viridiflorol (CHEBI:156228)

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ChEBI Name	viridiflorol

ChEBI ID	CHEBI:156228

Definition	A carbotricyclic compound that is (1aS,4aR,7aR,7bR)-decahydro-1H-cyclopropa[e]azulene carrying four methyl substituents at positions 1, 1, 4 and 7 as well as a hydroxy substituent at position 4. It is a sesquiterpenoid isolated from several plant species and is a strong feeding deterrent for the melaleuca weevil that retards larval development.

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

Submitter	Anne Morgat

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Formula

C15H26O

Net Charge

Average Mass

222.372

Monoisotopic Mass

222.19837

InChI

InChI=1S/C15H26O/c1-9-5-6-10-12(9)13-11(14(13,2)3)7-8-15(10,4)16/h9-13,16H,5-8H2,1-4H3/t9-,10+,11-,12-,13-,15+/m1/s1

InChIKey

AYXPYQRXGNDJFU-IMNVLQEYSA-N

SMILES

[C@]12([C@@]([C@@H](CC1)C)([C@]3([C@@](CC[C@]2(C)O)(C3(C)C)[H])[H])[H])[H]

Metabolite of Species	Details
Inula britannica (NCBI:txid119176)	See: PubMed
Stachys pilifera (NCBI:txid1541664)	See: PubMed
Melaleuca alternifolia (NCBI:txid164405)	Found in leaf (BTO:0000713). See: Essential oil of Melaleuca, terpene-4-ol (tea tree oil), ISO 4730, 2017, International Organization for Standardization, Geneva, Switzerland.
Melaleuca quinquenervia (NCBI:txid164942)	Found in leaf (BTO:0000713). See: DOI
Stachys lavandulifolia (NCBI:txid193339)	See: DOI
Salvia officinalis (NCBI:txid38868)	Found in leaf (BTO:0000713). See: PubMed
Allophylus edulis (NCBI:txid549436)	Found in leaf (BTO:0000713). See: DOI
Stachys tmolea (NCBI:txid876255)	See: PubMed

Roles Classification
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. volatile oil component Any plant metabolite that is found naturally as a component of a volatile oil. antimycobacterial drug A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.

Application(s):	antimycobacterial drug A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy. anti-inflammatory agent Any compound that has anti-inflammatory effects. antifeedant A substance that prevents pests from feeding.

ChEBI Ontology
Outgoing	viridiflorol (CHEBI:156228) has role anti-inflammatory agent (CHEBI:67079) viridiflorol (CHEBI:156228) has role antifeedant (CHEBI:22583) viridiflorol (CHEBI:156228) has role antimycobacterial drug (CHEBI:64912) viridiflorol (CHEBI:156228) has role plant metabolite (CHEBI:76924) viridiflorol (CHEBI:156228) has role volatile oil component (CHEBI:27311) viridiflorol (CHEBI:156228) is a carbotricyclic compound (CHEBI:38032) viridiflorol (CHEBI:156228) is a sesquiterpenoid (CHEBI:26658) viridiflorol (CHEBI:156228) is a tertiary alcohol (CHEBI:26878)

IUPAC Name

(1aR,4S,4aS,7R,7aS,7bS)-1,1,4,7-tetramethyldecahydro-1H-cyclopropa[e]azulen-4-ol

Last Modified

27 July 2020