ID: ALA2337988

Max Phase: Preclinical

Molecular Formula: C22H16O11

Molecular Weight: 456.36

Molecule Type: Small molecule

Representations

Synonyms (1): 7-O-Galloyltaxifolin
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(Oc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)[C@@H](O)C2=O)c1cc(O)c(O)c(O)c1

Standard InChI:  InChI=1S/C22H16O11/c23-11-2-1-8(3-12(11)24)21-20(30)19(29)17-13(25)6-10(7-16(17)33-21)32-22(31)9-4-14(26)18(28)15(27)5-9/h1-7,20-21,23-28,30H/t20-,21+/m0/s1

Standard InChI Key:  KRMKNVIKYVHLTO-LEWJYISDSA-N

Molecule Features

Natural Product: No

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

Properties

Molecular Weight: 456.36

Molecular Weight (Monoisotopic): 456.0693

AlogP: 1.82

#Rotatable Bonds: 3

Polar Surface Area: 194.21

Molecular Species: NEUTRAL

HBA: 11

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.54

CX Basic pKa:

CX LogP: 2.87

CX LogD: 2.61

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.17

Np Likeness Score: 1.55

References

1. Vrba J, Gažák R, Kuzma M, Papoušková B, Vacek J, Weiszenstein M, Křen V, Ulrichová J..  (2013)  A novel semisynthetic flavonoid 7-O-galloyltaxifolin upregulates heme oxygenase-1 in RAW264.7 cells via MAPK/Nrf2 pathway.,  56  (3): [PMID:23294286] [10.1021/jm3013344]

Source

Source(1):

• Scientific Literature