24-Ethylidenecholesterol
Basic information
- CAS
18472-36-1- Standard SMILES
CC=C(CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C- InChIKey
OSELKOCHBMDKEJ-VEVYEIKRSA-N- Molecular formula
- C29H48O
- Average molar mass
- 412.7 g/mol
- Monoisotopic mass
- 412.37051615
Overview
24-Ethylidenecholesterol has been reported in Senna tora with data available.
Names & identifiers
- Preferred name
- 24-Ethylidenecholesterol
- IUPAC
- (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
- English name
- DELTA5-AVENASTEROL
- Molecular formula
- C29H48O
- Molecular weight
- 412.69
Names & synonyms
24-Ethylidenecholesterol(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((2R)-5-propan-2-ylhept-5-en-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-ol(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-olRefChem:19798618472-36-1CS4PB4FQQ7Delta5-Avenasterol (E/Z mixture)Delta5-Avenasterin(3beta)-stigmasta-5,24(28)-dien-3-olStigmasta-5,24(28)-dien-3-ol, (3beta)-SCHEMBL597641orb1682796
Show more names
Sargasterol5-AvenasterolΔ5-AvenasterolDELTA5-AVENASTEROLClerosterol Impurity 3Stigmastanol Impurity 3Δ 5-avenasterolΔ5-Avenasterol (E/Z mixture)
AKOS030238834NS00124162NS00124163
Properties
Computed structural properties
- XLogP
- 8.9
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 5
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 686
Physicochemical properties
- Melting point
- 131 · 131-134°C
- Boiling point
- 504.2 · 504.2±19.0 °C(Predicted)
- Density
- 0.98 · 0.98±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Solid
- pka
- 15.03 · 15.03±0.70(Predicted)
- color
- White to Off-White
- InChIKey
- OSELKOCHBMDKEJ-WGMIZEQOSA-N
- SMILES
- CC1(CC[C@H](O)C2)C2=CCC3C1CCC4(C)C3CCC4C(CC/C(C(C)C)=C/C)C
- LogP
- 10.41 · 10.410 (est)
- FDA UNII
- 4 PB4FQQ7 · CS4PB4FQQ7
- UNSPSC Code
- 12352211 · 12352211
- NACRES
- 25 · NA.25
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Warning
- WGK Germany
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
- Signal word
- Warning
- Symbol(GHS)
- GHS08
- Storage Class
- 13 - Non Combustible Solids
Chemistry & industry
Applications
UsesΔ5-Avenasterol is an analog of Stigmasterol (S686750); a plant sterol that is used as a precursor in the synthesis of progesterone.
Additional notes
DefinitionChEBI: Isofucosterol is a 3beta-sterol consisting of stigmastan-3beta-ol with double bonds at positions 5 and 24(28). The double bond at postion 24(28) adopts a Z-configuration. It has a role as an animal metabolite, a plant metabolite, an algal metabolite and a marine metabolite. It is a 3beta-sterol, a 3beta-hydroxy-Delta(5)-steroid, a C29-steroid and a member of phytosterols. It derives from a hydride of a stigmastane.
Related reactions
0 records
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Compound notes
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