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

Details

• Internal ID: 4c485580-f50a-4375-8908-3e527687567c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1S,2S,5R,6S)-5-benzoyloxy-2-ethoxy-1,6-dihydroxycyclohex-3-en-1-yl]methyl benzoate
• SMILES (Canonical): CCOC1C=CC(C(C1(COC(=O)C2=CC=CC=C2)O)O)OC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CCO[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/C23H24O7/c1-2-28-19-14-13-18(30-22(26)17-11-7-4-8-12-17)20(24)23(19,27)15-29-21(25)16-9-5-3-6-10-16/h3-14,18-20,24,27H,2,15H2,1H3/t18-,19+,20+,23-/m1/s1
• InChI Key: RDUAKQUSLVHHOC-QTDGGUCWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₇
• Molecular Weight: 412.40 g/mol
• Exact Mass: 412.15220310 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• [(1S,2S,5R,6S)-5-benzoyloxy-2-ethoxy-1,6-dihydroxycyclohex-3-en-1-yl]methyl benzoate
• DTXSID201125035
• 4-Cyclohexene-1,2,3-triol, 1-[(benzoyloxy)methyl]-6-ethoxy-, 3-benzoate, (1S,2S,3R,6S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8946	89.46%
Caco-2	-	0.8000	80.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9101	91.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9158	91.58%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6340	63.40%
P-glycoprotein inhibitior	+	0.7033	70.33%
P-glycoprotein substrate	-	0.7575	75.75%
CYP3A4 substrate	+	0.5600	56.00%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.8435	84.35%
CYP3A4 inhibition	-	0.9442	94.42%
CYP2C9 inhibition	-	0.8286	82.86%
CYP2C19 inhibition	-	0.8323	83.23%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.7920	79.20%
CYP2C8 inhibition	+	0.6258	62.58%
CYP inhibitory promiscuity	-	0.9446	94.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8521	85.21%
Carcinogenicity (trinary)	Non-required	0.6700	67.00%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.8932	89.32%
Skin irritation	-	0.8446	84.46%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4175	41.75%
Micronuclear	-	0.5826	58.26%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7928	79.28%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6661	66.61%
Acute Oral Toxicity (c)	III	0.7068	70.68%
Estrogen receptor binding	+	0.7452	74.52%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5294	52.94%
Glucocorticoid receptor binding	+	0.6074	60.74%
Aromatase binding	-	0.5350	53.50%
PPAR gamma	+	0.6124	61.24%
Honey bee toxicity	-	0.8935	89.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9889	98.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.17%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.95%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.77%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.03%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL5028	O14672	ADAM10	84.10%	97.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.17%	95.17%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.66%	94.23%

Plants that contains it

• Uvaria grandiflora

Cross-Links

• PubChem: 101683473
• LOTUS: LTS0237217
• wikiData: Q105234463