[(1R)-6-oxocyclohex-2-ene-1-carbonyl] 2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

Details

• Internal ID: ca799bf3-ed70-49eb-8fa3-cd216500a4da
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(1R)-6-oxocyclohex-2-ene-1-carbonyl] 2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): C1CC(=O)C(C=C1)C(=O)OC(=O)C2=CC=CC=C2OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C1CC(=O)[C@@H](C=C1)C(=O)OC(=O)C2=CC=CC=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C20H22O10/c21-9-14-15(23)16(24)17(25)20(29-14)28-13-8-4-2-6-11(13)19(27)30-18(26)10-5-1-3-7-12(10)22/h1-2,4-6,8,10,14-17,20-21,23-25H,3,7,9H2/t10-,14-,15-,16+,17-,20-/m1/s1
• InChI Key: RCJQRJXIQCHVDY-YVBYILNMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₁₀
• Molecular Weight: 422.40 g/mol
• Exact Mass: 422.12129689 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.92
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7349	73.49%
Caco-2	-	0.8877	88.77%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6905	69.05%
OATP2B1 inhibitior	-	0.8452	84.52%
OATP1B1 inhibitior	+	0.8914	89.14%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6192	61.92%
P-glycoprotein inhibitior	-	0.6614	66.14%
P-glycoprotein substrate	-	0.8140	81.40%
CYP3A4 substrate	+	0.5977	59.77%
CYP2C9 substrate	-	0.7966	79.66%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.7754	77.54%
CYP2C9 inhibition	-	0.5471	54.71%
CYP2C19 inhibition	-	0.7948	79.48%
CYP2D6 inhibition	-	0.9161	91.61%
CYP1A2 inhibition	-	0.8925	89.25%
CYP2C8 inhibition	+	0.4476	44.76%
CYP inhibitory promiscuity	-	0.8284	82.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7607	76.07%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9236	92.36%
Skin irritation	-	0.8128	81.28%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4305	43.05%
Micronuclear	-	0.6567	65.67%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7737	77.37%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.6892	68.92%
Acute Oral Toxicity (c)	III	0.7094	70.94%
Estrogen receptor binding	+	0.5475	54.75%
Androgen receptor binding	-	0.6052	60.52%
Thyroid receptor binding	-	0.6832	68.32%
Glucocorticoid receptor binding	-	0.5409	54.09%
Aromatase binding	-	0.5121	51.21%
PPAR gamma	+	0.5733	57.33%
Honey bee toxicity	-	0.7673	76.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7926	79.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.21%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.12%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.13%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.13%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.50%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.78%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.38%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.36%	94.00%
CHEMBL4208	P20618	Proteasome component C5	82.42%	90.00%

Plants that contains it

• Populus balsamifera
• Salix purpurea

Cross-Links

• PubChem: 162929415
• LOTUS: LTS0230751
• wikiData: Q105233719