hellebrigenol-3-O-sulfite

ID: ALA1097253

Cas Number: 1224695-35-5

PubChem CID: 46210588

Max Phase: Preclinical

Molecular Formula: C24H34O9S

Molecular Weight: 498.59

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H34O9S/c1-21-8-5-18-19(24(21,28)11-7-17(21)15-2-3-20(26)32-13-15)6-10-23(27)12-16(33-34(29,30)31)4-9-22(18,23)14-25/h2-3,13,16-19,25,27-28H,4-12,14H2,1H3,(H,29,30,31)/t16-,17+,18-,19+,21+,22-,23-,24-/m0/s1

Standard InChI Key:  MGPQGNBMLAFGGK-XHCIOXAKSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA1097253

   (3beta,5beta)-5,14,19-Trihydroxy-3-(sulfooxy)bufa-20,22-dienolide

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: 498.59

Molecular Weight (Monoisotopic): 498.1924

AlogP: 2.16

#Rotatable Bonds: 4

Polar Surface Area: 154.50

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.58

CX Basic pKa: 0.28

CX LogP: -1.04

CX LogD: -1.56

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: 2.74

References

1. Gao H, Zehl M, Kaehlig H, Schneider P, Stuppner H, Moreno Y Banuls L, Kiss R, Kopp B..  (2010)  Rapid structural identification of cytotoxic bufadienolide sulfates in toad venom from Bufo melanosticus by LC-DAD-MS(n) and LC-SPE-NMR.,  73  (4): [PMID:20361780] [10.1021/np900746k]

Source

Source(1):

• Scientific Literature