[5-(Acetyloxymethyl)-6-benzoyloxyhexa-2,4-dienyl] benzoate

Details

• Internal ID: 080ab603-12db-4e81-930f-7439574e13d0
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [5-(acetyloxymethyl)-6-benzoyloxyhexa-2,4-dienyl] benzoate
• SMILES (Canonical): CC(=O)OCC(=CC=CCOC(=O)C1=CC=CC=C1)COC(=O)C2=CC=CC=C2
• SMILES (Isomeric): CC(=O)OCC(=CC=CCOC(=O)C1=CC=CC=C1)COC(=O)C2=CC=CC=C2
• InChI: InChI=1S/C23H22O6/c1-18(24)28-16-19(17-29-23(26)21-13-6-3-7-14-21)10-8-9-15-27-22(25)20-11-4-2-5-12-20/h2-14H,15-17H2,1H3
• InChI Key: IBWOIGRIZVKSIJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₆
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.14163842 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	-	0.6673	66.73%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8454	84.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8922	89.22%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9629	96.29%
P-glycoprotein inhibitior	+	0.8129	81.29%
P-glycoprotein substrate	-	0.9163	91.63%
CYP3A4 substrate	-	0.5643	56.43%
CYP2C9 substrate	-	0.7597	75.97%
CYP2D6 substrate	-	0.8771	87.71%
CYP3A4 inhibition	-	0.8661	86.61%
CYP2C9 inhibition	+	0.5347	53.47%
CYP2C19 inhibition	+	0.6339	63.39%
CYP2D6 inhibition	-	0.8444	84.44%
CYP1A2 inhibition	+	0.6126	61.26%
CYP2C8 inhibition	-	0.5833	58.33%
CYP inhibitory promiscuity	+	0.8136	81.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5863	58.63%
Carcinogenicity (trinary)	Non-required	0.6578	65.78%
Eye corrosion	-	0.9285	92.85%
Eye irritation	-	0.7253	72.53%
Skin irritation	-	0.6829	68.29%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8778	87.78%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.5081	50.81%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.4694	46.94%
Acute Oral Toxicity (c)	III	0.6540	65.40%
Estrogen receptor binding	+	0.7985	79.85%
Androgen receptor binding	-	0.5589	55.89%
Thyroid receptor binding	-	0.6797	67.97%
Glucocorticoid receptor binding	-	0.6338	63.38%
Aromatase binding	-	0.5298	52.98%
PPAR gamma	-	0.5704	57.04%
Honey bee toxicity	-	0.9344	93.44%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.47%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.15%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.62%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	87.84%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.82%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.81%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.01%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.97%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.36%	95.50%
CHEMBL4208	P20618	Proteasome component C5	82.34%	90.00%

Plants that contains it

• Uvaria grandiflora

Cross-Links

• PubChem: 73062974
• LOTUS: LTS0085588
• wikiData: Q105110804