Compound: 6-Biopterin
SMILES: O=c1nc([nH]c2c1nc(cn2)[C@@H](O)[C@@H](O)C)N
InChIKey: LHQIJBMDNUYRAM-DZSWIPIPSA-N
Synonyms: 6-Biopterin, 22150-76-1, L-Biopterin, biopterin, L-Erythro-Biopterin, (-)-Biopterin, E54CTM794Y, NSC-339699, CHEBI:63931, DTXSID30912041, 4(1H)-Pteridinone, 2-amino-6-(1,2-dihydroxypropyl)-, (S-(R*,S*))-, 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-1,4-dihydropteridin-4-one, CHEBI:15373, L Biopterin, 2-amino-6-((1R,2S)-1,2-dihydroxypropyl)-1,4-dihydropteridin-4-one, 6 Biopterin, L erythro Biopterin, RefChem:917204, 2-Amino-6-(1,2-dihydroxypropyl)-4(1H)-pteridinone, 2-Amino-6-((1S,2R)-1,2-dihydroxypropyl)-4(1H)-pteridinone, DTXCID201341069, 244-807-8, 2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]-4(1H)-pteridinone, MFCD00036787, 4(1H)-Pteridinone, 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-, 2-amino-6-((1R,2S)-1,2-dihydroxypropyl)pteridin-4(1H)-one, 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-1H-pteridin-4-one, 2-amino-6-((1R,2S)-1,2-dihydroxypropyl)pteridin-4(3H)-one, 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]pteridin-4(3H)-one, (1R,2S)-1-(2-AMINO-4-HYDROXYPTERIDIN-6-YL)PROPANE-1,2-DIOL, NSC 339699, UNII-E54CTM794Y, 2-AMINO-6-((1R,2S)-1,2-DIHYDROXYPROPYL)-4(1H)-PTERIDINONE, 4(1H)-PTERIDINONE, 2-AMINO-6-((1R,2S)-1,2-DIHYDROXYPROPYL)-, L-erythro biopterin, EINECS 244-807-8, 2-Amino-4-hydroxy-6-(1,2-dihydroxypropyl)pteridine, BIOPTERIN [MI], GlyTouCan:G34146ZD, (1'R,1'S) Biopterin, 6-Biopterin, >=97%, SCHEMBL258466, orb1299675, SCHEMBL5541270, SCHEMBL18662632, SCHEMBL29400382, GLXC-07348, (L-erythro)-2-Amino-6-(1,2-dihydroxypropyl)-4(3H)-pteridinon, G34146ZD, L-erythro-Biopterin,NSC 339699, EBC-66031, MFCD29763933, s5577, Sapropterin Impurity 15 (Biopterin), AKOS025312532, AKOS028109358, AKOS030254292, CCG-266851, CS-6962, FB03838, AC-28999, AS-70364, SY226840, 6-(L-erythro-1,2-dihydroxypropyl)-pterin, HY-102015, B6302, EN300-7365623, Q408256, Z3245415986, 2-amino-6-(L-erythro-1,2-dihydroxypropyl)-4(3H)-Pteridinone, 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-3H-pteridin-4-one, 2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]pteridin-4(8H)-one, (S-(R*,S*))-2-Amino-6-(1,2-dihydroxypropyl)-1H-pteridin-4-one, [S-(R*,S*)]-2-amino-6-(1,2-dihydroxypropyl)-4(1H)-Pteridinone, 4(3H)-Pteridinone, 2-amino-6-(L-erythro-1,2-dihydroxypropyl)-, 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-3,4-dihydropteridin-4-one
Theoretical properties:
molecular_formula: C9H11N5O3
molecular_weight: 237.22 g/mol
exact_mass: 237.08618923 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 2
heavy_atom_count: 17
topological_polar_surface_area: 134 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: 0.7 mg/mL
Descriptions:
pubchem: L-erythro-biopterin is a biopterin in which the 1,2-dihydroxypropyl group has (1R,2S)-configuration; naturally occurring form. It is an enantiomer of a D-erythro-biopterin.
chebi: A biopterin in which the 1,2-dihydroxypropyl group has (1<i>R</i>,2<i>S</i>)-configuration; naturally occurring form.
wikipedia: Biopterins are pterin derivatives which function as endogenous enzyme cofactors in many species of animals and in some bacteria and fungi. The prototypical compound of the class is biopterin (6-(1,2-dihydroxypropyl)-pterin), as shown in the infobox.  Biopterins act as cofactors for aromatic amino acid hydroxylases (AAAH), which are involved in synthesizing a number of neurotransmitters including dopamine, norepinephrine, epinepherine, and serotonin, along with several trace amines. Nitric oxide synthesis also uses biopterin derivatives as cofactors. In humans, tetrahydrobiopterin (BH4) is the endogenous cofactor for AAAH enzymes.
As with pterins in general, biopterins exhibit tautomerism. In other words, there are a number of forms that readily interconvert, differing by the placement of hydrogen atoms. Depictions of the chemical structure may therefore vary among sources.