Dihydrofolate (BioCAD00000010047)
Metabolite Card
Chinese Name: 二氢叶酸
Formula: C19H21N7O6 (443.1553)
SMILES:
NC1=NC(=O)C2=C(NCC(CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)=N2)N1
Synonyms [en]
dihydrofolate; Dihydrofolic acid; 7,8-dihydrofolate; 7,8-Dihydropteroylglutamate; 7,8-dihydrofolic acid; N-(4-{[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid
Last reviewed on 2026-04-16.
Cite this Page
Dihydrofolate. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/Dihydrofolate
(retrieved
2026-08-20) (CAD Registry RN: BioCAD00000010047). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Dihydrofolic acid is a folic acid derivative acted upon by dihydrofolate reductase to produce tetrahydrofolic acid. It interacts with bacteria during cell division. It can be targeted with drug analogs to prevent nucleic acid synthesis. Dihydrofolic acid is also known by the name Dihydrofolate - more commonly Vitamin B9.
DBLinks
- CAS Registry Number: 4033-27-6
- PubChem CID: 98792
- ChEBI: 15633
- HMDB: HMDB0001056
- LipidMaps:
- KEGG: C00415
- BioCyc: THF
- NCBI MeSH: dihydrofolate
- Wikipedia: Dihydrofolic acid
Other DBLinks
- CAS Registry Number: 4033-27-6
- PubChem: 135398604
- PubChem: 98792
- ChEBI: ChEBI:15633
- HMDB: HMDB0001056
- KEGG: C00415
- BioCyc: THF
- NCBI MeSH: dihydrofolate
- Wikipedia: Dihydrofolic acid
- Wikipedia: Dihydrofolic_acid
- DrugBank: DB02015
- RefMet: RM0136037
- MoNA: BAF_UVA_POS000397
- MoNA: BAF_UVA_POS001275
- MoNA: CCMSLIB00005720334
- MoNA: EMBL-MCF_spec209348
- Metlin: METLIN_3537
- Coconut NaturalProduct: CNP0251838.1
- Coconut NaturalProduct: CNP0335388.1
- Coconut NaturalProduct: CNP0600224.1
- Coconut NaturalProduct: CNP0606214.0
- metaboanalyst: 3d956b36769af3264d4a3615d04eeef3
- metaboanalyst: d9e5969c5b874ed417faa4a0b2989138
- metaboanalyst: f5dd47e2de5be2952dfa31819df5c2ca
Class / Ontology
- WishartLab ClassyFire: [Amino acids, peptides, and analogues] Amino acids, peptides, and analogues
- RefMet: [Folic acids] Folic acids
- ChEBI: [CHEBI:15633] dihydrofolic acid
- Coconut NaturalProduct: [pteridine alkaloids] pteridine alkaloids
- Coconut NaturalProduct: [Peptide alkaloids] Peptide alkaloids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R00936 | 1.5.1.3 | 5,6,7,8-tetrahydrofolate:NAD+ oxidoreductase |
| KEGG:R00939 | 1.5.1.3 | 5,6,7,8-tetrahydrofolate:NADP+ oxidoreductase |
| KEGG:R01670 | 2.1.1.54 | 5,10-methylenetetrahydrofolate:dCMP C-methyltransferase |
| KEGG:R02101 | 2.1.1.45 | 5,10-methylenetetrahydrofolate:dUMP C-methyltransferase |
| KEGG:R02235 | 1.5.1.3 | dihydrofolate:NAD+ oxidoreductase |
| KEGG:R02236 | 1.5.1.3 | dihydrofolate:NADP+ oxidoreductase |
| KEGG:R02237 | 6.3.2.12 | 7,8-dihydropteroate:L-glutamate ligase (ADP-forming) |
| KEGG:R02238 | 6.3.4.17 | formate:dihydrofolate ligase (ADP-forming) |
| BioCyc:RXN-19329 | 1.5.1.3 | DIHYDROFOLATE + NADPH + PROTON --> THF + NADP |
| BioCyc:RXN-3741 | 3.4.19.9 | Folatepolyglutamate(n) |
Taxonomy Source
- Arabidopsis thaliana [ncbi taxid: 3702]
- Escherichia coli [ncbi taxid: 562]
- Escherichia coli [ncbi taxid: 562]
- Homo sapiens [ncbi taxid: 9606]
- Mus musculus [ncbi taxid: 10090]
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:SMAN_1CMET2-PWY | formylTHF biosynthesis I |
| BioCyc:PCHR_PWY-3841 | formylTHF biosynthesis II |
| BioCyc:PCHR_1CMET2-PWY | formylTHF biosynthesis I |
| BioCyc:PCHR_PWY-3742 | tetrahydrofolate biosynthesis II |
| BioCyc:PCHR_FOLSYN-PWY | tetrahydrofolate biosynthesis |
| PathBank:SMP0000959 | Pyrimidine Metabolism |
| PathBank:SMP0001750 | One Carbon Pool by Folate |
| PathBank:SMP0120678 | beta-Ureidopropionase Deficiency |
| PathBank:SMP0120742 | Methylenetetrahydrofolate Reductase Deficiency (MTHFRD) |
| PathBank:SMP0120750 | MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy) |
| PathBank:SMP0121324 | Pyrimidine Metabolism |
| PathBank:SMP0122040 | One Carbon Pool by Folate |
| PathBank:SMP0000178 | Dihydropyrimidinase Deficiency |
| PathBank:SMP0000432 | Methotrexate Action Pathway |
| PathBank:SMP0002369 | One Carbon Pool by Folate I |
| PathBank:SMP0120693 | Dihydropyrimidinase Deficiency |
| PathBank:SMP0120507 | UMP Synthase Deficiency (Orotic Aciduria) |
| PathBank:SMP0000046 | Pyrimidine Metabolism |
| PathBank:SMP0000219 | UMP Synthase Deficiency (Orotic Aciduria) |
| PathBank:SMP0000543 | Methylenetetrahydrofolate Reductase Deficiency (MTHFRD) |