(2S,3R)-3-(hydroxymethyl)-3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxirane-2-carbonitrile

Details

• Internal ID: 663c479b-ffd2-433a-b414-38e49a20f2e0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R)-3-(hydroxymethyl)-3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxirane-2-carbonitrile
• SMILES (Canonical): C(C1C(C(C(C(O1)OCC2(C(O2)C#N)CO)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC[C@@]2([C@@H](O2)C#N)CO)O)O)O)O
• InChI: InChI=1S/C11H17NO8/c12-1-6-11(3-14,20-6)4-18-10-9(17)8(16)7(15)5(2-13)19-10/h5-10,13-17H,2-4H2/t5-,6+,7-,8+,9-,10-,11-/m1/s1
• InChI Key: AGBINTPCVYIOJW-NJNULVQQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇NO₈
• Molecular Weight: 291.25 g/mol
• Exact Mass: 291.09541650 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -3.54
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9644	96.44%
Caco-2	-	0.8869	88.69%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6804	68.04%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8807	88.07%
P-glycoprotein inhibitior	-	0.9404	94.04%
P-glycoprotein substrate	-	0.9444	94.44%
CYP3A4 substrate	+	0.5415	54.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.9427	94.27%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.8576	85.76%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.8735	87.35%
CYP2C8 inhibition	-	0.7438	74.38%
CYP inhibitory promiscuity	-	0.9242	92.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6100	61.00%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9855	98.55%
Skin irritation	-	0.8177	81.77%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5160	51.60%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.8552	85.52%
skin sensitisation	-	0.8517	85.17%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.5957	59.57%
Acute Oral Toxicity (c)	III	0.3805	38.05%
Estrogen receptor binding	-	0.6511	65.11%
Androgen receptor binding	-	0.5276	52.76%
Thyroid receptor binding	+	0.6939	69.39%
Glucocorticoid receptor binding	-	0.4873	48.73%
Aromatase binding	+	0.8441	84.41%
PPAR gamma	+	0.6040	60.40%
Honey bee toxicity	-	0.5263	52.63%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.9706	97.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.53%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.98%	86.92%
CHEMBL3837	P07711	Cathepsin L	92.86%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	92.05%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.72%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.60%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	88.03%	97.79%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.96%	95.83%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.17%	94.23%

Plants that contains it

• Rhodotypos scandens

Cross-Links

• PubChem: 101691172
• LOTUS: LTS0036496
• wikiData: Q104911685