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Identification
YMDB IDYMDB00087
NameL-Iditol
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionL-Iditol, also known as D-dulcitol or D-galactitol, belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group. L-Iditol is an extremely weak basic (essentially neutral) compound (based on its pKa). L-Iditol exists in all living species, ranging from bacteria to humans.
Structure
Thumb
Synonyms
  • Cordycepic acid
  • D-Dulcitol
  • D-Galactitol
  • dulcite
  • dulcitol
  • dulcose
  • galactitol
  • glucitol
  • Hexahydric alcohol
  • Hexahydroxyhexane
  • Hexitol
  • iso-sorbide
  • Isotol
  • Karion
  • L-Gulitol
  • Manna sugar
  • Mannit
  • Mannite
  • meglumine
  • mitobronitol
  • Sionit
  • Sionon
  • Siosan
  • Sorbo
  • Sorbol
  • (2S,3R,4R,5S)-Hexane-1,2,3,4,5,6-hexol
  • L-Idit
  • Iditol
CAS number488-45-9
WeightAverage: 182.1718
Monoisotopic: 182.07903818
InChI KeyFBPFZTCFMRRESA-UNTFVMJOSA-N
InChIInChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4-,5+,6+/m0/s1
IUPAC Name(2S,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol
Traditional IUPAC NameL-iditol
Chemical FormulaC6H14O6
SMILES[H]OC([H])([H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]([H])(O[H])C([H])([H])O[H]
Chemical Taxonomy
Description belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar alcohols
Alternative Parents
Substituents
  • Sugar alcohol
  • Monosaccharide
  • Secondary alcohol
  • Polyol
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility229 g/LALOGPS
logP-2.7ALOGPS
logP-3.7ChemAxon
logS0.1ALOGPS
pKa (Strongest Acidic)12.59ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area121.38 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity38.4 m³·mol⁻¹ChemAxon
Polarizability17.14 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • Mitochondrion
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • UniProt Consortium (2011). "Ongoing and future developments at the Universal Protein Resource." Nucleic Acids Res 39:D214-D219.21051339
  • Wilkins, P. O., Cirillo, V. P. (1965). "Sorbose counterflow as a measure of intracellular glucose in baker's yeast." J Bacteriol 90:1605-1610.5854586
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID18202
HMDB IDHMDB11632
Pubchem Compound ID453
Kegg IDC01507
ChemSpider ID24533858
FOODB IDFDB028331
WikipediaIditol
BioCyc IDCPD-369

Enzymes

General function:
Involved in zinc ion binding
Specific function:
L-iditol + NAD(+) = L-sorbose + NADH
Gene Name:
SOR1
Uniprot ID:
P35497
Molecular weight:
38165.39844
Reactions
L-iditol + NAD(+) → L-sorbose + NADH.
General function:
Involved in zinc ion binding
Specific function:
L-iditol + NAD(+) = L-sorbose + NADH
Gene Name:
SOR2
Uniprot ID:
Q07786
Molecular weight:
38096.30078
Reactions
L-iditol + NAD(+) → L-sorbose + NADH.