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

Details

• Internal ID: 48dc7a18-c681-4be5-9b3e-4eea1980080c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: 1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-3-ene-1-carbonitrile
• InChI: InChI=1S/C12H17NO6/c13-6-12(3-1-2-4-12)19-11-10(17)9(16)8(15)7(5-14)18-11/h1-2,7-11,14-17H,3-5H2/t7-,8-,9+,10-,11+/m1/s1
• InChI Key: XKONTUHRXXHKBX-NZFPMDFQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇NO₆
• Molecular Weight: 271.27 g/mol
• Exact Mass: 271.10558726 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.58
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8807	88.07%
Caco-2	-	0.8237	82.37%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7040	70.40%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.9416	94.16%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8929	89.29%
P-glycoprotein inhibitior	-	0.9329	93.29%
P-glycoprotein substrate	-	0.9705	97.05%
CYP3A4 substrate	-	0.5141	51.41%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.8197	81.97%
CYP3A4 inhibition	-	0.8582	85.82%
CYP2C9 inhibition	-	0.8790	87.90%
CYP2C19 inhibition	-	0.8190	81.90%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.8697	86.97%
CYP2C8 inhibition	-	0.8972	89.72%
CYP inhibitory promiscuity	-	0.7684	76.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6673	66.73%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9745	97.45%
Skin irritation	-	0.8252	82.52%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5406	54.06%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7501	75.01%
skin sensitisation	-	0.8572	85.72%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5356	53.56%
Acute Oral Toxicity (c)	III	0.5857	58.57%
Estrogen receptor binding	-	0.9235	92.35%
Androgen receptor binding	-	0.7403	74.03%
Thyroid receptor binding	-	0.5509	55.09%
Glucocorticoid receptor binding	-	0.5549	55.49%
Aromatase binding	-	0.7514	75.14%
PPAR gamma	+	0.5489	54.89%
Honey bee toxicity	-	0.5875	58.75%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.7919	79.19%

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	97.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.43%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.45%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.44%	90.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.29%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	86.14%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.28%	96.61%
CHEMBL3589	P55263	Adenosine kinase	83.92%	98.05%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.47%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.28%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.24%	95.89%

Plants that contains it

• Adenia globosa

Cross-Links

• PubChem: 163040015
• LOTUS: LTS0158067
• wikiData: Q105329622