Epiheterodendrin

Details

• Internal ID: 5cf7c3d8-060b-4406-b830-5558384730c5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: (2R)-3-methyl-2-[(2R,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
• 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
• InChI: InChI=1S/C11H19NO6/c1-5(2)6(3-12)17-11-10(16)9(15)8(14)7(4-13)18-11/h5-11,13-16H,4H2,1-2H3/t6-,7+,8+,9-,10+,11+/m0/s1
• InChI Key: CQWWASNOGSDPRL-OVHRRVLLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₉NO₆
• Molecular Weight: 261.27 g/mol
• Exact Mass: 261.12123733 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.65
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• Dihydroacacipetalin
• 57103-47-6
• (2R)-3-methyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile
• DTXSID60972572
• 2-(Hexopyranosyloxy)-3-methylbutanenitrile

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9270	92.70%
Caco-2	-	0.9346	93.46%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7662	76.62%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9731	97.31%
P-glycoprotein inhibitior	-	0.9330	93.30%
P-glycoprotein substrate	-	0.9603	96.03%
CYP3A4 substrate	-	0.5287	52.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8487	84.87%
CYP3A4 inhibition	-	0.8766	87.66%
CYP2C9 inhibition	-	0.9043	90.43%
CYP2C19 inhibition	-	0.9200	92.00%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	-	0.9192	91.92%
CYP2C8 inhibition	-	0.9402	94.02%
CYP inhibitory promiscuity	-	0.8920	89.20%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7503	75.03%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9627	96.27%
Skin irritation	-	0.8720	87.20%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4402	44.02%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9067	90.67%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5745	57.45%
Acute Oral Toxicity (c)	III	0.6641	66.41%
Estrogen receptor binding	-	0.7850	78.50%
Androgen receptor binding	-	0.6993	69.93%
Thyroid receptor binding	+	0.6377	63.77%
Glucocorticoid receptor binding	-	0.5698	56.98%
Aromatase binding	-	0.5289	52.89%
PPAR gamma	-	0.6816	68.16%
Honey bee toxicity	-	0.6204	62.04%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	-	0.9295	92.95%

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	95.89%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.75%	95.93%
CHEMBL2581	P07339	Cathepsin D	90.91%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.99%	86.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.91%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.21%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.93%	96.00%
CHEMBL3837	P07711	Cathepsin L	82.58%	96.61%
CHEMBL202	P00374	Dihydrofolate reductase	81.59%	89.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.54%	97.25%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.15%	95.83%

Plants that contains it

• Hordeum vulgare
• Oemleria cerasiformis

Cross-Links

• PubChem: 185872
• LOTUS: LTS0024212
• wikiData: Q82956355