METTHF – 5,10-Methylenetetrahydrofolate

Name
WID	METTHF
Name	5,10-Methylenetetrahydrofolate
Traditional name	2-[(4-{3-amino-1-oxo-4H,5H,6H,6aH,7H,9H-imidazolidino[1,5-f]pteridin-8-yl}phenyl)formamido]pentanedioic acid
IUPAC name	2-[(4-{3-amino-1-oxo-1H,4H,5H,6H,6aH,7H,8H,9H-imidazolidino[1,5-f]pteridin-8-yl}phenyl)formamido]pentanedioic acid
Cross references	ChEBI: 1989, CAS: 3432-99-3, PubChem: 3443, ThreeDMET: B04640, KNApSAcK: C00007250, ... 4 more

Classification
Type	vitamin_folate

Structure
Empirical formula (pH 7.5)	H₂₃C₂₀N₇O₆
SMILES (pH 7.5)	C(C1(=CC=C(C=C1)N3(CC2(CNC4(=C(N2C3)C(N=C(N)N4)=O)))))(=O)NC(C(=O)O)CCC(O)=O
Charge (pH 7.5)	-2
Is hydrophobic	False
Molecular weight (Da)	457.44
van der Waals volume (pH 7.5; Å³ molecule^‑1)	380.93
Δ_fG^'o (pH 7.5, 25C, I = 0; kJ mol^‑1)	513.70
pI	4.73
logP	-3.38
logD (pH 7.5)	-7.42

Concentrations
Biomass composition (SP4 media, 5% CO₂, 37C; mmol gDCW^‑1)	0.00120612 [c]

Function
Reaction participant	5,10-methylenetetrahydrofolate reductase (NADH) [c]: METTHF + NADH ⇒ MTHF + NAD thymidylate synthase [c]: DUMP + METTHF ⇒ DHF + DTMP + (2) H glycine hydroxymethyltransferase, reversible [c]: (2) H + SER + THF ⇒ GLY + H2O + METTHF methylenetetrahydrofolate cyclohydrase [c]: ATP + FTHF10 + (3) H ⇔ ADP + METTHF + PI methylenetetrahydrofolate dehydrogenase (NADP) [c]: METTHF + NADP ⇔ (2) H + METHF + NADPH

Metadata
Created	2012-10-01 15:07:03
Last updated	2012-10-01 15:12:22