Human Metabolome Database Version 3.5

Showing metabocard for 4a-Methylfecosterol (HMDB06845)

Record Information
Version 3.5
Creation Date 2008-08-13 07:21:54 -0600
Update Date 2013-02-08 17:15:25 -0700
HMDB ID HMDB06845
Secondary Accession Numbers
  • HMDB06925
Metabolite Identification
Common Name 4a-Methylfecosterol
Description 4alpha-Methylfecosterol is involved in the biosynthesis of steroids. 4alpha-Methylfecosterol is converted from delta8,14 -Sterol by delta14-sterol reductase [EC:1.3.1.70]. 4alpha-Methylfecosterol is converted to 24-Methylene lophenol by cholestenol delta-isomerase [EC:5.3.3.5].
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 4alpha-Methylfecosterol
Chemical Formula C29H48O
Average Molecular Weight 412.6908
Monoisotopic Molecular Weight 412.370516158
IUPAC Name (2S,5S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol
Traditional IUPAC Name 4a-methylfecosterol
CAS Registry Number Not Available
SMILES [H][C@@](C)(CCC(=C)C(C)C)[C@@]1([H])CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@]1([H])CC3
InChI Identifier InChI=1S/C29H48O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h18,20-21,23-25,27,30H,3,8-17H2,1-2,4-7H3/t20-,21+,23-,24+,25+,27+,28-,29+/m1/s1
InChI Key QLDNWJOJCDIMKK-XLFBYWHPSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Steroids and Steroid Derivatives
Sub Class Ergosterols and Derivatives
Other Descriptors
  • Aliphatic Homopolycyclic Compounds
  • Triterpenes
  • a steroid(Cyc)
Substituents
  • 3 Hydroxy Steroid
  • Cyclic Alcohol
  • Cyclohexane
  • Cyclohexene
  • Isoprene
  • Secondary Alcohol
Direct Parent Ergosterols and Derivatives
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • 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 6.900E-04 g/L ALOGPS
LogP 6.64 ALOGPS
LogP 7.37 ChemAxon
LogS -5.78 ALOGPS
pKa (strongest acidic) 18.96 ChemAxon
pKa (strongest basic) -1.1 ChemAxon
Hydrogen Acceptor Count 1 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 20.23 A2 ChemAxon
Rotatable Bond Count 5 ChemAxon
Refractivity 129.15 ChemAxon
Polarizability 53.59 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • 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
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB012688
KNApSAcK ID C00007524 Link_out
Chemspider ID 167937 Link_out
KEGG Compound ID C15776 Link_out
BioCyc ID CPD-4081 Link_out
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB06845 Link_out
Metagene Link HMDB06845 Link_out
METLIN ID Not Available
PubChem Compound 193524 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available

Enzymes
Name: Delta(14)-sterol reductase
Reactions:
Delta 8,14 -Sterol + NADPH + Hydrogen Ion unknown 4a-Methylfecosterol + NADP details
Gene Name: TM7SF2
Uniprot ID: O76062 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
Reactions:
4a-Methylfecosterol unknown 24-Methylenelophenol details
Gene Name: EBP
Uniprot ID: Q15125 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA