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Human Metabolome Database Version 3.5

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Showing metabocard for Previtamin D3 (HMDB06500)

Record Information
Version 3.5
Creation Date 2007-05-23 06:26:48 -0600
Update Date 2013-02-08 17:14:54 -0700
HMDB ID HMDB06500
Secondary Accession Numbers None
Metabolite Identification
Common Name Previtamin D3
Description Previtamin D3 is an intermediate in the production of Vitamin D.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. (3beta,6Z)-9,10-Secocholesta-5(10),6,8-trien-3-ol
  2. (6Z)-(3S)-9,10-seco-5(10),6,8-cholestatrien-3-ol
  3. Previtamin D(3)
  4. Previtamin D_3 / precholecalciferol / (6Z)-tacalciol
Chemical Formula C27H44O
Average Molecular Weight 384.6377
Monoisotopic Molecular Weight 384.33921603
IUPAC Name (1S)-3-[(Z)-2-[(1R,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 IUPAC Name (1S)-3-[(Z)-2-[(1R,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-1,2,3,3a,6,7-hexahydroinden-4-yl]ethenyl]-4-methylcyclohex-3-en-1-ol
CAS Registry Number 1173-13-3
SMILES CC(C)CCC[C@@H](C)[C@H]1CCC2([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 Key YUGCAAVRZWBXEQ-QEYGBBHESA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Prenol Lipids
Sub Class Sesterterpenes
Other Descriptors
  • Aliphatic Homopolycyclic Compounds
  • Vitamin D and Derivatives
Substituents
  • Cyclic Alcohol
  • Cyclohexene
  • Secondary Alcohol
Direct Parent Sesterterpenes
Ontology
Status Expected and 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 Emulsifiers
Cellular locations
  • Cytoplasm
  • Extracellular
  • Membrane
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 3.740E-04 g/L ALOGPS
LogP 7.38 ALOGPS
LogP 7.07 ChemAxon
LogS -6.01 ALOGPS
pKa (strongest acidic) 18.31 ChemAxon
pKa (strongest basic) -1.3 ChemAxon
Hydrogen Acceptor Count 1 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 20.23 A2 ChemAxon
Rotatable Bond Count 7 ChemAxon
Refractivity 124.3 ChemAxon
Polarizability 48.05 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
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
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB023943
KNApSAcK ID Not Available
Chemspider ID 9375051 Link_out
KEGG Compound ID C07711 Link_out
BioCyc ID Not Available
BiGG ID 2288991 Link_out
Wikipedia Link Previtamin D3 Link_out
NuGOwiki Link HMDB06500 Link_out
Metagene Link HMDB06500 Link_out
METLIN ID Not Available
PubChem Compound 11199982 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Velluz, Leon; Amiard, Gaston. Precursors for vitamin D2 or calciferol and for vitamin D3. (1952), FR 999987 19520206 CAN 51:30144 AN 1957:30144
Material Safety Data Sheet (MSDS) Not Available
General References Not Available