EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:156228 - viridiflorol

ChEBI IDCHEBI:156228
ChEBI Nameviridiflorol
Stars
DefinitionA 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.
Last Modified27 July 2020
SubmitterAnne Morgat
DownloadsMolfile
FormulaC15H26O
Net Charge0
Average Mass222.372
Monoisotopic Mass222.19837
SMILES[H][C@]12CC[C@@H](C)[C@@]1([H])[C@]1([H])C(C)(C)[C@]1([H])CC[C@]2(C)O
InChIInChI=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
InChIKeyAYXPYQRXGNDJFU-IMNVLQEYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Melaleuca quinquenervia (ncbitaxon:164942) leaf (BTO:0000713) DOI (10.1016/S0305-1978(01)00112-0)
Melaleuca alternifolia (ncbitaxon:164405) leaf (BTO:0000713) Article (Essential oil of Melaleuca, terpene-4-ol (tea tree oil), ISO 4730, 2017, International Organization for Standardization, Geneva, Switzerland.)
Allophylus edulis (ncbitaxon:549436) leaf (BTO:0000713) DOI (10.1016/j.jep.2016.08.053)
Salvia officinalis (ncbitaxon:38868) leaf (BTO:0000713) PubMed (17402115)
Stachys pilifera (ncbitaxon:1541664) - PubMed (31651198)
Inula britannica (ncbitaxon:119176) - PubMed (28278671)
Stachys lavandulifolia (ncbitaxon:193339) - DOI (10.1016/j.indcrop.2017.12.025)
Stachys tmolea (ncbitaxon:876255) - PubMed (31516330)
Roles Classification
Biological Roles:
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.
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.
Applications:
antifeedant  A substance that prevents pests from feeding.
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.
ChEBI Ontology
Outgoing Relation(s)
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
Synonyms  Source
(+)-viridiflorolNIST Chemistry WebBook
himbaccolKNApSAcK
d-viridiflorolChEBI
UniProt Name  Source
viridiflorolUniProt
Manual XrefsDatabases
ViridiflorolWikipedia
FDB015568FooDB
C00021217KNApSAcK
CPD-13864MetaCyc
Registry NumbersSources
CAS:552-02-3ChemIDplus
CAS:552-02-3NIST Chemistry WebBook
Citations