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

Details

• Internal ID: 79888fe1-fb42-44a7-a26e-fb81fbd6d1d8
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1S,2S,5S,6R)-2,5-diacetyloxy-1,6-dihydroxycyclohex-3-en-1-yl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1C=CC(C(C1O)(COC(=O)C2=CC=CC=C2)O)OC(=O)C
• SMILES (Isomeric): CC(=O)O[C@H]1C=C[C@@H]([C@@]([C@@H]1O)(COC(=O)C2=CC=CC=C2)O)OC(=O)C
• InChI: InChI=1S/C18H20O8/c1-11(19)25-14-8-9-15(26-12(2)20)18(23,16(14)21)10-24-17(22)13-6-4-3-5-7-13/h3-9,14-16,21,23H,10H2,1-2H3/t14-,15-,16+,18+/m0/s1
• InChI Key: MMESXCQWMJEGBH-LISAXSMJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₈
• Molecular Weight: 364.30 g/mol
• Exact Mass: 364.11581759 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9400	94.00%
Caco-2	-	0.7552	75.52%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9073	90.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9259	92.59%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8179	81.79%
P-glycoprotein inhibitior	-	0.6303	63.03%
P-glycoprotein substrate	-	0.7963	79.63%
CYP3A4 substrate	+	0.5463	54.63%
CYP2C9 substrate	-	0.7923	79.23%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.8913	89.13%
CYP2C9 inhibition	-	0.8661	86.61%
CYP2C19 inhibition	-	0.9061	90.61%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	-	0.8202	82.02%
CYP2C8 inhibition	-	0.6232	62.32%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8432	84.32%
Carcinogenicity (trinary)	Non-required	0.7067	70.67%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.7163	71.63%
Skin irritation	-	0.7996	79.96%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8306	83.06%
Micronuclear	+	0.5251	52.51%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.6190	61.90%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4892	48.92%
Acute Oral Toxicity (c)	III	0.7011	70.11%
Estrogen receptor binding	+	0.7595	75.95%
Androgen receptor binding	-	0.5681	56.81%
Thyroid receptor binding	-	0.5639	56.39%
Glucocorticoid receptor binding	-	0.5955	59.55%
Aromatase binding	-	0.6646	66.46%
PPAR gamma	-	0.5265	52.65%
Honey bee toxicity	-	0.8736	87.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9605	96.05%

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	94.87%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.05%	94.62%
CHEMBL2581	P07339	Cathepsin D	93.89%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.60%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	90.90%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.00%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.01%	91.11%
CHEMBL5028	O14672	ADAM10	84.27%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.49%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.22%	95.50%

Plants that contains it

• Monanthotaxis congoensis

Cross-Links

• PubChem: 56958772
• LOTUS: LTS0236565
• wikiData: Q105167696