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

Details

• Internal ID: 23134637-9bef-4525-920a-f6951df7a3f3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: 2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]prop-2-enenitrile
• SMILES (Canonical): C=C(COC1C(C(C(C(O1)CO)O)O)O)C#N
• SMILES (Isomeric): C=C(CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C#N
• InChI: InChI=1S/C10H15NO6/c1-5(2-11)4-16-10-9(15)8(14)7(13)6(3-12)17-10/h6-10,12-15H,1,3-4H2/t6-,7-,8+,9-,10-/m1/s1
• InChI Key: DBRWANAQMUPTPJ-HOTMZDKISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₅NO₆
• Molecular Weight: 245.23 g/mol
• Exact Mass: 245.08993720 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.12
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8911	89.11%
Caco-2	-	0.8409	84.09%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6931	69.31%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.9336	93.36%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9667	96.67%
P-glycoprotein inhibitior	-	0.9413	94.13%
P-glycoprotein substrate	-	0.9780	97.80%
CYP3A4 substrate	-	0.5308	53.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8433	84.33%
CYP3A4 inhibition	-	0.8846	88.46%
CYP2C9 inhibition	-	0.8364	83.64%
CYP2C19 inhibition	-	0.8296	82.96%
CYP2D6 inhibition	-	0.9079	90.79%
CYP1A2 inhibition	-	0.8588	85.88%
CYP2C8 inhibition	-	0.8071	80.71%
CYP inhibitory promiscuity	-	0.8151	81.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6997	69.97%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.8192	81.92%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6379	63.79%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8381	83.81%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5769	57.69%
Acute Oral Toxicity (c)	III	0.4562	45.62%
Estrogen receptor binding	-	0.7971	79.71%
Androgen receptor binding	-	0.7489	74.89%
Thyroid receptor binding	-	0.4873	48.73%
Glucocorticoid receptor binding	+	0.5700	57.00%
Aromatase binding	-	0.6978	69.78%
PPAR gamma	-	0.5887	58.87%
Honey bee toxicity	-	0.5661	56.61%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.7299	72.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.05%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.19%	91.11%
CHEMBL3589	P55263	Adenosine kinase	88.75%	98.05%
CHEMBL226	P30542	Adenosine A1 receptor	85.74%	95.93%
CHEMBL4040	P28482	MAP kinase ERK2	83.25%	83.82%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.42%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.10%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.31%	97.09%

Plants that contains it

• Codiaeum variegatum

Cross-Links

• PubChem: 162982122
• LOTUS: LTS0013020
• wikiData: Q104974758