CHEBI:45981 - 5-hydroxymethyl-5,6-dihydrofolic acid

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ChEBI Name 5-hydroxymethyl-5,6-dihydrofolic acid
ChEBI ID CHEBI:45981
Definition A 5,6-dihydrofolic acid that is (6S)-5,6-dihydrofolic acid substituted at position 5 by a hydroxymethyl group.
Stars This entity has been manually annotated by the ChEBI Team.
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/h1-4,8,12-13,22,28H,5-7,9H2,(H,24,31)(H,29,30)(H,33,34)(H3,21,25,26,32)/t12-,13-/m0/s1
InChIKey IIEPLRAFVCMHQF-STQMWFEESA-N
SMILES Nc1nc2N=C[C@H](CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N(CO)c2c(=O)[nH]1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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): nutraceutical
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 5-hydroxymethyl-5,6-dihydrofolic acid (CHEBI:45981) is a 5,6-dihydrofolic acid (CHEBI:72335)
5-hydroxymethyl-5,6-dihydrofolic acid (CHEBI:45981) is a hemiaminal (CHEBI:73080)
IUPAC Names
N-[4-({[(6S)-2-amino-5-(hydroxymethyl)-4-oxo-3,4,5,6-tetrahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid
N5-hydroxymethyl-5,6-dihydrofolic acid
Synonyms Sources
5-HYDROXYMETHYLENE-6-HYDROFOLIC ACID PDBeChem
N-{[4-({[(6S)-2-amino-5-(hydroxymethyl)-4-oxo-1,4,5,6-tetrahydropteridin-6-yl]methyl}amino)phenyl]carbonyl}-L-glutamic acid PDBeChem
Manual Xref Database
THF PDBeChem
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Last Modified
02 April 2013