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

Details

• Internal ID: b8103cf3-4f88-4c0f-baa4-c66ddd62f406
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1S,2R,5R,6S)-5,6-diacetyloxy-1,2-dihydroxycyclohex-3-en-1-yl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1C=CC(C(C1OC(=O)C)(COC(=O)C2=CC=CC=C2)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1C=C[C@H]([C@]([C@H]1OC(=O)C)(COC(=O)C2=CC=CC=C2)O)O
• InChI: InChI=1S/C18H20O8/c1-11(19)25-14-8-9-15(21)18(23,16(14)26-12(2)20)10-24-17(22)13-6-4-3-5-7-13/h3-9,14-16,21,23H,10H2,1-2H3/t14-,15-,16+,18+/m1/s1
• InChI Key: MAIHNXWUKKJTIY-CBZIJGRNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₈
• Molecular Weight: 364.30 g/mol
• Exact Mass: 364.11581759 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9400	94.00%
Caco-2	-	0.7517	75.17%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9073	90.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6692	66.92%
P-glycoprotein inhibitior	-	0.5825	58.25%
P-glycoprotein substrate	-	0.7660	76.60%
CYP3A4 substrate	+	0.5097	50.97%
CYP2C9 substrate	-	0.7923	79.23%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.8913	89.13%
CYP2C9 inhibition	-	0.8661	86.61%
CYP2C19 inhibition	-	0.9061	90.61%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	-	0.8202	82.02%
CYP2C8 inhibition	-	0.5629	56.29%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8432	84.32%
Carcinogenicity (trinary)	Non-required	0.7067	70.67%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.8429	84.29%
Skin irritation	-	0.7996	79.96%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7699	76.99%
Micronuclear	+	0.5251	52.51%
Hepatotoxicity	-	0.5850	58.50%
skin sensitisation	-	0.6190	61.90%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5243	52.43%
Acute Oral Toxicity (c)	III	0.7011	70.11%
Estrogen receptor binding	+	0.7350	73.50%
Androgen receptor binding	-	0.5733	57.33%
Thyroid receptor binding	-	0.5736	57.36%
Glucocorticoid receptor binding	-	0.5580	55.80%
Aromatase binding	-	0.6272	62.72%
PPAR gamma	-	0.5680	56.80%
Honey bee toxicity	-	0.8667	86.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9605	96.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.43%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.44%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.03%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.05%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.93%	94.62%
CHEMBL5028	O14672	ADAM10	84.89%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.09%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.64%	95.56%

Plants that contains it

• Monanthotaxis congoensis
• Piper ribesioides

Cross-Links

• PubChem: 101630856
• LOTUS: LTS0016132
• wikiData: Q105160349