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Internal ID UUID643fe191b7bed516484015
Scientific name Lippia origanoides
Authority Kunth
First published in Nov. Gen. Sp. 2: 267 (1818)

Description Top

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Synonyms Top

Scientific name Authority First published in
Lantana origanoides M.Martens & Galeotti Bull. Acad. Roy. Sci. Bruxelles 11(2): 327 (1844)
Lantana origanoides var. sampaionis Herter Arq. Mus. Nac. Rio de Janeiro 18: 13 (1916)
Lippia affinis Schauer Prodr. 11: 576 (1847)
Lippia berteroi Spreng. Syst. Veg. 2: 752 (1825)
Lippia candicans Hayek Repert. Spec. Nov. Regni Veg. 2: 86 (1906)
Lippia elegans Cham. Linnaea 7: 225 (1832)
Lippia elegans var. macrophylla Moldenke Phytologia 55: 42 (1984)
Lippia elegans var. obtusifolia Moldenke Phytologia 19: 319 (1970)
Lippia glandulosa Schauer Prodr. 11: 577 (1847)
Lippia graveolens Kunth Nov. Gen. Sp. 2: 267 (1818)
Lippia graveolens f. loeseneriana Moldenke Phytologia 52: 130 (1982)
Lippia graveolens f. macrophylla Moldenke Phytologia 49: 431. 1981
Lippia graveolens f. microphylla Moldenke Phytologia 50: 13 (1981)
Lippia mattogrossensis Moldenke Phytologia 1: 468 (1940)
Lippia microphylla Cham. Linnaea 7: 226 (1832)
Lippia obscura Briq. Bull. Herb. Boissier , sér. 2, 4: 1155 (1904)
Lippia origanoides var. sampaionis Herter Arq. Mus. Nac. Rio de Janeiro 18: 29 (1916)
Lippia palmeri S.Watson Proc. Amer. Acad. Arts 24: 67 (1889)
Lippia palmeri var. spicata Rose Contr. U.S. Natl. Herb. 1: 75 (1890)
Lippia palmeri f. spicata (Rose) Moldenke Phytologia 44: 328 (1979)
Lippia pendula Rusby Bull. New York Bot. Gard. 8: 116 (1912)
Lippia polycephala Briq. Annuaire Conserv. Jard. Bot. Genève 7-8: 307 (1904)
Lippia polycephala var. aemilii Briq. Bull. Herb. Boissier , sér. 2, 4: 1155 (1904)
Lippia rigida Schauer Prodr. 11: 577 (1847)
Lippia rubiginosa Schauer Prodr. 11: 574 (1847)
Lippia rubiginosa var. dives Schauer Prodr. 11: 575 (1847)
Lippia rubiginosa var. pauper Schauer Prodr. 11: 575 (1847)
Lippia salviifolia Cham. Linnaea 7: 227 (1832)
Lippia schomburgkiana Schauer Prodr. 11: 577 (1847)
Lippia sidoides Cham. Linnaea 7: 224 (1832)
Lippia sidoides f. flaccida Hayek Denkschr. Kaiserl. Akad. Wiss., Wien. Math.-Naturwiss. Kl. 79(1): 295 (1908)
Lippia velutina Schauer Prodr. 11: 576 (1847)
Goniostachyum graveolens Small Fl. S.E. U.S. : 1012 (1903)

Common names Top

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Language Common/alternative name
Azerbaijani lippia graveolens
Korean 향리피아
Swedish lippia graveolens

Subspecies (abbr. subsp./ssp.) Top

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Varieties (abbr. var.) Top

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Subvarieties (abbr. subvar.) Top

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Forms (abbr. f.) Top

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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
  • Northern America
    • Mexico
      • Mexico Central
      • Mexico Gulf
      • Mexico Northeast
      • Mexico Northwest
      • Mexico Southeast
      • Mexico Southwest
    • South-central U.S.A.
      • New Mexico
      • Texas
  • Southern America
    • Brazil
      • Brazil North
      • Brazil Northeast
      • Brazil South
      • Brazil Southeast
      • Brazil West-central
    • Caribbean
      • Trinidad-Tobago
      • Venezuelan Antilles
    • Central America
      • Belize
      • Costa Rica
      • El Salvador
      • Guatemala
      • Honduras
      • Nicaragua
    • Northern South America
      • Guyana
      • Venezuela
    • Southern South America
      • Argentina Northeast
      • Argentina Northwest
      • Paraguay
      • Uruguay
    • Western South America
      • Bolivia
      • Colombia

Links to other databases Top

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Database ID/link to page
World Flora Online wfo-0000229041
Tropicos 33700277
KEW urn:lsid:ipni.org:names:863752-1
The Plant List kew-113656
Open Tree Of Life 714153
NCBI Taxonomy 542673
IPNI 863752-1
iNaturalist 871980
GBIF 7297353
EOL 5389063
CMAUP NPO4592
Wikipedia Lippia_graveolens

Genomes (via NCBI) Top

No reference genome is available on NCBI yet. We are constantly monitoring for new data.

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
Potential Anti-Infectious Activity of Essential Oil Chemotypes of Lippia origanoides Kunth on Antibiotic-Resistant Staphylococcus aureus Strains Uc-Cachón AH, Calvo-Irabien LM, Dzul-Beh AD, Dzib-Baak HE, Grijalva-Arango R, Molina-Salinas GM Plants (Basel) 23-Apr-2024
PMCID:PMC11085919
doi:10.3390/plants13091172
PMID:38732387
Natural and Synthetic Polymers for Biomedical and Environmental Applications Satchanska G, Davidova S, Petrov PD Polymers (Basel) 20-Apr-2024
PMCID:PMC11055061
doi:10.3390/polym16081159
PMID:38675078
Rhizopus stolonifer and related control strategies in postharvest fruit: A review Liu Q, Chen Q, Liu H, Du Y, Jiao W, Sun F, Fu M Heliyon 10-Apr-2024
PMCID:PMC11031825
doi:10.1016/j.heliyon.2024.e29522
Molecular modelling and anticholinesterase activity of the essential oil from three chemotypes of Lippia alba (Mill.) N.E.Br. ex Britton & P. Wilson (Verbenaceae) Silva Júnior AQ, Rodrigues GD, Alcântara de Sousa K, Maduro Bouillet LE, Bianchi dos Santos G, de Sousa Barroso A, Veras Mourão RH Heliyon 03-Apr-2024
PMCID:PMC11031784
doi:10.1016/j.heliyon.2024.e29063
Obtaining Microbiologically Safe Hatching Eggs from Hatcheries: Using Essential Oils for Integrated Sanitization Strategies in Hatching Eggs, Poultry Houses and Poultry Oliveira GD, McManus C, Vale IR, dos Santos VM Pathogens 18-Mar-2024
PMCID:PMC10974541
doi:10.3390/pathogens13030260
PMID:38535603
The therapeutic potential of natural metabolites in targeting endocrine-independent HER-2-negative breast cancer Püsküllüoğlu M, Michalak I Front Pharmacol 04-Mar-2024
PMCID:PMC10944949
doi:10.3389/fphar.2024.1349242
PMID:38500769
Lippia sidoides essential oil at concentration of 0.25% provided improvements in microbiota and intestine integrity of Danio rerio Cardoso L, Owatari MS, Chaves FC, Ferreira TH, Costa DS, Furtado WE, Tedesco M, Honorato LA, Mouriño JL, Martins ML Braz J Vet Med 14-Feb-2024
PMCID:PMC10868529
doi:10.29374/2527-2179.bjvm005323
PMID:38362241
Editorial: The association between avian physiology and meat quality Malila Y, Zampiga M, Soglia F, Owens CM, G. Velleman S Front Physiol 31-Jan-2024
PMCID:PMC10864573
doi:10.3389/fphys.2024.1368680
PMID:38357497
Effects of essential oils on egg production and feed efficiency as influenced by laying hen breed: A meta-analysis Darmawan A, Öztürk E, Güngör E, Özlü Ş, Jayanegara A Vet World 23-Jan-2024
PMCID:PMC10884582
doi:10.14202/vetworld.2024.197-206
PMID:38406358
Progress of nanopreparation technology applied to volatile oil drug delivery systems Ye ZW, Yang QY, Lin QH, Liu XX, Li FQ, Xuan HD, Bai YY, Huang YP, Wang L, Wang F Heliyon 08-Jan-2024
PMCID:PMC10825498
doi:10.1016/j.heliyon.2024.e24302
PMID:38293491
Antifungal activity of cercosporamide produced by Phaeosphaeriaceae GV-1 against pathogenic fungi Portes RG, Barreto TL, Kanemaru MY, Ishida K, Bicas JL Braz J Microbiol 18-Dec-2023
PMCID:PMC10920561
doi:10.1007/s42770-023-01211-y
PMID:38110707
Chitosan as a Control Tool for Insect Pest Management: A Review Abenaim L, Conti B Insects 15-Dec-2023
PMCID:PMC10744275
doi:10.3390/insects14120949
PMID:38132623
Liposomal formulation of a new antifungal hybrid compound provides protection against Candida auris in the ex vivo skin colonization model Jaromin A, Zarnowski R, Markowski A, Zagórska A, Johnson CJ, Etezadi H, Kihara S, Mota-Santiago P, Nett JE, Boyd BJ, Andes DR Antimicrob Agents Chemother 11-Dec-2023
PMCID:PMC10777852
doi:10.1128/aac.00955-23
PMID:38092678
Lippia origanoides essential oil possesses anticonvulsant effect in pentylenetetrazol-induced seizures in rats: a behavioral, electroencephalographic, and electromyographic study Bastos de Araújo D, Gurgel do Amaral AL, Maia da Fonseca S, Rodrigues de Souza K, Santos da Paz AP, Jóia de Mello V, Barbosa GB, Otake Hamoy MK, Hamoy M Front Pharmacol 28-Nov-2023
PMCID:PMC10715423
doi:10.3389/fphar.2023.1289336
PMID:38089062
Latin American Plants against Microorganisms Cuevas-Cianca SI, Romero-Castillo C, Gálvez-Romero JL, Sánchez-Arreola E, Juárez ZN, Hernández LR Plants (Basel) 28-Nov-2023
PMCID:PMC10708099
doi:10.3390/plants12233997
PMID:38068631

Phytochemical Profile Top

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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
> Benzenoids / Anthracenes / Anthraquinones
2-Methylanthraquinone 6773 Click to see CC1=CC2=C(C=C1)C(=O)C3=CC=CC=C3C2=O 222.24 unknown https://doi.org/10.1021/NP0005917
https://doi.org/10.4268/CJCMM20162420
Lippsidoquinone 11081114 Click to see CC1=CC2C3=C(C(=O)C4=CC=CC=C4C3=O)C5(C(C1)C2(C(=O)C6=CC=CC=C65)C=CC(C)(C)O)O 466.50 unknown https://doi.org/10.1021/NP0005917
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / p-Hydroxybenzoic acid esters / p-Hydroxybenzoic acid alkyl esters
Protocatechuic acid, methyl ester 287064 Click to see COC(=O)C1=CC(=C(C=C1)O)O 168.15 unknown https://doi.org/10.1021/NP0005917
> Benzenoids / Benzene and substituted derivatives / Cumenes
2-Isopropyl-4-methylphenol 78153 Click to see CC1=CC(=C(C=C1)O)C(C)C 150.22 unknown https://doi.org/10.1002/FFJ.984
4-Isopropyl-2-methylphenol 74446 Click to see CC1=C(C=CC(=C1)C(C)C)O 150.22 unknown https://doi.org/10.1002/FFJ.984
> Benzenoids / Tetralins
(3R,4S)-4-hydroxy-3-(3-methylbut-2-enyl)-3,4-dihydro-2H-naphthalen-1-one 163185408 Click to see CC(=CCC1CC(=O)C2=CC=CC=C2C1O)C 230.30 unknown https://doi.org/10.1002/ARDP.19763091010
4-hydroxy-3-(3-methylbut-2-enyl)-3,4-dihydro-2H-naphthalen-1-one 75059649 Click to see CC(=CCC1CC(=O)C2=CC=CC=C2C1O)C 230.30 unknown https://doi.org/10.1002/ARDP.19763091010
https://doi.org/10.1021/NP50044A019
> Hydrocarbons / Unsaturated hydrocarbons / Branched unsaturated hydrocarbons
gamma-Terpinene 7461 Click to see CC1=CCC(=CC1)C(C)C 136.23 unknown https://doi.org/10.5897/JMPR10.078
https://doi.org/10.1055/S-2003-37032
> Lignans, neolignans and related compounds / Aryltetralin lignans / 9,9p-dihydroxyaryltetralin lignans
(6R,7S,8S)-8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol 92466119 Click to see COC1=C(C=C2C(C(C(CC2=C1)CO)CO)C3=CC(=C(C=C3)O)OC)O 360.40 unknown https://doi.org/10.1021/NP0005917
(6S)-3-Methoxy-6alpha,7alpha-bis(hydroxymethyl)-8beta-(3-methoxy-4-hydroxyphenyl)-5,6,7,8-tetrahydro-2-naphthol 12311071 Click to see COC1=C(C=C2C(C(C(CC2=C1)CO)CO)C3=CC(=C(C=C3)O)OC)O 360.40 unknown https://doi.org/10.1021/NP0005917
Isolariciresinol (6CI); (+)-Cyclolariciresinol; (+)-Isolariciresinol; Isolariciresinol, (+)-;-Conidendryl alcohol 4177125 Click to see COC1=C(C=C2C(C(C(CC2=C1)CO)CO)C3=CC(=C(C=C3)O)OC)O 360.40 unknown https://doi.org/10.1021/NP0005917
Isolariciresinol, (+)- 160521 Click to see COC1=C(C=C2C(C(C(CC2=C1)CO)CO)C3=CC(=C(C=C3)O)OC)O 360.40 unknown https://doi.org/10.4268/CJCMM20162420
https://doi.org/10.1021/NP0005917
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Long-chain fatty acids
Arachidic Acid 10467 Click to see CCCCCCCCCCCCCCCCCCCC(=O)O 312.50 unknown https://doi.org/10.1021/NP50044A019
Palmitic Acid 985 Click to see CCCCCCCCCCCCCCCC(=O)O 256.42 unknown https://doi.org/10.1021/NP50044A019
Stearic Acid 5281 Click to see CCCCCCCCCCCCCCCCCC(=O)O 284.50 unknown https://doi.org/10.1021/NP50044A019
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Very long-chain fatty acids
Behenic Acid 8215 Click to see CCCCCCCCCCCCCCCCCCCCCC(=O)O 340.60 unknown https://doi.org/10.1021/NP50044A019
Lignoceric Acid 11197 Click to see CCCCCCCCCCCCCCCCCCCCCCCC(=O)O 368.60 unknown https://doi.org/10.1021/NP50044A019
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Acyclic monoterpenoids
Myrcene 31253 Click to see CC(=CCCC(=C)C=C)C 136.23 unknown https://doi.org/10.1055/S-2003-37032
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Aromatic monoterpenoids
2-Isopropyl-5-methylanisole 14104 Click to see CC1=CC(=C(C=C1)C(C)C)OC 164.24 unknown https://doi.org/10.5897/JMPR10.078
Carvacrol 10364 Click to see CC1=C(C=C(C=C1)C(C)C)O 150.22 unknown https://doi.org/10.1002/FFJ.984
https://doi.org/10.1080/10412905.1992.9698152
https://doi.org/10.1021/NP50044A019
https://doi.org/10.1055/S-2006-962781
https://doi.org/10.1055/S-2003-37032
p-CYMENE 7463 Click to see CC1=CC=C(C=C1)C(C)C 134.22 unknown https://doi.org/10.1055/S-2006-962781
https://doi.org/10.5897/JMPR10.078
https://doi.org/10.1055/S-2003-37032
Thymol 6989 Click to see CC1=CC(=C(C=C1)C(C)C)O 150.22 unknown https://doi.org/10.5897/JMPR10.078
https://doi.org/10.1055/S-2006-962781
https://doi.org/10.1055/S-2003-37032
https://doi.org/10.1080/10412905.1992.9698152
https://doi.org/10.1021/NP50044A019
https://doi.org/10.1002/FFJ.984
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Menthane monoterpenoids
4-Terpineol, (+/-)- 11230 Click to see CC1=CCC(CC1)(C(C)C)O 154.25 unknown https://doi.org/10.5897/JMPR10.078
alpha-Terpinene 7462 Click to see CC1=CC=C(CC1)C(C)C 136.23 unknown https://doi.org/10.1055/S-2006-962781
Terpinolene 11463 Click to see CC1=CCC(=C(C)C)CC1 136.23 unknown https://doi.org/10.5897/JMPR10.078
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
(1R,2S,7S,8S)-1,3-dimethyl-8-propan-2-yltricyclo[4.4.0.02,7]dec-3-ene 92042749 Click to see CC1=CCC2C3C1C2(CCC3C(C)C)C 204.35 unknown https://doi.org/10.5897/JMPR10.078
Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1S,4E,9R)- 26318 Click to see CC1=CCCC(=C)C2CC(C2CC1)(C)C 204.35 unknown https://doi.org/10.1055/S-2003-37032
Caryophyllene 5281515 Click to see CC1=CCCC(=C)C2CC(C2CC1)(C)C 204.35 unknown https://doi.org/10.5897/JMPR10.078
https://doi.org/10.1055/S-2003-37032
Humulene 5281520 Click to see CC1=CCC(C=CCC(=CCC1)C)(C)C 204.35 unknown https://doi.org/10.5897/JMPR10.078
https://doi.org/10.1055/S-2006-962781
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides
2-[3-ethenyl-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid 14105068 Click to see COC(=O)C1=COC(C(C1CC(=O)O)C=C)OC2C(C(C(C(O2)CO)O)O)O 404.40 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
Dimethyl secologanoside; Secologanoside dimethyl ester 14105069 Click to see COC(=O)CC1C(C(OC=C1C(=O)OC)OC2C(C(C(C(O2)CO)O)O)O)C=C 418.40 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
methyl (2R,3R,4S)-3-ethenyl-4-(2-oxoethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate 124351303 Click to see COC(=O)C1=COC(C(C1CC=O)C=C)OC2C(C(C(C(O2)CO)O)O)O 388.40 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
Methyl 2-(hexopyranosyloxy)-4-(2-oxoethyl)-3-vinyl-3,4-dihydro-2H-pyran-5-carboxylate 369002 Click to see COC(=O)C1=COC(C(C1CC=O)C=C)OC2C(C(C(C(O2)CO)O)O)O 388.40 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
Secologanin 161276 Click to see COC(=O)C1=COC(C(C1CC=O)C=C)OC2C(C(C(C(O2)CO)O)O)O 388.40 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
Secoxyloganin 162868 Click to see COC(=O)C1=COC(C(C1CC(=O)O)C=C)OC2C(C(C(C(O2)CO)O)O)O 404.40 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
Secoxyloganin methyl ester 14105070 Click to see COC(=O)CC1C(C(OC=C1C(=O)OC)OC2C(C(C(C(O2)CO)O)O)O)C=C 418.40 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides / Iridoid O-glycosides
(1S,4aS,6S,7R,7aR)-6-hydroxy-7-methyl-1-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid 154496917 Click to see CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O 376.36 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
(1S,4aS,6S,7R,7aR)-6-hydroxy-7-methyl-1-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid 163193095 Click to see CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O 376.36 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
(1S,4aS,6S,7R,7aS)-1-[[6-O-[(2E)-3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-glucopyranosyl]oxy]-1,4a,5,6,7,7a-hexahydro-6,7-dihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid 163042892 Click to see CC1(C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O)O 554.50 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
(1S,4aS,6S,7R,7aS)-1,4a,5,6,7,7a-Hexahydro-6,7-dihydroxy-1-[[6-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-glucopyranosyl]oxy]-7-methylcyclopenta[c]pyran-4-carboxylic acid 162988849 Click to see CC1(C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)COC(=O)C=CC4=CC=C(C=C4)O)O)O)O)O)O 538.50 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
(1S,4aS,6S,7R,7aS)-6,7-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid 72709988 Click to see CC1(C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O)O 392.35 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
(1S,4aS,6S,7S,7aR)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid 158968601 Click to see CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O 376.36 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
(1S)-1alpha-(beta-D-Glucopyranosyloxy)-6alpha,7alpha-dihydroxy-7-methyl-1,4aalpha,5,6,7,7aalpha-hexahydrocyclopenta[c]pyran-4-carboxylic acid methyl ester 24721560 Click to see CC1(C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O)O 406.40 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
1-[6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6,7-dihydroxy-7-methyl-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid 163042891 Click to see CC1(C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O)O 554.50 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
6-Hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid 4430509 Click to see CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O 376.36 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
6,7-dihydroxy-7-methyl-1-[3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid 162988848 Click to see CC1(C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)COC(=O)C=CC4=CC=C(C=C4)O)O)O)O)O)O 538.50 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
8-Epiloganic acid 158144 Click to see CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O 376.36 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
Caryoptosidic acid 131751540 Click to see CC1(C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O)O 392.35 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
CID 15726439 15726439 Click to see CC1(C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O)O 406.40 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
Loganic acid 89640 Click to see CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O 376.36 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
Loganin 87691 Click to see CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O 390.40 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
methyl (1S,4aS,6S,7R,7aS)-6,7-dihydroxy-7-methyl-1-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate 154496318 Click to see CC1(C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O)O 406.40 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
Methyl 6-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate 601562 Click to see CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O 390.40 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
methyl 6,7-dihydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate 74315904 Click to see CC1(C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O)O 406.40 unknown https://doi.org/10.1016/S0031-9422(98)00196-4
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
10-Acetyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid 619165 Click to see CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC=C4C3(CCC5(C4CC(CC5)(C)C)C(=O)O)C)C)C 498.70 unknown https://doi.org/10.1021/NP0005917
3-O-Acetyloleanolic acid 151202 Click to see CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC=C4C3(CCC5(C4CC(CC5)(C)C)C(=O)O)C)C)C 498.70 unknown https://doi.org/10.4268/CJCMM20162420
https://doi.org/10.1021/NP0005917
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Bile acids, alcohols and derivatives / Hydroxy bile acids, alcohols and derivatives
(3S,5R,6R,8R,9S,10R,13R,14S,15R,16R,17R)-17-[(2R,6S)-7-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6,15,16-pentol 21574777 Click to see CC(CCCC(C)C1C(C(C2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)O)O)CO 468.70 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Bile acids, alcohols and derivatives / Hydroxy bile acids, alcohols and derivatives / Pentahydroxy bile acids, alcohols and derivatives
(25s)-5alpha-Cholestan-3beta,5,6beta,15alpha,26-pentaol 14778769 Click to see CC(CCCC(C)C1CC(C2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)O)CO 452.70 unknown via CMAUP database
(25S)-5alpha-cholestan-3beta,6beta,15alpha,16beta,26-pentol 52931335 Click to see CC(CCCC(C)C1C(C(C2C1(CCC3C2CC(C4C3(CCC(C4)O)C)O)C)O)O)CO 452.70 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Bile acids, alcohols and derivatives / Hydroxy bile acids, alcohols and derivatives / Tetrahydroxy bile acids, alcohols and derivatives
[(3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6-trihydroxy-17-[(2R,6S)-7-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-15-yl] sulfate 21634647 Click to see CC(CCCC(C)C1CC(C2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)OS(=O)(=O)[O-])CO 531.70 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Hydroxysteroids / 3-hydroxysteroids / 3-beta-hydroxysteroids
(E,3S,6R)-3-methyl-6-[(3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]hept-4-enoic acid 21634650 Click to see CC(CC(=O)O)C=CC(C)C1CC(C2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)O 464.60 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Steroidal glycosides
[(3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6-trihydroxy-10,13-dimethyl-17-[(2R,6S)-6-methyl-7-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-15-yl] sulfate 21634648 Click to see CC(CCCC(C)C1CC(C2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)OS(=O)(=O)[O-])COC5C(C(C(CO5)O)O)O 663.80 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
(3R,6R)-3-propan-2-yl-6-[(3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptanoic acid 101595750 Click to see CC(C)C(CCC(C)C1CC(C2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)O)CC(=O)O 494.70 unknown via CMAUP database
17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol 86821 Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C 414.70 unknown https://doi.org/10.1021/NP50044A019
24-Ethylcholest-5-en-3beta-ol 22012 Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C 414.70 unknown https://doi.org/10.1021/NP50044A019
> Organoheterocyclic compounds / Naphthopyrans
[5-(6-Acetyloxy-2,2-dimethylbenzo[h]chromen-5-yl)-2,2-dimethylbenzo[h]chromen-6-yl] acetate 13871797 Click to see CC(=O)OC1=C(C2=C(C3=CC=CC=C31)OC(C=C2)(C)C)C4=C(C5=CC=CC=C5C6=C4C=CC(O6)(C)C)OC(=O)C 534.60 unknown https://doi.org/10.1021/NP0005917
6-Methoxy-5-(6-methoxy-2,2-dimethylbenzo[h]chromen-5-yl)-2,2-dimethylbenzo[h]chromene 85881083 Click to see CC1(C=CC2=C(O1)C3=CC=CC=C3C(=C2C4=C(C5=CC=CC=C5C6=C4C=CC(O6)(C)C)OC)OC)C 478.60 unknown https://doi.org/10.1002/ARDP.19763091010
Lapachenole 174859 Click to see CC1(C=CC2=C(O1)C3=CC=CC=C3C(=C2)OC)C 240.30 unknown https://doi.org/10.1021/NP0005917
https://doi.org/10.1055/S-2006-961937
https://doi.org/10.4268/CJCMM20162420
https://doi.org/10.1021/NP50044A019
Tectol 161453 Click to see CC1(C=CC2=C(O1)C3=CC=CC=C3C(=C2C4=C(C5=CC=CC=C5C6=C4C=CC(O6)(C)C)O)O)C 450.50 unknown https://doi.org/10.1021/NP0005917
https://doi.org/10.1002/(SICI)1097-458X(199912)37:12<908::AID-MRC579>3.0.CO;2-I
https://doi.org/10.4268/CJCMM20162420
> Phenylpropanoids and polyketides / Flavonoids / Flavans / Flavanones
(2R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one 667495 Click to see C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O 272.25 unknown https://doi.org/10.1055/S-2006-961937
5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one 932 Click to see C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O 272.25 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
https://doi.org/10.1055/S-2006-961937
Eriodictyol 440735 Click to see C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O 288.25 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
Naringenin 439246 Click to see C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O 272.25 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
Pinocembrin 68071 Click to see C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=CC=C3 256.25 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
https://doi.org/10.1055/S-2006-961937
> Phenylpropanoids and polyketides / Flavonoids / Flavans / Flavanones / Flavanonols
(+/-)-Taxifolin 471 Click to see C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O 304.25 unknown https://doi.org/10.1021/NP0005917
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
(2r)-2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4h-chromen-4-one 10185 Click to see C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O 304.25 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
Taxifolin 439533 Click to see C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O 304.25 unknown https://doi.org/10.4268/CJCMM20162420
https://doi.org/10.1021/NP0005917
> Phenylpropanoids and polyketides / Flavonoids / Flavones
6-Hydroxyluteolin 5281642 Click to see C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)O)O)O)O 302.23 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
Luteolin 5280445 Click to see C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O)O 286.24 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
https://doi.org/10.1021/NP0005917
https://doi.org/10.4268/CJCMM20162420
Scutellarein 5281697 Click to see C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)O)O)O 286.24 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
> Phenylpropanoids and polyketides / Flavonoids / Flavones / Flavonols
Galangin 5281616 Click to see C1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O 270.24 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
Methylgalangin 129846346 Click to see CC1=C(C2=C(C=C1O)OC(=C(C2=O)O)C3=CC=CC=C3)O 284.26 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
Quercetin 5280343 Click to see C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O 302.23 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
https://doi.org/10.4268/CJCMM20162420
https://doi.org/10.1021/NP0005917
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides
1-[2,4-Dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one 4789 Click to see C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O)O 436.40 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
Luteolin 5-glucoside 5317471 Click to see C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C=C(C=C3OC4C(C(C(C(O4)CO)O)O)O)O)O)O 448.40 unknown https://doi.org/10.1021/NP0005917
Phlorizin 6072 Click to see C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O)O 436.40 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides / Flavonoid-3-O-glycosides
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one 26339717 Click to see CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O 448.40 unknown https://doi.org/10.1021/NP0005917
Quercetin 3-O-rhamnoside 5353915 Click to see CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O 448.40 unknown https://doi.org/10.1021/NP0005917
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides / Flavonoid-7-O-glycosides
(2S)-2-(3,5-dihydroxyphenyl)-5,6-dihydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one 163014749 Click to see C1C(OC2=CC(=C(C(=C2C1=O)O)O)OC3C(C(C(C(O3)CO)O)O)O)C4=CC(=CC(=C4)O)O 466.40 unknown https://doi.org/10.1080/14786419.2010.488234
2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one 56674544 Click to see CC1C(C(C(C(O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)O)O)O 448.40 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
Apigetrin 5280704 Click to see C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O 432.40 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
Luteolin 7-galactoside 5291488 Click to see C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O 448.40 unknown https://doi.org/10.1021/NP0005917
Luteolin 7-O-glucoside 5280637 Click to see C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O 448.40 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
https://doi.org/10.4268/CJCMM20162420
https://doi.org/10.1021/NP0005917
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 3-O-methylated flavonoids
Galangin 3-methyl ether 5281946 Click to see COC1=C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=CC=C3 284.26 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 6-O-methylated flavonoids
Hispidulin 5281628 Click to see COC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC=C(C=C3)O)O 300.26 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 7-O-methylated flavonoids
5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxychroman-4-one 348130 Click to see COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC=C(C=C3)O)O 286.28 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
Cirsimaritin 188323 Click to see COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O)OC 314.29 unknown https://doi.org/10.1021/NP50044A019
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
Sakuranetin 73571 Click to see COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC=C(C=C3)O)O 286.28 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4012021/
> Phenylpropanoids and polyketides / Isochromanequinones / Benzoisochromanequinones
(12S)-23,23-dimethyl-12-(2-methylprop-1-enyl)-13,22-dioxahexacyclo[12.12.0.02,11.04,9.015,20.021,26]hexacosa-1(14),2(11),4,6,8,15,17,19,21(26),24-decaene-3,10-dione 10072349 Click to see CC(=CC1C2=C(C3=C(O1)C4=CC=CC=C4C5=C3C=CC(O5)(C)C)C(=O)C6=CC=CC=C6C2=O)C 448.50 unknown https://doi.org/10.1021/NP0005917
Tecomaquinone I 3574508 Click to see CC(=CC1C2=C(C3=C(O1)C4=CC=CC=C4C5=C3C=CC(O5)(C)C)C(=O)C6=CC=CC=C6C2=O)C 448.50 unknown https://doi.org/10.1021/NP0005917
https://doi.org/10.1002/(SICI)1097-458X(199912)37:12<908::AID-MRC579>3.0.CO;2-I
https://doi.org/10.4268/CJCMM20162420
> Phenylpropanoids and polyketides / Linear 1,3-diarylpropanoids / Chalcones and dihydrochalcones / 2-Hydroxy-dihydrochalcones
Phloretin 4788 Click to see C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2O)O)O)O 274.27 unknown https://doi.org/10.1016/J.PHYTOCHEM.2011.07.004
> Phenylpropanoids and polyketides / Neoflavonoids / Prenylated neoflavonoids
[4-(6-Acetyloxy-2,2-dimethylbenzo[h]chromen-5-yl)-2,2-dimethylbenzo[h]chromen-6-yl] acetate 162850633 Click to see CC(=O)OC1=CC2=C(C3=CC=CC=C31)OC(C=C2C4=C(C5=CC=CC=C5C6=C4C=CC(O6)(C)C)OC(=O)C)(C)C 534.60 unknown https://doi.org/10.1021/NP0005917
4-(6-Hydroxy-2,2-dimethylbenzo[h]chromen-5-yl)-2,2-dimethylbenzo[h]chromen-6-ol 162934791 Click to see CC1(C=CC2=C(O1)C3=CC=CC=C3C(=C2C4=CC(OC5=C4C=C(C6=CC=CC=C65)O)(C)C)O)C 450.50 unknown https://doi.org/10.1021/NP0005917

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