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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(O)C=C(O)C(C4=CC(=CC=C4O)C5=CC(=O)C6=C(O)C=C(O)C=C6O5)=C3O2

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
Structurally unique biflavonoids from Selaginella chrysocaulos and Selaginella bryopteris.
2006 Apr
Mutagenic activity promoted by amentoflavone and methanolic extract of Byrsonima crassa Niedenzu.
2006 Aug 1
In vitro peroxynitrite scavenging activity of 6-hydroxykynurenic acid and other flavonoids from Gingko biloba yellow leaves.
2006 Dec
Effects of St. John's wort extract and single constituents on stress-induced hyperthermia in mice.
2006 Dec
Natural health products that inhibit angiogenesis: a potential source for investigational new agents to treat cancer-Part 1.
2006 Feb
[Determination of amentoflavone in 11 species of Selaginella medicinal material by HPLC].
2006 Jan
Iridoid glucosides from Viburnum chinshanense.
2006 Jul 10
Natural health products that inhibit angiogenesis: a potential source for investigational new agents to treat cancer-Part 2.
2006 Jun
Antifungal effect of amentoflavone derived from Selaginella tamariscina.
2006 Sep
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
[Studies on flavonoids from stems and leaves of Calophyllum inophyllum].
2007 Apr
Phytochemical investigation and hepatoprotective activity of Cupressus sempervirens L. leaves growing in Egypt.
2007 Aug
Flavonoids and biflavonoids in Tuscan berries of Juniperus communis L.: detection and quantitation by HPLC/DAD/ESI/MS.
2007 Aug 8
Evaluation of proinflammatory cytokine pathway inhibitors for p38 MAPK inhibitory potential.
2007 Dec 13
Protein tyrosine phosphatase 1B inhibitory activity of amentoflavone and its cellular effect on tyrosine phosphorylation of insulin receptors.
2007 Feb
Antimalarial and vasorelaxant constituents of the leaves of Allanblackia monticola (Guttiferae).
2007 Jan
In silico prediction of pregnane X receptor activators by machine learning approaches.
2007 Jan
Effect of amentoflavone on the inhibition of pulmonary metastasis induced by B16F-10 melanoma cells in C57BL/6 mice.
2007 Jun
Antiulcerogenic effect and acute toxicity of a hydroethanolic extract from the cashew (Anacardium occidentale L.) leaves.
2007 Jun 13
Mutagenic evaluation and chemical investigation of Byrsonima intermedia A. Juss. leaf extracts.
2007 Jun 13
Constituents and antiulcer effect of Alchornea glandulosa: activation of cell proliferation in gastric mucosa during the healing process.
2007 Mar
Topical anti-inflammatory activity of extracts and compounds from Hypericum perforatum L.
2007 May
New constituent from Podocarpus macrophyllus var. macrophyllus shows anti-tyrosinase effect and regulates tyrosinase-related proteins and mRNA in human epidermal melanocytes.
2007 May
[Study on HPLC fingerprint characteristics of Selaginella plants].
2007 Oct
S-phase accumulation of Candida albicans by anticandidal effect of amentoflavone isolated from Selaginella tamariscina.
2007 Oct
Biflavones of Decussocarpus rospigliosii as phosphodiesterases inhibitors.
2007 Oct
Herpes virus inhibitory substances from Hypericum connatum Lam., a plant used in southern Brazil to treat oral lesions.
2007 Sep 25
Inhibition of prostaglandin E(2) production by anti-inflammatory hypericum perforatum extracts and constituents in RAW264.7 Mouse Macrophage Cells.
2007 Sep 5
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
Brain-to-plasma distribution ratio of the biflavone amentoflavone in the mouse.
2008 Apr
Ethnopharmacological survey of six medicinal plants from Mali, West-Africa.
2008 Dec 27
Inhibition of tumor specific angiogenesis by amentoflavone.
2008 Feb
Seco-terpenoids and other constituents from Elateriospermum tapos.
2008 Feb
Flavones from Struthiola argentea with anthelmintic activity in vitro.
2008 Jan
Biflavonoids isolated from Selaginella tamariscina regulate the expression of matrix metalloproteinase in human skin fibroblasts.
2008 Jan 15
Selaginellin A and B, two novel natural pigments isolated from Selaginella tamariscina.
2008 Jul
Constituents of the Cuban endemic species Calophyllum pinetorum.
2008 Jul
How to realize the linear scale-up process for rapid purification using high-performance counter-current chromatography.
2008 Jun 20
Modulatory effect of Byrsonima basiloba extracts on the mutagenicity of certain direct and indirect-acting mutagens in Salmonella typhimurium assays.
2008 Mar
Antimicrobial activity of the crude extracts and five flavonoids from the twigs of Dorstenia barteri (Moraceae).
2008 Mar 28
Review on plants with CNS-effects used in traditional South African medicine against mental diseases.
2008 Oct 28
Chemical constituents of Hypericum adenotrichum Spach, an endemic Turkish species.
2009
Bioactive compounds of inhibiting xanthine oxidase from Selaginella labordei.
2009
Fatty acid synthase inhibition by amentoflavone induces apoptosis and antiproliferation in human breast cancer cells.
2009 Aug
Free radical scavenging and antielastase activities of flavonoids from the fruits of Thuja orientalis.
2009 Feb
Anti-Helicobacter pylori activity and immunostimulatory effect of extracts from Byrsonima crassa Nied. (Malpighiaceae).
2009 Jan 16
In vitro anti-neoplastic activity of the ethno-pharmaceutical plant Hypericum adenotrichum Spach endemic to Western Turkey.
2009 Oct
Inhibitory effects of polyphenols on human cytochrome P450 3A4 and 2C9 activity.
2010 Jan
Bioactive flavones and biflavones from Selaginella moellendorffii Hieron.
2010 Jun
Substance Class Chemical
Created
by admin
on Fri Dec 15 20:09:53 UTC 2023
Edited
by admin
on Fri Dec 15 20:09:53 UTC 2023
Record UNII
9I1VC79L77
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMENTOFLAVONE
INCI  
INCI  
Official 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
AMENTOFLAVONE [INCI]
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
NSC-295677
Code English
AMENTHOFLAVONE
Common Name English
Classification Tree Code System Code
DSLD 3991 (Number of products:2)
Created by admin on Fri Dec 15 20:09:53 UTC 2023 , Edited by admin on Fri Dec 15 20:09:53 UTC 2023
Code System Code Type Description
PUBCHEM
5281600
Created by admin on Fri Dec 15 20:09:53 UTC 2023 , Edited by admin on Fri Dec 15 20:09:53 UTC 2023
PRIMARY
EPA CompTox
DTXSID20167225
Created by admin on Fri Dec 15 20:09:53 UTC 2023 , Edited by admin on Fri Dec 15 20:09:53 UTC 2023
PRIMARY
WIKIPEDIA
AMENTOFLAVONE
Created by admin on Fri Dec 15 20:09:53 UTC 2023 , Edited by admin on Fri Dec 15 20:09:53 UTC 2023
PRIMARY
FDA UNII
9I1VC79L77
Created by admin on Fri Dec 15 20:09:53 UTC 2023 , Edited by admin on Fri Dec 15 20:09:53 UTC 2023
PRIMARY
CAS
1617-53-4
Created by admin on Fri Dec 15 20:09:53 UTC 2023 , Edited by admin on Fri Dec 15 20:09:53 UTC 2023
PRIMARY
NSC
295677
Created by admin on Fri Dec 15 20:09:53 UTC 2023 , Edited by admin on Fri Dec 15 20:09:53 UTC 2023
PRIMARY