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Showing Compound Biotin amide (FDB022636)

Record Information
Version1.0
Creation date2011-09-21 00:17:12 UTC
Update date2015-07-21 06:57:17 UTC
Primary IDFDB022636
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameBiotin amide
DescriptionThe enzyme biotinidase (EC-Number 3.5.1.12 ) is involved in the recycling of the vitamin biotin, cleaving D-biotinylamides and esters, in a reaction including biotin amide and water. (PMID 1719240, 171927) Late-onset multiple carboxylase deficiency (MCD) with biotinidase deficiency is caused by mutation in the biotinidase gene. MCD is an autosomal recessive metabolic disorder characterized primarily by cutaneous and neurologic abnormalities. Symptoms result from the patient's inability to reutilize biotin, a necessary nutrient. (OMIM 253260) [HMDB]
CAS Number6929-42-6
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
5-[(3AS,6R,6ar)-2-hydroxy-1H,3ah,4H,6H,6ah-thieno[3,4-D]imidazol-6-yl]pentanimidateGenerator, HMDB
biotin amidehmdb
Predicted Properties
PropertyValueSource
Water Solubility1.81 g/LALOGPS
logP-0.2ALOGPS
logP-0.49ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)13.6ChemAxon
pKa (Strongest Basic)-0.56ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area84.22 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity61.87 m³·mol⁻¹ChemAxon
Polarizability25.4 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H17N3O2S
IUPAC name5-[(3aR,4R,6aS)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamide
InChI IdentifierInChI=1S/C10H17N3O2S/c11-8(14)4-2-1-3-7-9-6(5-16-7)12-10(15)13-9/h6-7,9H,1-5H2,(H2,11,14)(H2,12,13,15)/t6-,7-,9-/m1/s1
InChI KeyXFLVBMBRLSCJAI-ZXFLCMHBSA-N
Isomeric SMILES[H][C@@]12CS[C@H](CCCCC(N)=O)[C@]1([H])NC(=O)N2
Average Molecular Weight243.326
Monoisotopic Molecular Weight243.104147493
Classification
Description Belongs to the class of organic compounds known as biotin and derivatives. These are organic compounds containing a ureido (tetrahydroimidizalone) ring fused with a tetrahydrothiophene ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBiotin and derivatives
Sub ClassNot Available
Direct ParentBiotin and derivatives
Alternative Parents
Substituents
  • Biotin_derivative
  • Thienoimidazolidine
  • Fatty amide
  • Imidazolidinone
  • Fatty acyl
  • Thiophene
  • Thiolane
  • Imidazolidine
  • Carboxamide group
  • Urea
  • Primary carboxylic acid amide
  • Carbonic acid derivative
  • Azacycle
  • Dialkylthioether
  • Thioether
  • Carboxylic acid derivative
  • Organopnictogen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSBiotin amide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0005-9520000000-51917f0c6418688ca18fSpectrum
Predicted GC-MSBiotin amide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004l-0090000000-ee632e902d02574234fa2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-1490000000-e498ef37a7c5e97706422017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053v-9600000000-f999e8de54094b58e1652017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0190000000-43c6964de1c7149ffeb32017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0007-6950000000-055ec27fc755f5f53db32017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-37240324d52248632db02017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004l-0090000000-4be63d0dd445aeb873502021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0190000000-5972c30db84501e53f2f2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052b-9710000000-b93562f16b5a93447a6f2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-3c9d51b95e146c9f98a52021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-2790000000-d7b050a5a96ddf9601592021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9300000000-40d0fc7b0203b8ff84172021-09-25View Spectrum
NMRNot Available
ChemSpider ID388677
ChEMBL IDNot Available
KEGG Compound IDC01893
Pubchem Compound ID439597
Pubchem Substance IDNot Available
ChEBI ID16615
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01458
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
BiotinidaseBTDP43251
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference