Desulphosinigrin

Details

• Internal ID: ce4b6875-a2f0-4bd5-979c-cd3eb4b9cd47
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Thioglycosides
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1E)-N-hydroxybut-3-enimidothioate
• SMILES (Canonical): C=CCC(=NO)SC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): C=CC/C(=N\O)/SC1C(C(C(C(O1)CO)O)O)O
• InChI: InChI=1S/C10H17NO6S/c1-2-3-6(11-16)18-10-9(15)8(14)7(13)5(4-12)17-10/h2,5,7-10,12-16H,1,3-4H2/b11-6+
• InChI Key: NMXWTQFCMCVSFH-IZZDOVSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₇NO₆S
• Molecular Weight: 279.31 g/mol
• Exact Mass: 279.07765844 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.12
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• NMXWTQFCMCVSFH-IZZDOVSWSA-N
• 1-S-[(1E)-N-Hydroxy-3-butenimidoyl]-1-thiohexopyranose #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7087	70.87%
Caco-2	-	0.9213	92.13%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5385	53.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8841	88.41%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9713	97.13%
P-glycoprotein inhibitior	-	0.9342	93.42%
P-glycoprotein substrate	-	0.9491	94.91%
CYP3A4 substrate	-	0.5248	52.48%
CYP2C9 substrate	-	0.8044	80.44%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.7727	77.27%
CYP2C9 inhibition	-	0.7780	77.80%
CYP2C19 inhibition	-	0.7526	75.26%
CYP2D6 inhibition	-	0.8836	88.36%
CYP1A2 inhibition	-	0.7341	73.41%
CYP2C8 inhibition	-	0.8930	89.30%
CYP inhibitory promiscuity	-	0.8871	88.71%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8206	82.06%
Carcinogenicity (trinary)	Non-required	0.5809	58.09%
Eye corrosion	-	0.9744	97.44%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.7509	75.09%
Skin corrosion	-	0.9115	91.15%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6664	66.64%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.7716	77.16%
skin sensitisation	-	0.7889	78.89%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6114	61.14%
Acute Oral Toxicity (c)	III	0.5624	56.24%
Estrogen receptor binding	-	0.6355	63.55%
Androgen receptor binding	-	0.7663	76.63%
Thyroid receptor binding	+	0.6511	65.11%
Glucocorticoid receptor binding	+	0.6622	66.22%
Aromatase binding	-	0.6410	64.10%
PPAR gamma	+	0.6810	68.10%
Honey bee toxicity	-	0.5689	56.89%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.6719	67.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	93.45%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.11%	91.11%
CHEMBL3589	P55263	Adenosine kinase	91.43%	98.05%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.85%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.99%	96.09%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	84.61%	92.38%

Plants that contains it

• Citrus × aurantium
• Citrus deliciosa

Cross-Links

• PubChem: 9601716
• NPASS: NPC221292