1-(4-hydroxy-3-methoxyphenyl)-7-(3-methoxy-4-((3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)phenyl)hepta-1,6-diene-3,5-dione

ID: ALA4517144

PubChem CID: 9807012

Max Phase: Preclinical

Molecular Formula: C27H30O11

Molecular Weight: 530.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(OC)c2)ccc1O

Standard InChI:  InChI=1S/C27H30O11/c1-35-21-11-15(5-9-19(21)31)3-7-17(29)13-18(30)8-4-16-6-10-20(22(12-16)36-2)37-27-26(34)25(33)24(32)23(14-28)38-27/h3-12,23-28,31-34H,13-14H2,1-2H3/b7-3+,8-4+/t23-,24-,25+,26-,27?/m1/s1

Standard InChI Key:  LVMBIHPDKVZZOB-GARRWRKTSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4517144

   (1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-[3-methoxy-4-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]hepta-1,6-diene-3,5-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 530.53

Molecular Weight (Monoisotopic): 530.1788

AlogP: 0.84

#Rotatable Bonds: 11

Polar Surface Area: 172.21

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.28

CX Basic pKa: ┄

CX LogP: 1.86

CX LogD: 1.85

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.21

Np Likeness Score: 1.42

References

1. Rodrigues FC, Anil Kumar NV, Thakur G..  (2019)  Developments in the anticancer activity of structurally modified curcumin: An up-to-date review.,  177  [PMID:31129455] [10.1016/j.ejmech.2019.04.058]

Source

Source(1):

• Scientific Literature