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

Details

• Internal ID: 5cdf98df-7abb-41cf-8641-bdca61054c8b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,2S,5R,6S)-6-acetyloxy-5-benzoyloxy-1-hydroxy-2-methoxycyclohex-3-en-1-yl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1C(C=CC(C1(COC(=O)C2=CC=CC=C2)O)OC)OC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H](C=C[C@@H]([C@@]1(COC(=O)C2=CC=CC=C2)O)OC)OC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C24H24O8/c1-16(25)31-21-19(32-23(27)18-11-7-4-8-12-18)13-14-20(29-2)24(21,28)15-30-22(26)17-9-5-3-6-10-17/h3-14,19-21,28H,15H2,1-2H3/t19-,20+,21+,24-/m1/s1
• InChI Key: LKJMMXIRHXNZPL-MDAIXWLXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₈
• Molecular Weight: 440.40 g/mol
• Exact Mass: 440.14711772 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9710	97.10%
Caco-2	-	0.6670	66.70%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8821	88.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7895	78.95%
P-glycoprotein inhibitior	+	0.7540	75.40%
P-glycoprotein substrate	-	0.6853	68.53%
CYP3A4 substrate	+	0.5576	55.76%
CYP2C9 substrate	-	0.7775	77.75%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	-	0.8202	82.02%
CYP2C9 inhibition	-	0.8105	81.05%
CYP2C19 inhibition	-	0.8398	83.98%
CYP2D6 inhibition	-	0.9210	92.10%
CYP1A2 inhibition	-	0.8800	88.00%
CYP2C8 inhibition	+	0.5730	57.30%
CYP inhibitory promiscuity	-	0.8745	87.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.7082	70.82%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8814	88.14%
Skin irritation	-	0.8333	83.33%
Skin corrosion	-	0.9765	97.65%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3853	38.53%
Micronuclear	+	0.5192	51.92%
Hepatotoxicity	-	0.5341	53.41%
skin sensitisation	-	0.6434	64.34%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.6246	62.46%
Acute Oral Toxicity (c)	III	0.6856	68.56%
Estrogen receptor binding	+	0.6995	69.95%
Androgen receptor binding	-	0.4907	49.07%
Thyroid receptor binding	+	0.5143	51.43%
Glucocorticoid receptor binding	+	0.5600	56.00%
Aromatase binding	-	0.6527	65.27%
PPAR gamma	+	0.5522	55.22%
Honey bee toxicity	-	0.8315	83.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9503	95.03%

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	96.91%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.79%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.70%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.78%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.65%	91.11%
CHEMBL5028	O14672	ADAM10	85.39%	97.50%
CHEMBL2535	P11166	Glucose transporter	83.55%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.17%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.17%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.47%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.30%	94.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.57%	82.69%

Plants that contains it

• Uvaria grandiflora

Cross-Links

• PubChem: 101165033
• LOTUS: LTS0072939
• wikiData: Q105153078