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

Details

• Internal ID: 1874310f-7220-4aba-8d89-4bd2efc60f25
• 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,3S)-3-hydroxy-N-sulfooxyhex-5-enimidothioate
• SMILES (Canonical): C=CCC(CC(=NOS(=O)(=O)O)SC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): C=CC[C@@H](C/C(=N/OS(=O)(=O)O)/S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• InChI: InChI=1S/C12H21NO10S2/c1-2-3-6(15)4-8(13-23-25(19,20)21)24-12-11(18)10(17)9(16)7(5-14)22-12/h2,6-7,9-12,14-18H,1,3-5H2,(H,19,20,21)/b13-8-/t6-,7+,9+,10-,11+,12-/m0/s1
• InChI Key: ZEGLQSKFSKZGRO-SVOFDCPCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₁NO₁₀S₂
• Molecular Weight: 403.40 g/mol
• Exact Mass: 403.06068821 g/mol
• Topological Polar Surface Area (TPSA): 220.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.02
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7068	70.68%
Caco-2	-	0.9116	91.16%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.3955	39.55%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8989	89.89%
P-glycoprotein inhibitior	-	0.8080	80.80%
P-glycoprotein substrate	-	0.8537	85.37%
CYP3A4 substrate	+	0.5779	57.79%
CYP2C9 substrate	-	0.8041	80.41%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.9211	92.11%
CYP2C9 inhibition	-	0.7420	74.20%
CYP2C19 inhibition	-	0.7015	70.15%
CYP2D6 inhibition	-	0.8680	86.80%
CYP1A2 inhibition	-	0.6877	68.77%
CYP2C8 inhibition	-	0.8194	81.94%
CYP inhibitory promiscuity	-	0.9515	95.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5237	52.37%
Carcinogenicity (trinary)	Non-required	0.5725	57.25%
Eye corrosion	-	0.9637	96.37%
Eye irritation	-	0.9394	93.94%
Skin irritation	-	0.7576	75.76%
Skin corrosion	-	0.8910	89.10%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4346	43.46%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8136	81.36%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6417	64.17%
Acute Oral Toxicity (c)	III	0.5571	55.71%
Estrogen receptor binding	+	0.5804	58.04%
Androgen receptor binding	-	0.6725	67.25%
Thyroid receptor binding	-	0.4943	49.43%
Glucocorticoid receptor binding	-	0.5066	50.66%
Aromatase binding	+	0.6169	61.69%
PPAR gamma	+	0.6918	69.18%
Honey bee toxicity	-	0.4792	47.92%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.4114	41.14%

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	93.25%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.41%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	91.50%	95.93%
CHEMBL2581	P07339	Cathepsin D	91.27%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.91%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.38%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.36%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.73%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.69%	85.31%
CHEMBL3401	O75469	Pregnane X receptor	85.71%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.36%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.08%	83.57%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.24%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.65%	99.17%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.31%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.61%	92.88%
CHEMBL340	P08684	Cytochrome P450 3A4	80.54%	91.19%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.14%	94.66%

Plants that contains it

• Brassica juncea

Cross-Links

• PubChem: 92024315
• LOTUS: LTS0060331
• wikiData: Q104253634