CHEBI:63606 - (6S)-5-formyltetrahydrofolic acid

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ChEBI Name (6S)-5-formyltetrahydrofolic acid
ChEBI ASCII Name (6S)-5-formyltetrahydrofolic acid
Definition The pharmacologically active (6S)-stereoisomer of 5-formyltetrahydrofolic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Supplier Information
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Formula C20H23N7O7
Net Charge 0
Average Mass 473.43930
Monoisotopic Mass 473.16590
InChI InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12-,13-/m0/s1
SMILES [H]C(=O)N1[C@@H](CNc2ccc(cc2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNc2nc(N)[nH]c(=O)c12
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
(via 5-formyltetrahydrofolic acid )
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via 5-formyltetrahydrofolic acid )
water-soluble vitamin (role)
Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine.
(via B vitamin )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
(via B vitamin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (6S)-5-formyltetrahydrofolic acid (CHEBI:63606) has role antineoplastic agent (CHEBI:35610)
(6S)-5-formyltetrahydrofolic acid (CHEBI:63606) has role metabolite (CHEBI:25212)
(6S)-5-formyltetrahydrofolic acid (CHEBI:63606) is a 5-formyltetrahydrofolic acid (CHEBI:15640)
(6S)-5-formyltetrahydrofolic acid (CHEBI:63606) is conjugate acid of (6S)-5-formyltetrahydrofolate(2−) (CHEBI:57457)
Incoming (6S)-5-formyltetrahydrofolate(2−) (CHEBI:57457) is conjugate base of (6S)-5-formyltetrahydrofolic acid (CHEBI:63606)
N-[4-({[(6S)-2-amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid
Synonyms Sources
(6S)-5-Formyl-5,6,7,8-tetrahydrofolic acid ChemIDplus
(6S)-Folinic acid ChemIDplus
(6S)-Leucovorin ChemIDplus
(S)-Leucovorin ChemIDplus
Citrovorum factor ChemIDplus
L-Folinic acid ChemIDplus
Levofolene ChemIDplus
Levofolinic acid ChemIDplus
levoleucovorin ChEBI
N-[4-({[(6S)-2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid PDBeChem
Manual Xrefs Databases
4384 DrugCentral
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Registry Numbers Types Sources
101690 Reaxys Registry Number Reaxys
68538-85-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11135086 PubMed citation Europe PMC
11748463 PubMed citation Europe PMC
12427152 PubMed citation Europe PMC
18343754 PubMed citation Europe PMC
18593999 PubMed citation Europe PMC
19712610 PubMed citation Europe PMC
20204366 PubMed citation Europe PMC
20399639 PubMed citation Europe PMC
21239357 PubMed citation Europe PMC
21907007 PubMed citation Europe PMC
22055112 PubMed citation Europe PMC
7777248 PubMed citation Europe PMC
8404828 PubMed citation Europe PMC
Last Modified
22 February 2017