Piceatannol 3'-O-(6\"-E-cinnamoyl)-beta-D-glucopyranoside

ID: ALA4203228

PubChem CID: 145976508

Max Phase: Preclinical

Molecular Formula: C29H28O10

Molecular Weight: 536.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)OC[C@H]1O[C@@H](Oc2cc(/C=C/c3cc(O)cc(O)c3)ccc2O)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C29H28O10/c30-20-12-19(13-21(31)15-20)7-6-18-8-10-22(32)23(14-18)38-29-28(36)27(35)26(34)24(39-29)16-37-25(33)11-9-17-4-2-1-3-5-17/h1-15,24,26-32,34-36H,16H2/b7-6+,11-9+/t24-,26-,27+,28-,29-/m1/s1

Standard InChI Key:  CXEQVEZTNCDIPR-XKYPVKIPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4203228

   ---

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: 536.53

Molecular Weight (Monoisotopic): 536.1682

AlogP: 2.42

#Rotatable Bonds: 8

Polar Surface Area: 166.14

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.57

CX Basic pKa: ┄

CX LogP: 3.86

CX LogD: 3.84

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.14

Np Likeness Score: 1.43

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