(3S)-2,3-epoxy-2,3-dihydrosqualene

(3<i>S</i>)-2,3-epoxy-2,3-dihydrosqualene




Description


(3S)-2,3-epoxy-2,3-dihydrosqualene is a chemical compound with the molecular formula C30H50O. It is a type of squalene, which is a naturally occurring compound found in shark liver oil, olive oil, and other sources. The (3S) in the name refers to the stereochemistry of the molecule, indicating that the epoxy group is attached to the third carbon atom in the squalene backbone with a "S" configuration. The epoxy group is a three-membered ring consisting of two carbon atoms and one oxygen atom, which gives the molecule its distinctive reactivity. (3S)-2,3-epoxy-2,3-dihydrosqualene has various applications in the pharmaceutical industry, where it is used as a starting material for the synthesis of various bioactive compounds. It is also used as an intermediate in the production of sterols, which are important building blocks for many hormones and other physiological molecules in the body.


Chemical Formula:
C30H50O
Molecular Weight:
426.724 Daltons
Monoisotopic Mass:
426.3861662271 Daltons
SMILES:
CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CC[CH]1(C(C)(C)O1)
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
InChIKey:
QYIMSPSDBYKPPY-RSKUXYSASA-N

Synonyms
  • squalene 2,3-epoxide
  • squalene 2,3-oxide
  • (S)-squalene-2,3-epoxide
  • 2,3-EDSQ
  • 2,3-epoxisqualene
  • oxidosqualene
  • 2,3-oxidosqualene
  • (3S)-2,3-epoxysqualene
  • (S)-2,3-Epoxysqualene

Databases
MetaCyc:  EPOXYSQUALENE
PubChem (CID):  5459811
MetaboLights:  MTBLC15441
HMDB:  HMDB01188
ChEBI:  15441
ChemSpider:  4444080
KEGG:  C01054
PupChem (SID):  4295
LIPID MAPS:  LMPR0106010010
PDB-CCD:  2TX
NIKKAJI:  J39.259F
Reactome:  191309
Seed:  cpd00776
MetaNetX:  MNXM130
KNApSAcK:  C00007282
3DMET:  B01373
CAS:  9029-62-3