Showing metabocard for Tachysterol 3 (BMDB0006560)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:23:22 UTC
Update Date2020-04-22 15:17:51 UTC
BMDB IDBMDB0006560
Secondary Accession Numbers
  • BMDB06560
Metabolite Identification
Common NameTachysterol 3
DescriptionTachysterol 3, also known as (6E)-tacalciol, belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane. Thus, tachysterol 3 is considered to be a secosteroid. Based on a literature review a significant number of articles have been published on Tachysterol 3.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(3beta,6E)-9,10-Secocholesta-5(10),6,8-trien-3-olChEBI
(6E)-(3S)-9,10-Seco-5(10),6,8-cholestatrien-3-olChEBI
(6E)-9,10-Secocholesta-5(10),6,8-trien-3beta-olChEBI
(6E)-TacalciolChEBI
TacalciolChEBI
Tachysterol3ChEBI
(3b,6E)-9,10-Secocholesta-5(10),6,8-trien-3-olGenerator
(3Β,6E)-9,10-secocholesta-5(10),6,8-trien-3-olGenerator
(6E)-9,10-Secocholesta-5(10),6,8-trien-3b-olGenerator
(6E)-9,10-Secocholesta-5(10),6,8-trien-3β-olGenerator
Tachysterol_3HMDB
1,25-Dihydroxy-3-epi-19-nor-previtamin D3MeSH, HMDB
14-Epi-19-nortachysterolMeSH, HMDB
Previtamin D(3)MeSH, HMDB
Previtamin D(3), (3alpha,6Z)-isomerMeSH, HMDB
Tachysterol(3)MeSH, HMDB
Previtamin D(3), (3beta,6E)-isomerMeSH, HMDB
Previtamin D3MeSH, HMDB
PrecholecalciferolMeSH, HMDB
PrecalciferolMeSH, HMDB
Tachysterol 3MeSH
Chemical FormulaC27H44O
Average Molecular Weight384.6377
Monoisotopic Molecular Weight384.33921603
IUPAC Name(1S)-3-[(E)-2-[(1R,3aR,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl]ethenyl]-4-methylcyclohex-3-en-1-ol
Traditional Nametachysterol3
CAS Registry Number17592-07-3
SMILES
CC(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]2([H])C(=CCC[C@]12C)\C=C\C1=C(C)CC[C@H](O)C1
InChI Identifier
InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h10,12-13,19,21,24-26,28H,6-9,11,14-18H2,1-5H3/b13-12+/t21-,24+,25-,26+,27-/m1/s1
InChI KeyYUGCAAVRZWBXEQ-FMCTZRJNSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassVitamin D and derivatives
Direct ParentVitamin D and derivatives
Alternative Parents
Substituents
  • Triterpenoid
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP7.38ALOGPS
logP7.07ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)18.31ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity124.3 m³·mol⁻¹ChemAxon
Polarizability50.23 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0aou-3029000000-a763d8761e43e391b03aView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0006-8207900000-5e6f5c8698fcd5e9bbd8View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014r-0129000000-015a6d1d725487e37f53View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-4796000000-6e3f939ebe58c4a08defView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9268000000-37051f03d804993ffff4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-8ff4cced50a3c638abbaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0009000000-6c4d19908d24b76afd02View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-066r-1139000000-5cbc7e24c55d3a387d1dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-4d7a5f3b63c0fb62f1d7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0009000000-f6aaa09c488a652fefd4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-1249000000-73f138164424c30c61f0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ap0-0269000000-5f5e9ae9309d1b41b38dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ac9-9788000000-f8ee07f6c9798b518324View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-07m4-7940000000-ee1e441ab9c77e93bb16View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0006560
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023972
KNApSAcK IDNot Available
Chemspider ID4446802
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG ID2288996
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5283713
PDB IDNot Available
ChEBI ID166835
References
Synthesis Referencevan de Vliervoet, J. L. J.; Westerhof, P.; Keverling Buisman, J. A.; Havinga, E. Vitamin D and related compounds. VI. The synthesis and properties of dihydrotachysterol3. Recueil des Travaux Chimiques des Pays-Bas et de la Belgique (1956), 75 1179-86.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available