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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:48:32 UTC
Update Date2022-03-07 02:55:00 UTC
HMDB IDHMDB0036646
Secondary Accession Numbers
  • HMDB36646
Metabolite Identification
Common NameCedrelanol
DescriptionCedrelanol, also known as epi-alpha-cadinol or T cadinol, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on Cedrelanol.
Structure
Data?1601248522
Synonyms
ValueSource
Epi-alpha-cadinolChEBI
Epi-a-cadinolGenerator
Epi-α-cadinolGenerator
T CadinolMeSH
T-CadinolMeSH
10-epi-alpha-CadinolHMDB
10-EpicadinolHMDB
10BetaH-cadin-4-en-10-ol (8ci)HMDB
epi-CadinolHMDB
CedrelanolChEBI
10betaH-Cadin-4-en-10-olPhytoBank
10βH-Cadin-4-en-10-olPhytoBank
10-epi-α-CadinolPhytoBank
tau-CadinolPhytoBank
Chemical FormulaC15H26O
Average Molecular Weight222.3663
Monoisotopic Molecular Weight222.198365454
IUPAC Name(1S,4S,4aR,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol
Traditional Name(1S,4S,4aR,8aR)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-ol
CAS Registry Number5937-11-1
SMILES
[H][C@@]12C=C(C)CC[C@@]1([H])[C@@](C)(O)CC[C@H]2C(C)C
InChI Identifier
InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14+,15-/m0/s1
InChI KeyLHYHMMRYTDARSZ-XQLPTFJDSA-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
  • Cadinane sesquiterpenoid
  • Tertiary alcohol
  • Cyclic alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point139 - 140 °CNot Available
Boiling Point302.00 to 304.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility9.13 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.899 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.056 g/LALOGPS
logP3.52ALOGPS
logP3.54ChemAxon
logS-3.6ALOGPS
pKa (Strongest Basic)-0.59ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.43 m³·mol⁻¹ChemAxon
Polarizability27.89 ųChemAxon
Number of Rings2ChemAxon
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]+154.93931661259
DarkChem[M-H]-151.98731661259
DeepCCS[M-2H]-194.63630932474
DeepCCS[M+Na]+169.66930932474
AllCCS[M+H]+152.432859911
AllCCS[M+H-H2O]+148.632859911
AllCCS[M+NH4]+155.932859911
AllCCS[M+Na]+156.932859911
AllCCS[M-H]-160.732859911
AllCCS[M+Na-2H]-161.432859911
AllCCS[M+HCOO]-162.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Cedrelanol[H][C@@]12C=C(C)CC[C@@]1([H])[C@@](C)(O)CC[C@H]2C(C)C2199.0Standard polar33892256
Cedrelanol[H][C@@]12C=C(C)CC[C@@]1([H])[C@@](C)(O)CC[C@H]2C(C)C1618.2Standard non polar33892256
Cedrelanol[H][C@@]12C=C(C)CC[C@@]1([H])[C@@](C)(O)CC[C@H]2C(C)C1640.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Cedrelanol,1TMS,isomer #1CC1=C[C@H]2[C@H](C(C)C)CC[C@](C)(O[Si](C)(C)C)[C@@H]2CC11694.5Semi standard non polar33892256
Cedrelanol,1TBDMS,isomer #1CC1=C[C@H]2[C@H](C(C)C)CC[C@](C)(O[Si](C)(C)C(C)(C)C)[C@@H]2CC11953.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Cedrelanol GC-MS (Non-derivatized) - 70eV, Positivesplash10-052o-3920000000-5af44aeeb69325b2e1702017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cedrelanol GC-MS (1 TMS) - 70eV, Positivesplash10-004l-5290000000-1099b9af74a9bcb213592017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cedrelanol 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 - Cedrelanol 10V, Positive-QTOFsplash10-0ab9-0290000000-3a51aea96731a5cc8f972016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cedrelanol 20V, Positive-QTOFsplash10-0c00-5960000000-eaf0d906d2502a8a38c52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cedrelanol 40V, Positive-QTOFsplash10-0gbm-9700000000-cb13ceb1a7ecb03c39132016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cedrelanol 10V, Negative-QTOFsplash10-00di-0090000000-af28dc9112303b3e81b82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cedrelanol 20V, Negative-QTOFsplash10-00di-0090000000-c80407f6233208a122f62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cedrelanol 40V, Negative-QTOFsplash10-0bvi-2940000000-59e13730281456be76a42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cedrelanol 10V, Negative-QTOFsplash10-00di-0090000000-ab61d8a2af41e6ed2e492021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cedrelanol 20V, Negative-QTOFsplash10-00di-0090000000-9427e9ff4d97889ac0592021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cedrelanol 40V, Negative-QTOFsplash10-0udi-0190000000-45352a4df7314a06ea472021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cedrelanol 10V, Positive-QTOFsplash10-00di-0490000000-72676274303cdcc9c0662021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cedrelanol 20V, Positive-QTOFsplash10-006t-5920000000-29f3c53283c49d674b002021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cedrelanol 40V, Positive-QTOFsplash10-014v-9300000000-f806aad89e6066edfd272021-09-22Wishart 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 IDFDB015571
KNApSAcK IDC00020066
Chemspider ID141284
KEGG Compound IDNot Available
BioCyc IDCPD-20138
BiGG IDNot Available
Wikipedia LinkDelta-Cadinol
METLIN IDNot Available
PubChem Compound160799
PDB IDNot Available
ChEBI ID138042
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1010481
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.