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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:10:26 UTC
Update Date2023-02-21 17:25:04 UTC
HMDB IDHMDB0036107
Secondary Accession Numbers
  • HMDB36107
Metabolite Identification
Common NameMyrcenol
DescriptionMyrcenol belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). Myrcenol is a citrus, floral, and fresh tasting compound. Myrcenol has been detected, but not quantified in, grapes (Vitis) and sweet basils (Ocimum basilicum). This could make myrcenol a potential biomarker for the consumption of these foods. Myrcenol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Myrcenol.
Structure
Data?1677000304
Synonyms
ValueSource
2-Methyl-6-methyleneoct-7-en-2-olMeSH
3-Methylene-7-methyl-1-octen-7-olMeSH
7-Hydroxy-7-methyl-3-methylene-1-octeneMeSH
7-Methyl-3-methylene-1-octen-7-olMeSH
2-Methyl-6-methylene-7-octen-2-olHMDB
2-Methyl-6-methylene-7-octen-4-olHMDB
Chemical FormulaC10H18O
Average Molecular Weight154.2493
Monoisotopic Molecular Weight154.135765198
IUPAC Name2-methyl-6-methylideneoct-7-en-2-ol
Traditional Namemyrcenol
CAS Registry Number543-39-5
SMILES
CC(C)(O)CCCC(=C)C=C
InChI Identifier
InChI=1S/C10H18O/c1-5-9(2)7-6-8-10(3,4)11/h5,11H,1-2,6-8H2,3-4H3
InChI KeyDUNCVNHORHNONW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentTertiary alcohols
Alternative Parents
Substituents
  • Tertiary alcohol
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point99.00 to 100.00 °C. @ 10.00 mm HgThe Good Scents Company Information System
Water Solubility260.9 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.613 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.26 g/LALOGPS
logP3.03ALOGPS
logP2.47ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)18.61ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity49.37 m³·mol⁻¹ChemAxon
Polarizability19.04 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+135.81631661259
DarkChem[M-H]-132.37631661259
DeepCCS[M+H]+138.40630932474
DeepCCS[M-H]-134.6630932474
DeepCCS[M-2H]-172.07230932474
DeepCCS[M+Na]+147.6130932474
AllCCS[M+H]+138.732859911
AllCCS[M+H-H2O]+134.732859911
AllCCS[M+NH4]+142.532859911
AllCCS[M+Na]+143.532859911
AllCCS[M-H]-138.332859911
AllCCS[M+Na-2H]-140.432859911
AllCCS[M+HCOO]-142.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MyrcenolCC(C)(O)CCCC(=C)C=C1580.4Standard polar33892256
MyrcenolCC(C)(O)CCCC(=C)C=C1095.5Standard non polar33892256
MyrcenolCC(C)(O)CCCC(=C)C=C1130.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Myrcenol,1TMS,isomer #1C=CC(=C)CCCC(C)(C)O[Si](C)(C)C1251.0Semi standard non polar33892256
Myrcenol,1TBDMS,isomer #1C=CC(=C)CCCC(C)(C)O[Si](C)(C)C(C)(C)C1474.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Myrcenol EI-B (Non-derivatized)splash10-0536-9000000000-a3e3c12bf43c30f0cae02017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Myrcenol EI-B (Non-derivatized)splash10-0536-9000000000-a3e3c12bf43c30f0cae02018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Myrcenol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9100000000-dfe03ca338f5f083a5012017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Myrcenol GC-MS (1 TMS) - 70eV, Positivesplash10-001i-9610000000-35cf0ee0ae9619e9be882017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Myrcenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrcenol 10V, Positive-QTOFsplash10-000i-2900000000-1914207e83918a5a3f0a2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrcenol 20V, Positive-QTOFsplash10-000i-9800000000-4221ef722fabba1acc4c2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrcenol 40V, Positive-QTOFsplash10-0uyi-9100000000-123a1507bde1c53c8de72016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrcenol 10V, Negative-QTOFsplash10-0udi-0900000000-03d251f828e8edcc12462016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrcenol 20V, Negative-QTOFsplash10-0udr-1900000000-d64d4f18b034567f74e82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrcenol 40V, Negative-QTOFsplash10-00kr-9800000000-872f22fb0bc322dda3892016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrcenol 10V, Negative-QTOFsplash10-0udi-0900000000-79358793a3901fc9e9f02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrcenol 20V, Negative-QTOFsplash10-0zfr-5900000000-932ae53c46bc9d8405c12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrcenol 40V, Negative-QTOFsplash10-0gb9-9100000000-d4cf20c7b96f66b189392021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrcenol 10V, Positive-QTOFsplash10-001i-9200000000-a48ee9e78799f646491e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrcenol 20V, Positive-QTOFsplash10-00pj-9000000000-d7da704130ac988aa5672021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrcenol 40V, Positive-QTOFsplash10-016r-9000000000-78eae88b2185d77394c92021-09-23Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB014951
KNApSAcK IDC00055999
Chemspider ID10510
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMyrcenol
METLIN IDNot Available
PubChem Compound10975
PDB IDNot Available
ChEBI ID87529
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1047641
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .