[(1S,4R,5R,6S)-5,6-diacetyloxy-4-benzoyloxy-1-hydroxycyclohex-2-en-1-yl]methyl benzoate

Details

• Internal ID: a8f6c7da-9750-4377-80c3-6b0110e66b11
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(1S,4R,5R,6S)-5,6-diacetyloxy-4-benzoyloxy-1-hydroxycyclohex-2-en-1-yl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1C(C=CC(C1OC(=O)C)(COC(=O)C2=CC=CC=C2)O)OC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H](C=C[C@@]([C@H]1OC(=O)C)(COC(=O)C2=CC=CC=C2)O)OC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C25H24O9/c1-16(26)32-21-20(34-24(29)19-11-7-4-8-12-19)13-14-25(30,22(21)33-17(2)27)15-31-23(28)18-9-5-3-6-10-18/h3-14,20-22,30H,15H2,1-2H3/t20-,21-,22+,25+/m1/s1
• InChI Key: SHXCIOVODHNIGJ-APDHKMKFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₉
• Molecular Weight: 468.50 g/mol
• Exact Mass: 468.14203234 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9774	97.74%
Caco-2	-	0.7770	77.70%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.9078	90.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8790	87.90%
P-glycoprotein inhibitior	+	0.8027	80.27%
P-glycoprotein substrate	-	0.8329	83.29%
CYP3A4 substrate	+	0.5503	55.03%
CYP2C9 substrate	-	0.7746	77.46%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.8288	82.88%
CYP2C9 inhibition	-	0.7970	79.70%
CYP2C19 inhibition	-	0.8294	82.94%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.8728	87.28%
CYP2C8 inhibition	-	0.5793	57.93%
CYP inhibitory promiscuity	-	0.8602	86.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7659	76.59%
Carcinogenicity (trinary)	Non-required	0.7166	71.66%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.8830	88.30%
Skin irritation	-	0.8247	82.47%
Skin corrosion	-	0.9707	97.07%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6479	64.79%
Micronuclear	+	0.5351	53.51%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.5710	57.10%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.6287	62.87%
Acute Oral Toxicity (c)	III	0.6871	68.71%
Estrogen receptor binding	+	0.7511	75.11%
Androgen receptor binding	-	0.5350	53.50%
Thyroid receptor binding	+	0.5725	57.25%
Glucocorticoid receptor binding	+	0.7194	71.94%
Aromatase binding	-	0.6717	67.17%
PPAR gamma	+	0.6296	62.96%
Honey bee toxicity	-	0.9001	90.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9753	97.53%

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	97.89%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.34%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.88%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.15%	86.33%
CHEMBL5028	O14672	ADAM10	87.15%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.56%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.69%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.48%	95.56%
CHEMBL4208	P20618	Proteasome component C5	82.17%	90.00%

Plants that contains it

• Uvaria grandiflora

Cross-Links

• PubChem: 102121369
• LOTUS: LTS0028895
• wikiData: Q105253304