Metabolite Dihydrofolate (DHF)

Name

Dihydrofolate (DHF)

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 443.4133
Monoisotopic: 443.155331439

Chemical Formula

C₁₉H₂₁N₇O₆

InChI Key

OZRNSSUDZOLUSN-LBPRGKRZSA-N

InChI

InChI=1S/C19H21N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,12,21H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t12-/m0/s1

IUPAC Name

(2S)-2-[(4-{[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid

SMILES

[H][C@@](CCC(O)=O)(NC(=O)C1=CC=C(NCC2=NC3=C(NC2)NC(=N)N=C3O)C=C1)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	splash10-0002-2469100000-dfb9d32424c0c60215dc
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0002-0190100000-57b2aab8cd4289f02417
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0002-0290000000-4aade661c5b761f31ebc
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0ul0-0509600000-8a7df746c078d5baf412
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-03xr-0931000000-9fe5ac756a9744cd5f70
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0ue9-0904100000-26bac1aaf8da123f380f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-1916400000-66e41178a76259f0b5d1
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0002-0190100000-57b2aab8cd4289f02417
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0ul0-0509600000-8a7df746c078d5baf412
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0002-0290000000-4aade661c5b761f31ebc
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0ue9-0904100000-26bac1aaf8da123f380f
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-03xr-0931000000-9fe5ac756a9744cd5f70
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-1916400000-66e41178a76259f0b5d1
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	238.5727158	predicted	DarkChem Lite v0.1.0
[M-H]-	197.2689064	predicted	DarkChem Standard v0.1.0
[M-H]-	238.6270158	predicted	DarkChem Lite v0.1.0
[M-H]-	197.6737	predicted	DeepCCS 1.0 (2019)
[M-H]-	238.5727158	predicted	DarkChem Lite v0.1.0
[M-H]-	197.2689064	predicted	DarkChem Standard v0.1.0
[M-H]-	238.6270158	predicted	DarkChem Lite v0.1.0
[M-H]-	197.6737	predicted	DeepCCS 1.0 (2019)
[M+H]+	238.0929158	predicted	DarkChem Lite v0.1.0
[M+H]+	237.6573158	predicted	DarkChem Lite v0.1.0
[M+H]+	237.7870158	predicted	DarkChem Lite v0.1.0
[M+H]+	200.06926	predicted	DeepCCS 1.0 (2019)
[M+H]+	238.0929158	predicted	DarkChem Lite v0.1.0
[M+H]+	237.6573158	predicted	DarkChem Lite v0.1.0
[M+H]+	237.7870158	predicted	DarkChem Lite v0.1.0
[M+H]+	200.06926	predicted	DeepCCS 1.0 (2019)
[M+Na]+	239.1099158	predicted	DarkChem Lite v0.1.0
[M+Na]+	239.9913158	predicted	DarkChem Lite v0.1.0
[M+Na]+	238.8150158	predicted	DarkChem Lite v0.1.0
[M+Na]+	206.08345	predicted	DeepCCS 1.0 (2019)
[M+Na]+	239.1099158	predicted	DarkChem Lite v0.1.0
[M+Na]+	239.9913158	predicted	DarkChem Lite v0.1.0
[M+Na]+	238.8150158	predicted	DarkChem Lite v0.1.0
[M+Na]+	206.08345	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0001056
KEGG Compound: C00415
ChemSpider: 89228
BindingDB: 18044
ChEBI: 15633
ChEMBL: CHEMBL46294
ZINC: ZINC000004228265
PDBe Ligand: DHF

Predicted Properties

Property	Value	Source
Water Solubility	0.148 mg/mL	ALOGPS
logP	-1	ALOGPS
logP	-1.4	Chemaxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	3.37	Chemaxon
pKa (Strongest Basic)	2.09	Chemaxon
Physiological Charge	-2	Chemaxon
Hydrogen Acceptor Count	11	Chemaxon
Hydrogen Donor Count	7	Chemaxon
Polar Surface Area	207.6 Å²	Chemaxon
Rotatable Bond Count	9	Chemaxon
Refractivity	121.19 m³·mol^-1	Chemaxon
Polarizability	44.38 Å³	Chemaxon
Number of Rings	3	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite Dihydrofolate (DHF)

Structure for Dihydrofolate (DHF)

Collision Cross Sections (CCS)