Basic information
- CAS
512-06-1- Standard SMILES
C[C@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC=C5C[C@@H](O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C- InChIKey
WQLVFSAGQJTQCK-CAKNJAFZSA-N- Molecular formula
- C27H42O3
- Average molar mass
- 414.6 g/mol
- Monoisotopic mass
- 414.3133952
Overview
Yamogenin is a triterpenoid.
Names & identifiers
- Preferred name
- Yamogenin
- IUPAC
- (1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-ol
- English name
- (20α,22R,25S)-Spirosta-5-ene-3β-ol
- Molecular formula
- C27H42O3
- Molecular weight
- 414.62
Names & synonyms
Yamogenin512-06-1Jamogenin(25S)-spirost-5-en-3beta-ol25-epi-DiosgeninSpirost-5-en-3-ol, (3beta,25S)-M487OD4XW3DTXSID60903922NSC-226132(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro(5-oxapentacyclo(10.8.0.02,9.04,8.013,18)icos-18-ene-6,2'-oxane)-16-ol(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-olRefChem:52905
Show more names
Yamogenin-RMYamogenin (Standard)Yamogenin, 10 mM in DMSO(25S)-Spirost-5-en-3β-olSpirost-5-en-3-ol, (3β,25S)-(20α,22R,25S)-Spirosta-5-ene-3β-ol
DTXCID201331882Neodiosgenin(2'R,4S,5'S,6aR,6bS,8aS,8bR,9S,11aS,12aS,12bS)-5',6a,8a,9-tetramethyl-1,3,3',4,4',5,5',6,6a,6b,6',7,8,8a,8b,9,11a,12,12a,12b-icosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-4-olNSC 226132Yamogenin - 70%(20|A,22R,25S)-Spirosta-5-ene-3|A-olSpirost-5-en-3-ol, (3|A,25S)-UNII-M487OD4XW3
Properties
Computed structural properties
- XLogP
- 5.7
- Topological polar surface area
- 38.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 746
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Spirostanols and derivatives [ST0108]
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Melting point
- 180 °C · >180°C (dec.)
- Boiling point
- 527.1 · 527.1±50.0 °C(Predicted)
- Density
- 1.13 · 1.13±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly), Pyridine
- form
- Solid
- pka
- 15.02 · 15.02±0.70(Predicted)
- color
- White to Pale Beige
- Major Application
- food and beverages
- InChIKey
- WQLVFSAGQJTQCK-MIRLUMJSSA-N
- SMILES
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesYamogenin is a sapogenin compound found in the plant amber fenugreek, with steroid framework, that maintains antidiabetogenic activity. They also provide framework for the synthesis of a potential inhibitor of metallo-β-lactamase-1 which is a major target in the treatment of diseases involving gram-negative bacteria.
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
銘瑞集團有限公司17318633522 · [email protected]
成都埃法生物科技有限公司028-028-85142057 19983342022 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
Hangzhou IKSChem Technology Co., Limited13625816949 · [email protected]
湖北丹鼎医药科技有限公司18917019315（微信同号） 17701422019 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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