(1S,4R)-4-[(2R,4S,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carbonitrile

Details

• Internal ID: bc544371-ab70-4d91-866b-ef3c0bd34657
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: (1S,4R)-4-[(2R,4S,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carbonitrile
• InChI: InChI=1S/C18H27NO10/c1-8-13(22)10(21)4-12(26-8)27-9-2-3-18(5-9,7-19)29-17-16(25)15(24)14(23)11(6-20)28-17/h2-3,8-17,20-25H,4-6H2,1H3/t8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18-/m1/s1
• InChI Key: KQTRNMODDGXNSU-UUTXUICWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₁₀
• Molecular Weight: 417.40 g/mol
• Exact Mass: 417.16349606 g/mol
• Topological Polar Surface Area (TPSA): 182.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.73
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8847	88.47%
Caco-2	-	0.8423	84.23%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6112	61.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9124	91.24%
P-glycoprotein inhibitior	-	0.7908	79.08%
P-glycoprotein substrate	-	0.6499	64.99%
CYP3A4 substrate	+	0.6376	63.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.9223	92.23%
CYP2C9 inhibition	-	0.8968	89.68%
CYP2C19 inhibition	-	0.8787	87.87%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	-	0.7204	72.04%
CYP inhibitory promiscuity	-	0.7969	79.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6917	69.17%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9585	95.85%
Skin irritation	-	0.8163	81.63%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8280	82.80%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8659	86.59%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8981	89.81%
Acute Oral Toxicity (c)	III	0.5490	54.90%
Estrogen receptor binding	-	0.5840	58.40%
Androgen receptor binding	-	0.5643	56.43%
Thyroid receptor binding	+	0.5861	58.61%
Glucocorticoid receptor binding	+	0.5428	54.28%
Aromatase binding	+	0.6004	60.04%
PPAR gamma	-	0.5373	53.73%
Honey bee toxicity	-	0.6767	67.67%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5418	54.18%
Fish aquatic toxicity	-	0.7822	78.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.53%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.69%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.47%	96.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	93.85%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	93.35%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	90.24%	91.49%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.55%	95.58%
CHEMBL221	P23219	Cyclooxygenase-1	88.03%	90.17%
CHEMBL2581	P07339	Cathepsin D	87.12%	98.95%
CHEMBL1871	P10275	Androgen Receptor	87.09%	96.43%
CHEMBL2996	Q05655	Protein kinase C delta	86.49%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.88%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.50%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.28%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.91%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.71%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.70%	96.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.64%	82.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.45%	96.61%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.09%	92.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.99%	99.17%

Plants that contains it

• Passiflora capsularis

Cross-Links

• PubChem: 14331017
• LOTUS: LTS0259138
• wikiData: Q105144800