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COCONUT Compound

Ergosterol peroxide

CNP0249383.3 · C28H44O3 · View on COCONUT ↗

2D Structure

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Identifiers

NameErgosterol peroxide
IUPAC Name(1~{S},2~{R},5~{R},6~{R},9~{R},10~{R},13~{S},15~{S})-6,10-dimethyl-5-[(~{E},1~{R},4~{R})-1,4,5-trimethylhex-2-enyl]-16,17-dioxapentacyclo[13.2.2.0^{1,9}.0^{2,6}.0^{10,15}]nonadec-18-en-13-ol
COCONUT IDCNP0249383.3
CAS2061-64-5
InChIKeyVXOZCESVZIRHCJ-KGHQQZOUSA-N
InChIInChI=1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,15-16,18-24,29H,9-14,17H2,1-6H3/b8-7+/t19-,20+,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1
SMILESCC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@]23C=C[C@]2(C[C@@H](O)CC[C@]12C)OO3

Properties

Molecular FormulaC28H44O3
Molecular Weight428.66
Exact Mass428.32905
Log P (ALogP)6.47
TPSA38.69
H-Bond Donors / Acceptors1 / 3
Rotatable Bonds4
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.41
NP-likeness3.36

Classification

NP PathwayTerpenoids
NP SuperclassSteroids
NP ClassCholestane steroids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassErgostane steroids

Reported in GR-MAPs Plants

Andrographis paniculata as “Andrographis paniculata” in COCONUT
Matricaria chamomilla as “Matricaria chamomilla” in COCONUT
Foeniculum vulgare as “Foeniculum vulgare” in COCONUT
Mentha piperita as “Mentha X piperita” in COCONUT
Commiphora wightii as “Commiphora mukul” in COCONUT
Oryza sativa as “Oryza sativa” in COCONUT

References (175)

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  33. 10.1016/0031-9422(90)85299-U
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  36. 10.1016/0031-9422(93)85177-S
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Showing 40 of 175. See all references on COCONUT.

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.