[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1E)-2-(5-hydroxy-1H-indol-3-yl)-N-sulfooxyethanimidothioate

Details

• Internal ID: dbdbeb1a-8b0c-4f05-9079-fac54009e883
• 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] (1E)-2-(5-hydroxy-1H-indol-3-yl)-N-sulfooxyethanimidothioate
• SMILES (Canonical): C1=CC2=C(C=C1O)C(=CN2)CC(=NOS(=O)(=O)O)SC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C1=CC2=C(C=C1O)C(=CN2)C/C(=N\OS(=O)(=O)O)/S[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C16H20N2O10S2/c19-6-11-13(21)14(22)15(23)16(27-11)29-12(18-28-30(24,25)26)3-7-5-17-10-2-1-8(20)4-9(7)10/h1-2,4-5,11,13-17,19-23H,3,6H2,(H,24,25,26)/b18-12+/t11-,13-,14+,15-,16+/m1/s1
• InChI Key: SNGNIBNFTIUEHD-NMIPTCLMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀N₂O₁₀S₂
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.05593719 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.92
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5565	55.65%
Caco-2	-	0.9095	90.95%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.3411	34.11%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6187	61.87%
P-glycoprotein inhibitior	-	0.7171	71.71%
P-glycoprotein substrate	-	0.6008	60.08%
CYP3A4 substrate	+	0.6159	61.59%
CYP2C9 substrate	-	0.8055	80.55%
CYP2D6 substrate	-	0.8221	82.21%
CYP3A4 inhibition	-	0.8214	82.14%
CYP2C9 inhibition	-	0.7241	72.41%
CYP2C19 inhibition	-	0.6876	68.76%
CYP2D6 inhibition	-	0.8513	85.13%
CYP1A2 inhibition	-	0.6492	64.92%
CYP2C8 inhibition	+	0.4894	48.94%
CYP inhibitory promiscuity	-	0.7060	70.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5584	55.84%
Carcinogenicity (trinary)	Non-required	0.5507	55.07%
Eye corrosion	-	0.9723	97.23%
Eye irritation	-	0.9304	93.04%
Skin irritation	-	0.7571	75.71%
Skin corrosion	-	0.9039	90.39%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4824	48.24%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8283	82.83%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7422	74.22%
Acute Oral Toxicity (c)	III	0.5550	55.50%
Estrogen receptor binding	+	0.7375	73.75%
Androgen receptor binding	-	0.5424	54.24%
Thyroid receptor binding	-	0.5195	51.95%
Glucocorticoid receptor binding	+	0.5653	56.53%
Aromatase binding	+	0.6453	64.53%
PPAR gamma	+	0.6177	61.77%
Honey bee toxicity	-	0.6995	69.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.7838	78.38%

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	99.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.01%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.43%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.89%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.63%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.50%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.93%	95.93%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.18%	83.57%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.33%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.42%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.81%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.27%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.99%	89.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.39%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.59%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.40%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.36%	89.67%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	81.42%	82.86%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.27%	92.94%
CHEMBL2535	P11166	Glucose transporter	80.74%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.39%	95.89%

Plants that contains it

• Brassica oleracea

Cross-Links

• PubChem: 102455325
• LOTUS: LTS0113102
• wikiData: Q104388171