(2-Acetyloxy-3-methoxy-7-oxabicyclo[4.1.0]hept-4-en-1-yl)methyl benzoate

Details

• Internal ID: 65023eab-b6c7-490f-b7f3-20a851c1d440
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: (2-acetyloxy-3-methoxy-7-oxabicyclo[4.1.0]hept-4-en-1-yl)methyl benzoate
• SMILES (Canonical): CC(=O)OC1C(C=CC2C1(O2)COC(=O)C3=CC=CC=C3)OC
• SMILES (Isomeric): CC(=O)OC1C(C=CC2C1(O2)COC(=O)C3=CC=CC=C3)OC
• InChI: InChI=1S/C17H18O6/c1-11(18)22-15-13(20-2)8-9-14-17(15,23-14)10-21-16(19)12-6-4-3-5-7-12/h3-9,13-15H,10H2,1-2H3
• InChI Key: FUGXRTJMDBLHBY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 74.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 6
• 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	+	0.9685	96.85%
Caco-2	+	0.6733	67.33%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7152	71.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8162	81.62%
P-glycoprotein inhibitior	-	0.6366	63.66%
P-glycoprotein substrate	-	0.8654	86.54%
CYP3A4 substrate	+	0.5483	54.83%
CYP2C9 substrate	-	0.5959	59.59%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.6614	66.14%
CYP2C9 inhibition	-	0.8678	86.78%
CYP2C19 inhibition	-	0.7063	70.63%
CYP2D6 inhibition	-	0.9106	91.06%
CYP1A2 inhibition	-	0.8619	86.19%
CYP2C8 inhibition	+	0.6083	60.83%
CYP inhibitory promiscuity	-	0.6588	65.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.5971	59.71%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.7189	71.89%
Skin irritation	-	0.7805	78.05%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4662	46.62%
Micronuclear	+	0.5118	51.18%
Hepatotoxicity	-	0.5216	52.16%
skin sensitisation	-	0.5684	56.84%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5925	59.25%
Acute Oral Toxicity (c)	III	0.4460	44.60%
Estrogen receptor binding	+	0.8281	82.81%
Androgen receptor binding	-	0.5306	53.06%
Thyroid receptor binding	-	0.5313	53.13%
Glucocorticoid receptor binding	-	0.6598	65.98%
Aromatase binding	-	0.5162	51.62%
PPAR gamma	-	0.6713	67.13%
Honey bee toxicity	-	0.8785	87.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	0.9152	91.52%

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	95.40%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.96%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.74%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.01%	90.17%
CHEMBL2581	P07339	Cathepsin D	87.49%	98.95%
CHEMBL5028	O14672	ADAM10	86.04%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	84.71%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.53%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.45%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.94%	83.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.60%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.58%	91.19%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.04%	94.08%

Plants that contains it

• Uvaria pandensis

Cross-Links

• PubChem: 162866580
• LOTUS: LTS0234319
• wikiData: Q105001701