Np mrd loader

Record Information
Version2.0
Created at2024-09-11 23:09:50 UTC
Updated at2024-09-11 23:09:50 UTC
NP-MRD IDNP0339708
Secondary Accession NumbersNone
Natural Product Identification
Common Name5,10-methylenetetrahydrofolate
Description 5,10-methylenetetrahydrofolate was first documented in 2024 (PMID: 39234107). Based on a literature review a small amount of articles have been published on 5,10-methylenetetrahydrofolate (PMID: 39061365) (PMID: 39028746) (PMID: 38896027) (PMID: 38716581).
Structure
Thumb
Synonyms
ValueSource
5,10-Methylenetetrahydrofolic acidGenerator
Chemical FormulaC20H21N7O6
Average Mass455.4320 Da
Monoisotopic Mass455.15643 Da
IUPAC Name2-[(4-{3-amino-1-oxo-1H,2H,5H,6H,6aH,7H,8H,9H-imidazo[1,5-f]pteridin-8-yl}phenyl)formamido]pentanedioate
Traditional Name2-[(4-{3-amino-1-oxo-2H,5H,6H,6aH,7H,9H-imidazo[1,5-f]pteridin-8-yl}phenyl)formamido]pentanedioate
CAS Registry NumberNot Available
SMILES
NC1=NC2=C(N3CN(CC3CN2)C2=CC=C(C=C2)C(=O)NC(CCC([O-])=O)C([O-])=O)C(=O)N1
InChI Identifier
InChI=1/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)/p-2
InChI KeyQYNUQALWYRSVHF-UHFFFAOYNA-L
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.42ChemAxon
pKa (Strongest Acidic)3.24ChemAxon
pKa (Strongest Basic)0.69ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area195.35 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity145.63 m³·mol⁻¹ChemAxon
Polarizability45.29 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link5,10-Methylenetetrahydrofolate
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Peters GJ, Kathmann I, Giovannetti E, Smid K, Assaraf YG, Jansen G: The role of l-leucovorin uptake and metabolism in the modulation of 5-fluorouracil efficacy and antifolate toxicity. Front Pharmacol. 2024 Aug 21;15:1450418. doi: 10.3389/fphar.2024.1450418. eCollection 2024. [PubMed:39234107 ]
  2. Singh J, Wilkins G, Goodman-Vincent E, Chishti S, Bonilla Guerrero R, McFadden L, Zahavi Z, Santosh P: Co-Occurring Methylenetetrahydrofolate Reductase (MTHFR) rs1801133 and rs1801131 Genotypes as Associative Genetic Modifiers of Clinical Severity in Rett Syndrome. Brain Sci. 2024 Jun 21;14(7):624. doi: 10.3390/brainsci14070624. [PubMed:39061365 ]
  3. Syring JG, Crouse MS, Entzie YL, King LE, Hirchert MR, Ward AK, Reynolds LP, Borowicz PP, Dahlen CR, Caton JS: One-carbon metabolite supplementation increases vitamin B12, folate, and methionine cycle metabolites in beef heifers and fetuses in an energy dependent manner at day 63 of gestation. J Anim Sci. 2024 Jan 3;102:skae202. doi: 10.1093/jas/skae202. [PubMed:39028746 ]
  4. Luo Z, Tang K, Huang G, Wang X, Zhou S, Dai D, Yang H, Jiang W: Homocysteine concentration in coronary artery disease and severity of coronary lesions. J Cell Mol Med. 2024 Jun;28(12):e18474. doi: 10.1111/jcmm.18474. [PubMed:38896027 ]
  5. Nasri K, Ben Jamaa N, Gaigi SS, Feki M, Marrakchi R: Association of MTHFR (C677T, A1298C) and MTRR A66G polymorphisms with fatty acids profile and risk of neural tube defects. Birth Defects Res. 2024 May;116(5):e2333. doi: 10.1002/bdr2.2333. [PubMed:38716581 ]