[(1R,5S,6R)-6-benzoyloxy-1,5-dihydroxy-2-oxocyclohex-3-en-1-yl]methyl benzoate

Details

• Internal ID: 6e2a11a5-37ef-4b33-aaca-d5f743eec25f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,5S,6R)-6-benzoyloxy-1,5-dihydroxy-2-oxocyclohex-3-en-1-yl]methyl benzoate
• InChI: InChI=1S/C21H18O7/c22-16-11-12-17(23)21(26,13-27-19(24)14-7-3-1-4-8-14)18(16)28-20(25)15-9-5-2-6-10-15/h1-12,16,18,22,26H,13H2/t16-,18+,21-/m0/s1
• InChI Key: RLGWRHOBIXEKBC-CDXJDZJCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.10525291 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7501	75.01%
Caco-2	-	0.7984	79.84%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8271	82.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9157	91.57%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8338	83.38%
BSEP inhibitior	-	0.7163	71.63%
P-glycoprotein inhibitior	-	0.6551	65.51%
P-glycoprotein substrate	-	0.8817	88.17%
CYP3A4 substrate	+	0.5448	54.48%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8796	87.96%
CYP3A4 inhibition	-	0.8905	89.05%
CYP2C9 inhibition	-	0.7322	73.22%
CYP2C19 inhibition	-	0.8510	85.10%
CYP2D6 inhibition	-	0.9010	90.10%
CYP1A2 inhibition	-	0.9122	91.22%
CYP2C8 inhibition	-	0.5828	58.28%
CYP inhibitory promiscuity	-	0.8260	82.60%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8259	82.59%
Carcinogenicity (trinary)	Non-required	0.7082	70.82%
Eye corrosion	-	0.9949	99.49%
Eye irritation	-	0.5802	58.02%
Skin irritation	-	0.8157	81.57%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6890	68.90%
Micronuclear	+	0.5551	55.51%
Hepatotoxicity	-	0.5194	51.94%
skin sensitisation	-	0.6849	68.49%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4703	47.03%
Acute Oral Toxicity (c)	III	0.8254	82.54%
Estrogen receptor binding	+	0.6612	66.12%
Androgen receptor binding	-	0.5198	51.98%
Thyroid receptor binding	-	0.6508	65.08%
Glucocorticoid receptor binding	-	0.6361	63.61%
Aromatase binding	-	0.6165	61.65%
PPAR gamma	-	0.5760	57.60%
Honey bee toxicity	-	0.9323	93.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9628	96.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.09%	90.17%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.37%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.69%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.65%	96.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.70%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.82%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.64%	99.23%
CHEMBL5028	O14672	ADAM10	81.27%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.67%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	80.33%	97.79%

Plants that contains it

• Uvaria grandiflora
• Uvaria rufa

Cross-Links

• PubChem: 101165035
• LOTUS: LTS0263503
• wikiData: Q105240026