sugiol (CHEBI:138961)

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ChEBI Name	sugiol

ChEBI ID	CHEBI:138961

Definition	An abietane diterpenoid that is ferruginol in which the methylene group para to the phenolic hydroxy group has been substituted by an oxo group.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kristian Axelsen

Supplier Information

Download	Molfile XML SDF

Formula

C20H28O2

Net Charge

Average Mass

300.436

Monoisotopic Mass

300.20893

InChI

InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-10,12,18,21H,6-8,11H2,1-5H3/t18-,20+/m0/s1

InChIKey

IPEHJNRNYPOFII-AZUAARDMSA-N

SMILES

C1=C(C(C)C)C(=CC2=C1C(C[C@@]3([C@@]2(CCCC3(C)C)C)[H])=O)O

Metabolite of Species	Details
Salvia leriifolia (NCBI:txid1933732)	See: PubMed
Isodon rugosus (NCBI:txid204135)	See: PubMed
Cryptomeria japonica (NCBI:txid3369)	Found in bark (BTO:0001301). See: PubMed
Metasequoia glyptostroboides (NCBI:txid3371)	See: PubMed
Cephalotaxus lanceolata (NCBI:txid450881)	Found in leaf (BTO:0000713). See: PubMed
Cephalotaxus lanceolata (NCBI:txid450881)	Found in twig (BTO:0000713). See: PubMed
Salvia castanea (NCBI:txid476450)	See: PubMed
Calocedrus formosana (NCBI:txid54798)	Found in bark (BTO:0001301). See: PubMed
Juniperus procera (NCBI:txid62753)	petroleum ether fraction See: PubMed
Celastrus orbiculatus (NCBI:txid85181)	Found in root (BTO:0001188). See: PubMed

Roles Classification
Chemical Role(s):	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. radical scavenger A role played by a substance that can react readily with, and thereby eliminate, radicals.

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. antiviral agent A substance that destroys or inhibits replication of viruses. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via meroterpenoid )

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	sugiol (CHEBI:138961) has functional parent ferruginol (CHEBI:78274) sugiol (CHEBI:138961) has role antineoplastic agent (CHEBI:35610) sugiol (CHEBI:138961) has role antioxidant (CHEBI:22586) sugiol (CHEBI:138961) has role antiviral agent (CHEBI:22587) sugiol (CHEBI:138961) has role plant metabolite (CHEBI:76924) sugiol (CHEBI:138961) has role radical scavenger (CHEBI:48578) sugiol (CHEBI:138961) is a abietane diterpenoid (CHEBI:36762) sugiol (CHEBI:138961) is a carbotricyclic compound (CHEBI:38032) sugiol (CHEBI:138961) is a cyclic terpene ketone (CHEBI:36130) sugiol (CHEBI:138961) is a meroterpenoid (CHEBI:64419) sugiol (CHEBI:138961) is a phenols (CHEBI:33853)

Incoming	11-hydroxysugiol (CHEBI:138962) has functional parent sugiol (CHEBI:138961)

IUPAC Name

12-hydroxyabieta-8,11,13-trien-7-one

Last Modified

09 January 2018