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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:39:43 UTC
Update Date2022-03-07 02:56:51 UTC
HMDB IDHMDB0041027
Secondary Accession Numbers
  • HMDB41027
Metabolite Identification
Common NameHovenidulcigenin A
DescriptionHovenidulcigenin A belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Based on a literature review a small amount of articles have been published on Hovenidulcigenin A.
Structure
Data?1563863616
Synonyms
ValueSource
3-{7'-hydroxy-4'b,8',8',10'a-tetramethyl-5-oxo-dodecahydro-2'H-spiro[oxolane-3,1'-phenanthrene]-2'-yl}-1-(4-methyl-5-oxo-2,5-dihydrofuran-2-yl)butan-2-yl acetic acidHMDB
Chemical FormulaC32H48O7
Average Molecular Weight544.7193
Monoisotopic Molecular Weight544.34000389
IUPAC Name3-{7'-hydroxy-4'b,8',8',10'a-tetramethyl-5-oxo-dodecahydro-2'H-spiro[oxolane-3,1'-phenanthrene]-2'-yl}-1-(4-methyl-5-oxo-2,5-dihydrofuran-2-yl)butan-2-yl acetate
Traditional Name3-{7'-hydroxy-4'b,8',8',10'a-tetramethyl-5-oxo-decahydrospiro[oxolane-3,1'-phenanthrene]-2'-yl}-1-(4-methyl-5-oxo-2H-furan-2-yl)butan-2-yl acetate
CAS Registry Number171499-81-3
SMILES
CC(C(CC1OC(=O)C(C)=C1)OC(C)=O)C1CCC2C3(C)CCC(O)C(C)(C)C3CCC2(C)C11COC(=O)C1
InChI Identifier
InChI=1S/C32H48O7/c1-18-14-21(39-28(18)36)15-23(38-20(3)33)19(2)22-8-9-25-30(6)12-11-26(34)29(4,5)24(30)10-13-31(25,7)32(22)16-27(35)37-17-32/h14,19,21-26,34H,8-13,15-17H2,1-7H3
InChI KeyCMKWUYXJKXGQMH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTerpene lactones
Direct ParentDiterpene lactones
Alternative Parents
Substituents
  • Diterpene lactone
  • Abeoabietane diterpenoid
  • Diterpenoid
  • Phenanthrene
  • Tricarboxylic acid or derivatives
  • 2-furanone
  • Gamma butyrolactone
  • Cyclic alcohol
  • Dihydrofuran
  • Alpha,beta-unsaturated carboxylic ester
  • Tetrahydrofuran
  • Enoate ester
  • Lactone
  • Carboxylic acid ester
  • Secondary alcohol
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Organooxygen compound
  • Organic oxygen compound
  • Carbonyl group
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point230 - 233 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.027 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00075 g/LALOGPS
logP4.56ALOGPS
logP4.76ChemAxon
logS-5.9ALOGPS
pKa (Strongest Acidic)14.38ChemAxon
pKa (Strongest Basic)-0.84ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area99.13 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity146.2 m³·mol⁻¹ChemAxon
Polarizability61.03 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+225.99831661259
DarkChem[M-H]-219.631661259
DeepCCS[M-2H]-250.32330932474
DeepCCS[M+Na]+225.74830932474
AllCCS[M+H]+227.132859911
AllCCS[M+H-H2O]+225.732859911
AllCCS[M+NH4]+228.432859911
AllCCS[M+Na]+228.732859911
AllCCS[M-H]-225.332859911
AllCCS[M+Na-2H]-228.332859911
AllCCS[M+HCOO]-231.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Hovenidulcigenin ACC(C(CC1OC(=O)C(C)=C1)OC(C)=O)C1CCC2C3(C)CCC(O)C(C)(C)C3CCC2(C)C11COC(=O)C13947.4Standard polar33892256
Hovenidulcigenin ACC(C(CC1OC(=O)C(C)=C1)OC(C)=O)C1CCC2C3(C)CCC(O)C(C)(C)C3CCC2(C)C11COC(=O)C13802.4Standard non polar33892256
Hovenidulcigenin ACC(C(CC1OC(=O)C(C)=C1)OC(C)=O)C1CCC2C3(C)CCC(O)C(C)(C)C3CCC2(C)C11COC(=O)C14520.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Hovenidulcigenin A,1TMS,isomer #1CC(=O)OC(CC1C=C(C)C(=O)O1)C(C)C1CCC2C3(C)CCC(O[Si](C)(C)C)C(C)(C)C3CCC2(C)C12COC(=O)C24262.0Semi standard non polar33892256
Hovenidulcigenin A,1TBDMS,isomer #1CC(=O)OC(CC1C=C(C)C(=O)O1)C(C)C1CCC2C3(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C3CCC2(C)C12COC(=O)C24488.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Hovenidulcigenin A GC-MS (Non-derivatized) - 70eV, Positivesplash10-001l-4045980000-fc7aed7c130af40b52312017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hovenidulcigenin A GC-MS (1 TMS) - 70eV, Positivesplash10-0zml-4020493000-7d9346b0e969f8eb53bc2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hovenidulcigenin A GC-MS ("Hovenidulcigenin A,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hovenidulcigenin A GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hovenidulcigenin A 10V, Positive-QTOFsplash10-0g2j-0000970000-c2ba144e615088586da12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hovenidulcigenin A 20V, Positive-QTOFsplash10-0570-0001910000-d3f7309e74bedcdc72532017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hovenidulcigenin A 40V, Positive-QTOFsplash10-00di-3009510000-750f49e418c7b529e8122017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hovenidulcigenin A 10V, Negative-QTOFsplash10-0006-1000590000-f1d06ab4b6623d08e5ff2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hovenidulcigenin A 20V, Negative-QTOFsplash10-0a4m-3000950000-4e326460b1e24f6e340c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hovenidulcigenin A 40V, Negative-QTOFsplash10-0a4i-4000910000-784cef8ca59a93371b492017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hovenidulcigenin A 10V, Positive-QTOFsplash10-000i-0000930000-28982793af99121ab5a92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hovenidulcigenin A 20V, Positive-QTOFsplash10-0udr-0111940000-21b147f681da5a6395d22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hovenidulcigenin A 40V, Positive-QTOFsplash10-00kr-2964400000-f467dabcd0e52c74b9ac2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hovenidulcigenin A 10V, Negative-QTOFsplash10-0pbc-9000380000-0585de141680fb4137b52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hovenidulcigenin A 20V, Negative-QTOFsplash10-0a4i-9000440000-4761b7b1537a27b3c2602021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hovenidulcigenin A 40V, Negative-QTOFsplash10-0a4l-9000300000-e5a46c69f0eb1321989c2021-09-24Wishart 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 IDFDB020896
KNApSAcK IDNot Available
Chemspider ID35015078
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound85155136
PDB IDNot Available
ChEBI ID168836
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1888811
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.