CHEBI:145024 - steviol

ChEBI IDCHEBI:145024
ChEBI Namesteviol
Stars
DefinitionAn ent-kaurane diterpenoid that is 5β,8α,9β,10α-kaur-16-en-18-oic acid in which the hydrogen at position 13 has been replaced by a hydroxy group.
Last Modified4 October 2019
SubmitterGareth Owen
DownloadsMolfile
FormulaC20H30O3
Net Charge0
Average Mass318.457
Monoisotopic Mass318.21949
SMILES[H][C@]12CC[C@]34CC(=C)[C@](O)(CC[C@@]3([H])[C@]1(C)CCC[C@@]2(C)C(=O)O)C4
InChIInChI=1S/C20H30O3/c1-13-11-19-9-5-14-17(2,7-4-8-18(14,3)16(21)22)15(19)6-10-20(13,23)12-19/h14-15,23H,1,4-12H2,2-3H3,(H,21,22)/t14-,15-,17+,18+,19+,20-/m0/s1
InChIKeyQFVOYBUQQBFCRH-VQSWZGCSSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
steviol (CHEBI:145024) has role antineoplastic agent (CHEBI:35610)
steviol (CHEBI:145024) is a ent-kaurane diterpenoid (CHEBI:36760)
steviol (CHEBI:145024) is a bridged compound (CHEBI:35990)
steviol (CHEBI:145024) is a monocarboxylic acid (CHEBI:25384)
steviol (CHEBI:145024) is a tertiary allylic alcohol (CHEBI:134397)
steviol (CHEBI:145024) is a tetracyclic diterpenoid (CHEBI:52557)
steviol (CHEBI:145024) is conjugate acid of steviol(1−) (CHEBI:145011)
Incoming Relation(s)
rebaudioside (CHEBI:145023) has functional parent steviol (CHEBI:145024)
rubusoside (CHEBI:145021) has functional parent steviol (CHEBI:145024)
steviol glycoside (CHEBI:145027) has functional parent steviol (CHEBI:145024)
steviolmonoside (CHEBI:145029) has functional parent steviol (CHEBI:145024)
stevioside (CHEBI:9271) has functional parent steviol (CHEBI:145024)
steviol(1−) (CHEBI:145011) is conjugate base of steviol (CHEBI:145024)
IUPAC Name 
13α-hydroxy-5β,8α,9β,10α-kaur-16-en-18-oic acid
Synonyms  Source
(−)-steviolChemIDplus
(14-α)-13-hydroxykaur-16-en-18-oic acidChemIDplus
hydroxydehydrostevic acidChemIDplus
Manual XrefsDatabases
CPD-14501MetaCyc
SteviolWikipedia
C00034695KNApSAcK
C20212KEGG COMPOUND
HMDB0036706HMDB
FDB015642FooDB
Registry NumbersSources
CAS:471-80-7ChemIDplus
Citations