6,7-Dimethyl-8-ribityllumazine
PubChem CID
168989
Structure
Molecular Formula
Synonyms
- 6,7-Dimethyl-8-ribityllumazine
- DMDRL
- 2535-20-8
- Russupteridine IV
- 6,7-Dimethylribityl Lumazine
Molecular Weight
326.31 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2004-09-16
- Modify:2025-01-18
Description
6,7-dimethyl-8-(1-D-ribityl)lumazine is the pteridine that is lumazine substituted with methyl groups at C-6 and -7 and with a 1-D-ribityl group on N-8. It has a role as an Escherichia coli metabolite and a cofactor. It is functionally related to a lumazine and a ribitol. It is a conjugate acid of a 6,7-dimethyl-8-(1-D-ribityl)lumazine(1-).
6,7-Dimethyl-8-(1-D-ribityl)lumazine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
6,7-Dimethyl-8-ribityllumazine has been reported in Eremothecium ashbyi and Eremothecium gossypii with data available.
Chemical Structure Depiction
6,7-dimethyl-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]pteridine-2,4-dione
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C13H18N4O6/c1-5-6(2)17(3-7(19)10(21)8(20)4-18)11-9(14-5)12(22)16-13(23)15-11/h7-8,10,18-21H,3-4H2,1-2H3,(H,16,22,23)/t7-,8+,10-/m0/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
SXDXRJZUAJBNFL-XKSSXDPKSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
CC1=C(N(C2=NC(=O)NC(=O)C2=N1)C[C@@H]([C@@H]([C@@H](CO)O)O)O)C
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C13H18N4O6
Computed by PubChem 2.2 (PubChem release 2021.10.14)
5118-16-1
- 6,7-dimethyl-8-(1'-D-ribityl)lumazine
- 6,7-dimethyl-8-ribityllumazine
- 6,7-dimethyl-8-ribityllumazine, (D)-isomer
- 6,7-dimethyl-8-ribityllumazine, 14C-labeled
- DMDRL
- 6,7-Dimethyl-8-ribityllumazine
- DMDRL
- 2535-20-8
- Russupteridine IV
- 6,7-Dimethylribityl Lumazine
- 6,7-Dimethyl-8-(1'-D-ribityl)lumazine
- 6,7-dimethyl-8-(D-ribityl)lumazine
- 6,7-dimethyl-8-(1-D-ribityl)lumazine
- 5118-16-1
- RL-6,7-diMe
- 6,7-dimethyl-8-D-ribityllumazine
- O1DSD0WC7M
- 6,7-dimethyl-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]pteridine-2,4-dione
- CHEBI:17601
- 6,7-Dimethylribolumazine
- UNII-O1DSD0WC7M
- 6,7-Dimethylribityllumazine
- Riboflavin impurity C [EP]
- DTXSID90199199
- RIBOFLAVIN IMPURITY C [EP IMPURITY]
- 1-deoxy-1-(6,7-dimethyl-2,4-dioxo-3,4-dihydropteridin-8(2h)-yl)-d-ribitol
- 1-deoxy-1-[6,7-dimethyl-2,4-dioxo-3,4-dihydropteridin-8(2H)-yl]-D-ribitol
- Lumazine, 6,7-dimethyl-8-(D-ribo-2,3,4,5-tetrahydroxypentyl)-
- 1-Deoxy-1-(3,4-dihydro-6,7-dimethyl-2,4-dioxo-8(2H)-pteridinyl)-D-ribitol
- 1-Deoxy-1-(3,4-dihydro-6,7-dimethyl-2,4-dioxo-8(2H)-pteridinyl)-ribitol
- Ribitol, 1-deoxy-1-(3,4-dihydro-6,7-dimethyl-2,4-dioxo-8(2H)-pteridinyl)-
- 6,7-Dimethyl-8-((2S,3S,4R)-2,3,4,5-tetrahydroxypentyl)pteridine-2,4(3H,8H)-dione
- 6,7-Dimethylribityl Lumazine (>90%)
- D-RIBITOL, 1-DEOXY-1-(3,4-DIHYDRO-6,7-DIMETHYL-2,4-DIOXO-8(2H)-PTERIDINYL)-
- 2,4(1H,3H)-Pteridinedione, 6,7-dimethyl-8-(2,3,4,5-tetrahydroxypentyl)-, (2S-(2R*,3R*,4S*))-
- 6,7-Dimethyl-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-2,3,4,8-tetrahydropteridine-2,4-dione
- RIBOFLAVIN IMPURITY C (EP IMPURITY)
- Riboflavin impurity C
- Epitope ID:178096
- 6,7-dimethyl-8-ribitvllumazine
- SCHEMBL15603809
- SCHEMBL21524592
- DTXCID70121690
- 6,7-Dimethyl-8-ribityl lumazine
- SXDXRJZUAJBNFL-XKSSXDPKSA-N
- AKOS040757841
- DA-60492
- PD064070
- 6,7-dimethyl-8-(1'-D-ribityl) lumazine
- 6,7-dimethyl-8-(1'-D-ribityl)-lumazine
- HY-111661
- CS-0089408
- 6,7-Dimethyl-8-ribityllumazine, (D)-isomer
- C04332
- Q4641523
- 4-hydroxy-6,7-dimethyl-8-(2,3,4,5-tetrahydroxypentyl)pteridin-2-one
- 6,7-dimethyl-8-(2,3,4,5-tetrahydroxypentyl)-2,3,4,8-tetrahydropteridine-2,4-dione
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
326.31 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
-2.7
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
7
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
326.12263431 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
326.12263431 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
155 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
23
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
626
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
3
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Solid
-3.145
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Stereo Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Stereo Count
Same Parent, Isotope Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
PubMed Count
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=SXDXRJZUAJBNFL-XKSSXDPKSA-N
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/6,7-Dimethyl-8-ribityllumazinehttps://commonchemistry.cas.org/detail?cas_rn=2535-20-8
- ChemIDplus6,7-Dimethyl-8-ribityllumazinehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=00051181616,7-Dimethyl-8-ribityllumazinehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0002535208ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSTox6,7-Dimethyl-8-ribityllumazinehttps://comptox.epa.gov/dashboard/DTXSID90199199CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linkingRUSSUPTERIDINE IVhttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/O1DSD0WC7M
- Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB) and the original publication (see the HMDB citing page). We ask that users who download significant portions of the database cite the HMDB paper in any resulting publications.http://www.hmdb.ca/citing6,7-Dimethyl-8-(1-D-ribityl)lumazinehttp://www.hmdb.ca/metabolites/HMDB0003826
- ChEBI6,7-dimethyl-8-(1-D-ribityl)lumazinehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:17601
- E. coli Metabolome Database (ECMDB)
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/6,7-Dimethyl-8-ribityllumazinehttps://www.wikidata.org/wiki/Q4641523LOTUS Treehttps://lotus.naturalproducts.net/
- Yeast Metabolome Database (YMDB)6,7-Dimethyl-8-(1-D-ribityl)lumazinehttps://www.ymdb.ca/compounds/YMDB00766
- Natural Product Activity and Species Source (NPASS)
- Japan Chemical Substance Dictionary (Nikkaji)
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.html
- Metabolomics Workbench6,7-dimethyl-8-(1-D-ribityl)lumazinehttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=50971
- Protein Data Bank in Europe (PDBe)
- RCSB Protein Data Bank (RCSB PDB)LICENSEData files contained in the PDB archive (ftp://ftp.wwpdb.org) are free of all copyright restrictions and made fully and freely available for both non-commercial and commercial use. Users of the data should attribute the original authors of that structural data.https://www.rcsb.org/pages/policies
- Wikidata6,7-dimethyl-8-(1-D-ribityl)lumazinehttps://www.wikidata.org/wiki/Q4641523
- Wikipedia6,7-Dimethyl-8-ribityllumazinehttps://en.wikipedia.org/wiki/6,7-Dimethyl-8-ribityllumazine
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.html6,7-dimethyl-8-ribityllumazinehttps://www.ncbi.nlm.nih.gov/mesh/67001061
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 394193520https://pubchem.ncbi.nlm.nih.gov/substance/394193520
- NCBI
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