Cedrelanol (CHEM030308)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 01:48:35 UTC
Update Date2016-11-09 01:19:03 UTC
Accession NumberCHEM030308
Identification
Common NameCedrelanol
ClassSmall Molecule
DescriptionA cadinane sesquiterpenoid that is cadin-4-ene carrying a hydroxy substituent at position 10.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
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 Mass222.366 g/mol
Monoisotopic Mass222.198 g/mol
CAS Registry Number5937-11-1
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
SMILES[H][C@@]12C=C(C)CC[C@@]1([H])[C@@](C)(O)CC[C@H]2C(C)C
InChI IdentifierInChI=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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted 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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052o-3920000000-5af44aeeb69325b2e170Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-004l-5290000000-1099b9af74a9bcb21359Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ab9-0290000000-3a51aea96731a5cc8f97Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0c00-5960000000-eaf0d906d2502a8a38c5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbm-9700000000-cb13ceb1a7ecb03c3913Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-af28dc9112303b3e81b8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0090000000-c80407f6233208a122f6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0bvi-2940000000-59e13730281456be76a4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-ab61d8a2af41e6ed2e49Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0090000000-9427e9ff4d97889ac059Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-0190000000-45352a4df7314a06ea47Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0490000000-72676274303cdcc9c066Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006t-5920000000-29f3c53283c49d674b00Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014v-9300000000-f806aad89e6066edfd27Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0036646
FooDB IDFDB015571
Phenol Explorer IDNot Available
KNApSAcK IDC00020066
BiGG IDNot Available
BioCyc IDCPD-20138
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDelta-Cadinol
Chemspider ID141284
ChEBI ID138042
PubChem Compound ID160799
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=18649320
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19308653
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=19731606
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=20334154
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=20432153
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=20645733
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=21121272
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=21213991
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=21941915
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=22224295
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=22224302
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=22224304
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=22428262
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=23157016
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=23413577
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=23513735
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=23678821
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=23738472
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=24273875
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=26453373
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=27231873
22.
23.
24. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
25. 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.
26. 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.
27. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
28. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
29. The lipid handbook with CD-ROM