5beta,14beta-dihydroxy-19-oxo-3beta-[(beta-D-glucopyranosyl)oxy)]bufa-20,22-dienolide

ID: ALA446052

Cas Number: 72947-90-1

PubChem CID: 3055779

Product Number: H463878, Order Now?

Max Phase: Preclinical

Molecular Formula: C30H42O11

Molecular Weight: 578.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H]3[C@@H](CC[C@]4(O)C[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)CC[C@]34C=O)[C@@]1(O)CC[C@@H]2c1ccc(=O)oc1

Standard InChI:  InChI=1S/C30H42O11/c1-27-8-5-19-20(30(27,38)11-7-18(27)16-2-3-22(33)39-14-16)6-10-29(37)12-17(4-9-28(19,29)15-32)40-26-25(36)24(35)23(34)21(13-31)41-26/h2-3,14-15,17-21,23-26,31,34-38H,4-13H2,1H3/t17-,18+,19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30-/m0/s1

Standard InChI Key:  AXUYMUBJXHVZEL-DBOUUHTQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA446052

   Hellebrigenin-3-O-β-glucoside

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: 578.66

Molecular Weight (Monoisotopic): 578.2727

AlogP: 0.36

#Rotatable Bonds: 5

Polar Surface Area: 187.12

Molecular Species: NEUTRAL

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.21

CX Basic pKa: 0.30

CX LogP: -0.69

CX LogD: -0.69

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.21

Np Likeness Score: 2.85

References

1. Watanabe K, Mimaki Y, Sakagami H, Sashida Y..  (2003)  Bufadienolide and spirostanol glycosides from the rhizomes of helleborusorientalis.,  66  (2): [PMID:12608856] [10.1021/np0203638]

Source

Source(1):

• Scientific Literature