[(1R,2S,5S,6R)-2,5,6-triacetyloxy-1-hydroxycyclohex-3-en-1-yl]methyl benzoate

Details

• Internal ID: 14ae5adf-3193-4610-b4c8-67228a2fee13
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(1R,2S,5S,6R)-2,5,6-triacetyloxy-1-hydroxycyclohex-3-en-1-yl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1C=CC(C(C1OC(=O)C)(COC(=O)C2=CC=CC=C2)O)OC(=O)C
• SMILES (Isomeric): CC(=O)O[C@H]1C=C[C@@H]([C@@]([C@@H]1OC(=O)C)(COC(=O)C2=CC=CC=C2)O)OC(=O)C
• InChI: InChI=1S/C20H22O9/c1-12(21)27-16-9-10-17(28-13(2)22)20(25,18(16)29-14(3)23)11-26-19(24)15-7-5-4-6-8-15/h4-10,16-18,25H,11H2,1-3H3/t16-,17-,18+,20+/m0/s1
• InChI Key: BJASBPAUIPMSBA-PNYFIKQUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₉
• Molecular Weight: 406.40 g/mol
• Exact Mass: 406.12638228 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	-	0.6345	63.45%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8915	89.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5639	56.39%
P-glycoprotein inhibitior	+	0.6733	67.33%
P-glycoprotein substrate	-	0.7947	79.47%
CYP3A4 substrate	+	0.5201	52.01%
CYP2C9 substrate	-	0.7746	77.46%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.7843	78.43%
CYP2C9 inhibition	-	0.8562	85.62%
CYP2C19 inhibition	-	0.8678	86.78%
CYP2D6 inhibition	-	0.9115	91.15%
CYP1A2 inhibition	-	0.8676	86.76%
CYP2C8 inhibition	+	0.4506	45.06%
CYP inhibitory promiscuity	-	0.8722	87.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7459	74.59%
Carcinogenicity (trinary)	Non-required	0.6890	68.90%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8087	80.87%
Skin irritation	-	0.7832	78.32%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6117	61.17%
Micronuclear	-	0.5249	52.49%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	+	0.4809	48.09%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.4658	46.58%
Acute Oral Toxicity (c)	III	0.6603	66.03%
Estrogen receptor binding	+	0.8151	81.51%
Androgen receptor binding	-	0.5563	55.63%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5102	51.02%
Aromatase binding	-	0.6085	60.85%
PPAR gamma	+	0.5316	53.16%
Honey bee toxicity	-	0.8528	85.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.9482	94.82%

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	95.26%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.94%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.02%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.46%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.47%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	88.39%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.45%	95.50%
CHEMBL5028	O14672	ADAM10	84.15%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.92%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.08%	95.56%

Plants that contains it

• Monanthotaxis congoensis

Cross-Links

• PubChem: 56958773
• LOTUS: LTS0066211
• wikiData: Q104936934