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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 03:08:25 UTC
Update Date2022-03-07 02:57:01 UTC
HMDB IDHMDB0041453
Secondary Accession Numbers
  • HMDB41453
Metabolite Identification
Common NameD8'-Merulinic acid C
DescriptionD8'-Merulinic acid C, also known as D8'-merulinate C, belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids. Based on a literature review very few articles have been published on D8'-Merulinic acid C.
Structure
Data?1563863665
Synonyms
ValueSource
D8'-Merulinate CGenerator
2-(8-Heptadecenyl)-6-hydroxybenzoic acidHMDB
6-(8-Heptadecenyl)salicylic acidHMDB
Geranicardic acidHMDB
Merulinic acid CHMDB
2-[(8E)-Heptadec-8-en-1-yl]-6-hydroxybenzoateGenerator
Chemical FormulaC24H38O3
Average Molecular Weight374.5567
Monoisotopic Molecular Weight374.282095082
IUPAC Name2-[(8E)-heptadec-8-en-1-yl]-6-hydroxybenzoic acid
Traditional Name2-[(8E)-heptadec-8-en-1-yl]-6-hydroxybenzoic acid
CAS Registry Number69506-63-4
SMILES
CCCCCCCC\C=C\CCCCCCCC1=C(C(O)=O)C(O)=CC=C1
InChI Identifier
InChI=1S/C24H38O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21-19-17-20-22(25)23(21)24(26)27/h9-10,17,19-20,25H,2-8,11-16,18H2,1H3,(H,26,27)/b10-9+
InChI KeyNRSDQEWAMHRTMK-MDZDMXLPSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentSalicylic acids
Alternative Parents
Substituents
  • Salicylic acid
  • Benzoic acid
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Vinylogous acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point33 - 33.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00014 g/LALOGPS
logP8.51ALOGPS
logP9.24ChemAxon
logS-6.4ALOGPS
pKa (Strongest Acidic)2.64ChemAxon
pKa (Strongest Basic)-6.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count16ChemAxon
Refractivity115.07 m³·mol⁻¹ChemAxon
Polarizability47.43 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+198.15631661259
DarkChem[M-H]-199.38231661259
DeepCCS[M+H]+206.9630932474
DeepCCS[M-H]-203.50730932474
DeepCCS[M-2H]-238.50830932474
DeepCCS[M+Na]+214.79830932474
AllCCS[M+H]+202.532859911
AllCCS[M+H-H2O]+200.032859911
AllCCS[M+NH4]+204.832859911
AllCCS[M+Na]+205.532859911
AllCCS[M-H]-201.732859911
AllCCS[M+Na-2H]-203.932859911
AllCCS[M+HCOO]-206.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
D8'-Merulinic acid CCCCCCCCC\C=C\CCCCCCCC1=C(C(O)=O)C(O)=CC=C13994.8Standard polar33892256
D8'-Merulinic acid CCCCCCCCC\C=C\CCCCCCCC1=C(C(O)=O)C(O)=CC=C12883.1Standard non polar33892256
D8'-Merulinic acid CCCCCCCCC\C=C\CCCCCCCC1=C(C(O)=O)C(O)=CC=C13018.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
D8'-Merulinic acid C,1TMS,isomer #1CCCCCCCC/C=C/CCCCCCCC1=CC=CC(O)=C1C(=O)O[Si](C)(C)C2965.2Semi standard non polar33892256
D8'-Merulinic acid C,1TMS,isomer #2CCCCCCCC/C=C/CCCCCCCC1=CC=CC(O[Si](C)(C)C)=C1C(=O)O3066.0Semi standard non polar33892256
D8'-Merulinic acid C,2TMS,isomer #1CCCCCCCC/C=C/CCCCCCCC1=CC=CC(O[Si](C)(C)C)=C1C(=O)O[Si](C)(C)C3026.4Semi standard non polar33892256
D8'-Merulinic acid C,1TBDMS,isomer #1CCCCCCCC/C=C/CCCCCCCC1=CC=CC(O)=C1C(=O)O[Si](C)(C)C(C)(C)C3200.2Semi standard non polar33892256
D8'-Merulinic acid C,1TBDMS,isomer #2CCCCCCCC/C=C/CCCCCCCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)O3298.0Semi standard non polar33892256
D8'-Merulinic acid C,2TBDMS,isomer #1CCCCCCCC/C=C/CCCCCCCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)O[Si](C)(C)C(C)(C)C3454.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - D8'-Merulinic acid C GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-8952000000-3b48e5f332c2fb1a22a92017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D8'-Merulinic acid C GC-MS (2 TMS) - 70eV, Positivesplash10-0udi-9411460000-21038d806a03ac6ac9e42017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D8'-Merulinic acid C GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D8'-Merulinic acid C 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 - D8'-Merulinic acid C 10V, Negative-QTOFsplash10-00fr-0009000000-1cf01d184d2170d0965e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D8'-Merulinic acid C 20V, Negative-QTOFsplash10-004i-0009000000-f04f8c79d8c79d7048252017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D8'-Merulinic acid C 40V, Negative-QTOFsplash10-004i-1249000000-0cb2f930314827f89cdf2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D8'-Merulinic acid C 10V, Negative-QTOFsplash10-00di-0009000000-114f5b5602e5722edc002021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D8'-Merulinic acid C 20V, Negative-QTOFsplash10-00b9-0109000000-56140d38f3001a7ddc092021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D8'-Merulinic acid C 40V, Negative-QTOFsplash10-05fu-4974000000-12e88018e34624a70d8a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D8'-Merulinic acid C 10V, Positive-QTOFsplash10-056r-0009000000-e1a3194e39d3c1ffdd222017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D8'-Merulinic acid C 20V, Positive-QTOFsplash10-056r-3539000000-ee47249144fee516867f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D8'-Merulinic acid C 40V, Positive-QTOFsplash10-006x-5980000000-c50d90f3f50361f719c92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D8'-Merulinic acid C 10V, Positive-QTOFsplash10-004i-0009000000-a12ba992655f7825daed2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D8'-Merulinic acid C 20V, Positive-QTOFsplash10-0570-2549000000-4166746cb0d9596a24132021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D8'-Merulinic acid C 40V, Positive-QTOFsplash10-000x-9701000000-280ab0ae25e3202879e22021-09-22Wishart 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 IDFDB021410
KNApSAcK IDC00054828
Chemspider ID30777573
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5319373
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .