 |
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