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Showing Compound Trihydroxycoprostanoic acid (FDB022877)

Record Information
Version1.0
Creation date2011-09-21 00:20:57 UTC
Update date2015-07-21 06:57:24 UTC
Primary IDFDB022877
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameTrihydroxycoprostanoic acid
DescriptionTrihydroxycoprostanoic acid belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Based on a literature review a significant number of articles have been published on Trihydroxycoprostanoic acid.
CAS Number863-39-8
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
TrihydroxycoprostanoateGenerator
3 alpha,7 alpha,12 alpha-Trihydroxycoprostanic acidMeSH
3,7,12-Trihydroxycoprostanic acidMeSH
3 alpha,7 alpha,12 alpha-Trihydroxy-5 beta-cholestanoic acidMeSH
(3a,5b,7a,12a)-3,7,12-Trihydroxy-cholestane-5-carboxylateHMDB
(3a,5b,7a,12a)-3,7,12-Trihydroxy-cholestane-5-carboxylic acidHMDB
(3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholestane-5-carboxylateHMDB
(3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholestane-5-carboxylic acidHMDB
3,7,12-TrihydroxycoprostanateHMDB
3alpha,7alpha,12alpha-TrihydroxycoprostanateHMDB
3alpha,7alpha,12alpha-Trihydroxycoprostanic acidHMDB
5-ThcaHMDB, MeSH
TryhydroxycoprostanateHMDB
Tryhydroxycoprostanic acidHMDB
(1S,2R,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-Trihydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-7-carboxylateGenerator, HMDB
(3a,5b,7a,12a)-3,7,12-trihydroxy-Cholestane-5-carboxylatehmdb
(3a,5b,7a,12a)-3,7,12-trihydroxy-Cholestane-5-carboxylic acidhmdb
(3a,5b,7a,12a)-3,7,12-Trihydroxycholestane-5-carboxylateGenerator
(3a,5b,7a,12a)-3,7,12-Trihydroxycholestane-5-carboxylic acidGenerator
(3α,5β,7α,12α)-3,7,12-trihydroxycholestane-5-carboxylateGenerator
(3α,5β,7α,12α)-3,7,12-trihydroxycholestane-5-carboxylic acidGenerator
3,7,12-trihydroxycoprostanatehmdb
3,7,12-trihydroxycoprostanic acidhmdb
3α,7α,12α-trihydroxycoprostanateGenerator
3α,7α,12α-trihydroxycoprostanic acidGenerator
Trihydroxycoprostanoic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.013 g/LALOGPS
logP3.51ALOGPS
logP4.47ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)4.35ChemAxon
pKa (Strongest Basic)-0.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area97.99 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity129.07 m³·mol⁻¹ChemAxon
Polarizability55.37 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC28H48O5
IUPAC name(1S,2R,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-7-carboxylic acid
InChI IdentifierInChI=1S/C28H48O5/c1-16(2)7-6-8-17(3)19-9-10-20-24-21(13-23(31)27(19,20)5)26(4)12-11-18(29)14-28(26,25(32)33)15-22(24)30/h16-24,29-31H,6-15H2,1-5H3,(H,32,33)/t17-,18-,19-,20+,21+,22-,23+,24+,26-,27-,28+/m1/s1
InChI KeyJIFNDZCDNLFAKC-YAODFNMUSA-N
Isomeric SMILES[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@@]2(C[C@H](O)CC[C@]12C)C(O)=O
Average Molecular Weight464.6777
Monoisotopic Molecular Weight464.350174646
Classification
Description Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassCholestane steroids
Direct ParentCholesterols and derivatives
Alternative Parents
Substituents
  • Cholesterol
  • Cholesterol-skeleton
  • Steroid acid
  • 3-hydroxysteroid
  • 12-hydroxysteroid
  • Hydroxysteroid
  • 3-alpha-hydroxysteroid
  • 7-hydroxysteroid
  • Cyclic alcohol
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Polyol
  • Carboxylic acid derivative
  • Organooxygen compound
  • Alcohol
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSTrihydroxycoprostanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-006w-1151900000-9964b763512a2672587eSpectrum
Predicted GC-MSTrihydroxycoprostanoic acid, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-3214059000-4094305c0a69ba80bb14Spectrum
Predicted GC-MSTrihydroxycoprostanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0000900000-b0a4411cb2684a1a29722017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fba-1101900000-990e05e4698fd587ab832017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0avi-8404900000-1b74f95b874b3c97fd322017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03dj-0000900000-bad6122da3518cc7d5b62017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0wmj-0000900000-e2d7732c54b6600adc8a2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0v00-1002900000-8baa3514da0d45921e792017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0000900000-915fa80269f79ccefd032021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0000900000-f34f75240f81eb3f52f12021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-0003900000-546ed85bdaefe541670e2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0000900000-3f74f7ede1344fce4d832021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zfr-5103900000-7ac26fb2207619da057a2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9322000000-2321f8e3f4c0e7f6b0802021-09-25View Spectrum
NMRNot Available
ChemSpider ID108961
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID122166
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02163
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference