Gitogenin
Basic information
- CAS
511-96-6- Standard SMILES
C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC[C@H]5C[C@@H](O)[C@H](O)C[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C- InChIKey
FWCXELAAYFYCSR-RYKNUXCGSA-N- Molecular formula
- C27H44O4
- Average molar mass
- 432.6 g/mol
- Monoisotopic mass
- 432.32395988
Overview
Gitogenin is a triterpenoid.
Names & identifiers
- Preferred name
- Gitogenin
- IUPAC
- (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-15,16-diol
- English name
- (25R)-5ALPHA-SPIROSTAN-2ALPHA,3BETA-DIOL
- Molecular formula
- C27H44O4
- Molecular weight
- 432.64
Names & synonyms
Gitogenin511-96-6(25R)-5alpha-Spirostan-2alpha,3beta-diol60ZMY8IH51DTXSID101023656Spirostan-2,3-diol, (2alpha,3beta,5alpha,25R)-NSC-1477525alpha,22alpha-Spirostane-2alpha,3beta-diolRefChem:143252DTXCID301507969MFCD00273328(2alpha,3beta,5alpha,25R)-Spirostan-2,3-diol
Show more names
DIGINDigineGitogenin-RM2alpha-HydroxytigogeninGitogenin, 10 mM in DMSOGitogenin NSC 147752(2a,3b,5a,25R)-Spirostan-2,3-diol
(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-15,16-diolUNII-60ZMY8IH51Spirostan-2,3-diol, (2a,3b,5a,25R)-Gitogenin (Standard)NSC 147752GITOGENIN [MI]AI3-62266CHEBI:5363
Database identifiers
- CAS
511-96-6- PubChem CID
- 441887
- DTXSID
DTXSID101023656- ChEMBL
CHEMBL1770687- ChEBI
CHEBI:5363- UNII
- 60ZMY8IH51
- EC Number
- 866-822-4
- Nikkaji
- J6.270G
Properties
Computed structural properties
- XLogP
- 5.5
- Topological polar surface area
- 58.9 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 0
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 726
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Spirostanols and derivatives [ST0108]
Physicochemical properties
- Melting point
- 272 · 272-273℃
- alpha
- 20 · D20 -75° (c = 1.02 in CHCl3)
- Boiling point
- 466.26 °C · 466.26°C (rough estimate)
- Density
- 1.16 · 1.16
- refractive index
- 1.484 · 1.4840 (estimate)
- solubility
- 30 mg/ml · Chloroform: 30 mg/ml
- form
- A solid
- pka
- 14.62 · 14.62±0.70(Predicted)
- color
- White to off-white
- InChIKey
- FWCXELAAYFYCSR-RYKNUXCGSA-N
- SMILES
- O[C@H]1[C@H](O)C[C@@](CC[C@]2([H])[C@]3([H])CC[C@@]4(C)[C@@]2([H])C[C@@]5([H])[C@]4([H])[C@H](C)[C@]6(OC[C@H](C)CC6)O5)([H])[C@]3(C)C1
- FDA UNII
- 60 ZMY8IH51 · 60ZMY8IH51
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- WGK Germany
- 3 · WGK 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS ClassificationNot Classified
Hazard information
Hazard Classes and CategoriesNot Classified
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesGitogenin is isolated from a methanolic extract of the whole plant of Tribulus longipetalus which exhibits inhibitory activities against α-glucosidase, lipoxygenase, acetylcholinesterase and butyrylcholinesterase.
Additional notes
DefinitionChEBI: Gitogenin is a triterpenoid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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