(24R,25R)-3α,7α,12α,24-tetrahydroxy-5β-cholestanoyl CoA (CHEM041728)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 01:40:28 UTC
Update Date2016-11-09 01:22:32 UTC
Accession NumberCHEM041728
Identification
Common Name(24R,25R)-3α,7α,12α,24-tetrahydroxy-5β-cholestanoyl CoA
ClassSmall Molecule
Description(24r,25r)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestanoyl coa, also known as (24r)-hydroxy,(25r)-trihydroxycholestanoyl-coa, is a member of the class of compounds known as (r)-3-hydroxyacyl coas (r)-3-hydroxyacyl coas are organic compounds containing a (R)-3-hydroxyl acylated coenzyme A derivative (24r,25r)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestanoyl coa is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). (24r,25r)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestanoyl coa can be found in a number of food items such as mentha (mint), half-highbush blueberry, lentils, and carob, which makes (24r,25r)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestanoyl coa a potential biomarker for the consumption of these food products.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(24R,25R)-3alpha,7alpha,12alpha,24-Tetrahydroxy-5beta-cholestan-26-oyl-CoAChEBI
(24R,25R)-3alpha,7alpha,12alpha,24-Tetrahydroxy-5beta-cholestan-26-oyl-CoA tetraanionChEBI
(24R,25R)-3a,7a,12a,24-Tetrahydroxy-5b-cholestan-26-oyl-CoAGenerator
(24R,25R)-3Α,7α,12α,24-tetrahydroxy-5β-cholestan-26-oyl-CoAGenerator
(24R,25R)-3a,7a,12a,24-Tetrahydroxy-5b-cholestan-26-oyl-CoA tetraanionGenerator
(24R,25R)-3Α,7α,12α,24-tetrahydroxy-5β-cholestan-26-oyl-CoA tetraanionGenerator
(24R,25R)-3a,7a,12a,24-Tetrahydroxy-5b-cholestanoyl CoAGenerator
(24R,25R)-3Α,7α,12α,24-tetrahydroxy-5β-cholestanoyl CoAGenerator
(24R,25R)-3a,7a,12a,24-Tetrahydroxy-5b-cholestan-26-oyl-CoA(4-)HMDB
(24R,25R)-3Α,7α,12α,24-tetrahydroxy-5β-cholestan-26-oyl-CoA(4-)HMDB
Chemical FormulaC48H76N7O21P3S
Average Molecular Mass1212.150 g/mol
Monoisotopic Mass1211.405 g/mol
CAS Registry NumberNot Available
IUPAC Name(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(2R,3R,6R)-3-hydroxy-2-methyl-6-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]heptanoyl]sulfanyl}ethyl)carboximidato]ethyl}-3,3-dimethylbutanecarboximidate
Traditional Name(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-{2-[(2-{[(2R,3R,6R)-3-hydroxy-2-methyl-6-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]heptanoyl]sulfanyl}ethyl)carboximidato]ethyl}-3,3-dimethylbutanecarboximidate
SMILES[H][C@@](C)(CC[C@@]([H])(O)[C@@]([H])(C)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C
InChI IdentifierInChI=1S/C48H80N7O21P3S/c1-24(28-8-9-29-36-30(19-34(59)48(28,29)6)47(5)13-11-27(56)17-26(47)18-32(36)58)7-10-31(57)25(2)45(64)80-16-15-50-35(60)12-14-51-43(63)40(62)46(3,4)21-73-79(70,71)76-78(68,69)72-20-33-39(75-77(65,66)67)38(61)44(74-33)55-23-54-37-41(49)52-22-53-42(37)55/h22-34,36,38-40,44,56-59,61-62H,7-21H2,1-6H3,(H,50,60)(H,51,63)(H,68,69)(H,70,71)(H2,49,52,53)(H2,65,66,67)/p-4/t24-,25-,26+,27-,28-,29+,30+,31-,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1
InChI KeyPXHZOQNODUPJKC-MTLGCJAASA-J
Chemical Taxonomy
Description belongs to the class of organic compounds known as (r)-3-hydroxyacyl coas. These are organic compounds containing a (R)-3-hydroxyl acylated coenzyme A derivative.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acyl thioesters
Direct Parent(R)-3-hydroxyacyl CoAs
Alternative Parents
Substituents
  • Coenzyme a or derivatives
  • Purine ribonucleoside 3',5'-bisphosphate
  • Purine ribonucleoside bisphosphate
  • Purine ribonucleoside diphosphate
  • Steroidal glycoside
  • Tetrahydroxy bile acid, alcohol, or derivatives
  • 24-hydroxysteroid
  • Hydroxy bile acid, alcohol, or derivatives
  • Cholane-skeleton
  • Bile acid, alcohol, or derivatives
  • 3-hydroxysteroid
  • 12-hydroxysteroid
  • Hydroxysteroid
  • 3-alpha-hydroxysteroid
  • 7-hydroxysteroid
  • Steroid
  • Ribonucleoside 3'-phosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • N-glycosyl compound
  • Glycosyl compound
  • Beta amino acid or derivatives
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • 6-aminopurine
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Alkyl phosphate
  • Monosaccharide
  • N-acyl-amine
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Imidolactam
  • Fatty amide
  • Phosphoric acid ester
  • Pyrimidine
  • Heteroaromatic compound
  • Cyclic alcohol
  • Imidazole
  • Azole
  • Tetrahydrofuran
  • Carbothioic s-ester
  • Thiocarboxylic acid ester
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Secondary alcohol
  • Amino acid or derivatives
  • Sulfenyl compound
  • Thiocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Polyol
  • Carboxylic acid derivative
  • Organopnictogen compound
  • Amine
  • Carbonyl group
  • Organic oxygen compound
  • Primary amine
  • Alcohol
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic anion
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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 Solubility5.19 g/LALOGPS
logP1.68ALOGPS
logP-1.4ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)0.82ChemAxon
pKa (Strongest Basic)4.9ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count23ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area462.85 ŲChemAxon
Rotatable Bond Count26ChemAxon
Refractivity305.55 m³·mol⁻¹ChemAxon
Polarizability119.59 ųChemAxon
Number of Rings7ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
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 IDHMDB0303963
FooDB IDFDB030103
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID26331725
ChEBI ID59807
PubChem Compound ID46878574
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available