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

Details

• Internal ID: 8b9da58e-5195-46f1-b688-3a45762b522f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,2R,3S,6S)-3-acetyloxy-2-hydroxy-7-oxabicyclo[4.1.0]hept-4-en-1-yl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1C=CC2C(C1O)(O2)COC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CC(=O)O[C@H]1C=C[C@H]2[C@@]([C@@H]1O)(O2)COC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C16H16O6/c1-10(17)21-12-7-8-13-16(22-13,14(12)18)9-20-15(19)11-5-3-2-4-6-11/h2-8,12-14,18H,9H2,1H3/t12-,13-,14+,16-/m0/s1
• InChI Key: WDSLWIVFXAGWAV-AYDFFVQHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9595	95.95%
Caco-2	-	0.8218	82.18%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7846	78.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6912	69.12%
P-glycoprotein inhibitior	-	0.8337	83.37%
P-glycoprotein substrate	-	0.8508	85.08%
CYP3A4 substrate	+	0.5466	54.66%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.9125	91.25%
CYP2C9 inhibition	-	0.8515	85.15%
CYP2C19 inhibition	-	0.8425	84.25%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.9176	91.76%
CYP2C8 inhibition	+	0.5064	50.64%
CYP inhibitory promiscuity	-	0.8793	87.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.5655	56.55%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.7258	72.58%
Skin irritation	-	0.7164	71.64%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8824	88.24%
Micronuclear	+	0.5318	53.18%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6407	64.07%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5791	57.91%
Acute Oral Toxicity (c)	III	0.4926	49.26%
Estrogen receptor binding	+	0.8000	80.00%
Androgen receptor binding	-	0.5998	59.98%
Thyroid receptor binding	-	0.6055	60.55%
Glucocorticoid receptor binding	-	0.5833	58.33%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6004	60.04%
Honey bee toxicity	-	0.8780	87.80%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9292	92.92%

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	94.70%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.61%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.30%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.85%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.19%	94.62%
CHEMBL2581	P07339	Cathepsin D	90.01%	98.95%
CHEMBL5028	O14672	ADAM10	84.84%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.81%	94.08%
CHEMBL3401	O75469	Pregnane X receptor	84.19%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.12%	95.56%

Plants that contains it

• Uvaria pandensis

Cross-Links

• PubChem: 162882630
• LOTUS: LTS0060818
• wikiData: Q105302627