Cycloartan-3,29-diol-23-one 3,29-disodium sulfate

ID: ALA503664

Chembl Id: CHEMBL503664

PubChem CID: 25112400

Max Phase: Preclinical

Molecular Formula: C30H48Na2O9S2

Molecular Weight: 618.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC(=O)C[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4[C@](C)(COS(=O)(=O)[O-])[C@@H](OS(=O)(=O)[O-])CC[C@@]45C[C@@]35CC[C@]12C.[Na+].[Na+]

Standard InChI:  InChI=1S/C30H50O9S2.2Na/c1-19(2)15-21(31)16-20(3)22-9-11-28(6)24-8-7-23-26(4,18-38-40(32,33)34)25(39-41(35,36)37)10-12-29(23)17-30(24,29)14-13-27(22,28)5;;/h19-20,22-25H,7-18H2,1-6H3,(H,32,33,34)(H,35,36,37);;/q;2*+1/p-2/t20-,22-,23+,24+,25+,26+,27-,28+,29-,30+;;/m1../s1

Standard InChI Key:  LVCDBUUZPQYJQK-JEBIPZLNSA-L

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: 618.86

Molecular Weight (Monoisotopic): 618.2896

AlogP: 6.05

#Rotatable Bonds: 10

Polar Surface Area: 144.27

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -2.05

CX Basic pKa: ┄

CX LogP: 5.60

CX LogD: 0.85

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.28

Np Likeness Score: 2.80

References

1. Govindan M, Abbas SA, Schmitz FJ, Lee RH, Papkoff JS, Slate DL..  (1994)  New cycloartanol sulfates from the alga Tydemania expeditionis: inhibitors of the protein tyrosine kinase pp60v-src.,  57  (1): [PMID:8158167] [10.1021/np50103a010]

2. Jiang RW, Lane AL, Mylacraine L, Hardcastle KI, Fairchild CR, Aalbersberg W, Hay ME, Kubanek J..  (2008)  Structures and absolute configurations of sulfate-conjugated triterpenoids including an antifungal chemical defense of the green macroalga Tydemania expeditionis.,  71  (9): [PMID:18763828] [10.1021/np800307h]

Source

Source(1):

• Scientific Literature