CAS 16290-07-6 | 4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-3,5-dihydroxy-2-(4-hydroxyphenyl)- | CAS Number 16290-07-6

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16290-07-6 | 4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-3,5-dihydroxy-2-(4-hydroxyphenyl)-

CAS No: 16290-07-6 Catalog No: AG001TIX MDL No:MFCD08459623

Product Description

Catalog Number:

AG001TIX

Chemical Name:

4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-3,5-dihydroxy-2-(4-hydroxyphenyl)-

CAS Number:

16290-07-6

Molecular Formula:

C21H20O11

Molecular Weight:

448.3769

MDL Number:

MFCD08459623

IUPAC Name:

3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

InChI:

InChI=1S/C21H20O11/c22-7-13-15(25)17(27)19(29)21(32-13)30-10-5-11(24)14-12(6-10)31-20(18(28)16(14)26)8-1-3-9(23)4-2-8/h1-6,13,15,17,19,21-25,27-29H,7H2/t13-,15-,17+,19-,21-/m1/s1

InChI Key:

YPWHZCPMOQGCDQ-HMGRVEAOSA-N

SMILES:

OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(c(c3=O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O

UNII:

RZF1QN1Z8R

Properties

Complexity:

719

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

448.101g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

448.38g/mol

Monoisotopic Mass:

448.101g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

186A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

0.7

Literature

Title	Journal
Kaempferol 7-O-β-D-glucoside isolated from the leaves of Cudrania tricuspidata inhibits LPS-induced expression of pro-inflammatory mediators through inactivation of NF-κB, AP-1, and JAK-STAT in RAW 264.7 macrophages.	Chemico-biological interactions 20180325
[Chemical constituents of Viola tianshanica].	Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20091101
Antioxidant activities of new flavonoids from Cudrania tricuspidata root bark.	Archives of pharmacal research 20090201
Improved cryopreservation by diluted vitrification solution with supercooling-facilitating flavonol glycoside.	Cryobiology 20081201
[Flavones from flowers of Paulownia fortunei].	Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20081101
Deep supercooling xylem parenchyma cells of katsura tree (Cercidiphyllum japonicum) contain flavonol glycosides exhibiting high anti-ice nucleation activity.	Plant, cell & environment 20080901
Kaempferol-7-O-beta-D-glucoside (KG) isolated from Smilax china L. rhizome induces G2/M phase arrest and apoptosis on HeLa cells in a p53-independent manner.	Cancer letters 20080618
A flavonoid glycoside isolated from Smilax china L. rhizome in vitro anticancer effects on human cancer cell lines.	Journal of ethnopharmacology 20070815
Anti-stress constituents of Evolvulus alsinoides: an ayurvedic crude drug.	Chemical & pharmaceutical bulletin 20070501
Antiinflammatory constituents from the roots of Smilax bockii warb.	Archives of pharmacal research 20050401
Antityrosinase principles and constituents of the petals of Crocus sativus.	Journal of natural products 20040301
Antitumor-promoting constituents from Chaenomeles sinensis KOEHNE and their activities in JB6 mouse epidermal cells.	Chemical & pharmaceutical bulletin 20031101