Gamabufotalin
Basic information
- CAS
465-11-2- Standard SMILES
C[C@]12CC[C@H](O)C[C@H]1CC[C@@H]1[C@@H]2[C@H](O)C[C@]2(C)[C@@H](c3ccc(=O)oc3)CC[C@]12O- InChIKey
FMTLOAVOGWSPEF-KJRPADTMSA-N- Molecular formula
- C24H34O5
- Average molar mass
- 402.5 g/mol
- Monoisotopic mass
- 402.24062418
Overview
Gamabufogenin is a steroid lactone. It is functionally related to a bufanolide.
Names & identifiers
- Preferred name
- Gamabufotalin
- IUPAC
- 5-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one
- English name
- GAMABUFOTALIN
- Molecular formula
- C24H34O5
- Molecular weight
- 402.52
Names & synonyms
Gamabufotalin465-11-2GamabufaginGamabufogeninGammabufotalin5-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one5HH3KM165ONSC-90384DTXSID408786643beta,11alpha,14beta-trihydroxy-5beta-bufa-20,22-dienolide5-((3S,5R,8R,9S,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta(a)phenanthren-17-yl)pyran-2-oneRefChem:142233
Show more names
GAMABUFOTALIN USP/EP/BPGAMABUFOTALIN 465-11-2Gamabufotalin (Gamabufagin)Gamabufotalin, 10 mM in DMSO3,11,14-Trihydroxybufa-20,22-dienolide3β,11α,14-Trihydroxy-5β-bufa-20,22-dienolideBufa-20,22-dienolide,3,11,14-trihydroxy-, (3b,5b,11a)-
DTXCID501016706MFCD01740822(3beta,5beta,11alpha)-3,11,14-Trihydroxybufa-20,22-dienolideGamabufalinUNII-5HH3KM165OGama-bufotalinNSC 90384GAMABUFOTALIN [MI]
Database identifiers
- CAS
465-11-2- PubChem CID
- 259803
- DTXSID
DTXSID40878664- ChEMBL
CHEMBL465318- ChEBI
CHEBI:80826- UNII
- 5HH3KM165O
- Nikkaji
- J12.056A
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 87 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 1
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 773
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Bufanolides and derivatives [ST0113]
Physicochemical properties
- Melting point
- 254 ° · 254°
- alpha
- 18 · D18 +1.26° (c = 0.793 in methanol)
- Boiling point
- 595.8 · 595.8±50.0 °C(Predicted)
- Density
- 1.289 · 1.289±0.06 g/cm3(Predicted)
- pka
- 14.52 · 14.52±0.70(Predicted)
- form
- Solid
- color
- White to off-white
- optical activity
- -13 · -13±219 (c 0.931, methanol)
- CAS DataBase Reference
- 465 · 465-11-2
- FDA UNII
- 5 HH3KM165O · 5HH3KM165O
Chemistry & industry
Applications
DescriptionGamabufotalin belongs to the bufastenolide compound contained in traditional Chinese medicine toadstool. Previous studies have shown that CS-6 has a good effect in inhibiting tumor cell growth and inflammatory response.
UsesGamabufotalin has a strong heart and anti-tumor effect.
Additional notes
DefinitionChEBI: Gamabufogenin is a steroid lactone. It is functionally related to a bufanolide.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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