Isosteviol
Basic information
- CAS
27975-19-5- Standard SMILES
C[C@@]12CC[C@@H]3[C@@](CC[C@H]4[C@@]3(C)CCC[C@@]4(C)C(=O)O)(CC1=O)C2- InChIKey
KFVUFODCZDRVSS-XGBBNYNSSA-N- Molecular formula
- C20H30O3
- Average molar mass
- 318.4 g/mol
- Monoisotopic mass
- 318.21949481
Overview
Isosteviol is a diterpenoid.
Names & identifiers
- Preferred name
- Isosteviol
- IUPAC
- (1R,4S,5R,9S,10R,13S)-5,9,13-trimethyl-14-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
- English name
- ISOSTEVIOL
- Molecular formula
- C20H30O3
- Molecular weight
- 318.45
Names & synonyms
Isosteviol27975-19-5iso-steviolKetoisostevic Acident-16-ketobeyeran-19-oic acid091QB7QO95DTXSID70950664NSC-231875(1R,4S,5R,9S,10R,13S)-5,9,13-trimethyl-14-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid(1R,4S,5R,9S,10R,13S)-5,9,13-trimethyl-14-oxotetracyclo(11.2.1.01,10.04,9)hexadecane-5-carboxylic acidRefChem:40755DTXCID901776045
Show more names
Nsc 231875Isosteviol-RMIsosteviol, BRISOSTEVIOL STANDARDISOSTEVIOL USP/EP/BPIso-Stevio 27975-19-5Isosteviol (NSC 231875)
(-)-IsosteviolMFCD28411514IsosteriolCCRIS 6121Isosteviol (Standard)(4R,4aS,6aR,9S,11aR,11bS)-4,9,11b-Trimethyl-8-oxotetradecahydro-6a,9-methanocyclohepta[a]naphthalene-4-carboxylic acid16-oxobeyeran-18-oic acidSCHEMBL3489810
Database identifiers
- CAS
27975-19-5- PubChem CID
- 99514
Properties
Computed structural properties
- XLogP
- 4.3
- Topological polar surface area
- 54.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 583
Physicochemical properties
- Melting point
- 228 to · 228.0 to 232.0 °C
- Boiling point
- 455.6 · 455.6±38.0 °C(Predicted)
- Density
- 1.15 · 1.15±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- 81.5 · DMSO:81.5(Max Conc. mg/mL);255.92(Max Conc. mM)
- form
- Solid
- pka
- 4.69 · 4.69±0.60(Predicted)
- color
- White to Almost white
- InChI
- InChI=1/C20H30O3/c1-17-9-5-14-18(2)7-4-8-19(3,16(22)23)13(18)6-10-20(14,12-17)11-15(17)21/h13-14H,4-12H2,1-3H3,(H,22,23)/t13-,14,17-,18+,19+,20-/s3
- InChIKey
- KFVUFODCZDRVSS-MVXPDRGUNA-N
- SMILES
- C12CC[C@@]3(C(=O)C[C@@]1(CC[C@]1([H])[C@](C)(C(=O)O)CCC[C@@]21C)C3)C |&1:3,7,10,12,20,r|
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 91 QB7QO95 · 091QB7QO95
- UNSPSC Code
- 41116107 · 41116107
- NACRES
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
- 3
- hs_code
- 2918.30.9000
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS06,GHS08,GHS02
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H301+H311+H331-H314-H341-H225
- Precautionary statements
- P501-P261-P270-P202-P240-P210-P233-P201-P243-P241-P242-P271-P264-P280-P370+P378-P308+P313-P361+P364-P303+P361+P353-P301+P330+P331-P301+P310+P330-P304+P340+P310-P305+P351+P338+P310-P403+P233-P403+P235-P405
Chemistry & industry
Applications
UsesIsosteviol is a tetracyclic diterpenoid with a beyerane core has drawn attention because it can exhibit antihypertensive activity, reduce blood glucose, suppress cancer cells.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Isosteviol is a diterpenoid.
Suppliers
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Related reactions
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Compound notes
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