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COCONUT Compound

(S)-2,3-Epoxysqualene

CNP0157616.1 · C30H50O · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name(S)-2,3-Epoxysqualene
IUPAC Name(3~{S})-2,2-dimethyl-3-[(3~{E},7~{E},11~{E},15~{E})-3,7,12,16,20-pentamethylhenicosa-3,7,11,15,19-pentaenyl]oxirane
COCONUT IDCNP0157616.1
CAS54910-48-4, 9029-62-3
InChIKeyQYIMSPSDBYKPPY-RSKUXYSASA-N
InChIInChI=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
SMILESCC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C=C(\C)CC/C=C(\C)CC[C@@H]1OC1(C)C

Properties

Molecular FormulaC30H50O
Molecular Weight426.73
Exact Mass426.38617
Log P (ALogP)9.82
TPSA12.53
H-Bond Donors / Acceptors0 / 1
Rotatable Bonds15
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.14
NP-likeness1.65

Classification

NP PathwayTerpenoids
NP SuperclassTriterpenoids
NP ClassAcyclic triterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassTriterpenoids

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT

References (5)

  1. 10.1007/S11306-016-1051-4
  2. 10.1016/0031-9422(82)83189-0
  3. 10.1038/NBT.2488
  4. 10.1038/nbt.2488
  5. 10.1089/ind.2013.0013

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.