hellebrin

ID: ALA1095238

Cas Number: 13289-18-4

PubChem CID: 441859

Max Phase: Preclinical

Molecular Formula: C36H52O15

Molecular Weight: 724.80

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Hellebrin | Hellebrin|13289-18-4|IOS9LBR6II|UNII-IOS9LBR6II|Hellebrigenin glucorhamnoside|Hellebrigenin-gluco-rhamnosid|NSC-93134|EINECS 236-303-1|NSC 93134|CORELBORIN|KORELBORIN|Hellebrigenin-gluco-rhamnosid [German]|BRN 0077007|HELLEBRIN [MI]|SCHEMBL868837|CHEMBL1095238|DTXSID501026583|BUFA-20,22-DIENOLIDE, 3-((6-DEOXY-4-O-.BETA.-D-GLUCOPYRANOSYL-.ALPHA.-L-MANNOPYRANOSYL)OXY)-5,14-DIHYDROXY-19-OXO-, (3.BETA.,5.BETA.)-|AKOS032437858|NS00051887|C08868|J-006243|3beta-(O4-beta-D-Glucopyranosyl-alpShow More⌵

Canonical SMILES:  C[C@@H]1O[C@@H](O[C@H]2CC[C@]3(C=O)[C@H]4CC[C@]5(C)[C@@H](c6ccc(=O)oc6)CC[C@]5(O)[C@@H]4CC[C@]3(O)C2)[C@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C36H52O15/c1-17-30(51-32-28(43)26(41)25(40)23(14-37)50-32)27(42)29(44)31(48-17)49-19-5-10-34(16-38)21-6-9-33(2)20(18-3-4-24(39)47-15-18)8-12-36(33,46)22(21)7-11-35(34,45)13-19/h3-4,15-17,19-23,25-32,37,40-46H,5-14H2,1-2H3/t17-,19-,20+,21-,22+,23+,25+,26-,27-,28+,29+,30-,31-,32-,33+,34-,35-,36-/m0/s1

Standard InChI Key:  DCSLTSSPIJWEJN-YRFFWODSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1095238

   HELLEBRIN

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: 724.80

Molecular Weight (Monoisotopic): 724.3306

AlogP: -0.79

#Rotatable Bonds: 7

Polar Surface Area: 246.04

Molecular Species: NEUTRAL

HBA: 15

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.94

CX Basic pKa: 0.30

CX LogP: -1.42

CX LogD: -1.42

Aromatic Rings: 1

Heavy Atoms: 51

QED Weighted: 0.13

Np Likeness Score: 2.61

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]

2. PubChem BioAssay data set, 

3. Moreno Y Banuls L, Urban E, Gelbcke M, Dufrasne F, Kopp B, Kiss R, Zehl M..  (2013)  Structure-activity relationship analysis of bufadienolide-induced in vitro growth inhibitory effects on mouse and human cancer cells.,  76  (6): [PMID:23706005] [10.1021/np400034d]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays