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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:27:18 UTC
Update Date2022-03-07 02:55:39 UTC
HMDB IDHMDB0038172
Secondary Accession Numbers
  • HMDB38172
Metabolite Identification
Common Name8,13-Abietadien-18-oic acid
Description8,13-Abietadien-18-oic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review a small amount of articles have been published on 8,13-Abietadien-18-oic acid.
Structure
Data?1563863151
Synonyms
ValueSource
8,13-Abietadien-18-OateGenerator
13-Isopropyl-podocarpa-8,13-dien-15-Oic acidHMDB
Palustric acidHMDB
Podocarpa-8,13-dien-15-Oic acid, 13-isopropyl- (8ci)HMDB
Chemical FormulaC20H30O2
Average Molecular Weight302.451
Monoisotopic Molecular Weight302.224580204
IUPAC Name1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,5,6,9,10,10a-decahydrophenanthrene-1-carboxylic acid
Traditional Namepalustric acid
CAS Registry Number1945-53-5
SMILES
CC(C)C1=CC2=C(CC1)C1(C)CCCC(C)(C1CC2)C(O)=O
InChI Identifier
InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h12-13,17H,5-11H2,1-4H3,(H,21,22)
InChI KeyMLBYBBUZURKHAW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentDiterpenoids
Alternative Parents
Substituents
  • Diterpenoid
  • Abietane diterpenoid
  • Phenanthrene
  • Hydrophenanthrene
  • Monocarboxylic acid or derivatives
  • 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
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point162 - 167 °CNot Available
Boiling Point440.20 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility0.018 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP6.620 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.015 g/LALOGPS
logP5.1ALOGPS
logP4.91ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)4.59ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity90.95 m³·mol⁻¹ChemAxon
Polarizability36.45 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+173.37831661259
DarkChem[M-H]-166.38731661259
DeepCCS[M+H]+181.86830932474
DeepCCS[M-H]-179.5130932474
DeepCCS[M-2H]-212.39730932474
DeepCCS[M+Na]+187.96130932474
AllCCS[M+H]+176.432859911
AllCCS[M+H-H2O]+173.332859911
AllCCS[M+NH4]+179.232859911
AllCCS[M+Na]+180.032859911
AllCCS[M-H]-183.432859911
AllCCS[M+Na-2H]-183.832859911
AllCCS[M+HCOO]-184.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
8,13-Abietadien-18-oic acidCC(C)C1=CC2=C(CC1)C1(C)CCCC(C)(C1CC2)C(O)=O3465.9Standard polar33892256
8,13-Abietadien-18-oic acidCC(C)C1=CC2=C(CC1)C1(C)CCCC(C)(C1CC2)C(O)=O2316.6Standard non polar33892256
8,13-Abietadien-18-oic acidCC(C)C1=CC2=C(CC1)C1(C)CCCC(C)(C1CC2)C(O)=O2429.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
8,13-Abietadien-18-oic acid,1TMS,isomer #1CC(C)C1=CC2=C(CC1)C1(C)CCCC(C)(C(=O)O[Si](C)(C)C)C1CC22362.2Semi standard non polar33892256
8,13-Abietadien-18-oic acid,1TBDMS,isomer #1CC(C)C1=CC2=C(CC1)C1(C)CCCC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C1CC22615.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 8,13-Abietadien-18-oic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-0590000000-8ff27e434308efef145c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 8,13-Abietadien-18-oic acid GC-MS (1 TMS) - 70eV, Positivesplash10-0a4r-4459000000-56475f1a913ea0cb8cf82017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 8,13-Abietadien-18-oic 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 - 8,13-Abietadien-18-oic acid 10V, Positive-QTOFsplash10-0udi-0097000000-8269b87c3511079d59bf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 20V, Positive-QTOFsplash10-0a4r-2291000000-8705630d071b81b38c462016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 40V, Positive-QTOFsplash10-00kr-3970000000-f18786115190b1d176872016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 10V, Negative-QTOFsplash10-0udi-0049000000-273ef4d58f848241d3042016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 20V, Negative-QTOFsplash10-0pb9-0094000000-a814a4824718c93450af2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 40V, Negative-QTOFsplash10-052o-1090000000-ff4fbd10924d7bcc88562016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 10V, Negative-QTOFsplash10-0udi-0009000000-16d58525184e918518fa2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 20V, Negative-QTOFsplash10-0udi-0009000000-16d58525184e918518fa2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 40V, Negative-QTOFsplash10-0udi-1089000000-b52bf0a75152f06e0f432021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 10V, Positive-QTOFsplash10-0udi-0097000000-cb8cb06ec94bab98823d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 20V, Positive-QTOFsplash10-11or-0592000000-ddb499e282dfc073fd312021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 40V, Positive-QTOFsplash10-0pvr-7931000000-e943776755b2e22878702021-09-24Wishart 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 IDFDB017403
KNApSAcK IDC00053625
Chemspider ID15232
KEGG Compound IDC12077
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16040
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1389491
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.