| Common Name |
27-Nor-5b-cholestane-3a,7a,12a,24,25-pentol
| Description |
27-Nor-5b-cholestane-3a,7a,12a,24,25-pentol is a bile alchohol present in urine of healthy humans.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
27-Nor-pentolHMDB
26(Or 27)-norcholestane-3,7,12,24,25-pentolMeSH
27-NC-3,7,12,24,25-POMeSH
27-Nor-5beta-cholestane-3alpha,7alpha,12alpha,24xi,25xi-pentolMeSH
27-Nor-5 beta-cholestane-3 alpha,7 alpha,12 alpha,24,25-pentolMeSH
27-Norcholestane-3,7,12,24,25-pentolMeSH
| Chemical Formlia |
C26H46O5
| Average Molecliar Weight |
438.6404
| Monoisotopic Molecliar Weight |
438.334524582
| IUPAC Name |
(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-14-[(2R)-5,6-dihydroxyheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol
| Traditional Name |
(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-14-[(2R)-5,6-dihydroxyheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol
| CAS Registry Number |
78648-95-0
| SMILES |
[H][C@@]1(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)[C@H](C)CCC(O)C(C)O
| InChI Identifier |
InChI=1S/C26H46O5/c1-14(5-8-21(29)15(2)27)18-6-7-19-24-20(13-23(31)26(18,19)4)25(3)10-9-17(28)11-16(25)12-22(24)30/h14-24,27-31H,5-13H2,1-4H3/t14-,15?,16+,17-,18-,19+,20+,21?,22-,23+,24+,25+,26-/m1/s1
| InChI Key |
UBCPEZWGUOSYHO-JAPSQKQGSA-N
| Chemical Taxonomy |
| Classification |
Not classified
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Cell signaling
Fuel and energy storage
Fuel or energy source
Hormones, Membrane component
Membrane integrity/stability
| Application |
Nutrients
Stabilizers
Surfactants and Emlisifiers
| Cellliar locations |
Extracellliar
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.087 mg/mLALOGPS
logP2.18ALOGPS
logP2.15ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)14.04ChemAxon
pKa (Strongest Basic)-0.16ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area101.15 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity121.43 m3·mol-1ChemAxon
Polarizability51.95 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar Locations |
Extracellliar
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB022855
| KNApSAcK ID |
Not Available
| Chemspider ID |
13628319
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB02126
| Metagene Link |
HMDB02126
| METLIN ID |
6498
| PubChem Compound |
21252278
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Droperidol
References |
| Synthesis Reference |
Une M; Takenaka S; Kuramoto T; Fujimura K; Hoshita T; Kihira K Structural and biosynthetic studies of a principal bile alcohol, 27-nor-5beta-cholestane-3alpha,7alpha,12alpha,24,25-pentol, in human urine. Journal of lipid research (2000), 41(10), 1562-7. |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
Not Available |
PMID: 17652447