19-hydroxyepigambogic acid

ID: ALA4475323

PubChem CID: 155537387

Max Phase: Preclinical

Molecular Formula: C38H44O9

Molecular Weight: 644.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CCC[C@@]1(C)C=Cc2c(O)c3c(c(C/C=C(\C)CO)c2O1)O[C@]12C(=C[C@H]4C[C@@H]1C(C)(C)O[C@@]2(C/C=C(/C)C(=O)O)C4=O)C3=O

Standard InChI:  InChI=1S/C38H44O9/c1-20(2)9-8-14-36(7)15-13-24-29(40)28-30(41)26-17-23-18-27-35(5,6)47-37(33(23)42,16-12-22(4)34(43)44)38(26,27)46-32(28)25(31(24)45-36)11-10-21(3)19-39/h9-10,12-13,15,17,23,27,39-40H,8,11,14,16,18-19H2,1-7H3,(H,43,44)/b21-10+,22-12-/t23-,27+,36-,37-,38+/m0/s1

Standard InChI Key:  ZYTYWRIALVJMNV-XLFXBNEKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4475323

   ---

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: 644.76

Molecular Weight (Monoisotopic): 644.2985

AlogP: 6.21

#Rotatable Bonds: 9

Polar Surface Area: 139.59

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.56

CX Basic pKa: ┄

CX LogP: 6.50

CX LogD: 3.12

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.21

Np Likeness Score: 3.77

References

1. Ren Y, de Blanco EJC, Fuchs JR, Soejarto DD, Burdette JE, Swanson SM, Kinghorn AD..  (2019)  Potential Anticancer Agents Characterized from Selected Tropical Plants.,  82  (3): [PMID:30830783] [10.1021/acs.jnatprod.9b00018]

Source

Source(1):

• Scientific Literature