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Substance Name: Riboflavin [USP:INN:BAN]
RN: 83-88-5
UNII: TLM2976OFR
InChIKey: AUNGANRZJHBGPY-SCRDCRAPSA-N

Note

  • Nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, and leafy vegetables. The richest natural source is yeast. It occurs in the free form only in the retina of the eye, in whey, and in urine; its principal forms in tissues and cells are as FLAVIN MONONUCLEOTIDE and FLAVIN-ADENINE DINUCLEOTIDE.

Molecular Formula

  • C17-H20-N4-O6

Molecular Weight

  • 376.367
 

Classification Codes

  • Dermatologic Agents
  • Drug / Therapeutic Agent
  • Growth Substances
  • Micronutrients
  • Mutation Data
  • Photosensitizing Agents
  • Radiation-Sensitizing Agents
  • Vitamin (Enzyme Co-Factor)
  • Vitamin B Complex
  • Vitamins

Names and Synonyms

Name of Substance

  • Lactoflavin
  • Riboflavin
  • Riboflavin [USP:INN:BAN]
  • Vitamin B2

MeSH Heading

  • Riboflavin

Synonyms

  • 6,7-Dimethyl-9-D-ribitylisoalloxazine
  • 7,8-Dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)isoalloxazine
  • 7,8-Dimethyl-10-ribitylisoalloxazine
  • AI3-14697
  • Aqua-Flave
  • Beflavin
  • Beflavine
  • Benzo(g)pteridine-2,4(3H,10H)-dione, 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)-
  • CCRIS 1904
  • D-Ribitol, 1-deoxy-1-(3,4-dihydro-7,8-dimethyl-2,4-dioxobenzo(g)pteridin-10(2H)-yl)-
  • Dermadram
  • EINECS 201-507-1
  • Fiboflavin
  • Flavaxin
  • Flavin BB
  • Flaxain
  • HSDB 817
  • Hyflavin
  • HYRE
  • Isoalloxazine, 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)-
  • Isoalloxazine, 7,8-dimethyl-10-D-ribityl-
  • Lactobene
  • Lactoflavin
  • Lactoflavine
  • NSC 33298
  • Ribipca
  • Ribocrisina
  • Riboderm
  • Riboflavin
  • Riboflavina
  • Riboflavina [INN-Spanish]
  • Riboflavine
  • Riboflavine [INN-French]
  • Riboflavinequinone
  • Riboflavinum
  • Riboflavinum [INN-Latin]
  • Ribosyn
  • Ribotone
  • Ribovel
  • Russupteridine Yellow III
  • UNII-TLM2976OFR
  • Vitaflavine
  • Vitamin B2
  • Vitamin Bi
  • Vitamin G
  • Vitasan B2

Systematic Names

  • Riboflavin
  • Riboflavine

Superlist Name

  • Riboflavin

Registry Numbers

CAS Registry Number

  • 83-88-5

FDA UNII

  • TLM2976OFR

Other Registry Numbers

  • 130609-39-1
  • 535950-32-4
  • 890044-91-4

System Generated Number

  • 0000083885

Structure Descriptors

InChI

1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1

InChIKey

AUNGANRZJHBGPY-SCRDCRAPSA-N

Smiles

Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 2gm/kg (2000mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 76, Pg. 75, 1942.
rat LD50 intraperitoneal 560mg/kg (560mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED

BEHAVIORAL: FOOD INTAKE (ANIMAL)
Journal of Pharmacology and Experimental Therapeutics. Vol. 76, Pg. 75, 1942.
rat LD50 intravenous 50mg/kg (50mg/kg)   FAO Nutrition Meetings Report Series. Vol. 46A, Pg. 20, 1969.
rat LD50 oral > 10gm/kg (10000mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 76, Pg. 75, 1942.
rat LD50 subcutaneous 5gm/kg (5000mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 76, Pg. 75, 1942.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 280 dec deg C   EXP
pKa Dissociation Constant 10.2 (none)   EXP
log P (octanol-water) -1.46E+00 (none)   EXP
Water Solubility 84.7 mg/L 25 EXP
Vapor Pressure 8.92E-22 mm Hg 25 EST
Henry's Law Constant 3.59E-19 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.47E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.