[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl] 2-aminobenzoate

Details

• Internal ID: 964576a3-7790-4499-b3c8-b2957031d8d5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: [(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl] 2-aminobenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC(=O)C2=CC=CC=C2N)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)OC(=O)C2=CC=CC=C2N)O)O)O
• InChI: InChI=1S/C13H17NO6/c1-6-9(15)10(16)11(17)13(19-6)20-12(18)7-4-2-3-5-8(7)14/h2-6,9-11,13,15-17H,14H2,1H3/t6-,9-,10+,11+,13-/m1/s1
• InChI Key: JPBLMJWFNVIEST-XNJIFUATSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₇NO₆
• Molecular Weight: 283.28 g/mol
• Exact Mass: 283.10558726 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.75
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5377	53.77%
Caco-2	-	0.5438	54.38%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4081	40.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9391	93.91%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9680	96.80%
P-glycoprotein inhibitior	-	0.9255	92.55%
P-glycoprotein substrate	-	0.8987	89.87%
CYP3A4 substrate	-	0.5401	54.01%
CYP2C9 substrate	-	0.5958	59.58%
CYP2D6 substrate	-	0.8421	84.21%
CYP3A4 inhibition	-	0.7399	73.99%
CYP2C9 inhibition	-	0.8597	85.97%
CYP2C19 inhibition	-	0.6537	65.37%
CYP2D6 inhibition	-	0.9050	90.50%
CYP1A2 inhibition	-	0.7173	71.73%
CYP2C8 inhibition	-	0.6864	68.64%
CYP inhibitory promiscuity	-	0.7113	71.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9111	91.11%
Carcinogenicity (trinary)	Non-required	0.5761	57.61%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.6813	68.13%
Skin irritation	-	0.8207	82.07%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8221	82.21%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.6697	66.97%
skin sensitisation	-	0.8412	84.12%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6770	67.70%
Acute Oral Toxicity (c)	III	0.6103	61.03%
Estrogen receptor binding	-	0.6047	60.47%
Androgen receptor binding	-	0.7151	71.51%
Thyroid receptor binding	-	0.5171	51.71%
Glucocorticoid receptor binding	-	0.5750	57.50%
Aromatase binding	-	0.6096	60.96%
PPAR gamma	-	0.5952	59.52%
Honey bee toxicity	-	0.8981	89.81%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.4354	43.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.84%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.64%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	91.22%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.93%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.35%	83.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.46%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.49%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163059331
• LOTUS: LTS0209391
• wikiData: Q105132641