CHEBI:187980 - (22S)-hydroxysitosterol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (22S)-hydroxysitosterol
ChEBI ID CHEBI:187980
ChEBI ASCII Name (22S)-hydroxysitosterol
Definition A stigmastane sterol that is sitosterol substituted by a hydroxy group at position 22S.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter MetaboLights
Supplier Information
Download Molfile XML SDF
Formula C29H50O2
Net Charge 0
Average Mass 430.717
Monoisotopic Mass 430.38108
InChI InChI=1S/C29H50O2/c1-7-20(18(2)3)16-27(31)19(4)24-10-11-25-23-9-8-21-17-22(30)12-14-28(21,5)26(23)13-15-29(24,25)6/h8,18-20,22-27,30-31H,7,9-17H2,1-6H3/t19-,20+,22-,23-,24+,25-,26-,27-,28-,29+/m0/s1
InChIKey YCZQDKIUGZGCAN-REJZWNMHSA-N
SMILES [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)[C@@H](O)C[C@@H](CC)C(C)C
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) Found in blood plasma (BTO:0000131). See: MetaboLights Study
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (22S)-hydroxysitosterol (CHEBI:187980) has parent hydride stigmastane (CHEBI:26773)
(22S)-hydroxysitosterol (CHEBI:187980) has role plant metabolite (CHEBI:76924)
(22S)-hydroxysitosterol (CHEBI:187980) is a (22S)-22-hydroxy C29-steroid (CHEBI:188924)
(22S)-hydroxysitosterol (CHEBI:187980) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
(22S)-hydroxysitosterol (CHEBI:187980) is a 3β-sterol (CHEBI:35348)
(22S)-hydroxysitosterol (CHEBI:187980) is a phytosterols (CHEBI:26125)
(22S)-hydroxysitosterol (CHEBI:187980) is a stigmastane sterol (CHEBI:131703)
IUPAC Name
(22S)-stigmast-5-ene-3β,22-diol
Synonyms Sources
(1R,3aS,3bS,7S,9aR,9bS,11aS)-1-[(2S,3S,5R)-5-ethyl-3-hydroxy-6-methylheptan-2-yl]-9a,11a-dimethyl-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-ol ChEBI
(22S)-22-hydroxysitosterol UniProt
22-OH-sitosterol MetaCyc
22S-hydroxysitosterol LIPID MAPS
stigmast-5-en-3β,22S-diol LIPID MAPS
Manual Xrefs Databases
58837730 ChemSpider
CPD-7190 MetaCyc
LMST01040195 LIPID MAPS
View more database links
Citations Waiting for Citations Types Sources
16460510 PubMed citation Europe PMC
19818976 PubMed citation Europe PMC
28741954 PubMed citation Europe PMC
33274397 PubMed citation Europe PMC
Last Modified
06 January 2022