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

Details

• Internal ID: 1fb71fde-f851-49b2-90f7-1dcf3969f60c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glucosinolates > Alkylglucosinolates
• IUPAC Name: [(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1Z)-4-[(R)-methylsulfinyl]-N-sulfooxybutanimidothioate
• SMILES (Canonical): CS(=O)CCCC(=NOS(=O)(=O)O)SC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): C[S@@](=O)CCC/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/C11H21NO10S3/c1-24(17)4-2-3-7(12-22-25(18,19)20)23-11-10(16)9(15)8(14)6(5-13)21-11/h6,8-11,13-16H,2-5H2,1H3,(H,18,19,20)/b12-7-/t6-,8-,9+,10+,11+,24+/m0/s1
• InChI Key: PHYYADMVYQURSX-MIYDZJMMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₁NO₁₀S₃
• Molecular Weight: 423.50 g/mol
• Exact Mass: 423.03275939 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.19
• H-Bond Acceptor: 11
• 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	-	0.6774	67.74%
Caco-2	-	0.8586	85.86%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4287	42.87%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8697	86.97%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8988	89.88%
P-glycoprotein inhibitior	-	0.8303	83.03%
P-glycoprotein substrate	-	0.7659	76.59%
CYP3A4 substrate	+	0.6005	60.05%
CYP2C9 substrate	-	0.8055	80.55%
CYP2D6 substrate	-	0.8508	85.08%
CYP3A4 inhibition	-	0.9668	96.68%
CYP2C9 inhibition	-	0.7250	72.50%
CYP2C19 inhibition	-	0.6953	69.53%
CYP2D6 inhibition	-	0.8669	86.69%
CYP1A2 inhibition	-	0.6939	69.39%
CYP2C8 inhibition	-	0.7637	76.37%
CYP inhibitory promiscuity	-	0.9647	96.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	+	0.5213	52.13%
Carcinogenicity (trinary)	Non-required	0.5347	53.47%
Eye corrosion	-	0.9702	97.02%
Eye irritation	-	0.9724	97.24%
Skin irritation	-	0.7576	75.76%
Skin corrosion	-	0.8897	88.97%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4183	41.83%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8148	81.48%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5720	57.20%
Acute Oral Toxicity (c)	III	0.5781	57.81%
Estrogen receptor binding	+	0.5499	54.99%
Androgen receptor binding	-	0.6833	68.33%
Thyroid receptor binding	-	0.5986	59.86%
Glucocorticoid receptor binding	-	0.5758	57.58%
Aromatase binding	-	0.5644	56.44%
PPAR gamma	-	0.5588	55.88%
Honey bee toxicity	-	0.6809	68.09%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	-	0.6587	65.87%

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	95.62%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.57%	95.93%
CHEMBL2581	P07339	Cathepsin D	91.93%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.86%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.64%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	87.52%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.43%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.40%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.60%	86.92%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.16%	92.32%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.89%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.14%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.66%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.30%	95.83%

Plants that contains it

• Brassica oleracea
• Capparis spinosa
• Engelhardia roxburghiana
• Erysimum cuspidatum
• Gardenia storckii
• Larix kaempferi
• Trichogonia grazielae

Cross-Links

• PubChem: 154497820
• LOTUS: LTS0266840
• wikiData: Q105275812