[(1R,2S,5S,6R)-6-acetyloxy-2-ethoxy-1,5-dihydroxycyclohex-3-en-1-yl]methyl benzoate

Details

• Internal ID: 1c84afc5-eee0-4f95-b5ff-7afb7afd4c1b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,2S,5S,6R)-6-acetyloxy-2-ethoxy-1,5-dihydroxycyclohex-3-en-1-yl]methyl benzoate
• SMILES (Canonical): CCOC1C=CC(C(C1(COC(=O)C2=CC=CC=C2)O)OC(=O)C)O
• SMILES (Isomeric): CCO[C@H]1C=C[C@@H]([C@H]([C@]1(COC(=O)C2=CC=CC=C2)O)OC(=O)C)O
• InChI: InChI=1S/C18H22O7/c1-3-23-15-10-9-14(20)16(25-12(2)19)18(15,22)11-24-17(21)13-7-5-4-6-8-13/h4-10,14-16,20,22H,3,11H2,1-2H3/t14-,15-,16+,18+/m0/s1
• InChI Key: RAQCBIPYAKMRKB-LISAXSMJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₇
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.13655304 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8605	86.05%
Caco-2	-	0.6441	64.41%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8734	87.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8338	83.38%
BSEP inhibitior	-	0.8061	80.61%
P-glycoprotein inhibitior	-	0.5844	58.44%
P-glycoprotein substrate	-	0.7969	79.69%
CYP3A4 substrate	+	0.5595	55.95%
CYP2C9 substrate	-	0.7923	79.23%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.8858	88.58%
CYP2C9 inhibition	-	0.6851	68.51%
CYP2C19 inhibition	-	0.7987	79.87%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	-	0.8653	86.53%
CYP2C8 inhibition	+	0.6245	62.45%
CYP inhibitory promiscuity	-	0.8140	81.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8321	83.21%
Carcinogenicity (trinary)	Non-required	0.7369	73.69%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.8038	80.38%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4693	46.93%
Micronuclear	-	0.6226	62.26%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7176	71.76%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.7311	73.11%
Acute Oral Toxicity (c)	III	0.7431	74.31%
Estrogen receptor binding	+	0.7577	75.77%
Androgen receptor binding	-	0.6317	63.17%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5352	53.52%
Aromatase binding	-	0.6138	61.38%
PPAR gamma	+	0.5319	53.19%
Honey bee toxicity	-	0.7677	76.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	+	0.9687	96.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.49%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.42%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.95%	94.62%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.46%	87.67%
CHEMBL5028	O14672	ADAM10	85.36%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.99%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.42%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.79%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.60%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.55%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.38%	94.08%

Plants that contains it

• Monanthotaxis congoensis

Cross-Links

• PubChem: 56958776
• LOTUS: LTS0033707
• wikiData: Q105232810