pregnane-3beta,5alpha,6beta,8beta,12beta,14beta,17beta,20(S)-octol-12-O-[(2E,4E)-5-phenyl-2,4-pentadienoate]-3-O-beta-D-digitoxopyranoside

ID: ALA4580334

PubChem CID: 132520078

Max Phase: Preclinical

Molecular Formula: C38H54O12

Molecular Weight: 702.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](O)[C@]1(O)CC[C@@]2(O)[C@]1(C)[C@H](OC(=O)/C=C/C=C/c1ccccc1)C[C@@H]1[C@@]3(C)CC[C@H](O[C@H]4C[C@H](O)[C@H](O)[C@@H](C)O4)C[C@]3(O)[C@H](O)C[C@]12O

Standard InChI:  InChI=1S/C38H54O12/c1-22-32(43)26(40)18-31(48-22)49-25-14-15-33(3)27-19-29(50-30(42)13-9-8-12-24-10-6-5-7-11-24)34(4)35(44,23(2)39)16-17-38(34,47)36(27,45)21-28(41)37(33,46)20-25/h5-13,22-23,25-29,31-32,39-41,43-47H,14-21H2,1-4H3/b12-8+,13-9+/t22-,23+,25+,26+,27-,28-,29-,31+,32-,33-,34-,35-,36+,37+,38-/m1/s1

Standard InChI Key:  VBJYPODWEIUDRV-BYWRGJENSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4580334

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 702.84

Molecular Weight (Monoisotopic): 702.3615

AlogP: 1.49

#Rotatable Bonds: 7

Polar Surface Area: 206.60

Molecular Species: NEUTRAL

HBA: 12

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.54

CX Basic pKa: ┄

CX LogP: 0.90

CX LogD: 0.90

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.09

Np Likeness Score: 2.54

References

1. An YW, Zhan ZL, Xie J, Yang YN, Jiang JS, Feng ZM, Ye F, Zhang PC..  (2016)  Bioactive Octahydroxylated C21 Steroids from the Root Bark of Lycium chinense.,  79  (4): [PMID:26982999] [10.1021/acs.jnatprod.5b01087]

Source

Source(1):

• Scientific Literature