Record Information
Version1.0
Creation date2015-10-09 22:29:51 UTC
Update date2017-01-19 02:36:19 UTC
FoodComEx IDPC000318
FoodDB RecordFDB021884
Chemical Information
NameDihydrobiopterin
DescriptionDihydrobiopterin (BH2) is an oxidation product of tetrahydrobiopterin. Tetrahydrobiopterin is a natural occurring cofactor of the aromatic amino acid hydroxylase and is involved in the synthesis of tyrosine and the neurotransmitters dopamine and serotonin. Tetrahydrobiopterin is also essential for nitric oxide synthase catalyzed oxidation of L-arginine to L-citrulline and nitric oxide. [HMDB]
CAS Number6779-87-9
Structure
Thumb
Synonyms
SynonymSource
(6R)-6-(L-erythro-1,2-Dihydroxypropyl)-7,8-dihydro-6H-pterinhmdb
(S-(R*,S*))-2-amino-6-(1,2-dihydroxypropyl)-7,8-dihydro-4(1H)-Pteridinonehmdb
2-amino-6-((1R,2S)-1,2-dihydroxypropyl)-7,8-dihydro-4(1H)-Pteridinonehmdb
2-amino-6-(1,2-dihydroxypropyl)-7,8-dihydro-4(1H)-Pteridinonehmdb
6,7-Dihydrobiopterinhmdb
7,8-Dihydro-L-biopterinhmdb
7,8-Dihydrobiopterinhmdb
BH2hmdb
Dihydrobiopterinhmdb
L-erythro-1-(2-amino-7,8-dihydro-4-hydroxy-6-pteridinyl)-1,2-Propanediolhmdb
L-erythro-7,8-Dihydrobiopterinhmdb
L-erythro-Dihydrobiopterinhmdb
L-erythro-q-Dihydrobiopterinhmdb
Quinoid-dihydrobiopterinhmdb
Quinonoid dihydro-(6H)-biopterinChEBI
Quinonoid dihydrobiopterinhmdb
Chemical FormulaC9H13N5O3
IUPAC name2-amino-6-(1,2-dihydroxypropyl)-3,4,7,8-tetrahydropteridin-4-one
InChI IdentifierInChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3,6,15-16H,2H2,1H3,(H4,10,11,13,14,17)
InChI KeyFEMXZDUTFRTWPE-UHFFFAOYSA-N
Isomeric SMILESCC(O)C(O)C1=NC2=C(NC1)N=C(N)NC2=O
Average Molecular Weight239.2312
Monoisotopic Molecular Weight239.101839307
Chemical Taxonomy
Description Belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. They are mainly synthesized in several parts of the body, including the pineal gland.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPteridines and derivatives
Sub ClassPterins and derivatives
Direct ParentBiopterins and derivatives
Alternative Parents
Substituents
  • Biopterin
  • Secondary aliphatic/aromatic amine
  • Hydroxypyrimidine
  • Pyrimidine
  • Heteroaromatic compound
  • 1,2-diol
  • Ketimine
  • Secondary alcohol
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Secondary amine
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Imine
  • Organic nitrogen compound
  • Amine
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 10 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci 1494AH
Cayman Chemical 81882
Toronto Research Chemicals D448550