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Details

Stereochemistry ACHIRAL
Molecular Formula C30H18O10
Molecular Weight 538.4579
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMENTOFLAVONE

SMILES

OC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(O)C=C3O)C4=CC(=CC=C4O)C5=CC(=O)C6=C(O5)C=C(O)C=C6O

InChI

InChIKey=YUSWMAULDXZHPY-UHFFFAOYSA-N
InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H

HIDE SMILES / InChI

Molecular Formula C30H18O10
Molecular Weight 538.4579
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Bioactive flavones and biflavones from Selaginella moellendorffii Hieron.
2010-06
Inhibitory effects of polyphenols on human cytochrome P450 3A4 and 2C9 activity.
2010-01
In vitro anti-neoplastic activity of the ethno-pharmaceutical plant Hypericum adenotrichum Spach endemic to Western Turkey.
2009-10
Fatty acid synthase inhibition by amentoflavone induces apoptosis and antiproliferation in human breast cancer cells.
2009-08
Free radical scavenging and antielastase activities of flavonoids from the fruits of Thuja orientalis.
2009-02
Anti-Helicobacter pylori activity and immunostimulatory effect of extracts from Byrsonima crassa Nied. (Malpighiaceae).
2009-01-16
Chemical constituents of Hypericum adenotrichum Spach, an endemic Turkish species.
2009
Bioactive compounds of inhibiting xanthine oxidase from Selaginella labordei.
2009
Ethnopharmacological survey of six medicinal plants from Mali, West-Africa.
2008-12-27
Review on plants with CNS-effects used in traditional South African medicine against mental diseases.
2008-10-28
Selaginellin A and B, two novel natural pigments isolated from Selaginella tamariscina.
2008-07
Constituents of the Cuban endemic species Calophyllum pinetorum.
2008-07
How to realize the linear scale-up process for rapid purification using high-performance counter-current chromatography.
2008-06-20
Brain-to-plasma distribution ratio of the biflavone amentoflavone in the mouse.
2008-04
Antimicrobial activity of the crude extracts and five flavonoids from the twigs of Dorstenia barteri (Moraceae).
2008-03-28
Modulatory effect of Byrsonima basiloba extracts on the mutagenicity of certain direct and indirect-acting mutagens in Salmonella typhimurium assays.
2008-03
Inhibition of tumor specific angiogenesis by amentoflavone.
2008-02
Seco-terpenoids and other constituents from Elateriospermum tapos.
2008-02
Biflavonoids isolated from Selaginella tamariscina regulate the expression of matrix metalloproteinase in human skin fibroblasts.
2008-01-15
Flavones from Struthiola argentea with anthelmintic activity in vitro.
2008-01
Amentoflavone stimulates apoptosis in B16F-10 melanoma cells by regulating bcl-2, p53 as well as caspase-3 genes and regulates the nitric oxide as well as proinflammatory cytokine production in B16F-10 melanoma cells, tumor associated macrophages and peritoneal macrophages.
2008
Amentoflavone inhibits experimental tumor metastasis through a regulatory mechanism involving MMP-2, MMP-9, prolyl hydroxylase, lysyl oxidase, VEGF, ERK-1, ERK-2, STAT-1, NM23 and cytokines in lung tissues of C57BL/6 mice.
2008
Evaluation of proinflammatory cytokine pathway inhibitors for p38 MAPK inhibitory potential.
2007-12-13
[Study on HPLC fingerprint characteristics of Selaginella plants].
2007-10
S-phase accumulation of Candida albicans by anticandidal effect of amentoflavone isolated from Selaginella tamariscina.
2007-10
Biflavones of Decussocarpus rospigliosii as phosphodiesterases inhibitors.
2007-10
Herpes virus inhibitory substances from Hypericum connatum Lam., a plant used in southern Brazil to treat oral lesions.
2007-09-25
Inhibition of prostaglandin E(2) production by anti-inflammatory hypericum perforatum extracts and constituents in RAW264.7 Mouse Macrophage Cells.
2007-09-05
Flavonoids and biflavonoids in Tuscan berries of Juniperus communis L.: detection and quantitation by HPLC/DAD/ESI/MS.
2007-08-08
Phytochemical investigation and hepatoprotective activity of Cupressus sempervirens L. leaves growing in Egypt.
2007-08
Antiulcerogenic effect and acute toxicity of a hydroethanolic extract from the cashew (Anacardium occidentale L.) leaves.
2007-06-13
Mutagenic evaluation and chemical investigation of Byrsonima intermedia A. Juss. leaf extracts.
2007-06-13
Effect of amentoflavone on the inhibition of pulmonary metastasis induced by B16F-10 melanoma cells in C57BL/6 mice.
2007-06
Topical anti-inflammatory activity of extracts and compounds from Hypericum perforatum L.
2007-05
New constituent from Podocarpus macrophyllus var. macrophyllus shows anti-tyrosinase effect and regulates tyrosinase-related proteins and mRNA in human epidermal melanocytes.
2007-05
[Studies on flavonoids from stems and leaves of Calophyllum inophyllum].
2007-04
Constituents and antiulcer effect of Alchornea glandulosa: activation of cell proliferation in gastric mucosa during the healing process.
2007-03
Protein tyrosine phosphatase 1B inhibitory activity of amentoflavone and its cellular effect on tyrosine phosphorylation of insulin receptors.
2007-02
Antimalarial and vasorelaxant constituents of the leaves of Allanblackia monticola (Guttiferae).
2007-01
In silico prediction of pregnane X receptor activators by machine learning approaches.
2007-01
Amentoflavone, a biflavonoid from Biophytum sensitivum augments lymphocyte proliferation, natural killer cell and antibody dependent cellular cytotoxicity through enhanced production of IL-2 and IFN-gamma and restrains serum sialic acid and gamma glutamyl transpeptidase production in tumor - bearing animals.
2007
In vitro peroxynitrite scavenging activity of 6-hydroxykynurenic acid and other flavonoids from Gingko biloba yellow leaves.
2006-12
Effects of St. John's wort extract and single constituents on stress-induced hyperthermia in mice.
2006-12
Antifungal effect of amentoflavone derived from Selaginella tamariscina.
2006-09
Mutagenic activity promoted by amentoflavone and methanolic extract of Byrsonima crassa Niedenzu.
2006-08-01
Iridoid glucosides from Viburnum chinshanense.
2006-07-10
Natural health products that inhibit angiogenesis: a potential source for investigational new agents to treat cancer-Part 2.
2006-06
Structurally unique biflavonoids from Selaginella chrysocaulos and Selaginella bryopteris.
2006-04
Natural health products that inhibit angiogenesis: a potential source for investigational new agents to treat cancer-Part 1.
2006-02
[Determination of amentoflavone in 11 species of Selaginella medicinal material by HPLC].
2006-01
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:04:12 GMT 2025
Edited
by admin
on Mon Mar 31 20:04:12 GMT 2025
Record UNII
9I1VC79L77
Record Status Validated (UNII)
Record Version
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Name Type Language
AMENTOFLAVONE
INCI  
INCI  
Official Name English
NSC-295677
Preferred Name English
3''',8-BIFLAVONE, 4',4''',5,5'',7,7''-HEXAHYDROXY
Common Name English
I3',II8-BIAPIGENIN
Common Name English
GINKGETIN, DIDEMETHYL-
Common Name English
TRIDEMETHYLSCIADOPITYSIN
Common Name English
4H-1-BENZOPYRAN-4-ONE, 8-(5-(5,7-DIHYDROXY-4-OXO-4H-1-BENZOPYRAN-2-YL)-2-HYDROXYPHENYL)-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-
Systematic Name English
AMENTHOFLAVONE
Common Name English
Classification Tree Code System Code
DSLD 3991 (Number of products:2)
Created by admin on Mon Mar 31 20:04:12 GMT 2025 , Edited by admin on Mon Mar 31 20:04:12 GMT 2025
Code System Code Type Description
PUBCHEM
5281600
Created by admin on Mon Mar 31 20:04:12 GMT 2025 , Edited by admin on Mon Mar 31 20:04:12 GMT 2025
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EPA CompTox
DTXSID20167225
Created by admin on Mon Mar 31 20:04:12 GMT 2025 , Edited by admin on Mon Mar 31 20:04:12 GMT 2025
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WIKIPEDIA
AMENTOFLAVONE
Created by admin on Mon Mar 31 20:04:12 GMT 2025 , Edited by admin on Mon Mar 31 20:04:12 GMT 2025
PRIMARY
DAILYMED
9I1VC79L77
Created by admin on Mon Mar 31 20:04:12 GMT 2025 , Edited by admin on Mon Mar 31 20:04:12 GMT 2025
PRIMARY
FDA UNII
9I1VC79L77
Created by admin on Mon Mar 31 20:04:12 GMT 2025 , Edited by admin on Mon Mar 31 20:04:12 GMT 2025
PRIMARY
CAS
1617-53-4
Created by admin on Mon Mar 31 20:04:12 GMT 2025 , Edited by admin on Mon Mar 31 20:04:12 GMT 2025
PRIMARY
NSC
295677
Created by admin on Mon Mar 31 20:04:12 GMT 2025 , Edited by admin on Mon Mar 31 20:04:12 GMT 2025
PRIMARY