Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:34:53 UTC
Update Date2024-04-30 20:00:14 UTC
Metabolite IDMMDBc0033102
Metabolite Identification
Common Name(S)-2,3-epoxysqualene
Description(S)-2,3-Epoxysqualene, also known as 2,3-oxidosqualene or (S)-squalene-2,3-epoxide, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, (S)-2,3-epoxysqualene is considered to be an isoprenoid lipid molecule. (S)-2,3-Epoxysqualene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (S)-2,3-Epoxysqualene is an intermediate in the biosynthesis of terpenoid. It is a substrate for squalene monooxygenase and lanosterol synthase.
Structure
Synonyms
ValueSource
(3S)-2,3-Dihydro-2,3-epoxysqualeneChEBI
(3S)-2,3-Epoxy-2,3-dihydrosqualeneChEBI
(S)-2,3-Dihydro-2,3-epoxysqualeneChEBI
(S)-2,3-Epoxy-2,3-dihydrosqualeneChEBI
(S)-2,3-OxidosqualeneChEBI
(S)-Squalene-2,3-epoxideChEBI
2,3-EDSQChEBI
2,3-EpoxisqualeneChEBI
2,3-OxidosqualeneChEBI
OxidosqualeneChEBI
Squalene 2,3-epoxideChEBI
Squalene 2,3-oxideChEBI
2,3-Epoxy-2,3-dihydrosqualeneHMDB
2,3-Oxidosqualene, (R)-isomerHMDB
2,3-Oxidosqualene, (R-(all-e))-isomerHMDB
2,3-Oxidosqualene, (all-e)-(+-)-isomerHMDB
Squalene monohydroperoxideHMDB
Squalene-2,3-epoxideHMDB
(3S)-OxidosqualeneHMDB
2,3-Oxidosqualene, (S-(all-e))-isomerHMDB
Squalene-2,3-oxideHMDB
2,3-Oxidosqualene, (S)-isomerHMDB
Squslene oxideHMDB
Squalene peroxideHMDB
(3S)-2,3-EpoxysqualeneHMDB
(3S)-2,3-OxidosqualeneHMDB
(3S)-Squalene-2,3-epoxideHMDB
(S)-Squalene 2,3-epoxideHMDB
2,3(S)-OxidosqualeneHMDB
3(S)-OxidosqualeneHMDB
Squalene 2,3(S)-oxideHMDB
(3R,S)-OxidosqualeneHMDB
(R,S)-Squalene 2,3-epoxideHMDB
(RS)-2,3-Epoxy-2,3-dihydrosqualeneHMDB
(±)-2,3-epoxysqualeneHMDB
(±)-squalene oxideHMDB
2,3-EpoxysqualeneHMDB
Squalene epoxideHMDB
Squalene oxideHMDB
(3S)-2,2-Dimethyl-3-[(3E,7E,11E,15E)-3,7,12,16,20-pentamethyl-3,7,11,15,19-heneicosapentaen-1-yl]oxiraneHMDB
(S)-2,3-EpoxysqualeneHMDB
Molecular FormulaC30H50O
Average Mass426.7174
Monoisotopic Mass426.386166222
IUPAC Name(3S)-2,2-dimethyl-3-[(3E,7E,11E,15E)-3,7,12,16,20-pentamethylhenicosa-3,7,11,15,19-pentaen-1-yl]oxirane
Traditional Namesqualene 2,3-oxide
CAS Registry Number9029-62-3
SMILES
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CC[C@@H]1OC1(C)C
InChI Identifier
InChI=1S/C30H50O/c1-24(2)14-11-17-27(5)20-12-18-25(3)15-9-10-16-26(4)19-13-21-28(6)22-23-29-30(7,8)31-29/h14-16,20-21,29H,9-13,17-19,22-23H2,1-8H3/b25-15+,26-16+,27-20+,28-21+/t29-/m0/s1
InChI KeyQYIMSPSDBYKPPY-RSKUXYSASA-N