18-hydroxyepigambogic acid

ID: ALA4469939

PubChem CID: 155534438

Max Phase: Preclinical

Molecular Formula: C38H46O9

Molecular Weight: 646.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CCC[C@@]1(C)C=Cc2c(O)c3c(c(CCC(C)(C)O)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/C38H46O9/c1-20(2)10-9-14-36(8)16-13-23-28(39)27-29(40)25-18-22-19-26-35(6,7)47-37(32(22)41,17-11-21(3)33(42)43)38(25,26)46-31(27)24(30(23)45-36)12-15-34(4,5)44/h10-11,13,16,18,22,26,39,44H,9,12,14-15,17,19H2,1-8H3,(H,42,43)/b21-11-/t22-,26+,36-,37-,38+/m0/s1

Standard InChI Key:  GBPQHJOEWHTFDE-BELFAUFYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4469939

   ---

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: 646.78

Molecular Weight (Monoisotopic): 646.3142

AlogP: 6.43

#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: 3.60

CX Basic pKa: ┄

CX LogP: 6.72

CX LogD: 3.36

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.20

Np Likeness Score: 3.57

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