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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:34:23 UTC
Update Date2022-03-07 02:52:24 UTC
HMDB IDHMDB0030043
Secondary Accession Numbers
  • HMDB30043
Metabolite Identification
Common NameIsoaustin
DescriptionIsoaustin belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. Based on a literature review very few articles have been published on Isoaustin.
Structure
Data?1563861928
Synonyms
ValueSource
5-(Acetyloxy)-17-de(acetyloxy)austin, 9ciHMDB
12'-Hydroxy-2,2,2',6',9',13'-hexamethyl-16'-methylidene-6,11',15'-trioxo-2,6-dihydro-10',14'-dioxaspiro[pyran-3,5'-tetracyclo[7.6.1.0¹,¹².0²,⁷]hexadecan]-6'-en-4'-yl acetic acidGenerator
Chemical FormulaC27H32O9
Average Molecular Weight500.5376
Monoisotopic Molecular Weight500.204632622
IUPAC Name12'-hydroxy-2,2,2',6',9',13'-hexamethyl-16'-methylidene-6,11',15'-trioxo-2,6-dihydro-10',14'-dioxaspiro[pyran-3,5'-tetracyclo[7.6.1.0¹,¹².0²,⁷]hexadecan]-6'-en-4'-yl acetate
Traditional Name12'-hydroxy-2,2,2',6',9',13'-hexamethyl-16'-methylidene-6,11',15'-trioxo-10',14'-dioxaspiro[pyran-3,5'-tetracyclo[7.6.1.0¹,¹².0²,⁷]hexadecan]-6'-en-4'-yl acetate
CAS Registry Number85066-64-4
SMILES
CC1OC(=O)C23C(=C)C(C)(CC4=C(C)C5(C=CC(=O)OC5(C)C)C(CC24C)OC(C)=O)OC(=O)C13O
InChI Identifier
InChI=1S/C27H32O9/c1-13-17-11-24(8)14(2)26(20(30)33-15(3)27(26,32)21(31)36-24)23(17,7)12-18(34-16(4)28)25(13)10-9-19(29)35-22(25,5)6/h9-10,15,18,32H,2,11-12H2,1,3-8H3
InChI KeySLCHGQPSMLGFMX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassTetracarboxylic acids and derivatives
Direct ParentTetracarboxylic acids and derivatives
Alternative Parents
Substituents
  • Tetracarboxylic acid or derivatives
  • Furopyran
  • Delta_valerolactone
  • Dihydropyranone
  • Delta valerolactone
  • Pyran
  • Oxane
  • Gamma butyrolactone
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Tetrahydrofuran
  • Tertiary alcohol
  • Furan
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • 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 Point290 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.031 g/LALOGPS
logP2.55ALOGPS
logP1.79ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)10.79ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area125.43 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity125.22 m³·mol⁻¹ChemAxon
Polarizability49.87 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+212.71631661259
DarkChem[M-H]-210.04731661259
DeepCCS[M-2H]-242.4530932474
DeepCCS[M+Na]+217.87430932474
AllCCS[M+H]+211.732859911
AllCCS[M+H-H2O]+209.932859911
AllCCS[M+NH4]+213.432859911
AllCCS[M+Na]+213.832859911
AllCCS[M-H]-221.532859911
AllCCS[M+Na-2H]-222.932859911
AllCCS[M+HCOO]-224.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
IsoaustinCC1OC(=O)C23C(=C)C(C)(CC4=C(C)C5(C=CC(=O)OC5(C)C)C(CC24C)OC(C)=O)OC(=O)C13O4306.5Standard polar33892256
IsoaustinCC1OC(=O)C23C(=C)C(C)(CC4=C(C)C5(C=CC(=O)OC5(C)C)C(CC24C)OC(C)=O)OC(=O)C13O2815.0Standard non polar33892256
IsoaustinCC1OC(=O)C23C(=C)C(C)(CC4=C(C)C5(C=CC(=O)OC5(C)C)C(CC24C)OC(C)=O)OC(=O)C13O3613.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Isoaustin,1TMS,isomer #1C=C1C2(C)CC3=C(C)C4(C=CC(=O)OC4(C)C)C(OC(C)=O)CC3(C)C13C(=O)OC(C)C3(O[Si](C)(C)C)C(=O)O23414.0Semi standard non polar33892256
Isoaustin,1TBDMS,isomer #1C=C1C2(C)CC3=C(C)C4(C=CC(=O)OC4(C)C)C(OC(C)=O)CC3(C)C13C(=O)OC(C)C3(O[Si](C)(C)C(C)(C)C)C(=O)O23648.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Isoaustin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4u-1083900000-58dcc52c5b1c1e96a5b72017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoaustin GC-MS (1 TMS) - 70eV, Positivesplash10-0573-5070190000-e9d0ab58478c21f100172017-10-06Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoaustin 10V, Positive-QTOFsplash10-0zfu-0000930000-7e706ab8b74dac1b9c732015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoaustin 20V, Positive-QTOFsplash10-0536-0013900000-c22cf063fd5ba5b052182015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoaustin 40V, Positive-QTOFsplash10-0036-9348600000-c6d6cb072c860e2e3e612015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoaustin 10V, Negative-QTOFsplash10-0a4j-0000900000-91cacd7e0557ffbcbfb12015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoaustin 20V, Negative-QTOFsplash10-0a4i-1000900000-fc0f5f015e4986a63fab2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoaustin 40V, Negative-QTOFsplash10-08fu-5002900000-e69c9fae4f3ed031369d2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoaustin 10V, Positive-QTOFsplash10-0udi-0000590000-94426e84811f84a388db2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoaustin 20V, Positive-QTOFsplash10-0kai-0001920000-e91fa9e7485202e71e942021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoaustin 40V, Positive-QTOFsplash10-0w4u-2902300000-b0751f19942faf81b7a22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoaustin 10V, Negative-QTOFsplash10-0002-1000900000-e6885dcc85008caa897e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoaustin 20V, Negative-QTOFsplash10-0a4i-9000500000-773a494142faec7b13982021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoaustin 40V, Negative-QTOFsplash10-052f-9000600000-dd81bd11d31cceb465f72021-09-24Wishart 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 IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound101290239
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .