2-amino-6-[(1S,2R)-1,2-dihydroxypropyl]-3,4,7,8-tetrahydropteridin-4-one

• ChemBase ID: 2965
• Molecular Formular: C9H13N5O3
• Molecular Mass: 239.23122
• Monoisotopic Mass: 239.1018393
• SMILES: C[C@@H](O)[C@@H](O)C1=Nc2c(NC1)nc(N)[nH]c2=O
• Canonical SMILES: C[C@H]([C@H](C1=Nc2c(NC1)nc([nH]c2=O)N)O)O
• InChI: InChI=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)/t3-,6-/m1/s1
• InChIKey: FEMXZDUTFRTWPE-AWFVSMACSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-6-[(1S,2R)-1,2-dihydroxypropyl]-3,4,7,8-tetrahydropteridin-4-one
• IUPAC Traditional name: dihydrobiopterin; 7,8-dihydrobiopterin
• Synonyms: 7,8-Dihydro-L-Biopterin; 7,8-Dihydro-L-biopterin; Dihydrobiopterin; HBI; HBL; L-erythro-7,8-Dihydrobiopterin; L-erythro-dihydrobiopterin; L-erythro-q-dihydrobiopterin; quinonoid dihydrobiopterin; q-BH2; 7,8-dihydrobiopterin

Database IDs

• CAS Number: 6779-87-9
• MDL Number: MFCD00049357
• Beilstein Number: 536551
• PubChem SID: 46505350; 46508233; 160966412; 24863159
• PubChem CID: 5460203

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.809058
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -1.9538518
• LogD (pH = 7.4): -1.9477357
• Log P: -1.9475005
• Molar Refractivity: 68.3133 cm^3
• Polarizability: 21.955072 Å^3
• Polar Surface Area: 132.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.65
• LOG S: -2.17
• Solubility (Water): 1.63e+00 g/l

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥94% (HPLC)
• Empirical Formula (Hill Notation): C9H13N5O3

DETAILS

DrugBank - DB03271

Drug information: experimental

DrugBank - DB04400

• Drug Groups: experimental
• Description: 7,8-dihydrobiopterin is an inhibitor of the enzyme dihydroneopterin aldolase (DHNA), which catalyzes the conversion of 7,8-dihydroneopterin to 6-hydroxymethyl-7,8-dihydropterin and glycolaldehyde.