(2S)-2-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-propan-2-yloxyoxan-2-yl]oxy-2-methylbutanenitrile

Details

• Internal ID: 07e0563c-43d0-47cd-9681-5aec5be0c530
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: (2S)-2-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-propan-2-yloxyoxan-2-yl]oxy-2-methylbutanenitrile
• InChI: InChI=1S/C14H25NO6/c1-5-14(4,7-15)21-13-11(18)12(19-8(2)3)10(17)9(6-16)20-13/h8-13,16-18H,5-6H2,1-4H3/t9-,10-,11-,12+,13+,14+/m1/s1
• InChI Key: GRWCSLLBBXYPDI-TVQXOTEMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₅NO₆
• Molecular Weight: 303.35 g/mol
• Exact Mass: 303.16818752 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5152	51.52%
Caco-2	-	0.6928	69.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6934	69.34%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9202	92.02%
P-glycoprotein inhibitior	-	0.8518	85.18%
P-glycoprotein substrate	-	0.8594	85.94%
CYP3A4 substrate	+	0.5562	55.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8291	82.91%
CYP3A4 inhibition	-	0.7047	70.47%
CYP2C9 inhibition	-	0.8285	82.85%
CYP2C19 inhibition	-	0.8067	80.67%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.8569	85.69%
CYP2C8 inhibition	-	0.8109	81.09%
CYP inhibitory promiscuity	-	0.7877	78.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6457	64.57%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.9739	97.39%
Skin irritation	-	0.8578	85.78%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6657	66.57%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	-	0.8367	83.67%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6885	68.85%
Acute Oral Toxicity (c)	III	0.6547	65.47%
Estrogen receptor binding	-	0.5503	55.03%
Androgen receptor binding	-	0.6482	64.82%
Thyroid receptor binding	+	0.7544	75.44%
Glucocorticoid receptor binding	-	0.6227	62.27%
Aromatase binding	+	0.5866	58.66%
PPAR gamma	-	0.4910	49.10%
Honey bee toxicity	-	0.5683	56.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	-	0.8490	84.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.26%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.26%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.66%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.31%	86.92%
CHEMBL2581	P07339	Cathepsin D	91.26%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.44%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	89.75%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.71%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	86.65%	94.73%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.91%	95.58%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.64%	97.29%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.16%	82.50%
CHEMBL1977	P11473	Vitamin D receptor	82.80%	99.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.58%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.14%	96.47%

Plants that contains it

• Linum grandiflorum

Cross-Links

• PubChem: 163034340
• LOTUS: LTS0133202
• wikiData: Q105016619