lanosta-8-en-3,29-diol-23-oxo-3,29-disodium sulfate

ID: ALA449476

Chembl Id: CHEMBL449476

PubChem CID: 25058090

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)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](OS(=O)(=O)[O-])[C@@](C)(COS(=O)(=O)[O-])[C@@H]1CC3.[Na+].[Na+]

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

Standard InChI Key:  QXPAJOLIJPTFGE-FKWVCUGYSA-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: 6.36

#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: -2.01

CX Basic pKa: ┄

CX LogP: 5.76

CX LogD: 1.01

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.21

Np Likeness Score: 2.89

References

1. 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