CAS 489-32-7|5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-meth...

General Information

Structure

Molecular Formula

C₃₃H₄₀O₁₅

Molecular Mass

676.6617

Exact Mass

676.23672058

Charge

InChI

InChI=1S/C33H40O15/c1-13(2)5-10-17-19(45-33-28(42)26(40)23(37)20(12-34)46-33)11-18(35)21-24(38)31(48-32-27(41)25(39)22(36)14(3)44-32)29(47-30(17)21)15-6-8-16(43-4)9-7-15/h5-9,11,14,20,22-23,25-28,32-37,39-42H,10,12H2,1-4H3/t14-,20+,22-,23+,25+,26-,27+,28+,32-,33+/m0/s1

InChIKey

TZJALUIVHRYQQB-XLRXWWTNSA-N

Canonic Smiles

COc1ccc(cc1)c1oc2c(CC=C(C)C)c(O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)cc(c2c(=O)c1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O

Isomeric Smiles

c1(c(=O)c2c(oc1c1ccc(cc1)OC)c(c(O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)cc2O)CC=C(C)C)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O

Calculated Properties

JChem

Acid pKa

7.068547

H Acceptors

H Donor

LogD (pH = 5.5)

0.8005592

LogD (pH = 7.4)

0.32218364

Log P

0.81203294

Molar Refractivity

166.6204

Polarizability

65.346016

Polar Surface Area

234.29

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H -pyran-2-yl)oxy)-4H-chromen-4-oneIcariin4'-Me ether, 3-O-alpha- L -rhamnopyranoside7-O-beta-D-glucopyranosideIcariin

IUPAC Traditional name

icariin 5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H-chromen-4-one

IUPAC name

5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H-chromen-4-one

Names and Identifiers

Registration numbers

PubChem CID

Chemspider ID

CAS Number

Wikipedia Title

CHEMBL