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

Details

• Internal ID: b8cb2d6b-33be-4397-bde5-c24cd75faf16
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: (2R)-3-hydroxy-3-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile
• SMILES (Canonical): CC(C)(C(C#N)OC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): CC(C)([C@@H](C#N)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• InChI: InChI=1S/C11H19NO7/c1-11(2,17)6(3-12)19-10-9(16)8(15)7(14)5(4-13)18-10/h5-10,13-17H,4H2,1-2H3/t5-,6-,7-,8+,9-,10+/m1/s1
• InChI Key: LBMQUNIFJVEIBB-JQRWTQJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₉NO₇
• Molecular Weight: 277.27 g/mol
• Exact Mass: 277.11615195 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.53
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9301	93.01%
Caco-2	-	0.9048	90.48%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7753	77.53%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9105	91.05%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9431	94.31%
P-glycoprotein inhibitior	-	0.9159	91.59%
P-glycoprotein substrate	-	0.9537	95.37%
CYP3A4 substrate	+	0.5107	51.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	-	0.9005	90.05%
CYP2C9 inhibition	-	0.8875	88.75%
CYP2C19 inhibition	-	0.9052	90.52%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.8906	89.06%
CYP2C8 inhibition	-	0.9030	90.30%
CYP inhibitory promiscuity	-	0.8951	89.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6880	68.80%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9688	96.88%
Skin irritation	-	0.8546	85.46%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.6464	64.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4412	44.12%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8625	86.25%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5601	56.01%
Acute Oral Toxicity (c)	III	0.6003	60.03%
Estrogen receptor binding	-	0.6485	64.85%
Androgen receptor binding	-	0.6243	62.43%
Thyroid receptor binding	+	0.6218	62.18%
Glucocorticoid receptor binding	+	0.5372	53.72%
Aromatase binding	-	0.5140	51.40%
PPAR gamma	-	0.5649	56.49%
Honey bee toxicity	-	0.5458	54.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.9283	92.83%

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	96.68%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.60%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	91.05%	95.93%
CHEMBL2581	P07339	Cathepsin D	89.89%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.30%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	88.75%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.43%	86.92%
CHEMBL2996	Q05655	Protein kinase C delta	87.30%	97.79%
CHEMBL1977	P11473	Vitamin D receptor	86.50%	99.43%
CHEMBL3837	P07711	Cathepsin L	83.75%	96.61%
CHEMBL4040	P28482	MAP kinase ERK2	83.36%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.63%	99.17%
CHEMBL3589	P55263	Adenosine kinase	81.53%	98.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.98%	96.61%

Plants that contains it

• Vachellia sieberiana var. woodii

Cross-Links

• PubChem: 163024009
• LOTUS: LTS0231417
• wikiData: Q105149469