9,10-dihydrogambogic acid

ID: ALA2205165

Chembl Id: CHEMBL2205165

PubChem CID: 71459533

Max Phase: Preclinical

Molecular Formula: C38H46O8

Molecular Weight: 630.78

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 9,10-Dihydrogambogic Acid | 9,10-Dihydrogambogic Acid|CHEMBL2205165|UYPYPAISERHQAO-LHAWHVFASA-N

Canonical SMILES:  CC(C)=CCC[C@]1(C)C=Cc2c(O)c3c(c(CC=C(C)C)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/C38H46O8/c1-20(2)10-9-15-36(8)16-14-24-29(39)28-30(40)26-18-23-19-27-35(6,7)46-37(33(23)41,17-13-22(5)34(42)43)38(26,27)45-32(28)25(31(24)44-36)12-11-21(3)4/h10-11,13-14,16,23,26-27,39H,9,12,15,17-19H2,1-8H3,(H,42,43)/b22-13-/t23-,26?,27+,36-,37+,38-/m1/s1

Standard InChI Key:  UYPYPAISERHQAO-LHAWHVFASA-N

Alternative Forms

1. Parent:

   

   ALA2205165

   9,10-Dihydrogambogic Acid

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: 630.78

Molecular Weight (Monoisotopic): 630.3193

AlogP: 7.32

#Rotatable Bonds: 8

Polar Surface Area: 119.36

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.59

CX Basic pKa: ┄

CX LogP: 7.93

CX LogD: 4.56

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.23

Np Likeness Score: 3.44

References

1. Yang J, Li C, Ding L, Guo Q, You Q, Jin S..  (2012)  Gambogic acid deactivates cytosolic and mitochondrial thioredoxins by covalent binding to the functional domain.,  75  (6): [PMID:22663155] [10.1021/np300118c]

Source

Source(1):

• Scientific Literature