5,10-Methylenetetrahydrofolate
PubChem CID
135398652
Structure
Molecular Formula
Synonyms
- 5,10-methylene-THF
- 5,10-methylenetetrahydrofolate
- SCHEMBL258730
- 5,10-Methylene-6-Hydrofolate
- N5>,N10-methylenetetrahydrofolate
Molecular Weight
457.4 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2019-01-15
- Modify:2025-01-11
Description
5,10-Methylene-THF is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
5,10-Methylene-THF is a metabolite found in or produced by Saccharomyces cerevisiae.
Chemical Structure Depiction
2-[[4-[(6aR)-3-amino-1-oxo-2,5,6,6a,7,9-hexahydroimidazo[1,5-f]pteridin-8-yl]benzoyl]amino]pentanedioic acid
Computed by Lexichem TK 2.7.0 (PubChem release 2021.05.07)
InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12-,13?/m1/s1
Computed by InChI 1.0.6 (PubChem release 2021.05.07)
QYNUQALWYRSVHF-PZORYLMUSA-N
Computed by InChI 1.0.6 (PubChem release 2021.05.07)
C1[C@@H]2CN(CN2C3=C(N1)N=C(NC3=O)N)C4=CC=C(C=C4)C(=O)NC(CCC(=O)O)C(=O)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C20H23N7O6
Computed by PubChem 2.1 (PubChem release 2021.05.07)
31690-11-6
- 5,10-methylene-5,6,7,8-tetrahydrofolate
- 5,10-methylenetetrahydrofolate
- 5,10-methylenetetrahydrofolate monohydrochloride, (L-Glu)-isomer
- 5,10-methylenetetrahydrofolate, (D-Glu)-isomer
- 5,10-methylenetetrahydrofolate, (L-Glu)-(S)-isomer
- 5,10-methylenetetrahydrofolic acid
- CH2H4fol
- CH2H4folate
- N5,N10-methylene-5,6,7,8-tetrahydrofolic acid
- tetrahydromethylenefolate
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
457.4 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
-0.5
Reference
Computed by XLogP3 3.0 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Donor Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Acceptor Count
Property Value
10
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Rotatable Bond Count
Property Value
7
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Exact Mass
Property Value
457.17098148 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
457.17098148 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
190 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Heavy Atom Count
Property Value
33
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
911
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
1
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 2019.01.04)
Solid
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 Isotope Count
Same Parent, Connectivity Count
Same Parent, Isotope Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
PubMed Count
Mitochondria
- 3-Phosphoglycerate dehydrogenase deficiency
- Beta Ureidopropionase Deficiency
- Cystathionine Beta-Synthase Deficiency
- Dihydropyrimidinase Deficiency
- Dihydropyrimidine Dehydrogenase Deficiency (DHPD)
- Dimethylglycine Dehydrogenase Deficiency
- Dimethylglycine Dehydrogenase Deficiency
- Folate malabsorption, hereditary
- Glycine N-methyltransferase Deficiency
- Glycine, serine and threonine metabolism
- Total 27 pathways, visit the HMDB page for details
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=QYNUQALWYRSVHF-PZORYLMUSA-N
Zebrafish Pathway Metabolite MetFrag Local CSV (Beta) | DOI:10.5281/zenodo.3457553
- E. coli Metabolome Database (ECMDB)
- Yeast Metabolome Database (YMDB)5,10-Methylene-THFhttps://www.ymdb.ca/compounds/YMDB00260
- ECI Group, LCSB, University of Luxembourg5,10-Methylenetetrahydrofolate
- FooDBLICENSEFooDB 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 (FooDB) and the original publication.https://foodb.ca/about5,10-Methylenetetrahydrofolic acidhttps://foodb.ca/compounds/FDB022675
- 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/citing5,10-Methylene-THFhttp://www.hmdb.ca/metabolites/HMDB0001533
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.html
- PharmGKBLICENSEPharmGKB data are subject to the Creative Commons Attribution-ShareALike 4.0 license (https://creativecommons.org/licenses/by-sa/4.0/).https://www.pharmgkb.org/page/policies5,10-methylenetetrahydrofolatehttps://www.pharmgkb.org/chemical/PA166179139
- Wikipedia5,10-Methylenetetrahydrofolatehttps://en.wikipedia.org/wiki/5,10-Methylenetetrahydrofolate
- 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.html5,10-methylenetetrahydrofolic acidhttps://www.ncbi.nlm.nih.gov/mesh/67013123
- PATENTSCOPE (WIPO)SID 396831274https://pubchem.ncbi.nlm.nih.gov/substance/396831274
CONTENTS