ID: ALA239296

Max Phase: Preclinical

Molecular Formula: C32H50O6

Molecular Weight: 530.75

Molecule Type: Small molecule

Representations

Synonyms (1): 3 Beta-Acetyl Tormentic Acid
Synonyms from Alternative Forms(1):

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

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

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: 0

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