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

Details

• Internal ID: 952832c7-ca89-496e-90b5-e86009e915f9
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1S,2S,3R,6S)-2-benzoyloxy-3-hydroxy-7-oxabicyclo[4.1.0]hept-4-en-1-yl]methyl benzoate
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)OCC23C(O2)C=CC(C3OC(=O)C4=CC=CC=C4)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)OC[C@@]23[C@@H](O2)C=C[C@H]([C@@H]3OC(=O)C4=CC=CC=C4)O
• InChI: InChI=1S/C21H18O6/c22-16-11-12-17-21(27-17,13-25-19(23)14-7-3-1-4-8-14)18(16)26-20(24)15-9-5-2-6-10-15/h1-12,16-18,22H,13H2/t16-,17+,18+,21+/m1/s1
• InChI Key: XKEJWQTWTQNLFP-WKRCXCSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8894	88.94%
Caco-2	-	0.6542	65.42%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7496	74.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6864	68.64%
P-glycoprotein inhibitior	-	0.6770	67.70%
P-glycoprotein substrate	-	0.9058	90.58%
CYP3A4 substrate	+	0.5105	51.05%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8019	80.19%
CYP3A4 inhibition	-	0.8818	88.18%
CYP2C9 inhibition	-	0.7948	79.48%
CYP2C19 inhibition	-	0.8267	82.67%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.9266	92.66%
CYP2C8 inhibition	+	0.5659	56.59%
CYP inhibitory promiscuity	-	0.8429	84.29%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5437	54.37%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.6214	62.14%
Skin irritation	-	0.7326	73.26%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5298	52.98%
Micronuclear	+	0.5777	57.77%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6952	69.52%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5986	59.86%
Acute Oral Toxicity (c)	III	0.4319	43.19%
Estrogen receptor binding	+	0.8145	81.45%
Androgen receptor binding	-	0.5164	51.64%
Thyroid receptor binding	-	0.6512	65.12%
Glucocorticoid receptor binding	-	0.6422	64.22%
Aromatase binding	-	0.5397	53.97%
PPAR gamma	+	0.5214	52.14%
Honey bee toxicity	-	0.8338	83.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9637	96.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.22%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.32%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.32%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.14%	94.62%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.54%	83.00%
CHEMBL2581	P07339	Cathepsin D	87.00%	98.95%
CHEMBL5028	O14672	ADAM10	83.60%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.53%	99.23%

Plants that contains it

• Uvaria grandiflora

Cross-Links

• PubChem: 163010691
• LOTUS: LTS0241082
• wikiData: Q105329448