(1E,5E)-7-(2,6-dihydroxy-3-((E)-3-(4-hydroxyphenyl)acryloyl)phenyl)-1-(4-hydroxy-3-methoxyphenyl)-5-methylhepta-1,5-dien-3-one

ID: ALA4247203

PubChem CID: 145983589

Max Phase: Preclinical

Molecular Formula: C30H28O7

Molecular Weight: 500.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)C/C(C)=C/Cc2c(O)ccc(C(=O)/C=C/c3ccc(O)cc3)c2O)ccc1O

Standard InChI:  InChI=1S/C30H28O7/c1-19(17-23(32)11-6-21-8-15-28(35)29(18-21)37-2)3-12-24-27(34)16-13-25(30(24)36)26(33)14-7-20-4-9-22(31)10-5-20/h3-11,13-16,18,31,34-36H,12,17H2,1-2H3/b11-6+,14-7+,19-3+

Standard InChI Key:  HVRDWFTXWOAEEX-GGYLRJSXSA-N

Molfile:  

     RDKit          2D

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    7.0633  -19.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4810  -19.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4781  -18.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9372  -22.7582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2 20  1  0
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 34 29  1  0
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 35 36  1  0
 32 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4247203

   ---

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: 500.55

Molecular Weight (Monoisotopic): 500.1835

AlogP: 5.58

#Rotatable Bonds: 10

Polar Surface Area: 124.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.93

CX Basic pKa: ┄

CX LogP: 6.71

CX LogD: 6.09

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.16

Np Likeness Score: 1.35

References

1. Li YR, Li GH, Zhou MX, Xiang L, Ren DM, Lou HX, Wang XN, Shen T..  (2018)  Discovery of natural flavonoids as activators of Nrf2-mediated defense system: Structure-activity relationship and inhibition of intracellular oxidative insults.,  26  (18): [PMID:30227999] [10.1016/j.bmc.2018.09.010]

Source

Source(1):

• Scientific Literature