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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:41:45 UTC
Update Date2022-03-07 02:54:35 UTC
HMDB IDHMDB0035687
Secondary Accession Numbers
  • HMDB35687
Metabolite Identification
Common NameAcetylvalerenolic acid
DescriptionAcetylvalerenolic acid belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Acetylvalerenolic acid.
Structure
Data?1563862755
Synonyms
ValueSource
AcetylvalerenolateGenerator
Acetoxyvalerenic acidHMDB
(2E)-3-[1-(Acetyloxy)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylprop-2-enoateGenerator
Acetylvalerenolic acidMeSH
Chemical FormulaC17H24O4
Average Molecular Weight292.3701
Monoisotopic Molecular Weight292.167459256
IUPAC Name(2E)-3-[1-(acetyloxy)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylprop-2-enoic acid
Traditional Name(2E)-3-[1-(acetyloxy)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylprop-2-enoic acid
CAS Registry Number81397-67-3
SMILES
CC1CCC(\C=C(/C)C(O)=O)C2=C(C)CC(OC(C)=O)C12
InChI Identifier
InChI=1S/C17H24O4/c1-9-5-6-13(7-11(3)17(19)20)15-10(2)8-14(16(9)15)21-12(4)18/h7,9,13-14,16H,5-6,8H2,1-4H3,(H,19,20)/b11-7+
InChI KeyVBBXZFLAYWAXSK-YRNVUSSQSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentSesquiterpenoids
Alternative Parents
Substituents
  • Sesquiterpenoid
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point427.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility4.42 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.106 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.054 g/LALOGPS
logP3.27ALOGPS
logP2.73ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)4.55ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity80.79 m³·mol⁻¹ChemAxon
Polarizability32.15 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+170.96631661259
DarkChem[M-H]-168.84831661259
DeepCCS[M-2H]-210.67730932474
DeepCCS[M+Na]+186.0330932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Acetylvalerenolic acidCC1CCC(\C=C(/C)C(O)=O)C2=C(C)CC(OC(C)=O)C123638.6Standard polar33892256
Acetylvalerenolic acidCC1CCC(\C=C(/C)C(O)=O)C2=C(C)CC(OC(C)=O)C122039.7Standard non polar33892256
Acetylvalerenolic acidCC1CCC(\C=C(/C)C(O)=O)C2=C(C)CC(OC(C)=O)C122086.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Acetylvalerenolic acid,1TMS,isomer #1CC(=O)OC1CC(C)=C2C(/C=C(\C)C(=O)O[Si](C)(C)C)CCC(C)C212239.1Semi standard non polar33892256
Acetylvalerenolic acid,1TBDMS,isomer #1CC(=O)OC1CC(C)=C2C(/C=C(\C)C(=O)O[Si](C)(C)C(C)(C)C)CCC(C)C212447.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Acetylvalerenolic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a6r-2290000000-529a7f8ec9eae9d4f2582017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Acetylvalerenolic acid GC-MS (1 TMS) - 70eV, Positivesplash10-056v-4196000000-21f2051cec69d0f869212017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Acetylvalerenolic acid 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 - Acetylvalerenolic acid 10V, Positive-QTOFsplash10-0006-0090000000-ed8845fdd32ab1b8dc332016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acetylvalerenolic acid 20V, Positive-QTOFsplash10-0uea-0490000000-4f820e61df23116ab3b32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acetylvalerenolic acid 40V, Positive-QTOFsplash10-0khj-2920000000-0cfec4ff6c6899bdf2412016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acetylvalerenolic acid 10V, Negative-QTOFsplash10-0007-1090000000-6506f1685409a13630432016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acetylvalerenolic acid 20V, Negative-QTOFsplash10-052e-2090000000-dd280e0d094f852bc6a52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acetylvalerenolic acid 40V, Negative-QTOFsplash10-0a4l-7090000000-e2829d1e4755d594246a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acetylvalerenolic acid 10V, Negative-QTOFsplash10-0a5i-8790000000-75cd8a17a975e1c424292021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acetylvalerenolic acid 20V, Negative-QTOFsplash10-0a4i-9000000000-c01bbbf5bed889264ddb2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acetylvalerenolic acid 40V, Negative-QTOFsplash10-052f-9630000000-90e3cd7f496fc0b00dab2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acetylvalerenolic acid 10V, Positive-QTOFsplash10-001i-0490000000-22ba0f07b19460e16e4b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acetylvalerenolic acid 20V, Positive-QTOFsplash10-000b-0930000000-2d7ce207c462e83c08152021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acetylvalerenolic acid 40V, Positive-QTOFsplash10-0006-9610000000-3514d958a46f27deb6032021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • 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 IDFDB014404
KNApSAcK IDC00021292
Chemspider ID4943984
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6439585
PDB IDNot Available
ChEBI ID172142
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1408781
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.