2 alpha-acetyl tomentic acid

ID: ALA439053

Chembl Id: CHEMBL439053

PubChem CID: 44436803

Max Phase: Preclinical

Molecular Formula: C32H50O6

Molecular Weight: 530.75

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2 Alpha-Acetyl Tomentic Acid | 2 alpha-acetyl tomentic acid|CHEMBL439053

Canonical SMILES:  CC(=O)O[C@@H]1C[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]2C(C)(C)[C@H]1O

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(38-19(2)33)25(34)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:  HHDNTTOUNUERTJ-BGJCYSRJSA-N

Alternative Forms

1. Parent:

   

   ALA439053

   2 alpha-Acetyl tomentic 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: 3.32

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