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

Details

• Internal ID: 4c8aebd9-a8ae-4200-a076-b9219410b8a3
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1S,2S,5R,6S)-5-benzoyloxy-1,6-dihydroxy-2-methoxycyclohex-3-en-1-yl]methyl benzoate
• SMILES (Canonical): COC1C=CC(C(C1(COC(=O)C2=CC=CC=C2)O)O)OC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CO[C@H]1C=C[C@H]([C@@H]([C@]1(COC(=O)C2=CC=CC=C2)O)O)OC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C22H22O7/c1-27-18-13-12-17(29-21(25)16-10-6-3-7-11-16)19(23)22(18,26)14-28-20(24)15-8-4-2-5-9-15/h2-13,17-19,23,26H,14H2,1H3/t17-,18+,19+,22-/m1/s1
• InChI Key: BKFUWJBLCVTXGS-MDPIYQRISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₇
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.13655304 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9206	92.06%
Caco-2	-	0.6980	69.80%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8700	87.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5094	50.94%
P-glycoprotein inhibitior	-	0.4437	44.37%
P-glycoprotein substrate	-	0.7299	72.99%
CYP3A4 substrate	+	0.5576	55.76%
CYP2C9 substrate	-	0.5983	59.83%
CYP2D6 substrate	-	0.8286	82.86%
CYP3A4 inhibition	-	0.9277	92.77%
CYP2C9 inhibition	-	0.8518	85.18%
CYP2C19 inhibition	-	0.9115	91.15%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.8336	83.36%
CYP2C8 inhibition	+	0.4833	48.33%
CYP inhibitory promiscuity	-	0.9573	95.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6723	67.23%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.8696	86.96%
Skin irritation	-	0.8345	83.45%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5543	55.43%
Micronuclear	+	0.5492	54.92%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7237	72.37%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5435	54.35%
Acute Oral Toxicity (c)	III	0.7350	73.50%
Estrogen receptor binding	+	0.6867	68.67%
Androgen receptor binding	+	0.5223	52.23%
Thyroid receptor binding	-	0.4943	49.43%
Glucocorticoid receptor binding	+	0.5492	54.92%
Aromatase binding	-	0.5446	54.46%
PPAR gamma	+	0.5779	57.79%
Honey bee toxicity	-	0.8880	88.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9549	95.49%

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	96.29%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.66%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.13%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.03%	98.95%
CHEMBL5028	O14672	ADAM10	85.04%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.69%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.75%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.74%	94.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.63%	96.95%
CHEMBL2535	P11166	Glucose transporter	81.90%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.16%	94.62%

Plants that contains it

• Uvaria grandiflora

Cross-Links

• PubChem: 101110142
• LOTUS: LTS0264673
• wikiData: Q104937547