nerolidol (CHEBI:7524)

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ChEBI Name	nerolidol

ChEBI ID	CHEBI:7524

Definition	A farnesane sesquiterpenoid that is dodeca-1,6,10-triene which carries methyl groups at positions 3, 7 and 11 and a hydroxy group at position 3. It is a natural product that is present in various flowers and plants with a floral odor. Chemically, it exists in two geometric isomers, trans and cis forms. It is widely used in cosmetics (e.g. shampoos and perfumes), in non-cosmetic products (e.g. detergents and cleansers) and also as a food flavoring agent.

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

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Formula

C15H26O

Net Charge

Average Mass

222.372

Monoisotopic Mass

222.19837

InChI

InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3

InChIKey

FQTLCLSUCSAZDY-UHFFFAOYSA-N

SMILES

[H]C(CCC(C)(O)C=C)=C(C)CCC=C(C)C

Metabolite of Species	Details
Vitis vinifera (NCBI:txid29760)	See: DOI

Roles Classification
Chemical Role(s):	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.

Biological Role(s):	flavouring agent A food additive that is used to added improve the taste or odour of a food. pheromone A semiochemical used in olfactory communication between organisms of the same species eliciting a change in sexual or social behaviour. antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. volatile oil component Any plant metabolite that is found naturally as a component of a volatile oil. insect attractant A chemical that attracts insects.

Application(s):	flavouring agent A food additive that is used to added improve the taste or odour of a food. cosmetic The role played by a substance in enhancing the appearance or odour of the human body; a name given to the substance itself or to a component of it. neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders. anti-inflammatory agent Any compound that has anti-inflammatory effects. antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism. herbicide A substance used to destroy plant pests.

ChEBI Ontology
Outgoing	nerolidol (CHEBI:7524) has role anti-inflammatory agent (CHEBI:67079) nerolidol (CHEBI:7524) has role antifungal agent (CHEBI:35718) nerolidol (CHEBI:7524) has role antihypertensive agent (CHEBI:35674) nerolidol (CHEBI:7524) has role antioxidant (CHEBI:22586) nerolidol (CHEBI:7524) has role cosmetic (CHEBI:64857) nerolidol (CHEBI:7524) has role flavouring agent (CHEBI:35617) nerolidol (CHEBI:7524) has role herbicide (CHEBI:24527) nerolidol (CHEBI:7524) has role insect attractant (CHEBI:24850) nerolidol (CHEBI:7524) has role neuroprotective agent (CHEBI:63726) nerolidol (CHEBI:7524) has role pheromone (CHEBI:26013) nerolidol (CHEBI:7524) has role volatile oil component (CHEBI:27311) nerolidol (CHEBI:7524) is a farnesane sesquiterpenoid (CHEBI:36757) nerolidol (CHEBI:7524) is a tertiary allylic alcohol (CHEBI:134397) nerolidol (CHEBI:7524) is a volatile organic compound (CHEBI:134179)

Incoming	nerolidol glycoside (CHEBI:66619) has functional parent nerolidol (CHEBI:7524) nerolidyl diphosphate (CHEBI:7525) has functional parent nerolidol (CHEBI:7524) (6E)-nerolidol (CHEBI:141283) is a nerolidol (CHEBI:7524) (6Z)-nerolidol (CHEBI:173119) is a nerolidol (CHEBI:7524)

IUPAC Name

3,7,11-trimethyldodeca-1,6,10-trien-3-ol

Synonyms	Sources
3,7,11-trimethyl-1,6,10-dodecatrien-3-ol	ChemIDplus
3-hydroxy-3,7,11-trimethyl-1,6,10-dodecatriene	ChEBI
FEMA 2772	ChEBI
Nerolidol	ChemIDplus

Brand Name	Source
Stirrup	ChemIDplus

Last Modified

04 June 2021

General Comment
2021-06-04	This is the entry for structure with unspecified double bond stereochemistry.