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

Details

• Internal ID: 1028731e-6fc6-4d26-bfed-4cabd53adddf
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1S,2S,5S,6R)-5,6-diacetyloxy-1-hydroxy-2-methoxycyclohex-3-en-1-yl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1C=CC(C(C1OC(=O)C)(COC(=O)C2=CC=CC=C2)O)OC
• SMILES (Isomeric): CC(=O)O[C@H]1C=C[C@@H]([C@]([C@@H]1OC(=O)C)(COC(=O)C2=CC=CC=C2)O)OC
• InChI: InChI=1S/C19H22O8/c1-12(20)26-15-9-10-16(24-3)19(23,17(15)27-13(2)21)11-25-18(22)14-7-5-4-6-8-14/h4-10,15-17,23H,11H2,1-3H3/t15-,16-,17+,19-/m0/s1
• InChI Key: WAOAOGHRRPNUAT-BMFAXAFESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₈
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.13146766 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9726	97.26%
Caco-2	-	0.5348	53.48%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8628	86.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5677	56.77%
P-glycoprotein inhibitior	+	0.6343	63.43%
P-glycoprotein substrate	-	0.7242	72.42%
CYP3A4 substrate	+	0.5341	53.41%
CYP2C9 substrate	-	0.7775	77.75%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	-	0.7753	77.53%
CYP2C9 inhibition	-	0.8413	84.13%
CYP2C19 inhibition	-	0.8692	86.92%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.8864	88.64%
CYP2C8 inhibition	+	0.5473	54.73%
CYP inhibitory promiscuity	-	0.8873	88.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7828	78.28%
Carcinogenicity (trinary)	Non-required	0.6816	68.16%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8564	85.64%
Skin irritation	-	0.8137	81.37%
Skin corrosion	-	0.9790	97.90%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5278	52.78%
Micronuclear	-	0.5508	55.08%
Hepatotoxicity	-	0.5316	53.16%
skin sensitisation	-	0.6145	61.45%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5579	55.79%
Acute Oral Toxicity (c)	III	0.6706	67.06%
Estrogen receptor binding	+	0.7813	78.13%
Androgen receptor binding	-	0.5448	54.48%
Thyroid receptor binding	-	0.5183	51.83%
Glucocorticoid receptor binding	-	0.5494	54.94%
Aromatase binding	-	0.6060	60.60%
PPAR gamma	-	0.4869	48.69%
Honey bee toxicity	-	0.8318	83.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	+	0.8984	89.84%

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	96.69%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.55%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	92.41%	90.17%
CHEMBL2581	P07339	Cathepsin D	92.36%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.38%	91.11%
CHEMBL5028	O14672	ADAM10	84.70%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.10%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.18%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.48%	85.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.78%	94.08%
CHEMBL2535	P11166	Glucose transporter	81.19%	98.75%

Plants that contains it

• Monanthotaxis congoensis

Cross-Links

• PubChem: 163087287
• LOTUS: LTS0034605
• wikiData: Q105300343