3 beta-acetyl tormentic acid

ID: ALA239296

Chembl Id: CHEMBL239296

PubChem CID: 44436804

Max Phase: Preclinical

Molecular Formula: C32H50O6

Molecular Weight: 530.75

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3 Beta-Acetyl Tormentic Acid | 3 beta-acetyl tormentic acid|CHEMBL239296

Canonical SMILES:  CC(=O)O[C@H]1[C@H](O)C[C@]2(C)[C@H]3CC=C4[C@H]5[C@](C(=O)O)(CC[C@@H](C)[C@@]5(C)O)CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C

Standard InChI:  InChI=1S/C32H50O6/c1-18-11-14-32(26(35)36)16-15-29(6)20(24(32)31(18,8)37)9-10-23-28(5)17-21(34)25(38-19(2)33)27(3,4)22(28)12-13-30(23,29)7/h9,18,21-25,34,37H,10-17H2,1-8H3,(H,35,36)/t18-,21-,22+,23-,24-,25+,28+,29-,30-,31-,32+/m1/s1

Standard InChI Key:  HWGMGZJITMCAFQ-BGJCYSRJSA-N

Alternative Forms

1. Parent:

   

   ALA239296

   3 beta-Acetyl tormentic acid

Molecule Features

Natural Product: Yes

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: 530.75

Molecular Weight (Monoisotopic): 530.3607

AlogP: 5.75

#Rotatable Bonds: 2

Polar Surface Area: 104.06

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.64

CX Basic pKa: ┄

CX LogP: 4.71

CX LogD: 2.02

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.31

Np Likeness Score: 3.36

References

1. Rocha Gda G, Simões M, Lúcio KA, Oliveira RR, Coelho Kaplan MA, Gattass CR..  (2007)  Natural triterpenoids from Cecropia lyratiloba are cytotoxic to both sensitive and multidrug resistant leukemia cell lines.,  15  (23): [PMID:17889544] [10.1016/j.bmc.2007.07.020]

2. Csuk R, Siewert B, Dressel C, Schäfer R..  (2012)  Tormentic acid derivatives: synthesis and apoptotic activity.,  56  [PMID:22995818] [10.1016/j.ejmech.2012.08.032]

Source

Source(1):

• Scientific Literature