MHF

5,10-METHENYL-6,7,8-TRIHYDROFOLIC ACID

Created:	1999-07-08
Last modified:	2011-06-04

Find Related PDB Entry
6 entries where MHF is found as a standalone ligand

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	56
Chiral Atom Count	2
Bond Count	59
Aromatic Bond Count	12

2D diagram of MHF

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	5,10-METHENYL-6,7,8-TRIHYDROFOLIC ACID
Systematic Name (OpenEye OEToolkits)	(2S)-2-[[4-[(6aR,10S)-3-amino-1-oxo-4,5,6,6a,7,9-hexahydroimidazo[3,4-f]pteridin-8-yl]phenyl]carbonylamino]pentanedioic acid
Formula	C₂₀ H₂₃ N₇ O₆
Molecular Weight	457.44
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)C(NC(=O)c1ccc(cc1)N4CC3N(C=2C(=O)N=C(N)NC=2NC3)C4)CCC(=O)O
SMILES	CACTVS	3.341	NC1=NC(=O)C2=C(NC[CH]3CN(CN23)c4ccc(cc4)C(=O)N[CH](CCC(O)=O)C(O)=O)N1
SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)N2CC3CNC4=C(N3C2)C(=O)N=C(N4)N
Canonical SMILES	CACTVS	3.341	NC1=NC(=O)C2=C(NC[C@@H]3CN(CN23)c4ccc(cc4)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N1
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)N2C[C@H]3CNC4=C([N@]3C2)C(=O)N=C(N4)N
InChI	InChI	1.03	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
InChIKey	InChI	1.03	QYNUQALWYRSVHF-OLZOCXBDSA-N

Drug Info: DrugBank

DrugBank ID	DB12676
Name	Modufolin
Groups	investigational
Description	Modufolin is under investigation for the treatment of Osteosarcoma.
Synonyms	Modufolin D-N5,N10-METHYLENE-L-TETRAHYDROFOLIC ACID (6R,S)5,10-methylene-tetrahydrofolic acid (6R)-5,10-METHYLENETETRAHYDROFOLATE 6R-MTHF
CAS number	31690-11-6

Related Resource References

Resource Name	Reference
PubChem	445117, 135398645, 5288808
ChEMBL	CHEMBL1234270
ChEBI	CHEBI:1989

RCSB PDB Core Operations are funded by the U.S. National Science Foundation (DBI-2321666), the US Department of Energy (DE-SC0019749), and the National Cancer Institute, National Institute of Allergy and Infectious Diseases, and National Institute of General Medical Sciences of the National Institutes of Health under grant R01GM157729.