(1,5,6-Trihydroxy-2-oxocyclohex-3-en-1-yl)methyl benzoate

Details

• Internal ID: 44797b7a-1bce-4f91-9fd7-2ae7ebcd9d88
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: (1,5,6-trihydroxy-2-oxocyclohex-3-en-1-yl)methyl benzoate
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)OCC2(C(C(C=CC2=O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)OCC2(C(C(C=CC2=O)O)O)O
• InChI: InChI=1S/C14H14O6/c15-10-6-7-11(16)14(19,12(10)17)8-20-13(18)9-4-2-1-3-5-9/h1-7,10,12,15,17,19H,8H2
• InChI Key: ISGGRGRMTBVSEN-UHFFFAOYSA-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): 104.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.56
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6402	64.02%
Caco-2	-	0.8015	80.15%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8146	81.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9350	93.50%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8338	83.38%
BSEP inhibitior	-	0.8636	86.36%
P-glycoprotein inhibitior	-	0.9477	94.77%
P-glycoprotein substrate	-	0.9379	93.79%
CYP3A4 substrate	+	0.5134	51.34%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8775	87.75%
CYP3A4 inhibition	-	0.9176	91.76%
CYP2C9 inhibition	-	0.8850	88.50%
CYP2C19 inhibition	-	0.9113	91.13%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.8889	88.89%
CYP2C8 inhibition	-	0.7448	74.48%
CYP inhibitory promiscuity	-	0.9382	93.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9032	90.32%
Carcinogenicity (trinary)	Non-required	0.6976	69.76%
Eye corrosion	-	0.9951	99.51%
Eye irritation	+	0.6891	68.91%
Skin irritation	-	0.7678	76.78%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9013	90.13%
Micronuclear	+	0.5451	54.51%
Hepatotoxicity	-	0.5661	56.61%
skin sensitisation	-	0.6808	68.08%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5636	56.36%
Acute Oral Toxicity (c)	III	0.7772	77.72%
Estrogen receptor binding	+	0.6600	66.00%
Androgen receptor binding	-	0.5200	52.00%
Thyroid receptor binding	-	0.6408	64.08%
Glucocorticoid receptor binding	-	0.6155	61.55%
Aromatase binding	+	0.6290	62.90%
PPAR gamma	-	0.6015	60.15%
Honey bee toxicity	-	0.9552	95.52%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9379	93.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.54%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.40%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.39%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.62%	99.23%
CHEMBL5028	O14672	ADAM10	81.82%	97.50%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.45%	87.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.82%	94.62%

Plants that contains it

• Uvaria grandiflora

Cross-Links

• PubChem: 163036323
• LOTUS: LTS0061730
• wikiData: Q105119491