Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:43:14 UTC
Update Date2022-03-07 02:54:57 UTC
HMDB IDHMDB0036564
Secondary Accession Numbers
  • HMDB36564
Metabolite Identification
Common NameSugiol
DescriptionSugiol 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 significant number of articles have been published on Sugiol.
Structure
Data?1563862890
Synonyms
ValueSource
(+)-SugiolHMDB
12-Hydroxy-13-isopropyl-podocarpa-8,11,13-trien-7-oneHMDB
7-OxoferruginolHMDB
Isomicropinic acidHMDB
Chemical FormulaC20H28O2
Average Molecular Weight300.4351
Monoisotopic Molecular Weight300.20893014
IUPAC Name6-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-one
Traditional Name6-hydroxy-7-isopropyl-1,1,4a-trimethyl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
CAS Registry Number511-05-7
SMILES
CC(C)C1=CC2=C(C=C1O)C1(C)CCCC(C)(C)C1CC2=O
InChI Identifier
InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-10,12,18,21H,6-8,11H2,1-5H3
InChI KeyIPEHJNRNYPOFII-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
  • Tetralin
  • Aryl alkyl ketone
  • Aryl ketone
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point295 - 297 °CNot Available
Boiling Point437.20 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility0.21 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP6.770 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0035 g/LALOGPS
logP5.36ALOGPS
logP5.11ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)8.19ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity90.49 m³·mol⁻¹ChemAxon
Polarizability35.83 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+171.59431661259
DarkChem[M-H]-171.74331661259
DeepCCS[M+H]+179.07630932474
DeepCCS[M-H]-176.71830932474
DeepCCS[M-2H]-209.70630932474
DeepCCS[M+Na]+185.1730932474
AllCCS[M+H]+172.632859911
AllCCS[M+H-H2O]+169.432859911
AllCCS[M+NH4]+175.532859911
AllCCS[M+Na]+176.432859911
AllCCS[M-H]-184.032859911
AllCCS[M+Na-2H]-184.332859911
AllCCS[M+HCOO]-184.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SugiolCC(C)C1=CC2=C(C=C1O)C1(C)CCCC(C)(C)C1CC2=O3202.7Standard polar33892256
SugiolCC(C)C1=CC2=C(C=C1O)C1(C)CCCC(C)(C)C1CC2=O2501.7Standard non polar33892256
SugiolCC(C)C1=CC2=C(C=C1O)C1(C)CCCC(C)(C)C1CC2=O2643.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Sugiol,1TMS,isomer #1CC(C)C1=CC2=C(C=C1O[Si](C)(C)C)C1(C)CCCC(C)(C)C1CC2=O2520.6Semi standard non polar33892256
Sugiol,1TBDMS,isomer #1CC(C)C1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1(C)CCCC(C)(C)C1CC2=O2762.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Sugiol GC-MS (Non-derivatized) - 70eV, Positivesplash10-052r-1090000000-282839b8e3dc1c8105a32017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sugiol GC-MS (1 TMS) - 70eV, Positivesplash10-0a4i-1219000000-1e5c0208b9f7f7872eb62017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sugiol 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 - Sugiol 10V, Positive-QTOFsplash10-0udi-0039000000-172a8bfa3470d4598f542016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sugiol 20V, Positive-QTOFsplash10-0k9i-3893000000-356b0302e81378e4e5892016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sugiol 40V, Positive-QTOFsplash10-067i-7290000000-15d87e44ea62abbeff212016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sugiol 10V, Negative-QTOFsplash10-0002-0090000000-9eba4ff173f915b579b32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sugiol 20V, Negative-QTOFsplash10-0002-0090000000-a2d638c6fc01ce9ee1ac2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sugiol 40V, Negative-QTOFsplash10-00lr-1190000000-bdce3d396babd4a681882016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sugiol 10V, Positive-QTOFsplash10-0udi-0019000000-76f84d789b3006bfe2682021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sugiol 20V, Positive-QTOFsplash10-0w2j-0953000000-d2226252a3789a459cdb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sugiol 40V, Positive-QTOFsplash10-000i-5890000000-1a5d547dd9a0f4ed1d372021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sugiol 10V, Negative-QTOFsplash10-0002-0090000000-344a11f406f20d02412c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sugiol 20V, Negative-QTOFsplash10-0002-0090000000-00b1ba4f29d6302dd2722021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sugiol 40V, Negative-QTOFsplash10-001r-0290000000-0be7aaadbf0d9fe09d082021-09-23Wishart 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 IDFDB015468
KNApSAcK IDC00031398
Chemspider ID242417
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSugiol
METLIN IDNot Available
PubChem Compound275529
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1443571
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.