3,5-Dihydroxy-2-(4-hydroxy-phenyl)-7-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chromen-4-one

ID: ALA1159471

Chembl Id: CHEMBL1159471

PubChem CID: 10275538

Max Phase: Preclinical

Molecular Formula: C21H20O11

Molecular Weight: 448.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c(O)c(-c2ccc(O)cc2)oc2cc(OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c12

Standard 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

Standard InChI Key:  YPWHZCPMOQGCDQ-CXWQUDHASA-N

Alternative Forms

1. Parent:

   

   ALA1159471

   3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(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: 448.38

Molecular Weight (Monoisotopic): 448.1006

AlogP: -0.24

#Rotatable Bonds: 4

Polar Surface Area: 190.28

Molecular Species: NEUTRAL

HBA: 11

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.08

CX Basic pKa: ┄

CX LogP: 0.19

CX LogD: -0.31

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: 2.04

References

1. Ko HH, Weng JR, Tsao LT, Yen MH, Wang JP, Lin CN..  (2004)  Anti-inflammatory flavonoids and pterocarpanoid from Crotalaria pallida and C. assamica.,  14  (4): [PMID:15013012] [10.1016/j.bmcl.2003.11.074]

Source

Source(1):

• Scientific Literature