D-Gluconic acid, 6-ester with N,N-dimethylglycine

Details

• Internal ID: 1205f943-605e-4a8a-b5cf-53bdfa5cd7c1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acid esters
• IUPAC Name: 6-[2-(dimethylamino)acetyl]oxy-2,3,4,5-tetrahydroxyhexanoic acid
• SMILES (Canonical): CN(C)CC(=O)OCC(C(C(C(C(=O)O)O)O)O)O
• SMILES (Isomeric): CN(C)CC(=O)OCC(C(C(C(C(=O)O)O)O)O)O
• InChI: InChI=1S/C10H19NO8/c1-11(2)3-6(13)19-4-5(12)7(14)8(15)9(16)10(17)18/h5,7-9,12,14-16H,3-4H2,1-2H3,(H,17,18)
• InChI Key: ZQTHOIGMSJMBLM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₉NO₈
• Molecular Weight: 281.26 g/mol
• Exact Mass: 281.11106656 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: -5.00
• Atomic LogP (AlogP): -3.38
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• Pangamic Acid_major
• DTXSID90864299
• 6-O-(N,N-Dimethylglycyl)hexonic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9067	90.67%
Caco-2	-	0.8708	87.08%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6732	67.32%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9112	91.12%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9565	95.65%
P-glycoprotein inhibitior	-	0.9619	96.19%
P-glycoprotein substrate	-	0.9017	90.17%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.7640	76.40%
CYP3A4 inhibition	-	0.9021	90.21%
CYP2C9 inhibition	-	0.8697	86.97%
CYP2C19 inhibition	-	0.8735	87.35%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.8706	87.06%
CYP2C8 inhibition	-	0.9716	97.16%
CYP inhibitory promiscuity	-	0.9829	98.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8111	81.11%
Carcinogenicity (trinary)	Non-required	0.6446	64.46%
Eye corrosion	-	0.9394	93.94%
Eye irritation	-	0.9391	93.91%
Skin irritation	-	0.8401	84.01%
Skin corrosion	-	0.9541	95.41%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7575	75.75%
Micronuclear	-	0.7026	70.26%
Hepatotoxicity	-	0.5548	55.48%
skin sensitisation	-	0.8669	86.69%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.7497	74.97%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7021	70.21%
Acute Oral Toxicity (c)	III	0.6610	66.10%
Estrogen receptor binding	-	0.7640	76.40%
Androgen receptor binding	-	0.8377	83.77%
Thyroid receptor binding	-	0.6555	65.55%
Glucocorticoid receptor binding	-	0.5860	58.60%
Aromatase binding	-	0.8220	82.20%
PPAR gamma	-	0.7032	70.32%
Honey bee toxicity	-	0.9215	92.15%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.7997	79.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.79%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.11%	83.82%
CHEMBL2581	P07339	Cathepsin D	88.97%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.55%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.89%	98.75%

Plants that contains it

• Cicer arietinum

Cross-Links

• PubChem: 12797290
• LOTUS: LTS0223970
• wikiData: Q104394851