2-[[Sulfooxy-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylmethylidene]amino]butyl benzoate

Details

• Internal ID: 238f0a8a-ff7c-47b5-9b25-85cd4f3c44f4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Thioglycosides
• IUPAC Name: 2-[[sulfooxy-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylmethylidene]amino]butyl benzoate
• SMILES (Canonical): CCC(COC(=O)C1=CC=CC=C1)N=C(OS(=O)(=O)O)SC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CCC(COC(=O)C1=CC=CC=C1)N=C(OS(=O)(=O)O)SC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C18H25NO11S2/c1-2-11(9-28-16(24)10-6-4-3-5-7-10)19-18(30-32(25,26)27)31-17-15(23)14(22)13(21)12(8-20)29-17/h3-7,11-15,17,20-23H,2,8-9H2,1H3,(H,25,26,27)
• InChI Key: LMJXQCDDKGVESI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₅NO₁₁S₂
• Molecular Weight: 495.50 g/mol
• Exact Mass: 495.08690296 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.67
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8140	81.40%
Caco-2	-	0.8708	87.08%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.3840	38.40%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8343	83.43%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6928	69.28%
P-glycoprotein inhibitior	-	0.5838	58.38%
P-glycoprotein substrate	-	0.7187	71.87%
CYP3A4 substrate	+	0.5897	58.97%
CYP2C9 substrate	+	0.6028	60.28%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.9303	93.03%
CYP2C9 inhibition	-	0.7320	73.20%
CYP2C19 inhibition	-	0.7059	70.59%
CYP2D6 inhibition	-	0.8691	86.91%
CYP1A2 inhibition	-	0.7347	73.47%
CYP2C8 inhibition	+	0.4626	46.26%
CYP inhibitory promiscuity	-	0.8344	83.44%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	+	0.5367	53.67%
Carcinogenicity (trinary)	Non-required	0.5904	59.04%
Eye corrosion	-	0.9725	97.25%
Eye irritation	-	0.9526	95.26%
Skin irritation	-	0.7673	76.73%
Skin corrosion	-	0.8983	89.83%
Ames mutagenesis	-	0.5882	58.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.3594	35.94%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5694	56.94%
skin sensitisation	-	0.8302	83.02%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6863	68.63%
Acute Oral Toxicity (c)	III	0.5651	56.51%
Estrogen receptor binding	+	0.7392	73.92%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5852	58.52%
Glucocorticoid receptor binding	-	0.6233	62.33%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5790	57.90%
Honey bee toxicity	-	0.8329	83.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8847	88.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.41%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.26%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.77%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.14%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	90.68%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.99%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.29%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.36%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.78%	93.56%

Plants that contains it

• Sisymbrium austriacum

Cross-Links

• PubChem: 162975621
• LOTUS: LTS0269660
• wikiData: Q105154027