[(1R,2S,3R,6R)-2,3-diacetyloxy-7-oxabicyclo[4.1.0]hept-4-en-1-yl]methyl benzoate

Details

• Internal ID: 902fb97e-8bbd-48ac-975a-ae3362177d1f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,2S,3R,6R)-2,3-diacetyloxy-7-oxabicyclo[4.1.0]hept-4-en-1-yl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1C=CC2C(C1OC(=O)C)(O2)COC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CC(=O)O[C@@H]1C=C[C@@H]2[C@]([C@H]1OC(=O)C)(O2)COC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C18H18O7/c1-11(19)23-14-8-9-15-18(25-15,16(14)24-12(2)20)10-22-17(21)13-6-4-3-5-7-13/h3-9,14-16H,10H2,1-2H3/t14-,15-,16+,18-/m1/s1
• InChI Key: WJYFLYDUGXWVMP-XLMAVXFVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₇
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.10525291 g/mol
• Topological Polar Surface Area (TPSA): 91.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9715	97.15%
Caco-2	-	0.5216	52.16%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7310	73.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4541	45.41%
P-glycoprotein inhibitior	-	0.5273	52.73%
P-glycoprotein substrate	-	0.8328	83.28%
CYP3A4 substrate	+	0.5340	53.40%
CYP2C9 substrate	-	0.5959	59.59%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.7298	72.98%
CYP2C9 inhibition	-	0.8472	84.72%
CYP2C19 inhibition	-	0.7254	72.54%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	-	0.8506	85.06%
CYP2C8 inhibition	+	0.6086	60.86%
CYP inhibitory promiscuity	-	0.6064	60.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8443	84.43%
Carcinogenicity (trinary)	Non-required	0.5949	59.49%
Eye corrosion	-	0.9715	97.15%
Eye irritation	-	0.7578	75.78%
Skin irritation	-	0.7552	75.52%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6367	63.67%
Micronuclear	+	0.5018	50.18%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.5147	51.47%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5962	59.62%
Acute Oral Toxicity (c)	III	0.4375	43.75%
Estrogen receptor binding	+	0.8622	86.22%
Androgen receptor binding	-	0.5430	54.30%
Thyroid receptor binding	-	0.5511	55.11%
Glucocorticoid receptor binding	-	0.6003	60.03%
Aromatase binding	+	0.5549	55.49%
PPAR gamma	-	0.5509	55.09%
Honey bee toxicity	-	0.8832	88.32%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.9565	95.65%

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	94.54%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.32%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.47%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.76%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.44%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	85.33%	94.73%
CHEMBL5028	O14672	ADAM10	85.12%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.12%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.96%	83.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.30%	94.08%

Plants that contains it

• Uvaria pandensis

Cross-Links

• PubChem: 10871693
• LOTUS: LTS0225610
• wikiData: Q104394543