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

Details

• Internal ID: 503d943a-969c-40a0-b3a1-a0a0bb487fe6
• Taxonomy: Organoheterocyclic compounds > Pteridines and derivatives > Pterins and derivatives > Tetrahydrofolic acids and derivatives > Tetrahydrofolic acids
• IUPAC Name: (2S)-2-[[4-[[(6S)-2-amino-4-oxo-5,6,7,8-tetrahydro-3H-pteridin-6-yl]methylamino]benzoyl]amino]pentanedioic acid
• InChI: InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11-,12-/m0/s1
• InChI Key: MSTNYGQPCMXVAQ-RYUDHWBXSA-N
• Popularity: 31 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃N₇O₆
• Molecular Weight: 445.40 g/mol
• Exact Mass: 445.17098148 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.28
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

• (6S)-5,6,7,8-tetrahydrofolic acid
• (6S)-5,6,7,8-tetrahydropteroylglutamate
• CHEBI:15635
• N-(5,6,7,8-tetrahydropteroyl)-L-glutamic acid
• RefChem:405244
• (6S)-Tetrahydrofolic acid
• 71963-69-4
• (6S)-5,6,7,8-TETRAHYDROFOLATE
• (6S)-THFA
• (6S)-tetrahydrofolate
• (S)-N-[4-[[(2-Amino-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic Acid
• C19H23N7O6
• N-[4-({[(6S)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid
• tetrahydrofolic-acid
• 6S-tetrahydrofolic acid
• Folic Acid Impurity 34
• Folic Acid Impurity 87
• orb3141592
• SCHEMBL6880950
• SCHEMBL9879710
• SCHEMBL13323867
• SCHEMBL30051444
• MSTNYGQPCMXVAQ-RYUDHWBXSA-N
• HY-14520A
• MFCD28898538
• DB02031
• TN11182
• (2S,6S)-5,6,7,8-tetrahydrofolic acid
• DB-247171
• CS-0137689
• C00101
• Q27098158
• (2S)-2-[[4-[[(6S)-2-amino-4-hydroxy-5,6,7,8-tetrahydropteridin-6-yl]methylamino]benzoyl]amino]pentanedioic acid
• (2S)-2-[[4-[[(6S)-2-amino-4-oxo-5,6,7,8-tetrahydro-3H-pteridin-6-yl]methylamino]benzoyl]amino]pentanedioic acid
• (S)-2-(4-((((S)-2-Amino-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl)amino)benzamido)pentanedioic acid
• N-{[4-({[(6S)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]carbonyl}-L-glutamic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6777	67.77%
Caco-2	-	0.8906	89.06%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Nucleus	0.4773	47.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9809	98.09%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9395	93.95%
P-glycoprotein inhibitior	-	0.8045	80.45%
P-glycoprotein substrate	+	0.7300	73.00%
CYP3A4 substrate	+	0.5870	58.70%
CYP2C9 substrate	-	0.7925	79.25%
CYP2D6 substrate	-	0.8481	84.81%
CYP3A4 inhibition	-	0.9161	91.61%
CYP2C9 inhibition	-	0.9265	92.65%
CYP2C19 inhibition	-	0.9215	92.15%
CYP2D6 inhibition	-	0.9437	94.37%
CYP1A2 inhibition	-	0.9344	93.44%
CYP2C8 inhibition	-	0.8158	81.58%
CYP inhibitory promiscuity	-	0.9631	96.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6721	67.21%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9724	97.24%
Skin irritation	-	0.7858	78.58%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7139	71.39%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8746	87.46%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9386	93.86%
Acute Oral Toxicity (c)	III	0.6054	60.54%
Estrogen receptor binding	-	0.6311	63.11%
Androgen receptor binding	+	0.5207	52.07%
Thyroid receptor binding	+	0.6457	64.57%
Glucocorticoid receptor binding	-	0.6364	63.64%
Aromatase binding	+	0.5342	53.42%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9008	90.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.8466	84.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.55%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	97.33%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.09%	99.23%
CHEMBL1829	O15379	Histone deacetylase 3	93.12%	95.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.67%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.56%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.64%	97.09%
CHEMBL202	P00374	Dihydrofolate reductase	90.56%	89.92%
CHEMBL1255126	O15151	Protein Mdm4	88.70%	90.20%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.00%	90.71%
CHEMBL1781	P11387	DNA topoisomerase I	87.50%	97.00%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	86.12%	93.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.49%	96.90%
CHEMBL2535	P11166	Glucose transporter	83.82%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.64%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	82.95%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.34%	94.45%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.07%	92.29%
CHEMBL2327	P21452	Neurokinin 2 receptor	81.33%	98.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.96%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135398650
• LOTUS: LTS0096492
• wikiData: Q27098158