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

Details

• Internal ID: 098b3185-a536-48b2-8f65-4dbc441726e8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glucosinolates > Alkylglucosinolates
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1Z)-4-methylsulfanyl-N-sulfooxybutanimidothioate
• SMILES (Canonical): CSCCCC(=NOS(=O)(=O)O)SC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CSCCC/C(=N/OS(=O)(=O)O)/S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C11H21NO9S3/c1-22-4-2-3-7(12-21-24(17,18)19)23-11-10(16)9(15)8(14)6(5-13)20-11/h6,8-11,13-16H,2-5H2,1H3,(H,17,18,19)/b12-7-/t6-,8-,9+,10-,11+/m1/s1
• InChI Key: ZCZCVJVUJGULMO-IIPHORNXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₁NO₉S₃
• Molecular Weight: 407.50 g/mol
• Exact Mass: 407.03784477 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• 26888-03-9
• C11H21NO9S3
• C11-H21-N-O9-S3
• CHEBI:79326
• CHEBI:137257
• [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1Z)-4-methylsulfanyl-N-sulfooxybutanimidothioate
• 1-S-[(1Z)-4-(methylsulfanyl)-N-(sulfooxy)butanimidoyl]-1-thio-beta-D-glucopyranose

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7139	71.39%
Caco-2	-	0.8505	85.05%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4141	41.41%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9356	93.56%
P-glycoprotein inhibitior	-	0.8429	84.29%
P-glycoprotein substrate	-	0.8032	80.32%
CYP3A4 substrate	+	0.5895	58.95%
CYP2C9 substrate	-	0.8039	80.39%
CYP2D6 substrate	-	0.8525	85.25%
CYP3A4 inhibition	-	0.9557	95.57%
CYP2C9 inhibition	-	0.7238	72.38%
CYP2C19 inhibition	-	0.6919	69.19%
CYP2D6 inhibition	-	0.8661	86.61%
CYP1A2 inhibition	-	0.6959	69.59%
CYP2C8 inhibition	-	0.8216	82.16%
CYP inhibitory promiscuity	-	0.9606	96.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5287	52.87%
Carcinogenicity (trinary)	Non-required	0.5333	53.33%
Eye corrosion	-	0.9701	97.01%
Eye irritation	-	0.9801	98.01%
Skin irritation	-	0.7574	75.74%
Skin corrosion	-	0.8916	89.16%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4447	44.47%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8142	81.42%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7836	78.36%
Acute Oral Toxicity (c)	III	0.5725	57.25%
Estrogen receptor binding	-	0.5490	54.90%
Androgen receptor binding	-	0.7119	71.19%
Thyroid receptor binding	-	0.5462	54.62%
Glucocorticoid receptor binding	-	0.6066	60.66%
Aromatase binding	-	0.5498	54.98%
PPAR gamma	+	0.5349	53.49%
Honey bee toxicity	-	0.7266	72.66%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	-	0.6592	65.92%

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	94.35%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.85%	95.93%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.07%	83.57%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.40%	85.31%
CHEMBL3401	O75469	Pregnane X receptor	86.98%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.16%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.60%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.36%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.92%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.41%	86.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.91%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.46%	94.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.20%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.81%	95.89%
CHEMBL3884	P31639	Sodium/glucose cotransporter 2	82.80%	94.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.21%	99.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.60%	95.50%

Plants that contains it

• Brassica oleracea
• Euphorbia humifusa
• Euphorbia maculata
• Hirschfeldia incana
• Isatis tinctoria
• Persicaria tinctoria

Cross-Links

• PubChem: 5748606
• NPASS: NPC226107
• LOTUS: LTS0037639
• wikiData: Q104392638