(22S)-hydroxysitosterol (CHEBI:187980)

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CHEBI:187980 - (22S)-hydroxysitosterol

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ChEBI ID	CHEBI:187980
ChEBI Name	(22S)-hydroxysitosterol
Stars
ASCII Name	(22S)-hydroxysitosterol
Definition	A stigmastane sterol that is sitosterol substituted by a hydroxy group at position 22S.
Last Modified	6 January 2022
Submitter	MetaboLights
Downloads	Molfile

Formula	C29H50O2
Net Charge	0
Average Mass	430.717
Monoisotopic Mass	430.38108
SMILES	[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)[C@@H](O)C[C@@H](CC)C(C)C
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

Species of Metabolite	Component	Source	Comments
Homo sapiens (ncbitaxon:9606)	blood plasma (BTO:0000131)	MetaboLights (MTBLS2224)

Roles Classification

Biological Role:

plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

ChEBI Ontology

Outgoing Relation(s)
	(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	Source
(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
stigmast-5-en-3β,22S-diol	LIPID MAPS
22S-hydroxysitosterol	LIPID MAPS
22-OH-sitosterol	MetaCyc

UniProt Name	Source
(22S)-22-hydroxysitosterol	UniProt

Manual Xrefs	Databases
58837730	ChemSpider
LMST01040195	LIPID MAPS
CPD-7190	MetaCyc

Citations