6-(Methylthio)hexyldesulfoglucosinolate

Details

• Internal ID: a33ecb9b-b79e-4da5-b9ba-33ef2fdb71ac
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Thioglycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] N-hydroxy-7-methylsulfanylheptanimidothioate
• SMILES (Canonical): CSCCCCCCC(=NO)SC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CSCCCCCCC(=NO)S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C14H27NO6S2/c1-22-7-5-3-2-4-6-10(15-20)23-14-13(19)12(18)11(17)9(8-16)21-14/h9,11-14,16-20H,2-8H2,1H3/t9-,11-,12+,13-,14+/m1/s1
• InChI Key: RTWFLPZWHKDFBK-LPUQOGTASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₇NO₆S₂
• Molecular Weight: 369.50 g/mol
• Exact Mass: 369.12797993 g/mol
• Topological Polar Surface Area (TPSA): 173.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

• CHEBI:136952
• 6-(methylthio)hexyldesulfoglucosinolate
• 6-(methylsulfanyl)hexyldesulfoglucosinolate
• 1-S-[N-hydroxy-7-(methylsulfanyl)heptanimidoyl]-1-thio-beta-D-glucopyranose

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6911	69.11%
Caco-2	-	0.8281	82.81%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5128	51.28%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9613	96.13%
P-glycoprotein inhibitior	-	0.8971	89.71%
P-glycoprotein substrate	-	0.7746	77.46%
CYP3A4 substrate	+	0.5346	53.46%
CYP2C9 substrate	-	0.8041	80.41%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.8902	89.02%
CYP2C9 inhibition	-	0.7550	75.50%
CYP2C19 inhibition	-	0.6996	69.96%
CYP2D6 inhibition	-	0.8829	88.29%
CYP1A2 inhibition	-	0.7538	75.38%
CYP2C8 inhibition	-	0.7756	77.56%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5441	54.41%
Eye corrosion	-	0.9741	97.41%
Eye irritation	-	0.9543	95.43%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.9173	91.73%
Ames mutagenesis	-	0.6308	63.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.4281	42.81%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8017	80.17%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5763	57.63%
Acute Oral Toxicity (c)	III	0.5996	59.96%
Estrogen receptor binding	+	0.5492	54.92%
Androgen receptor binding	-	0.7487	74.87%
Thyroid receptor binding	+	0.6701	67.01%
Glucocorticoid receptor binding	+	0.5669	56.69%
Aromatase binding	-	0.5100	51.00%
PPAR gamma	-	0.5190	51.90%
Honey bee toxicity	-	0.8415	84.15%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5372	53.72%
Fish aquatic toxicity	-	0.6785	67.85%

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	95.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.66%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.57%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.11%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	90.90%	95.93%
CHEMBL3884	P31639	Sodium/glucose cotransporter 2	86.02%	94.31%
CHEMBL2581	P07339	Cathepsin D	83.32%	98.95%
CHEMBL2885	P07451	Carbonic anhydrase III	83.30%	87.45%
CHEMBL3589	P55263	Adenosine kinase	80.70%	98.05%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 134160266
• LOTUS: LTS0015436
• wikiData: Q105245464