serratol (CHEBI:156193)

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ChEBI Name	serratol

ChEBI ID	CHEBI:156193

Definition	A cembrane diterpenoid obtained by regio- and stereoselective hydration of the exocyclic double bond of cembrene C.

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

Submitter	Mark Williams

Supplier Information

Download	Molfile XML SDF

Formula

C20H34O

Net Charge

Average Mass

290.491

Monoisotopic Mass

290.26097

InChI

InChI=1S/C20H34O/c1-16(2)20(21)14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,16,21H,6-7,9-10,13-15H2,1-5H3/b17-8+,18-12+,19-11+/t20-/m1/s1

InChIKey

ZVWXZFYWLABNOW-UYSOGGTPSA-N

SMILES

C1C(=CCCC(=CCCC(=CC[C@@](C1)(C(C)C)O)C)C)C

Metabolite of Species	Details
Boswellia serrata (NCBI:txid613112)	See: PubMed

Roles Classification
Biological Role(s):	TRPV channel modulator Any transient receptor potential (TRP) channel modulator that modulates the TRPV channels (V = vanilloid). There is strong evidence that action at one or more of this class of proteins is responsible for the insecticidal action of pymetrozine, pyrifluquinazon, and afidopyropen. antiprotozoal drug Any antimicrobial drug which is used to treat or prevent protozoal infections. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

Application(s):	antiprotozoal drug Any antimicrobial drug which is used to treat or prevent protozoal infections.

ChEBI Ontology
Outgoing	serratol (CHEBI:156193) has functional parent cembrene C (CHEBI:82798) serratol (CHEBI:156193) has role antiprotozoal drug (CHEBI:35820) serratol (CHEBI:156193) has role plant metabolite (CHEBI:76924) serratol (CHEBI:156193) has role TRPV channel modulator (CHEBI:142782) serratol (CHEBI:156193) is a cembrane diterpenoid (CHEBI:60687) serratol (CHEBI:156193) is a macrocycle (CHEBI:51026) serratol (CHEBI:156193) is a olefinic compound (CHEBI:78840) serratol (CHEBI:156193) is a tertiary alcohol (CHEBI:26878)

IUPAC Name

(1S,3E,7E,11E)-4,8,12-trimethyl-1-(propan-2-yl)cyclotetradeca-3,7,11-trien-1-ol

Registry Number	Type	Source
67814-27-1	CAS Registry Number	ChEBI

Last Modified

20 July 2020