Piceatannol 3'-O-(6\"-4-hydroxybenzoyl)-beta-D-glucopyranoside

ID: ALA4209002

PubChem CID: 145965862

Max Phase: Preclinical

Molecular Formula: C27H26O11

Molecular Weight: 526.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OC[C@H]1O[C@@H](Oc2cc(/C=C/c3cc(O)cc(O)c3)ccc2O)[C@H](O)[C@@H](O)[C@@H]1O)c1ccc(O)cc1

Standard InChI:  InChI=1S/C27H26O11/c28-17-6-4-16(5-7-17)26(35)36-13-22-23(32)24(33)25(34)27(38-22)37-21-11-14(3-8-20(21)31)1-2-15-9-18(29)12-19(30)10-15/h1-12,22-25,27-34H,13H2/b2-1+/t22-,23-,24+,25-,27-/m1/s1

Standard InChI Key:  JMAQDFOBYNEOAV-ODXJXHFHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4209002

   ---

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

Calculated Properties

Molecular Weight: 526.49

Molecular Weight (Monoisotopic): 526.1475

AlogP: 1.72

#Rotatable Bonds: 7

Polar Surface Area: 186.37

Molecular Species: NEUTRAL

HBA: 11

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.23

CX Basic pKa: ┄

CX LogP: 3.02

CX LogD: 2.96

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.18

Np Likeness Score: 1.39

References

1. Park S, Kim YN, Kwak HJ, Jeong EJ, Kim SH..  (2018)  Estrogenic activity of constituents from the rhizomes of Rheum undulatum Linné.,  28  (4): [PMID:29402747] [10.1016/j.bmcl.2018.01.063]

Source

Source(1):

• Scientific Literature