[(1R,4S,5S,6S)-4-benzoyloxy-5,6-dihydroxy-5-(hydroxymethyl)cyclohex-2-en-1-yl] benzoate

Details

• Internal ID: cef8df43-3860-4210-8bf8-fbbc5890dc36
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,4S,5S,6S)-4-benzoyloxy-5,6-dihydroxy-5-(hydroxymethyl)cyclohex-2-en-1-yl] benzoate
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)OC2C=CC(C(C2O)(CO)O)OC(=O)C3=CC=CC=C3
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)O[C@@H]2C=C[C@@H]([C@@]([C@H]2O)(CO)O)OC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C21H20O7/c22-13-21(26)17(28-20(25)15-9-5-2-6-10-15)12-11-16(18(21)23)27-19(24)14-7-3-1-4-8-14/h1-12,16-18,22-23,26H,13H2/t16-,17+,18+,21-/m1/s1
• InChI Key: NCVZAESRYISDGT-OEMYIYORSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₇
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.12090297 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7684	76.84%
Caco-2	-	0.8546	85.46%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7927	79.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9375	93.75%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7088	70.88%
BSEP inhibitior	-	0.6793	67.93%
P-glycoprotein inhibitior	-	0.6203	62.03%
P-glycoprotein substrate	-	0.9010	90.10%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5983	59.83%
CYP2D6 substrate	-	0.8330	83.30%
CYP3A4 inhibition	-	0.8872	88.72%
CYP2C9 inhibition	-	0.8971	89.71%
CYP2C19 inhibition	-	0.9107	91.07%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	-	0.8721	87.21%
CYP2C8 inhibition	-	0.6851	68.51%
CYP inhibitory promiscuity	-	0.9468	94.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8732	87.32%
Carcinogenicity (trinary)	Non-required	0.7331	73.31%
Eye corrosion	-	0.9958	99.58%
Eye irritation	-	0.8883	88.83%
Skin irritation	-	0.8134	81.34%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7188	71.88%
Micronuclear	-	0.5082	50.82%
Hepatotoxicity	-	0.6415	64.15%
skin sensitisation	-	0.6710	67.10%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5270	52.70%
Acute Oral Toxicity (c)	III	0.7094	70.94%
Estrogen receptor binding	+	0.6942	69.42%
Androgen receptor binding	-	0.5606	56.06%
Thyroid receptor binding	-	0.6168	61.68%
Glucocorticoid receptor binding	-	0.4774	47.74%
Aromatase binding	-	0.5851	58.51%
PPAR gamma	+	0.6241	62.41%
Honey bee toxicity	-	0.8263	82.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9430	94.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.27%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	92.27%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.82%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.96%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.44%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.18%	94.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.86%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.14%	95.56%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.63%	94.97%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.10%	96.95%
CHEMBL5028	O14672	ADAM10	80.90%	97.50%

Plants that contains it

• Uvaria rufa

Cross-Links

• PubChem: 102450483
• LOTUS: LTS0004772
• wikiData: Q105177400