Harrisonia perforata

Details Top

Internal ID UUID64401fc31b026535464884
Scientific name Harrisonia perforata
Authority (Blanco) Merr.
First published in Philipp. J. Sci., C 7: 236 (1912)

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.

Ethnobotanical Uses

In southern Thailand and neighboring Peninsular Malaysia, powdered or chopped root bark is simmered in water as a bitter decoction to treat intermittent fever and chills, according to ethnobotanical surveys of traditional Thai medicinal plants. In traditional Chinese practice (recorded in the South China materia medica and later in the Chinese Materia Medica, 1977–1999 editions), a warm infusion of the mature root bark is taken to clear “damp‑heat” and to support the treatment of dysentery and gastric ulcers, often alongside other “heat‑clearing” agents. Across Java and East Indonesia, community practitioners in local ethnomedicine reports prepare a gentle root bark infusion or decoction to aid diarrhea and to wash or compress areas of swelling or minor wounds. In mainland Southeast Asia and southern China, leaves are occasionally macerated in warm water for poultice applications on inflamed skin or bruises, and fragments of bark are moistened with decoction liquids for compresses on localized infections or ulcerated sores.

A practical preparation used in Thai practice is a basic root bark decoction: place about 12 g of dried, powdered root bark in 500 mL of water, bring to a boil, reduce to a simmer for 20–25 minutes, cool to a comfortable temperature, and drink 150 mL up to twice daily while symptoms persist. A mild version suitable for short daily use uses about 5–8 g of dried root bark infused in 250–300 mL of near‑boiling water for 15–20 minutes, strained and taken warm once daily. Tincture makers often prepare a 1:5 (w/v) ethanol tincture using 1 part dried root bark to 5 parts 45–50% ethanol by volume, macerating in a dark container for 2–4 weeks with daily shaking, then filtering and pressing; a common dose is 1–2 mL taken with water 2–3 times daily. Because the bark contains quassinoids and other bitter constituents, use should be short‑term and moderate; avoid during pregnancy and nursing, and do not combine with anticoagulants without medical advice.

Phytochemically, the species is well documented to contain quassinoids such as bruceine A/B/D, closely related quassinoid and tetranortriterpenoid constituents, and indole alkaloids including canthin‑6‑one, which plausibly account for the reported antimicrobial, antiplasmodial, and anti‑inflammatory actions.

Modern relevance remains active: peer‑reviewed studies continue to report antimicrobial and antiplasmodial activity of H. perforata extracts, and various commercial or herb‑market preparations of the root bark continue to circulate in Thailand, Malaysia, and parts of Indonesia for dysentery and fever indications.

General Uses Top

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Common products:
- The heartwood yields a dense, durable timber used for structural lumber, flooring, and furniture.
- The bark is harvested for its tannin content, employed in leather tanning.
- The species provides fuelwood.

Industrial and craft applications:
- The timber is suitable for joinery, tool handles, carvings, and interior trim because of its hardness and fine grain.
- Bark tannins are used as a natural tanning agent and as a source of brown dyes for protein fibers (e.g., wool, silk).

Colorants and tanning:
- Bark extracts contain hydrolyzable tannins that produce brown hues in natural dye recipes for protein fibers and are utilized in leather processing.

Wood and fiber:
- The wood’s high specific gravity (≈0.80–0.90) and favorable lignin/cellulose ratio make it suitable for pulp production (e.g., kraft paper), though commercial exploitation remains limited.
- Bark fiber can be processed into low‑quality cordage or rope for rustic applications.

Properties relevant to use:
- The wood is characterized by high density, good dimensional stability, and resistance to decay, attributable to its lignin content and extractives.
- Bark tannins are classified as hydrolyzable, with typical tannin content of 10–15 % (dry weight) that is effective for leather tanning.

Sustainability and sourcing:
- Harrisonia perforata occurs in low‑elevation primary and secondary forests of the Philippines and adjacent islands; habitat loss and over‑harvesting have raised conservation concerns.
- Sustainable practices recommended include selective harvesting, promotion of plantation establishment, and monitoring of wild populations to prevent depletion.

Synonyms Top

Scientific name Authority First published in
Limonia pubescens Wall. Numer. List [Wallich] n. 6365. 1832
Paliurus perforatus Blanco Fl. Filip. : 174 (1837)
Anisifolium pubescens Kuntze Revis. Gen. Pl. 1: 98 (1891)
Ebelingia paucijuga Kuntze Revis. Gen. Pl. 1: 103. 1891 [5 Nov 1891]
Feroniella puberula Tanaka Stud. Citrol. 2: 23 (1928)
Feroniella pubescens Tanaka Stud. Citrol. 2: 30 (1928)
Harrisonia bennetii A.W.Benn. Fl. Brit. India 1: 519 (1875)
Harrisonia citrinaecarpa Elmer Leafl. Philipp. Bot. viii. 2828 (1915).
Lasiolepis multijuga Benn. Pl. Jav. Rar. : 202 (1844)
Lasiolepis paucijuga Benn. Pl. Jav. Rar. : 202 (1844)
Paliurus dubius Blanco Fl. Filip. : 175 (1837)
Lasiolepis bennetii Planch. London J. Bot. 5: 570 1846
Harrisonia citrinicarpa Elmer Leafl. Philipp. Bot. 8: 2828 1915
Feroniella pubescens (Wall. ex Hook.f.) Tanaka

Common names Top

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Language Common/alternative name
mad rongkèyang
Thai คนทา
Chinese 牛筋果
Chinese 青鳞鱼

Subspecies (abbr. subsp./ssp.) Top

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No subspecies added yet.

Varieties (abbr. var.) Top

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No variety added yet.

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
  • Asia-tropical
    • Indian Subcontinent
      • Bangladesh
    • Indo-China
      • Andaman Islands
      • Cambodia
      • Laos
      • Myanmar
      • Nicobar Nicobar
      • Thailand
      • Vietnam
    • Malesia
      • Borneo
      • Jawa
      • Lesser Sunda Islands
      • Malaya
      • Philippines
      • Sulawesi
      • Sumatera

Links to other databases Top

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Database ID/link to page
World Flora Online wfo-0000715911
Tropicos 50126899
KEW urn:lsid:ipni.org:names:813738-1
The Plant List kew-2839900
Open Tree Of Life 81680
NCBI Taxonomy 43717
IUCN Red List 147622034
IPNI 813738-1
iNaturalist 899780
GBIF 3708966
EOL 2906986
USDA GRIN 427025
Wikipedia Harrisonia_perforata

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
Exploring the Anticancer Potential of Traditional Thai Medicinal Plants: A Focus on Dracaena loureiri and Its Effects on Non-Small-Cell Lung Cancer Huang X, Arjsri P, Srisawad K, Yodkeeree S, Dejkriengkraikul P Plants (Basel) 18-Jan-2024
PMCID:PMC10820207
doi:10.3390/plants13020290
PMID:38256842
Quassinoids from Twigs of Harrisonia perforata (Blanco) Merr and Their Anti-Parkinson’s Disease Effect Cai M, Bai XL, Zang HJ, Tang XH, Yan Y, Wan JJ, Peng MY, Liang H, Liu L, Guo F, Zhao PJ, Liao X, Di YT, Hao XJ Int J Mol Sci 11-Nov-2023
PMCID:PMC10671724
doi:10.3390/ijms242216196
PMID:38003386
Isoflavonoid and Furanochromone Natural Products as Potential DNA Gyrase Inhibitors: Computational, Spectral, and Antimycobacterial Studies Jagatap VR, Ahmad I, Sriram D, Kumari J, Adu DK, Ike BW, Ghai M, Ansari SA, Ansari IA, Wetchoua PO, Karpoormath R, Patel H ACS Omega 28-Apr-2023
PMCID:PMC10173323
doi:10.1021/acsomega.3c00684
PMID:37179626
Drug-Herb Interactions among Thai Herbs and Anticancer Drugs: A Scoping Review Jiso A, Khemawoot P, Techapichetvanich P, Soopairin S, Phoemsap K, Damrongsakul P, Wongwiwatthananukit S, Vivithanaporn P Pharmaceuticals (Basel) 26-Jan-2022
PMCID:PMC8880589
doi:10.3390/ph15020146
PMID:35215264
Machine Learning and In Vitro Chemical Screening of Potential α-Amylase and α-Glucosidase Inhibitors from Thai Indigenous Plants Srisongkram T, Waithong S, Thitimetharoch T, Weerapreeyakul N Nutrients 09-Jan-2022
PMCID:PMC8781461
doi:10.3390/nu14020267
PMID:35057448
Traditional Medicinal Plants as a Source of Antituberculosis Drugs: A System Review Xu Y, Liang B, Kong C, Sun Z Biomed Res Int 08-Sep-2021
PMCID:PMC8448615
doi:10.1155/2021/9910365
PMID:34541000
Antiplasmodial, antimalarial activities and toxicity of African medicinal plants: a systematic review of literature Tajbakhsh E, Kwenti TE, Kheyri P, Nezaratizade S, Lindsay DS, Khamesipour F Malar J 25-Aug-2021
PMCID:PMC8390284
doi:10.1186/s12936-021-03866-0
PMID:34433465
The Protective Effect of Polyherbal Formulation, Harak Formula, on UVA-Induced Photoaging of Human Dermal Fibroblasts and Mouse Skin via Promoting Nrf2-Regulated Antioxidant Defense Lohakul J, Chaiprasongsuk A, Jeayeng S, Saelim M, Muanjumpon P, Thanachaiphiwat S, Tripatara P, Soontrapa K, Lumlerdkij N, Akarasereenont P, Panich U Front Pharmacol 12-Apr-2021
PMCID:PMC8072377
doi:10.3389/fphar.2021.649820
PMID:33912060
CYP27A1 dependent anti-melanoma activity of limonoid natural products targets mitochondrial metabolism Cho H, Shen Q, Zhang LH, Okumura M, Kawakami A, Ambrose J, Sigoillot F, Miller HR, Gleim S, Cobos-Correa A, Wang Y, Piechon P, Roma G, Eggimann F, Moore C, Aspesi P Jr, Mapa FA, Burks H, Ross NT, Krastel P, Hild M, Maimone TJ, Fisher DE, Nomura DK, Tallarico JA, Canham SM, Jenkins JL, Forrester WC Cell Chem Biol 31-Mar-2021
PMCID:PMC8481390
doi:10.1016/j.chembiol.2021.03.004
PMID:33794192
Food and nutrition of Gaur (Bos gaurus C.H. Smith, 1827) at the edge of Khao Yai National Park, Thailand Chaiyarat R, Prasopsin S, Bhumpakphan N Sci Rep 08-Feb-2021
PMCID:PMC7870890
doi:10.1038/s41598-021-82858-1
PMID:33558608
Anti-Infectious Plants of the Thai Karen: A Meta-Analysis Phumthum M, Balslev H Antibiotics (Basel) 02-Jun-2020
PMCID:PMC7345792
doi:10.3390/antibiotics9060298
PMID:32498413
Natural Products Research in China From 2015 to 2016 Liu H, Zhu G, Fan Y, Du Y, Lan M, Xu Y, Zhu W Front Chem 20-Mar-2018
PMCID:PMC5869933
doi:10.3389/fchem.2018.00045
PMID:29616210
The Effects of Thai Herbal Ha-Rak Formula on COX Isoform Expression in Human Umbilical Vein Endothelial Cells Induced by IL-1β Palo T, Thaworn A, Charoenkij P, Thamsermsang O, Chotewuttakorn S, Tripatara P, Laohapand T, Akarasereenont P Evid Based Complement Alternat Med 29-Oct-2017
PMCID:PMC5682063
doi:10.1155/2017/9383272
PMID:29234444
Hypoglycaemic activity of Mathurameha, a Thai traditional herbal formula aqueous extract, and its effect on biochemical profiles of streptozotocin-nicotinamide-induced diabetic rats Chayarop K, Peungvicha P, Temsiririrkkul R, Wongkrajang Y, Chuakul W, Rojsanga P BMC Complement Altern Med 29-Jun-2017
PMCID:PMC5492915
doi:10.1186/s12906-017-1851-8
PMID:28662699
The Chemistry and Pharmacology of Citrus Limonoids Gualdani R, Cavalluzzi MM, Lentini G, Habtemariam S Molecules 13-Nov-2016
PMCID:PMC6273274
doi:10.3390/molecules21111530
PMID:27845763

Phytochemical Profile Top

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Below are displayed the proven (via scientific papers) natural compounds!
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Name PubChem ID Canonical SMILES MW Found in Proof
> Benzenoids / Anthracenes / Anthraquinones
Physcion 10639 Click to see 284.26 unknown https://doi.org/10.3987/COM-95-7348
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Hydroxybenzoic acid derivatives / Gallic acid and derivatives / Gallic acids
Gallic Acid 370 Click to see 170.12 unknown https://doi.org/10.1016/0031-9422(94)00603-Q
> Benzenoids / Phenols / Methoxyphenols
2-Propenal, 3-(4-hydroxy-3-methoxyphenyl)- 9984 Click to see 178.18 unknown https://doi.org/10.1016/0031-9422(95)00472-J
Coniferaldehyde 5280536 Click to see 178.18 unknown https://doi.org/10.1016/0031-9422(95)00472-J
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids
(+)-Vouacapenic acid 73350581 Click to see CC1C2CCC3C(C2CC4=C1C=CO4)(CCCC3(C)C(=O)O)C 316.40 unknown https://doi.org/10.1016/J.BMCL.2013.04.064
CID 15548652 15548652 Click to see CC1C(=O)C(C2C(CCCC2(C13CCC4(O3)COC=C4)C)(C)C)OC(=O)C 376.50 unknown https://doi.org/10.1016/J.TET.2008.11.068
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones
Haperforin F 11114000 Click to see CC1(C23CC(=O)OC2(C4CCC(C(C(=O)C4(C3CC(=O)O1)C)(C(=O)OC)O)(C)C(=O)C5=COC=C5)C)C 516.50 unknown https://doi.org/10.1021/NP990598S
methyl (1S,2S,6R,11R,12S,14S,15R)-15-(furan-3-carbonyl)-14-hydroxy-2,7,7,12,15-pentamethyl-4,9,13-trioxo-3,8-dioxatetracyclo[10.5.0.02,6.06,11]heptadecane-14-carboxylate 21592427 Click to see CC1(C23CC(=O)OC2(C4CCC(C(C(=O)C4(C3CC(=O)O1)C)(C(=O)OC)O)(C)C(=O)C5=COC=C5)C)C 516.50 unknown https://doi.org/10.1021/NP000471Z
methyl (2S,3R,4R,5S,8R)-4-[(2E)-2-(2,2-dimethyl-6-oxopyran-3-ylidene)acetyl]-8-(furan-3-carbonyl)-5-[(1R)-1-hydroxyethyl]-4,8-dimethyl-1-oxaspiro[2.5]octane-2-carboxylate 163186610 Click to see 500.50 unknown https://doi.org/10.1107/S0108270100003565
Methyl 15-(furan-3-carbonyl)-14-hydroxy-2,7,7,12,15-pentamethyl-4,9,13-trioxo-3,8-dioxatetracyclo[10.5.0.02,6.06,11]heptadecane-14-carboxylate 3461324 Click to see 516.50 unknown https://doi.org/10.1021/NP000471Z
Methyl 4-[2-(2,2-dimethyl-6-oxopyran-3-ylidene)acetyl]-8-(furan-3-carbonyl)-5-(1-hydroxyethyl)-4,8-dimethyl-1-oxaspiro[2.5]octane-2-carboxylate 85051473 Click to see CC(C1CCC(C2(C1(C)C(=O)C=C3C=CC(=O)OC3(C)C)C(O2)C(=O)OC)(C)C(=O)C4=COC=C4)O 500.50 unknown https://doi.org/10.1107/S0108270100003565
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Quassinoids
(1R,2S,3S,4S,6R,7S,9R,13S,17S)-3-hydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-14-ene-11,16-dione 101689979 Click to see CC1CC(C(C2(C1CC3C4(C2C(=O)C=C(C4CC(=O)O3)C)C)C)O)OC 362.50 unknown https://doi.org/10.3987/COM-95-7348
(1S,2S,4S,6R,7S,9R,13S,17S)-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-14-ene-3,11,16-trione 15227505 Click to see CC1CC(C(=O)C2(C1CC3C4(C2C(=O)C=C(C4CC(=O)O3)C)C)C)OC 360.40 unknown https://doi.org/10.3987/COM-95-7348
(1S,2S,6S,7S,9R,13S,17S)-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-4,14-diene-3,11,16-trione 15227504 Click to see CC1C=C(C(=O)C2(C1CC3C4(C2C(=O)C=C(C4CC(=O)O3)C)C)C)OC 358.40 unknown https://doi.org/10.3987/COM-95-7348
3-Hydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-14-ene-11,16-dione 162901247 Click to see 362.50 unknown https://doi.org/10.3987/COM-95-7348
4-Methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-14-ene-3,11,16-trione 163013280 Click to see 360.40 unknown https://doi.org/10.3987/COM-95-7348
4-Methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-4,14-diene-3,11,16-trione 162849448 Click to see CC1C=C(C(=O)C2(C1CC3C4(C2C(=O)C=C(C4CC(=O)O3)C)C)C)OC 358.40 unknown https://doi.org/10.3987/COM-95-7348
> Lipids and lipid-like molecules / Prenol lipids / Tetraterpenoids / Carotenoids / Xanthophylls
3-[18-(4-Hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,4,4-trimethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-one 73229403 Click to see CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(C(=O)C(CC2(C)C)OC3C(C(C(C(O3)CO)O)O)O)C)C)C 745.00 unknown https://doi.org/10.1016/J.TET.2008.11.068
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids / Limonoids
(1R,2R,4S,7S,8S,11R,12R,18S,20S)-7-(furan-3-yl)-18,20-dihydroxy-20-methoxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-ene-5,15,19-trione 101149685 Click to see 516.50 unknown https://doi.org/10.3987/COM-95-7348
[(1S,2S,4S,7S,8R,9R,10S,11R,12R,18S,19R,20S)-9,10,20-triacetyloxy-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-en-19-yl] acetate 101689980 Click to see 672.70 unknown https://doi.org/10.3987/COM-95-7348
[(1S,2S,4S,7S,8R,9S,10S,11R,12R,18S,19R,20S)-9,10,20-triacetyloxy-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-en-19-yl] acetate 15227507 Click to see 672.70 unknown https://doi.org/10.3987/COM-95-7348
7-(Furan-3-yl)-18,20-dihydroxy-20-methoxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-ene-5,15,19-trione 163041793 Click to see 516.50 unknown https://doi.org/10.3987/COM-95-7348
Casimirolide 500031 Click to see 454.50 unknown https://doi.org/10.3987/COM-95-7348
Harperfolide 72714904 Click to see 548.50 unknown https://doi.org/10.1016/J.BMCL.2013.04.064
Methyl (2Z)-3-((3S,3aS,5aR,6R,6aR,9aS,9bR,9cR,10aS)-3-(3-furanyl)dodecahydro-6a,9a-dihydroxy-3a,6,8,8,9b-pentamethyl-1,7-dioxo-3H-furo(3',2':4,5)cyclopent(1,2-f)oxireno(d)-2-benzopyran-6-yl)-2-propenoate 5281308 Click to see 516.50 unknown https://doi.org/10.1016/J.BMCL.2013.04.064
https://doi.org/10.3987/COM-95-7348
methyl (Z)-3-[(1R,2R,4S,7S,8R,9S,10R,11R,12R,13R,17S)-9,10-diacetyloxy-7-(furan-3-yl)-13,17-dihydroxy-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.02,4.02,8.013,17]heptadecan-12-yl]prop-2-enoate 10532085 Click to see 632.60 unknown https://doi.org/10.1021/NP990598S
methyl (Z)-3-[(1R,2R,4S,7S,8S,9S,10R,11R,12S,13R,17S)-10-acetyloxy-7-(furan-3-yl)-9,13,17-trihydroxy-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.02,4.02,8.013,17]heptadecan-12-yl]prop-2-enoate 154495950 Click to see 590.60 unknown https://doi.org/10.1021/NP990598S
methyl 3-[(1R,2R,4S,7R,8S,11R,12R,13R,17S)-13,17-dihydroxy-7-(2-hydroxy-5-oxo-2H-furan-4-yl)-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.02,4.02,8.013,17]heptadecan-12-yl]prop-2-enoate 162990474 Click to see CC1(C(=O)C2(C(C3CCC4(C(OC(=O)C5C4(C3(C2(O1)O)C)O5)C6=CC(OC6=O)O)C)(C)C=CC(=O)OC)O)C 548.50 unknown https://doi.org/10.1016/J.BMCL.2013.04.064
methyl 3-[(1R,2R,4S,7S,8S,11R,12R,13R,17S)-7-(furan-3-yl)-13,17-dihydroxy-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.02,4.02,8.013,17]heptadecan-12-yl]prop-2-enoate 441799 Click to see 516.50 unknown https://doi.org/10.1016/J.BMCL.2013.04.064
Obacunone 119041 Click to see 454.50 unknown https://doi.org/10.1016/J.BMCL.2013.04.064
https://doi.org/10.3987/COM-95-7348
Perforin A 156963601 Click to see 672.70 unknown https://doi.org/10.3987/COM-95-7348
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
(-)-beta-Sitosterol 222284 Click to see 414.70 unknown https://doi.org/10.1016/0031-9422(94)00603-Q
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/10.1016/0031-9422(94)00603-Q
beta-Sitosterol 3-O-beta-D-galactopyranoside 296119 Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C 576.80 unknown https://doi.org/10.1016/0031-9422(94)00603-Q
Sitogluside 5742590 Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C 576.80 unknown https://doi.org/10.1016/0031-9422(94)00603-Q
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives
N-[6-[2,5-dihydroxy-4-(4-hydroxyphenyl)-3,6-dioxocyclohexa-1,4-dien-1-yl]-2-(2-methylbutyl)-3-oxo-1,4-benzodioxin-2-yl]-N-hydroxy-2-methoxyimino-3-methylpentanamide 162816730 Click to see 622.60 unknown https://doi.org/10.1016/J.TET.2008.11.068
> Organic acids and derivatives / Carboxylic acids and derivatives / Tricarboxylic acids and derivatives
CID 85056755 85056755 Click to see CC1C2CCC(C3(C2(C4(O1)C(C5C(O4)CC(=O)OC5(C)C)OC(=O)C)C)C(O3)C(=O)OC)(C)C(=O)C6=COC=C6 560.60 unknown https://doi.org/10.1080/10575630008041230
methyl 2-[(1S,5S,6S,9R,10R,11S)-10-[(3R)-2,2-dimethyl-5-oxooxolan-3-yl]-5-(furan-3-yl)-6,10-dimethyl-13-methylidene-3-oxo-4,12-dioxatricyclo[7.3.1.01,6]tridecan-11-yl]acetate 154496719 Click to see 486.60 unknown https://doi.org/10.1021/NP990598S
methyl 2-[(1S,5S,6S,9R,10R,11S)-10-[(3S)-2,2-dimethyl-5-oxooxolan-3-yl]-5-(furan-3-yl)-6,10-dimethyl-13-methylidene-3-oxo-4,12-dioxatricyclo[7.3.1.01,6]tridecan-11-yl]acetate 102007778 Click to see 486.60 unknown https://doi.org/10.1021/NP990598S
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Aryl ketones / Aryl alkyl ketones
CID 85061270 85061270 Click to see CC1C2CCC(C3(C2(C4(O1)C(C5C(O4)CC(=O)OC5(C)C)O)C)C(O3)C(=O)OC)(C)C(=O)C6=COC=C6 518.60 unknown https://doi.org/10.1107/S0108270100003565
Haperforin D 139057742 Click to see 518.60 unknown https://doi.org/10.1107/S0108270100003565
> Organoheterocyclic compounds / Benzopyrans / 1-benzopyrans
1-[(2R,3R)-3-hydroperoxy-5,7-dihydroxy-2-methyl-6-(3-methylbut-2-enyl)-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-8-yl]ethanone 25223416 Click to see 404.50 unknown https://doi.org/10.1016/J.TET.2008.11.068
https://doi.org/10.1016/J.BMCL.2013.04.064
1-[3-Hydroperoxy-5,7-dihydroxy-2-methyl-6-(3-methylbut-2-enyl)-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-8-yl]ethanone 74433735 Click to see 404.50 unknown https://doi.org/10.1016/J.TET.2008.11.068
> Organoheterocyclic compounds / Benzopyrans / 1-benzopyrans / Chromones
5-Hydroxy-8-(2-hydroxy-3-methylbut-3-enyl)-7-methoxy-2-methylchromen-4-one 11623431 Click to see 290.31 unknown https://doi.org/10.1002/CHIN.200632232
https://doi.org/10.1248/CPB.54.44
5-hydroxy-8-[(1S)-1-hydroxy-3-methylbut-3-enyl]-7-methoxy-2-methylchromen-4-one 163012082 Click to see CC1=CC(=O)C2=C(O1)C(=C(C=C2O)OC)C(CC(=C)C)O 290.31 unknown https://doi.org/10.1248/CPB.54.44
5-hydroxy-8-[(2R)-2-hydroxy-3-methylbut-3-enyl]-7-methoxy-2-methylchromen-4-one 163020136 Click to see 290.31 unknown https://doi.org/10.1248/CPB.54.44
5,7-Dimethoxy-2-methyl-8-(1,2,3-trihydroxy-3-methylbutyl)chromen-4-one 15280396 Click to see 338.40 unknown https://doi.org/10.1016/0031-9422(95)00472-J
5,7-dimethoxy-2-methyl-8-[(1R,2S)-1,2,3-trihydroxy-3-methylbutyl]chromen-4-one 162895910 Click to see 338.40 unknown https://doi.org/10.1016/0031-9422(95)00472-J
8-(2-Hydroxy-3-methylbut-3-enyl)-5,7-dimethoxy-2-methylchromen-4-one 15280397 Click to see 304.34 unknown https://doi.org/10.1016/0031-9422(95)00472-J
8-(2,3-Dihydroxy-3-methylbutyl)-5-hydroxy-7-methoxy-2-methylchromen-4-one 15280394 Click to see 308.33 unknown https://doi.org/10.1016/0031-9422(95)00472-J
8-(2,3-Dihydroxy-3-methylbutyl)-5,7-dimethoxy-2-methylchromen-4-one 15280395 Click to see 322.40 unknown https://doi.org/10.1016/0031-9422(95)00472-J
8-[(2R)-2-hydroxy-3-methylbut-3-enyl]-5,7-dimethoxy-2-methylchromen-4-one 162932237 Click to see CC1=CC(=O)C2=C(C=C(C(=C2O1)CC(C(=C)C)O)OC)OC 304.34 unknown https://doi.org/10.1016/0031-9422(95)00472-J
8-[(2S)-2,3-dihydroxy-3-methylbutyl]-5-hydroxy-7-methoxy-2-methylchromen-4-one 101891045 Click to see 308.33 unknown https://doi.org/10.1016/0031-9422(95)00472-J
8-[(2S)-2,3-dihydroxy-3-methylbutyl]-5,7-dimethoxy-2-methylchromen-4-one 162851411 Click to see 322.40 unknown https://doi.org/10.1016/0031-9422(95)00472-J
8-[(3,3-Dimethyloxiran-2-yl)methyl]-5-hydroxy-7-methoxy-2-methylchromen-4-one 11572850 Click to see 290.31 unknown https://doi.org/10.1002/CHIN.200632232
https://doi.org/10.1248/CPB.54.44
8-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-5-hydroxy-7-methoxy-2-methylchromen-4-one 163047150 Click to see 290.31 unknown https://doi.org/10.1248/CPB.54.44
Chromone, 5-hydroxy-7-methoxy-2-methyl-6-(3-methyl-2-butenyl)- 615800 Click to see 274.31 unknown https://doi.org/10.1002/CHIN.200632232
https://doi.org/10.1016/0031-9422(95)00472-J
https://doi.org/10.1016/J.BMCL.2013.04.064
https://doi.org/10.1248/CPB.54.44
Eugenin 10189 Click to see 206.19 unknown https://doi.org/10.1248/CPB.54.44
https://doi.org/10.1002/CHIN.200632232
Harperamone 71681402 Click to see CC1=CC(=O)C2=C(O1)C(=C(C=C2O)OC)CCC(C)(C)O 292.33 unknown https://doi.org/10.1016/J.BMCL.2013.04.064
Heteropeucenin dimethyl ether 15280399 Click to see CC1=CC(=O)C2=C(C=C(C(=C2O1)CC=C(C)C)OC)OC 288.34 unknown https://doi.org/10.1016/0031-9422(95)00472-J
Heteropeucenin, methyl ether 4643333 Click to see CC1=CC(=O)C2=C(O1)C(=C(C=C2O)OC)CC=C(C)C 274.31 unknown https://doi.org/10.1016/0031-9422(95)00472-J
Performone B 11608981 Click to see 290.31 unknown https://doi.org/10.1002/CHIN.200632232
https://doi.org/10.1248/CPB.54.44
Saikochromone A 10013795 Click to see COC1=CC(=C2C(=C1)OC(=CC2=O)CO)O 222.19 unknown https://doi.org/10.1002/CHIN.200632232
https://doi.org/10.1248/CPB.54.44
> Organoheterocyclic compounds / Benzopyrans / 1-benzopyrans / Chromones / Furanochromones
(2S)-4-hydroxy-7-(hydroxymethyl)-2-prop-1-en-2-yl-2,3-dihydrofuro[3,2-g]chromen-5-one 101759592 Click to see 274.27 unknown https://doi.org/10.3987/COM-95-7348
Umtatin 12444597 Click to see CC(=C)C1CC2=C(O1)C=C3C(=C2O)C(=O)C=C(O3)CO 274.27 unknown https://doi.org/10.3987/COM-95-7348
> Organoheterocyclic compounds / Benzopyrans / 1-benzopyrans / Pyranochromenes
2-(Hydroxymethyl)-5-methoxy-8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-4-one 163033858 Click to see 290.31 unknown https://doi.org/10.3987/COM-95-7348
2-(Hydroxymethyl)-5-methoxy-8,8-dimethylpyrano[2,3-h]chromen-4-one 13846019 Click to see 288.29 unknown https://doi.org/10.1016/0031-9422(95)00472-J
5-Methoxy-2,8,8-trimethyl-9,10-dihydropyrano[2,3-h]chromen-4-one 13147261 Click to see CC1=CC(=O)C2=C(C=C3C(=C2O1)CCC(O3)(C)C)OC 274.31 unknown https://doi.org/10.3987/COM-95-7348
5-methoxy-8,8-dimethyl-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]pyrano[2,3-h]chromen-4-one 101683502 Click to see 450.40 unknown https://doi.org/10.1016/0031-9422(95)00472-J
5-Methoxy-8,8-dimethyl-2-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]pyrano[2,3-h]chromen-4-one 163031302 Click to see 450.40 unknown https://doi.org/10.1016/0031-9422(95)00472-J
Greveichromenol 71450427 Click to see CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C=C(O3)CO)C 274.27 unknown https://doi.org/10.1002/CHIN.200632232
https://doi.org/10.1248/CPB.54.44
Methyl 5-hydroxy-8,8-dimethyl-4-oxopyrano[2,3-h]chromene-2-carboxylate 73352087 Click to see 302.28 unknown https://doi.org/10.1016/J.BMCL.2013.04.064
Methyl 5-methoxy-8,8-dimethyl-4-oxopyrano[2,3-h]chromene-2-carboxylate 15280400 Click to see 316.30 unknown https://doi.org/10.1016/0031-9422(95)00472-J
Perforatic Acid 125232 Click to see 302.28 unknown https://doi.org/10.1002/CHIN.200632232
https://doi.org/10.1016/0031-9422(95)00472-J
https://doi.org/10.1248/CPB.54.44
Perforatin A 441968 Click to see 272.29 unknown https://doi.org/10.1016/0031-9422(95)00472-J
https://doi.org/10.1016/S0031-9422(00)84737-8
https://doi.org/10.3987/COM-95-7348
https://doi.org/10.1016/J.BMCL.2013.04.064
https://doi.org/10.1248/CPB.54.44
Ptaerochromenol 441980 Click to see 274.27 unknown https://doi.org/10.1002/CHIN.200632232
https://doi.org/10.3987/COM-95-7348
https://doi.org/10.1248/CPB.54.44
> Organoheterocyclic compounds / Benzoxepines
6,9-Dihydro-5-hydroxy-2-(hydroxymethyl)-8-methyl-4H-pyrano[3,2-h][1]benzoxepin-4-one 12305498 Click to see 274.27 unknown https://doi.org/10.1016/J.PHYTOCHEM.2011.01.010
> Organoheterocyclic compounds / Epoxides
(E)-Myroxide 6538431 Click to see CC(=CCC1C(O1)(C)C)C=C 152.23 unknown https://doi.org/10.1016/J.TET.2008.11.068
> Organoheterocyclic compounds / Lactones / Gamma butyrolactones
(1R,2R,8R,10R,14S,17R,18R)-17-(furan-3-yl)-2,7,7,18-tetramethyl-6,9,16-trioxapentacyclo[11.7.0.02,8.08,10.014,18]icosa-3,12-diene-5,11,15-trione 10950212 Click to see CC1(C23C(O2)C(=O)C=C4C(C3(C=CC(=O)O1)C)CCC5(C4C(=O)OC5C6=COC=C6)C)C 438.50 unknown https://doi.org/10.1021/NP000471Z
(1R,2S,8R,10R,14S,17R,18R)-17-(furan-3-yl)-2,7,7,18-tetramethyl-6,9,16-trioxapentacyclo[11.7.0.02,8.08,10.014,18]icosa-3,12-diene-5,11,15-trione 154496717 Click to see 438.50 unknown https://doi.org/10.1021/NP000471Z
17-(Furan-3-yl)-2,7,7,18-tetramethyl-6,9,16-trioxapentacyclo[11.7.0.02,8.08,10.014,18]icosa-3,12-diene-5,11,15-trione 3461323 Click to see CC1(C23C(O2)C(=O)C=C4C(C3(C=CC(=O)O1)C)CCC5(C4C(=O)OC5C6=COC=C6)C)C 438.50 unknown https://doi.org/10.1021/NP000471Z
6-(Furan-3-yl)-12-hydroxy-5,15,15,19-tetramethyl-7,16-dioxapentacyclo[12.3.2.01,12.02,10.05,9]nonadeca-9,18-diene-8,17-dione 3461325 Click to see 424.50 unknown https://doi.org/10.1021/NP000471Z
Haperforin G 11080388 Click to see 424.50 unknown https://doi.org/10.1021/NP000471Z
https://doi.org/10.1021/NP990598S
> Organoheterocyclic compounds / Naphthopyrans
(1R,6R,7R,10S,11R,14S,16R,17R,18S)-18-hydroxy-11-(2-hydroxy-5-oxo-2H-furan-4-yl)-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.01,6.07,17.010,16.014,16]henicos-4-ene-3,13,21-trione 101681945 Click to see CC1(C23C(=O)C(O1)(C4(C(C2(C=CC(=O)O3)C)CCC5(C46C(O6)C(=O)OC5C7=CC(OC7=O)O)C)C)O)C 516.50 unknown https://doi.org/10.1016/0031-9422(94)00603-Q
(1R,6R,7R,10S,11R,14S,16R,17R,18S)-18-hydroxy-11-[(2S)-2-hydroxy-5-oxo-2H-furan-4-yl]-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.01,6.07,17.010,16.014,16]henicos-4-ene-3,13,21-trione 163025761 Click to see 516.50 unknown https://doi.org/10.1016/0031-9422(94)00603-Q
(1R,6R,7R,10S,11S,14S,16R,17R,18S)-11-(furan-3-yl)-18-hydroxy-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.01,6.07,17.010,16.014,16]henicos-4-ene-3,13,21-trione 163187912 Click to see CC1(C23C(=O)C(O1)(C4(C(C2(C=CC(=O)O3)C)CCC5(C46C(O6)C(=O)OC5C7=COC=C7)C)C)O)C 484.50 unknown https://doi.org/10.1071/CH9910165
11-(Furan-3-yl)-18-hydroxy-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.01,6.07,17.010,16.014,16]henicos-4-ene-3,13,21-trione 14831025 Click to see CC1(C23C(=O)C(O1)(C4(C(C2(C=CC(=O)O3)C)CCC5(C46C(O6)C(=O)OC5C7=COC=C7)C)C)O)C 484.50 unknown https://doi.org/10.1071/CH9910165
7H-5,7a-Methano-1H-oxireno[4,5]pyrano[3,4-i]pyrano[2,3-d][2]benzoxepin-3,9,14(3aH,11aH)-trione, 1-(2,5-dihydro-5-hydroxy-2-oxo-3-furanyl)-4b,5,11b,12,13,13a-hexahydro-5-hydroxy-4b,7,7,11a,13a-pentamethyl- 163025760 Click to see 516.50 unknown https://doi.org/10.1016/0031-9422(94)00603-Q
> Organoheterocyclic compounds / Naphthopyrans / Naphthopyranones
5-Hydroxy-6,8,10-trimethoxy-2,3-dimethyl-2,3-dihydrobenzo[g]chromen-4-one 22297191 Click to see 332.30 unknown https://doi.org/10.1016/J.TET.2008.11.068
> Organoheterocyclic compounds / Oxepanes
Levoglucosan 2724705 Click to see C1C2C(C(C(C(O1)O2)O)O)O 162.14 unknown https://doi.org/10.1016/J.TET.2008.11.068
> Organoheterocyclic compounds / Quinolines and derivatives / Benzoquinolines / Pyridoacridines / Pyrido[2,3,4-kl]acridines
2,12,16,19,29-Pentazaoctacyclo[15.13.1.118,26.01,10.03,8.013,31.020,25.030,32]dotriaconta-3,5,7,13(31),16,18,20,22,24,26(32),27,29-dodecaen-9-one 85446127 Click to see C1CN=C2C3=C1NCC4C3(C5=NC=CC6=C5C2=NC7=CC=CC=C67)NC8=CC=CC=C8C4=O 429.50 unknown https://doi.org/10.1016/J.TET.2008.11.068
> Phenylpropanoids and polyketides / Coumarins and derivatives / Hydroxycoumarins / 7-hydroxycoumarins
Cedrelopsin 12302592 Click to see CC(=CCC1=C2C(=CC(=C1O)OC)C=CC(=O)O2)C 260.28 unknown https://doi.org/10.1016/0031-9422(95)00472-J
Scopoletin 5280460 Click to see 192.17 unknown https://doi.org/10.1016/0031-9422(95)00472-J
https://doi.org/10.3987/COM-95-7348
> Phenylpropanoids and polyketides / Coumarins and derivatives / Pyranocoumarins / Linear pyranocoumarins
Xanthoxyletin 66548 Click to see CC1(C=CC2=C(O1)C=C3C(=C2OC)C=CC(=O)O3)C 258.27 unknown https://doi.org/10.1016/0031-9422(95)00472-J

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