2-[(R)-cyano-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]prop-2-enyl hydrogen sulfate

Details

• Internal ID: 5ba5b582-34d5-41d1-be4e-df72f44eedac
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: 2-[(R)-cyano-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]prop-2-enyl hydrogen sulfate
• InChI: InChI=1S/C11H17NO10S/c1-5(4-20-23(17,18)19)6(2-12)21-11-10(16)9(15)8(14)7(3-13)22-11/h6-11,13-16H,1,3-4H2,(H,17,18,19)/t6-,7-,8+,9-,10-,11+/m0/s1
• InChI Key: XRVSCIZCEJNBIO-OJHQEIPXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇NO₁₀S
• Molecular Weight: 355.32 g/mol
• Exact Mass: 355.05731691 g/mol
• Topological Polar Surface Area (TPSA): 195.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.93
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8588	85.88%
Caco-2	-	0.8744	87.44%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4691	46.91%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9229	92.29%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8539	85.39%
P-glycoprotein inhibitior	-	0.8894	88.94%
P-glycoprotein substrate	-	0.9129	91.29%
CYP3A4 substrate	+	0.5550	55.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.9474	94.74%
CYP2C9 inhibition	-	0.7456	74.56%
CYP2C19 inhibition	-	0.7228	72.28%
CYP2D6 inhibition	-	0.8667	86.67%
CYP1A2 inhibition	-	0.7218	72.18%
CYP2C8 inhibition	-	0.8101	81.01%
CYP inhibitory promiscuity	-	0.9071	90.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5654	56.54%
Carcinogenicity (trinary)	Non-required	0.6248	62.48%
Eye corrosion	-	0.9615	96.15%
Eye irritation	-	0.9338	93.38%
Skin irritation	-	0.7755	77.55%
Skin corrosion	-	0.8863	88.63%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5415	54.15%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8000	80.00%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6385	63.85%
Acute Oral Toxicity (c)	III	0.5395	53.95%
Estrogen receptor binding	-	0.7543	75.43%
Androgen receptor binding	-	0.5576	55.76%
Thyroid receptor binding	-	0.5774	57.74%
Glucocorticoid receptor binding	-	0.5739	57.39%
Aromatase binding	+	0.5533	55.33%
PPAR gamma	-	0.6336	63.36%
Honey bee toxicity	+	0.6438	64.38%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8055	80.55%
Fish aquatic toxicity	+	0.7077	70.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	95.13%	86.92%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.23%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.74%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.01%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.45%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.05%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.01%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	85.38%	94.73%
CHEMBL2581	P07339	Cathepsin D	83.35%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.48%	96.61%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.95%	82.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.47%	94.80%
CHEMBL1871	P10275	Androgen Receptor	81.04%	96.43%

Plants that contains it

• Cardiospermum grandiflorum

Cross-Links

• PubChem: 162999162
• LOTUS: LTS0158674
• wikiData: Q105340835