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

Details

• Internal ID: 977b8f62-a36a-462f-bb71-b8cc23a6e797
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1S,2S,5R,6S)-2-acetyloxy-5-benzoyloxy-1,6-dihydroxycyclohex-3-en-1-yl]methyl benzoate
• InChI: InChI=1S/C23H22O8/c1-15(24)30-19-13-12-18(31-22(27)17-10-6-3-7-11-17)20(25)23(19,28)14-29-21(26)16-8-4-2-5-9-16/h2-13,18-20,25,28H,14H2,1H3/t18-,19+,20+,23-/m1/s1
• InChI Key: WBFAMVDHSGIPNA-QTDGGUCWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₈
• Molecular Weight: 426.40 g/mol
• Exact Mass: 426.13146766 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 8
• 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	+	0.9322	93.22%
Caco-2	-	0.8107	81.07%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9042	90.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9230	92.30%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5846	58.46%
P-glycoprotein inhibitior	+	0.6277	62.77%
P-glycoprotein substrate	-	0.7613	76.13%
CYP3A4 substrate	+	0.5701	57.01%
CYP2C9 substrate	-	0.7923	79.23%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.8679	86.79%
CYP2C19 inhibition	-	0.9089	90.89%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.8486	84.86%
CYP2C8 inhibition	-	0.5957	59.57%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8532	85.32%
Carcinogenicity (trinary)	Non-required	0.6780	67.80%
Eye corrosion	-	0.9949	99.49%
Eye irritation	-	0.8388	83.88%
Skin irritation	-	0.8365	83.65%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6061	60.61%
Micronuclear	+	0.5651	56.51%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.6864	68.64%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5566	55.66%
Acute Oral Toxicity (c)	III	0.7406	74.06%
Estrogen receptor binding	+	0.7344	73.44%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5598	55.98%
Aromatase binding	-	0.6910	69.10%
PPAR gamma	+	0.5944	59.44%
Honey bee toxicity	-	0.8724	87.24%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9771	97.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.21%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.89%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.85%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	90.17%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.82%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.91%	91.11%
CHEMBL5028	O14672	ADAM10	84.97%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.06%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.93%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.33%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.22%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.19%	96.95%

Plants that contains it

• Bryonia cretica
• Citrullus colocynthis
• Kaempferia rotunda
• Trichosanthes tricuspidata

Cross-Links

• PubChem: 16741795
• LOTUS: LTS0203379
• wikiData: Q105338250