[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1Z)-2-(4-hydroxyphenyl)-N-sulfooxyethanimidothioate

Details

• Internal ID: 5c5cceea-e3b5-40e8-8713-7c89f11d95f0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glucosinolates > Alkylglucosinolates
• IUPAC Name: [(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1Z)-2-(4-hydroxyphenyl)-N-sulfooxyethanimidothioate
• SMILES (Canonical): C1=CC(=CC=C1CC(=NOS(=O)(=O)O)SC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C/C(=N/OS(=O)(=O)O)/S[C@@H]2[C@@H]([C@H]([C@H]([C@@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C14H19NO10S2/c16-6-9-11(18)12(19)13(20)14(24-9)26-10(15-25-27(21,22)23)5-7-1-3-8(17)4-2-7/h1-4,9,11-14,16-20H,5-6H2,(H,21,22,23)/b15-10-/t9-,11-,12-,13+,14+/m0/s1
• InChI Key: WWBNBPSEKLOHJU-KIKFKLOHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₁₀S₂
• Molecular Weight: 425.40 g/mol
• Exact Mass: 425.04503815 g/mol
• Topological Polar Surface Area (TPSA): 220.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.40
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6171	61.71%
Caco-2	-	0.8824	88.24%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4374	43.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8594	85.94%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6772	67.72%
P-glycoprotein inhibitior	-	0.7825	78.25%
P-glycoprotein substrate	-	0.8479	84.79%
CYP3A4 substrate	+	0.5473	54.73%
CYP2C9 substrate	-	0.6030	60.30%
CYP2D6 substrate	-	0.8334	83.34%
CYP3A4 inhibition	-	0.9168	91.68%
CYP2C9 inhibition	-	0.7107	71.07%
CYP2C19 inhibition	-	0.6631	66.31%
CYP2D6 inhibition	-	0.8632	86.32%
CYP1A2 inhibition	-	0.6398	63.98%
CYP2C8 inhibition	+	0.4653	46.53%
CYP inhibitory promiscuity	-	0.8292	82.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5251	52.51%
Carcinogenicity (trinary)	Non-required	0.5672	56.72%
Eye corrosion	-	0.9643	96.43%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.7611	76.11%
Skin corrosion	-	0.8847	88.47%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5593	55.93%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8203	82.03%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4891	48.91%
Acute Oral Toxicity (c)	III	0.5682	56.82%
Estrogen receptor binding	+	0.6329	63.29%
Androgen receptor binding	+	0.5273	52.73%
Thyroid receptor binding	-	0.5474	54.74%
Glucocorticoid receptor binding	+	0.5504	55.04%
Aromatase binding	+	0.5582	55.82%
PPAR gamma	+	0.5901	59.01%
Honey bee toxicity	-	0.6777	67.77%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5805	58.05%
Fish aquatic toxicity	+	0.7368	73.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.45%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	93.64%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.11%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.76%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.84%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.41%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.80%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.88%	86.92%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.80%	85.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.13%	94.45%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.72%	89.67%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.10%	83.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.80%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.50%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.55%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.79%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.03%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.88%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.21%	95.83%

Plants that contains it

• Coincya monensis
• Crambe hispanica subsp. abyssinica

Cross-Links

• PubChem: 154496026
• LOTUS: LTS0242285
• wikiData: Q105313907