3-O-beta-D-Xylopyranosyl-(1->2)-beta-D-glucopyranosyl-27-hydroxyalphitolic acid

ID: ALA4288410

Chembl Id: CHEMBL4288410

PubChem CID: 145993185

Max Phase: Preclinical

Molecular Formula: C41H66O14

Molecular Weight: 782.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(CO)[C@H](CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C41H66O14/c1-19(2)20-9-12-40(36(50)51)13-14-41(18-43)21(27(20)40)7-8-26-38(5)15-22(44)33(37(3,4)25(38)10-11-39(26,41)6)55-35-32(30(48)29(47)24(16-42)53-35)54-34-31(49)28(46)23(45)17-52-34/h20-35,42-49H,1,7-18H2,2-6H3,(H,50,51)/t20-,21+,22+,23+,24+,25-,26+,27+,28-,29+,30-,31+,32+,33-,34-,35-,38-,39+,40-,41-/m0/s1

Standard InChI Key:  DXAAVNZADMDMGF-AFNXXKMGSA-N

Alternative Forms

1. Parent:

   

   ALA4288410

   ---

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: 782.97

Molecular Weight (Monoisotopic): 782.4453

AlogP: 1.32

#Rotatable Bonds: 8

Polar Surface Area: 236.06

Molecular Species: ACID

HBA: 13

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.65

CX Basic pKa: ┄

CX LogP: 1.37

CX LogD: -1.31

Aromatic Rings: ┄

Heavy Atoms: 55

QED Weighted: 0.12

Np Likeness Score: 2.91

References

1. Mair CE, Grienke U, Wilhelm A, Urban E, Zehl M, Schmidtke M, Rollinger JM..  (2018)  Anti-Influenza Triterpene Saponins from the Bark of Burkea africana.,  81  (3): [PMID:29394063] [10.1021/acs.jnatprod.7b00774]

Source

Source(1):

• Scientific Literature