7,8-dimethyl-1H,2H,3H,4H-benzo[g]pteridine-2,4-dione

• ChemBase ID: 3944
• Molecular Formular: C12H10N4O2
• Molecular Mass: 242.2334
• Monoisotopic Mass: 242.08037558
• SMILES: [nH]1c(=O)[nH]c(=O)c2c1nc1c(n2)cc(C)c(C)c1
• Canonical SMILES: Cc1cc2nc3c(nc2cc1C)[nH]c(=O)[nH]c3=O
• InChI: InChI=1S/C12H10N4O2/c1-5-3-7-8(4-6(5)2)14-10-9(13-7)11(17)16-12(18)15-10/h3-4H,1-2H3,(H2,14,15,16,17,18)
• InChIKey: ZJTJUVIJVLLGSP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7,8-dimethyl-1H,2H,3H,4H-benzo[g]pteridine-2,4-dione
• IUPAC Traditional name: lumichrome; 7,8-dimethylalloxazine
• Synonyms: 7,8-Dimethylalloxazine; LUMICHROME; Lumichrome; 6,7-Dimethylalloxazine; lumichrome; Riboflavin lumichrome; 7,8-dimethylisoalloxazine; 7,8-dimethylbenzo[g]pteridine-2,4(1H,3H)-dione; 7,8-dimethylalloxazine

Database IDs

• CAS Number: 1086-80-2
• EC Number: 214-120-8
• MDL Number: MFCD00005021
• PubChem SID: 160967379; 24846599; 46505545
• PubChem CID: 5326566

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.851282
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.7297387
• LogD (pH = 7.4): 2.7150142
• Log P: 2.7299309
• Molar Refractivity: 65.1924 cm^3
• Polarizability: 24.748207 Å^3
• Polar Surface Area: 83.98 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.18
• LOG S: -3.68
• Solubility (Water): 5.11e-02 g/l

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.)
• Absorption Wavelength: λmax 350 nm; λmax 392 nm (2nd)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C12H10N4O2

DETAILS

MP Biomedicals - 02155271

(7,8-Dimethylalloxazine)

DrugBank - DB04345

Drug information: experimental

Sigma Aldrich - 103217

Packaging
1, 5 g in glass bottle
General description
Lumichrome (7,8-Dimethylalloxazine) is a flourescent photoproduct of riboflavin degradation.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 103217.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.