2-methyl-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]propanenitrile

Details

• Internal ID: 7a7e46d9-e373-4bf3-b421-b80b97e0231b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: 2-methyl-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]propanenitrile
• SMILES (Canonical): CC(C)(C#N)C1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CC(C)(C#N)[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C10H17NO5/c1-10(2,4-11)9-8(15)7(14)6(13)5(3-12)16-9/h5-9,12-15H,3H2,1-2H3/t5-,6-,7+,8-,9-/m1/s1
• InChI Key: CRTWQTRFSBJGLK-SYHAXYEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₇NO₅
• Molecular Weight: 231.25 g/mol
• Exact Mass: 231.11067264 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.62
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8116	81.16%
Caco-2	-	0.8669	86.69%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7455	74.55%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9788	97.88%
P-glycoprotein inhibitior	-	0.9284	92.84%
P-glycoprotein substrate	-	0.9772	97.72%
CYP3A4 substrate	-	0.5579	55.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8061	80.61%
CYP3A4 inhibition	-	0.8519	85.19%
CYP2C9 inhibition	-	0.8916	89.16%
CYP2C19 inhibition	-	0.9096	90.96%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.8874	88.74%
CYP2C8 inhibition	-	0.9469	94.69%
CYP inhibitory promiscuity	-	0.9389	93.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6662	66.62%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.9546	95.46%
Skin irritation	-	0.8426	84.26%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4505	45.05%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8328	83.28%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.7064	70.64%
Acute Oral Toxicity (c)	III	0.5813	58.13%
Estrogen receptor binding	-	0.6533	65.33%
Androgen receptor binding	-	0.7242	72.42%
Thyroid receptor binding	+	0.5661	56.61%
Glucocorticoid receptor binding	-	0.5483	54.83%
Aromatase binding	-	0.7806	78.06%
PPAR gamma	-	0.5846	58.46%
Honey bee toxicity	-	0.7046	70.46%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.9539	95.39%

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	94.25%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.16%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.12%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.01%	96.61%
CHEMBL2581	P07339	Cathepsin D	84.39%	98.95%
CHEMBL1871	P10275	Androgen Receptor	84.17%	96.43%
CHEMBL3401	O75469	Pregnane X receptor	83.66%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.11%	86.92%
CHEMBL2996	Q05655	Protein kinase C delta	80.40%	97.79%
CHEMBL3589	P55263	Adenosine kinase	80.03%	98.05%

Plants that contains it

• Passiflora morifolia

Cross-Links

• PubChem: 101042316
• LOTUS: LTS0179079
• wikiData: Q104968878