[(1R,5R,6S)-5,6-diacetyloxy-1-hydroxycyclohex-3-en-1-yl] benzoate

Details

• Internal ID: 669c78ff-cbd4-4926-820a-acc3dec173c0
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,5R,6S)-5,6-diacetyloxy-1-hydroxycyclohex-3-en-1-yl] benzoate
• SMILES (Canonical): CC(=O)OC1C=CCC(C1OC(=O)C)(O)OC(=O)C2=CC=CC=C2
• SMILES (Isomeric): CC(=O)O[C@@H]1C=CC[C@@]([C@H]1OC(=O)C)(O)OC(=O)C2=CC=CC=C2
• InChI: InChI=1S/C17H18O7/c1-11(18)22-14-9-6-10-17(21,15(14)23-12(2)19)24-16(20)13-7-4-3-5-8-13/h3-9,14-15,21H,10H2,1-2H3/t14-,15+,17-/m1/s1
• InChI Key: MHUXMRZLKRYBKX-HLLBOEOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₇
• Molecular Weight: 334.30 g/mol
• Exact Mass: 334.10525291 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9626	96.26%
Caco-2	-	0.5373	53.73%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8767	87.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9426	94.26%
OATP1B3 inhibitior	+	0.9581	95.81%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7296	72.96%
P-glycoprotein inhibitior	-	0.6215	62.15%
P-glycoprotein substrate	-	0.8260	82.60%
CYP3A4 substrate	+	0.5314	53.14%
CYP2C9 substrate	-	0.7861	78.61%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	-	0.8022	80.22%
CYP2C9 inhibition	-	0.9280	92.80%
CYP2C19 inhibition	-	0.8838	88.38%
CYP2D6 inhibition	-	0.9029	90.29%
CYP1A2 inhibition	-	0.9067	90.67%
CYP2C8 inhibition	-	0.5846	58.46%
CYP inhibitory promiscuity	-	0.9358	93.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7414	74.14%
Carcinogenicity (trinary)	Non-required	0.6394	63.94%
Eye corrosion	-	0.9734	97.34%
Eye irritation	-	0.8193	81.93%
Skin irritation	-	0.6597	65.97%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6340	63.40%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6244	62.44%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6312	63.12%
Estrogen receptor binding	+	0.7264	72.64%
Androgen receptor binding	-	0.6591	65.91%
Thyroid receptor binding	-	0.5923	59.23%
Glucocorticoid receptor binding	-	0.6805	68.05%
Aromatase binding	-	0.5990	59.90%
PPAR gamma	-	0.6767	67.67%
Honey bee toxicity	-	0.9069	90.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.9564	95.64%

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	94.96%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.36%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.75%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.78%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.58%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.68%	98.95%
CHEMBL4208	P20618	Proteasome component C5	82.55%	90.00%
CHEMBL5028	O14672	ADAM10	81.92%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.01%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.44%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.44%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.14%	91.19%

Plants that contains it

• Piper ribesioides

Cross-Links

• PubChem: 162938775
• LOTUS: LTS0106244
• wikiData: Q105164194