Metabolite 5,10-methylene tetrahydrofolate (THF)

Name

5,10-methylene tetrahydrofolate (THF)

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 457.4399
Monoisotopic: 457.170981503

Chemical Formula

C₂₀H₂₃N₇O₆

InChI Key

QYNUQALWYRSVHF-PZORYLMUSA-N

InChI

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

IUPAC Name

2-({4-[(6aR)-1-hydroxy-3-imino-3H,4H,5H,6H,6aH,7H,8H,9H-imidazo[1,5-f]pteridin-8-yl]phenyl}formamido)pentanedioic acid

SMILES

[H]C(CCC(O)=O)(NC(=O)C1=CC=C(C=C1)N1CN2C3=C(NC[C@]2([H])C1)NC(=N)N=C3O)C(O)=O

Reactions

Folic acid

Dihydrofolate (DHF) and Tetrahydrofolic acid
- Tetrahydrofolic acid
  
  5,10-methylene tetrahydrofolate (THF)
  - 5,10-methylene tetrahydrofolate (THF)
    
    5-Methyltetrahydrofolate
    - 5-Methyltetrahydrofolate
      
      Methionine

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-03di-1635900000-4b2ed6618451a7e931b1
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-03di-0009300000-03134958dd106220d47a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4r-0002900000-bad40df04c916c7ebdbf
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-03di-0109100000-30bbe69a26761c42f4a5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0ue9-0902200000-d5863ab293079ef0e8a3
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01q9-0559100000-7c90b6c24e4bca2cd3ab
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-2819300000-13571bce598a9c7796fc

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	237.3798878	predicted	DarkChem Lite v0.1.0
[M-H]-	237.1788878	predicted	DarkChem Lite v0.1.0
[M-H]-	198.17525	predicted	DeepCCS 1.0 (2019)
[M+H]+	237.9041878	predicted	DarkChem Lite v0.1.0
[M+H]+	237.4509878	predicted	DarkChem Lite v0.1.0
[M+H]+	200.53325	predicted	DeepCCS 1.0 (2019)
[M+Na]+	237.1394878	predicted	DarkChem Lite v0.1.0
[M+Na]+	236.6312878	predicted	DarkChem Lite v0.1.0
[M+Na]+	206.62639	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0001533
KEGG Compound: C00143
ChemSpider: 388320

Predicted Properties

Property	Value	Source
Water Solubility	0.453 mg/mL	ALOGPS
logP	-0.72	ALOGPS
logP	-3.6	Chemaxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	-0.85	Chemaxon
pKa (Strongest Basic)	20.71	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	12	Chemaxon
Hydrogen Donor Count	7	Chemaxon
Polar Surface Area	190.68 Å²	Chemaxon
Rotatable Bond Count	7	Chemaxon
Refractivity	134.77 m³·mol^-1	Chemaxon
Polarizability	46.12 Å³	Chemaxon
Number of Rings	4	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite 5,10-methylene tetrahydrofolate (THF)

Structure for 5,10-methylene tetrahydrofolate (THF)

Collision Cross Sections (CCS)