ent-1beta,7alpha-dihydroxy-16-oxobeyeran-19-oic acid

ID: ALA606754

Chembl Id: CHEMBL606754

Cas Number: 241139-20-8

PubChem CID: 46226989

Max Phase: Preclinical

Molecular Formula: C20H30O5

Molecular Weight: 350.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@]12CC[C@@H]3[C@@](CC1=O)(C2)[C@@H](O)C[C@H]1[C@@]3(C)[C@@H](O)CC[C@@]1(C)C(=O)O

Standard InChI:  InChI=1S/C20H30O5/c1-17-6-4-11-19(3)12(18(2,16(24)25)7-5-13(19)21)8-14(22)20(11,10-17)9-15(17)23/h11-14,21-22H,4-10H2,1-3H3,(H,24,25)/t11-,12+,13-,14-,17-,18+,19-,20+/m0/s1

Standard InChI Key:  IDVRMGJWWRQUDK-PZEXLGDASA-N

Alternative Forms

1. Parent:

   

   ALA606754

   (1alpha,4alpha,7beta,8beta,13beta)-1,7-Dihydroxy-13-methyl-16-oxo-17-norkauran-18-oic 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: 350.46

Molecular Weight (Monoisotopic): 350.2093

AlogP: 2.38

#Rotatable Bonds: 1

Polar Surface Area: 94.83

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.43

CX Basic pKa: ┄

CX LogP: 2.04

CX LogD: -0.83

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.67

Np Likeness Score: 3.15

References

1. Chang SF, Chou BH, Yang LM, Hsu FL, Lin WK, Ho Y, Lin SJ..  (2009)  Microbial transformation of isosteviol oxime and the inhibitory effects on NF-kappaB and AP-1 activation in LPS-stimulated macrophages.,  17  (17): [PMID:19648015] [10.1016/j.bmc.2009.07.029]

2. Ye N, Ding Y, Wild C, Shen Q, Zhou J..  (2014)  Small molecule inhibitors targeting activator protein 1 (AP-1).,  57  (16): [PMID:24831826] [10.1021/jm5004733]

Source

Source(1):

• Scientific Literature