5,7,8,4'-tetrahydroxy-3-methoxy-6-methylflavone 8-O-beta-D-glucopyranoside

ID: ALA2253065

Chembl Id: CHEMBL2253065

PubChem CID: 76326395

Max Phase: Preclinical

Molecular Formula: C23H24O12

Molecular Weight: 492.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(-c2ccc(O)cc2)oc2c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)c(C)c(O)c2c1=O

Standard InChI:  InChI=1S/C23H24O12/c1-8-13(26)12-16(29)21(32-2)19(9-3-5-10(25)6-4-9)34-20(12)22(14(8)27)35-23-18(31)17(30)15(28)11(7-24)33-23/h3-6,11,15,17-18,23-28,30-31H,7H2,1-2H3/t11-,15-,17+,18-,23+/m1/s1

Standard InChI Key:  RCFDCAUSOKKJLW-YRGDSFMKSA-N

Alternative Forms

1. Parent:

   

   ALA2253065

   5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-6-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 492.43

Molecular Weight (Monoisotopic): 492.1268

AlogP: 0.07

#Rotatable Bonds: 5

Polar Surface Area: 199.51

Molecular Species: NEUTRAL

HBA: 12

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.16

CX Basic pKa: ┄

CX LogP: 0.51

CX LogD: 0.05

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.25

Np Likeness Score: 2.10

References

1. Chen WQ, Song ZJ, Xu HH..  (2012)  A new antifungal and cytotoxic C-methylated flavone glycoside from Picea neoveitchii.,  22  (18): [PMID:22901896] [10.1016/j.bmcl.2012.07.089]

Source

Source(1):

• Scientific Literature