UCSF

ZINC04228237

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
November 15th, 2005 32 Yes

Popular Name: 5,6,7,8-tetrahydrofolic acid 5,6,7,8-tetrahydrofolic acid

Find On: PubMed — Wikipedia — Google

CAS Numbers: 135-16-0 , 135-16-0; 29347-89-5

Other Names:

(2S)-2-(4-(((2-Amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl)amino)benzamido)pentanedioic acid

(2S)-2-[[4-[(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid

(2S)-2-[[4-[[(6S)-2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl]methylamino]benzoyl]amino]pentanedioic acid

(6S)-5,6,7,8-TETRAHYDROFOLATE

(6S)-5,6,7,8-tetrahydrofolate(2-)

(6S)-5,6,7,8-tetrahydrofolate; (6S)-5,6,7,8-tetrahydrofolate dianion

(6S)-5,6,7,8-tetrahydrofolic acid

(6S)-5,6,7,8-tetrahydropteroylglutamate

(6S)-5,6,7,8-tetrahydropteroylglutamate; (6S)-H4folate; N-(5,6,7,8-tetrahydropteroyl)-L-glutamic acid

(6S)-H4folate

(6S)-tetrahydrofolate

(6s)-tetrahydrofolate; (6s)-tetrahydrofolic acid; (6s)-thfa; 5,6,7,8-Tetrahydrofolate; 5,6,7,8-tetrahydrofolic acid; folate-H4; H4PteGlu; H4PteGlu1; tetra-H-folate; tetrahydrafolate; Tetrahydrofolate; tetrahydrofolic acid; tetrahydropteroyl mono-L-glutama

(6S)-tetrahydrofolate; 135-16-0; 29347-89-5; 5,6,7,8-tetrahydrofolate; 5,6,7,8-tetrahydrofolic acid; FH4; H4F; H4PteGlu; H4PteGlu1; THF; folate-H4; tetra-H-folate; tetrahydrafolate; tetrahydrofolate; tetrahydrofolic acid; tetrahydropteroyl mono-L-glutamat

(6S)-Tetrahydrofolic acid

(6S)-THFA

(6S)-THFA; (6S)-Tetrahydrofolate; (6S)-Tetrahydrofolic acid; 135-16-0; 5,6,7,8-Tetrahydrofolate; C00101; THF; Tetrahydrofolate; Tetrahydrofolic acid

135-16-0

2-[[4-[(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid

29347-89-5

5,6,7,8-tetrahydrofolate

5,6,7,8-tetrahydrofolate(2-)

5,6,7,8-tetrahydrofolic acid; THF; tetrahydrofolate; tetrahydrofolic acid

5,6,7,8-Tetrahydropteroyl-L-glutamic acid

AC1L1ASH

AC1L3M37

AC1NUT77

AC1Q5SG4

AR-1J1194

BIT3012

C00101

CHEBI:15635

CHEBI:20506

CHEBI:250731

CHEBI:9482; CHEBI:10931; CHEBI:46069; CHEBI:12075; CHEBI:18606; CHEBI:15220

CHEMBL1236287

CHEMBL91866

CID1129

CID11442178

CID5460413

CID91443

CID9826590

DAP001308

DB00116

DL-Glutamic acid, N-(4-(((2-amino-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-

EINECS 205-181-1

FH4

folate-H4

Glutamic acid, N-(p-(((2-amino-3,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-, L-

glutamic acid, N-[4-[[(2-amino-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-

H4PteGlu

L-Glutamic acid, N-(4-(((2-amino-1,4,5,6,7,8-hexahydro-4-oxopteridinyl)methyl)amino)benzoyl)-

L-glutamic acid, N-[4-[[(2-amino-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-

LS-71775

MolPort-001-684-176

MolPort-004-964-617

N-(4-(((2-Amino-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-L-glutamic acid

N-(4-(((2-Amino-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)glutamic acid

N-(5,6,7,8-tetrahydropteroyl)-L-glutamic acid

N-[4-({[(6S)-2-AMINO-4-OXO-1,4,5,6,7,8-HEXAHYDROPTERIDIN-6-YL]METHYL}AMINO)BENZOYL]-L-GLUTAMIC ACID

N-[4-({[(6S)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid

N-[4-{[(2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}benzoyl]-L-glutamic acid

nchembio.108-comp12

T3125_SIGMA

tetra-H-folate

tetrahydrafolate

tetrahydrofolate

tetrahydrofolic acid

tetrahydropteroyl mono-L-glutamate

tetrahydropteroylglutamate

Tetrahydropteroylglutamic acid

th-folate

Download: MOL2 SDF SMILES Flexibase

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) -2.00 -10.32 -128.76 7 13 -2 217 443.42 9 ↓

Vendor Notes

Note Type Comments Provided By
UniProt Database Links ACSE_MOOTH; DHP1_CORGT; DHP1_ECOLX; DHP1_MYCFO; DHP1_PSEAI; DHP2_ECOLX; DHP2_SHIFL; DHPS1_MYCBO; DHPS1_MYCLE; DHPS1_MYCTU; DHPS_BACSU; DHPS_CLOB8; DHPS_ECOL6; DHPS_ECOLI; DHPS_HAEIN; DHPS_NEIMA; DHPS_NEIMB; DHPS_NEIMC; DHPS_SHIFL; DHPS_STAAC; DHPS_STAAM ChEBI
UniProt Database Links AL1L1_HUMAN; AL1L1_MOUSE; AL1L1_PONAB; AL1L1_RAT; AL1L1_XENLA; AL1L1_XENTR; AL1L2_HUMAN; AL1L2_MOUSE; DCHM_BPT2; DCHM_BPT4; DCHM_BPT6; DRTS1_ARATH; DRTS2_ARATH; DRTS_CRIFA; DRTS_DAUCA; DRTS_LEIAM; DRTS_LEIMA; DRTS_MAIZE; DRTS_MIMIV; DRTS_ORYSJ; DRTS_PARTE ChEBI
UniProt Database Links DRTS1_ARATH; DRTS2_ARATH; DRTS_CRIFA; DRTS_DAUCA; DRTS_LEIAM; DRTS_LEIMA; DRTS_MAIZE; DRTS_MIMIV; DRTS_ORYSJ; DRTS_PARTE; DRTS_PLABA; DRTS_PLACH; DRTS_PLAFK; DRTS_PLAVI; DRTS_PLAVN; DRTS_SOYBN; DRTS_TOXGO; DRTS_TRYBB; DRTS_TRYCR; DYR10_ECOLX; DYR13_ECOLX ChEBI
Reactome Database Links REACT_11083; REACT_11134; REACT_11143; REACT_11170; REACT_11219; REACT_1509; REACT_163641; REACT_1679; REACT_485; REACT_812 ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
DYR-1-E Dihydrofolate Reductase (cluster #1 Of 3), Eukaryotic Eukaryotes 60 0.32 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
DYR_HUMAN P00374 Dihydrofolate Reductase, Human 300 0.29 Binding ≤ 1μM
DYR_HUMAN P00374 Dihydrofolate Reductase, Human 300 0.29 Binding ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
Cobalamin (Cbl, vitamin B12) transport and metabolism
De novo synthesis of IMP
Histidine catabolism
Metabolism of folate and pterines
Purine ribonucleoside monophosphate biosynthesis
Pyrimidine biosynthesis

Reactome Annotations from Targets (via Uniprot)

Description Species
E2F mediated regulation of DNA replication
G1/S-Specific Transcription
Metabolism of folate and pterines
Tetrahydrobiopterin (BH4) synthesis, recycling, salvage and regulation

Analogs ( Draw Identity 99% 90% 80% 70% )