AMENTOFLAVONE

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 Search

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

Approval Year

PubMed

Title	Date	PubMed
Chemical composition and analgesic activity of Calophyllum brasiliense leaves.	2001 Jul-Aug	11677868
Fatty acid synthase inhibitors from plants: isolation, structure elucidation, and SAR studies.	2002 Dec	12502337
DNA topoisomerase inhibitors: biflavonoids from Ouratea species.	2002 Jul	12131922
Downregulation of COX-2 and iNOS by amentoflavone and quercetin in A549 human lung adenocarcinoma cell line.	2002 May-Jun	12144868
Transport of amentoflavone across the blood-brain barrier in vitro.	2002 Sep	12357391
Biflavonoids and a glucopyranoside derivative from Ouratea semiserrata.	2002 Sep-Oct	12918874
Two new compounds from the leaves of Calocedrus microlepic var. formosana.	2004 Jun	15187403
Application of liquid chromatography/electrospray ionization tandem mass spectrometry to the analysis of polyphenolic compounds from an infusion of Byrsonima crassa Niedenzu.	2005	16015675
Amentoflavone and its derivatives as novel natural inhibitors of human Cathepsin B.	2005 Oct 15	16084098
Natural health products that inhibit angiogenesis: a potential source for investigational new agents to treat cancer-Part 1.	2006 Feb	17576437
[Determination of amentoflavone in 11 species of Selaginella medicinal material by HPLC].	2006 Jan	16722315
Polyphenol amentoflavone affords neuroprotection against neonatal hypoxic-ischemic brain damage via multiple mechanisms.	2006 Jan	16336627
Natural health products that inhibit angiogenesis: a potential source for investigational new agents to treat cancer-Part 2.	2006 Jun	17576449
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	18038762
[Studies on flavonoids from stems and leaves of Calophyllum inophyllum].	2007 Apr	17608221
Flavonoids and biflavonoids in Tuscan berries of Juniperus communis L.: detection and quantitation by HPLC/DAD/ESI/MS.	2007 Aug 8	17622155
Evaluation of proinflammatory cytokine pathway inhibitors for p38 MAPK inhibitory potential.	2007 Dec 13	17988083
Antimalarial and vasorelaxant constituents of the leaves of Allanblackia monticola (Guttiferae).	2007 Jan	17244407
Effect of amentoflavone on the inhibition of pulmonary metastasis induced by B16F-10 melanoma cells in C57BL/6 mice.	2007 Jun	17548797
Antiulcerogenic effect and acute toxicity of a hydroethanolic extract from the cashew (Anacardium occidentale L.) leaves.	2007 Jun 13	17499463
Mutagenic evaluation and chemical investigation of Byrsonima intermedia A. Juss. leaf extracts.	2007 Jun 13	17459621
Constituents and antiulcer effect of Alchornea glandulosa: activation of cell proliferation in gastric mucosa during the healing process.	2007 Mar	17329837
Topical anti-inflammatory activity of extracts and compounds from Hypericum perforatum L.	2007 May	17524236
New constituent from Podocarpus macrophyllus var. macrophyllus shows anti-tyrosinase effect and regulates tyrosinase-related proteins and mRNA in human epidermal melanocytes.	2007 May	17473463
Biflavones of Decussocarpus rospigliosii as phosphodiesterases inhibitors.	2007 Oct	17893835
Herpes virus inhibitory substances from Hypericum connatum Lam., a plant used in southern Brazil to treat oral lesions.	2007 Sep 25	17719731
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	18686102
Brain-to-plasma distribution ratio of the biflavone amentoflavone in the mouse.	2008 Apr	19356077
Inhibition of tumor specific angiogenesis by amentoflavone.	2008 Feb	18298378
Seco-terpenoids and other constituents from Elateriospermum tapos.	2008 Feb	18179177
Flavones from Struthiola argentea with anthelmintic activity in vitro.	2008 Jan	17923139
Biflavonoids isolated from Selaginella tamariscina regulate the expression of matrix metalloproteinase in human skin fibroblasts.	2008 Jan 15	18029185
Antimicrobial activity of the crude extracts and five flavonoids from the twigs of Dorstenia barteri (Moraceae).	2008 Mar 28	18280679
Chemical constituents of Hypericum adenotrichum Spach, an endemic Turkish species.	2009	19731137
Fatty acid synthase inhibition by amentoflavone induces apoptosis and antiproliferation in human breast cancer cells.	2009 Aug	19652385
In vitro anti-neoplastic activity of the ethno-pharmaceutical plant Hypericum adenotrichum Spach endemic to Western Turkey.	2009 Oct	19724864
Inhibitory effects of polyphenols on human cytochrome P450 3A4 and 2C9 activity.	2010 Jan	19883715
Bioactive flavones and biflavones from Selaginella moellendorffii Hieron.	2010 Jun	19775597

Name

Type

Language

AMENTOFLAVONE

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)