(5-Acetyloxy-6-benzoyloxy-3,4-dihydroxycyclohexen-1-yl)methyl benzoate

Details

• Internal ID: bccd4446-39b2-4279-b02e-5864b773e402
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: (5-acetyloxy-6-benzoyloxy-3,4-dihydroxycyclohexen-1-yl)methyl benzoate
• SMILES (Canonical): CC(=O)OC1C(C(C=C(C1OC(=O)C2=CC=CC=C2)COC(=O)C3=CC=CC=C3)O)O
• SMILES (Isomeric): CC(=O)OC1C(C(C=C(C1OC(=O)C2=CC=CC=C2)COC(=O)C3=CC=CC=C3)O)O
• InChI: InChI=1S/C23H22O8/c1-14(24)30-21-19(26)18(25)12-17(13-29-22(27)15-8-4-2-5-9-15)20(21)31-23(28)16-10-6-3-7-11-16/h2-12,18-21,25-26H,13H2,1H3
• InChI Key: WQXUFMNCQXXDLE-UHFFFAOYSA-N
• Popularity: 0 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: 1.60
• 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	+	0.8681	86.81%
Caco-2	-	0.8099	80.99%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.9094	90.94%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7759	77.59%
P-glycoprotein inhibitior	+	0.6784	67.84%
P-glycoprotein substrate	-	0.8551	85.51%
CYP3A4 substrate	+	0.5475	54.75%
CYP2C9 substrate	-	0.7656	76.56%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.9409	94.09%
CYP2C9 inhibition	+	0.7167	71.67%
CYP2C19 inhibition	-	0.6890	68.90%
CYP2D6 inhibition	-	0.7749	77.49%
CYP1A2 inhibition	+	0.5169	51.69%
CYP2C8 inhibition	+	0.4732	47.32%
CYP inhibitory promiscuity	-	0.5788	57.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7676	76.76%
Carcinogenicity (trinary)	Non-required	0.7006	70.06%
Eye corrosion	-	0.9946	99.46%
Eye irritation	-	0.8526	85.26%
Skin irritation	-	0.8218	82.18%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5974	59.74%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7224	72.24%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6530	65.30%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6497	64.97%
Acute Oral Toxicity (c)	III	0.6218	62.18%
Estrogen receptor binding	+	0.6084	60.84%
Androgen receptor binding	-	0.5899	58.99%
Thyroid receptor binding	-	0.6807	68.07%
Glucocorticoid receptor binding	-	0.5884	58.84%
Aromatase binding	-	0.7713	77.13%
PPAR gamma	-	0.5826	58.26%
Honey bee toxicity	-	0.8501	85.01%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9950	99.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.68%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.09%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	91.81%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.75%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.37%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.89%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.04%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.14%	94.08%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.89%	81.11%
CHEMBL5028	O14672	ADAM10	80.80%	97.50%

Plants that contains it

• Uvaria calamistrata

Cross-Links

• PubChem: 75229758
• LOTUS: LTS0137499
• wikiData: Q105311056