5735-19-3 , Galactoflavin,
CAS:5735-19-3
C18H22N4O7 / 406.39
Title: Galactoflavin
CAS Registry Number: 5735-19-3
CAS Name: 1-Deoxy-1-(3,4-dihydro-7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10(2H)-yl)-D-galactitol
Additional Names: 7,8-dimethyl-10-(D-galacto-2,3,4,5,6-pentahydroxyhexyl)benzo[g]pteridine-2,4(3H,10H)-dione; 7,8-dimethyl-10-(D-galacto-2,3,4,5,6-pentahydroxyhexyl)isoalloxazine; 7,8-dimethyl-10-(d-1'-dulcityl)isoalloxazine; 6,7-dimethyl-9-(d-1'-dulcityl)isoalloxazine; 6,7-dimethyl-9-(1-deoxy-D-galactitol-1-yl)isoalloxazine
Molecular Formula: C18H22N4O7
Molecular Weight: 406.39
Percent Composition: C 53.20%, H 5.46%, N 13.79%, O 27.56%
Literature References: Prepd from 1-deoxy-1-(3,4-dimethyl-6-phenylazo)anilino-D-galactitol and barbituric acid: Berezovskii, Eremenko, Zh. Obshch. Khim. 32, 4056 (1962), C.A. 59, 736b (1963). Structure: Emerson et al., J. Biol. Chem. 160, 165 (1945). Pharmacology: Lane, Brindley, Proc. Soc. Exp. Biol. Med. 116, 57 (1964). Produces congenital malformations in animals: Nelson et al., J. Nutr. 58, 125 (1956); Miller et al., J. Biol. Chem. 237, 968 (1962); Mackler, Pediatrics 43, 915 (1969).
Properties: Yellow crystals, dec 260°. Absorption max: 223, 267, 370, 445 nm (e 2730, 28100, 9100, 10800). Compd has yellow-green fluorescence in water.
Absorption maximum: Absorption max: 223, 267, 370, 445 nm (e 2730, 28100, 9100, 10800)
Use: Riboflavine antagonist.
CAS Number | 5735-19-3 |
Product Name | Galactoflavin |
IUPAC Name | 7,8-dimethyl-10-[(2S,3R,4S,5R)-2,3,4,5,6-pentahydroxyhexyl]benzo[g]pteridine-2,4-dione |
Molecular Formula | C18H22N4O7 |
Molecular Weight | 406.4 g/mol |
InChI | InChI=1S/C18H22N4O7/c1-7-3-9-10(4-8(7)2)22(5-11(24)14(26)15(27)12(25)6-23)16-13(19-9)17(28)21-18(29)20-16/h3-4,11-12,14-15,23-27H,5-6H2,1-2H3,(H,21,28,29)/t11-,12+,14+,15-/m0/s1 |
InChI Key | RPADDAUXKBBASM-MXYBEHONSA-N |
SMILES | CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(C(CO)O)O)O)O |
Synonyms | galactoflavin |
Canonical SMILES | CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(C(CO)O)O)O)O |
Isomeric SMILES | CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@H]([C@H]([C@@H](CO)O)O)O)O |
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