20(R),24(S)-epoxycycloartane-3beta,6alpha,16beta,25-tetraol-3beta-O-D-(2-O-acetyl)-xylopyranoside

ID: ALA4175075

Chembl Id: CHEMBL4175075

PubChem CID: 13996714

Max Phase: Preclinical

Molecular Formula: C37H60O10

Molecular Weight: 664.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1[C@H](O[C@H]2CC[C@]34C[C@]35CC[C@]3(C)[C@@H]([C@@]6(C)CC[C@@H](C(C)(C)O)O6)[C@@H](O)C[C@@]3(C)[C@@H]5C[C@H](O)[C@H]4C2(C)C)OC[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C37H60O10/c1-19(38)45-27-26(42)22(41)17-44-30(27)46-24-10-12-37-18-36(37)14-13-33(6)29(35(8)11-9-25(47-35)32(4,5)43)21(40)16-34(33,7)23(36)15-20(39)28(37)31(24,2)3/h20-30,39-43H,9-18H2,1-8H3/t20-,21-,22+,23-,24-,25-,26-,27+,28-,29-,30-,33+,34-,35+,36-,37+/m0/s1

Standard InChI Key:  KILZIJKCZIGLFJ-HQIOABIXSA-N

Alternative Forms

1. Parent:

   

   ALA4175075

   20(R),24(S)-epoxycycloartane-3beta,6alpha,16beta,25-tetraol-3beta-O-D-(2-O-acetyl)-xylopyranoside

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: 664.88

Molecular Weight (Monoisotopic): 664.4186

AlogP: 3.47

#Rotatable Bonds: 5

Polar Surface Area: 155.14

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.79

CX Basic pKa:

CX LogP: 1.90

CX LogD: 1.90

Aromatic Rings: 0

Heavy Atoms: 47

QED Weighted: 0.22

Np Likeness Score: 3.28

References

1. Reddy SD, Siva B, Phani Babu VS, Vijaya M, Nayak VL, Mandal R, Tiwari AK, Shashikala P, Babu KS..  (2017)  New cycloartane type-triterpenoids from the areal parts of Caragana sukiensis and their biological activities.,  136  [PMID:28482219] [10.1016/j.ejmech.2017.04.065]

Source

Source(1):

• Scientific Literature