[(1R,4S,5S,6R)-4,6-dihydroxy-8-oxo-2-oxabicyclo[2.2.2]octan-5-yl] benzoate

Details

• Internal ID: fd9f1599-ff72-4aec-a703-bd846bb40f9b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,4S,5S,6R)-4,6-dihydroxy-8-oxo-2-oxabicyclo[2.2.2]octan-5-yl] benzoate
• SMILES (Canonical): C1C2C(C(C(C1=O)(CO2)O)OC(=O)C3=CC=CC=C3)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@](C1=O)(CO2)O)OC(=O)C3=CC=CC=C3)O
• InChI: InChI=1S/C14H14O6/c15-10-6-9-11(16)12(14(10,18)7-19-9)20-13(17)8-4-2-1-3-5-8/h1-5,9,11-12,16,18H,6-7H2/t9-,11-,12+,14-/m1/s1
• InChI Key: IOBUGGJXFORZQJ-SGESHTKJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₆
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.07903816 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.32
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.7252	72.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7130	71.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9425	94.25%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9507	95.07%
P-glycoprotein inhibitior	-	0.8997	89.97%
P-glycoprotein substrate	-	0.8957	89.57%
CYP3A4 substrate	+	0.5114	51.14%
CYP2C9 substrate	-	0.8123	81.23%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.9149	91.49%
CYP2C9 inhibition	-	0.8922	89.22%
CYP2C19 inhibition	-	0.8840	88.40%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.9444	94.44%
CYP2C8 inhibition	-	0.6354	63.54%
CYP inhibitory promiscuity	-	0.9682	96.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6317	63.17%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.6061	60.61%
Skin irritation	-	0.7968	79.68%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8560	85.60%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5789	57.89%
Acute Oral Toxicity (c)	III	0.6451	64.51%
Estrogen receptor binding	+	0.7270	72.70%
Androgen receptor binding	-	0.6011	60.11%
Thyroid receptor binding	-	0.7604	76.04%
Glucocorticoid receptor binding	-	0.5432	54.32%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5615	56.15%
Honey bee toxicity	-	0.7538	75.38%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7379	73.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.00%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.71%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.95%	99.23%
CHEMBL2581	P07339	Cathepsin D	93.63%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.73%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.62%	83.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.64%	87.67%
CHEMBL2535	P11166	Glucose transporter	83.88%	98.75%
CHEMBL5028	O14672	ADAM10	82.89%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	81.23%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.23%	94.62%

Plants that contains it

• Uvaria grandiflora

Cross-Links

• PubChem: 101165038
• LOTUS: LTS0210831
• wikiData: Q105116570