5,7-dihydroxy-3-methoxy-6-C-methylflavone 8,4'-di-O-beta-D-glucopyranoside

ID: ALA2253068

Chembl Id: CHEMBL2253068

PubChem CID: 71489594

Max Phase: Preclinical

Molecular Formula: C29H34O17

Molecular Weight: 654.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(-c2ccc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)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/C29H34O17/c1-9-15(32)14-19(36)26(41-2)24(10-3-5-11(6-4-10)42-28-22(39)20(37)17(34)12(7-30)43-28)45-25(14)27(16(9)33)46-29-23(40)21(38)18(35)13(8-31)44-29/h3-6,12-13,17-18,20-23,28-35,37-40H,7-8H2,1-2H3/t12-,13-,17-,18-,20+,21+,22-,23-,28-,29+/m1/s1

Standard InChI Key:  IMPLZIZVOPEGNS-ZPOJWXRKSA-N

Alternative Forms

1. Parent:

   

   ALA2253068

   5,7-dihydroxy-3-methoxy-6-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-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: 654.57

Molecular Weight (Monoisotopic): 654.1796

AlogP: -2.45

#Rotatable Bonds: 8

Polar Surface Area: 278.66

Molecular Species: NEUTRAL

HBA: 17

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.18

CX Basic pKa: ┄

CX LogP: -1.75

CX LogD: -2.19

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.12

Np Likeness Score: 1.55

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