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

Details

• Internal ID: 6419c1f5-fbe8-40d1-8909-4b1adef3c59c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,2S,5S,6R)-5-acetyloxy-1,2,6-trihydroxycyclohex-3-en-1-yl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1C=CC(C(C1O)(COC(=O)C2=CC=CC=C2)O)O
• SMILES (Isomeric): CC(=O)O[C@H]1C=C[C@@H]([C@@]([C@@H]1O)(COC(=O)C2=CC=CC=C2)O)O
• InChI: InChI=1S/C16H18O7/c1-10(17)23-12-7-8-13(18)16(21,14(12)19)9-22-15(20)11-5-3-2-4-6-11/h2-8,12-14,18-19,21H,9H2,1H3/t12-,13-,14+,16+/m0/s1
• InChI Key: ADEXVVHMWRYPCI-TTZDDIAXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₇
• Molecular Weight: 322.31 g/mol
• Exact Mass: 322.10525291 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8329	83.29%
Caco-2	-	0.8741	87.41%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8634	86.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7338	73.38%
BSEP inhibitior	-	0.8022	80.22%
P-glycoprotein inhibitior	-	0.8617	86.17%
P-glycoprotein substrate	-	0.7969	79.69%
CYP3A4 substrate	+	0.5214	52.14%
CYP2C9 substrate	-	0.7923	79.23%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.9450	94.50%
CYP2C9 inhibition	-	0.8635	86.35%
CYP2C19 inhibition	-	0.9269	92.69%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8794	87.94%
CYP2C8 inhibition	-	0.5860	58.60%
CYP inhibitory promiscuity	-	0.9436	94.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8732	87.32%
Carcinogenicity (trinary)	Non-required	0.7156	71.56%
Eye corrosion	-	0.9947	99.47%
Eye irritation	-	0.8287	82.87%
Skin irritation	-	0.7734	77.34%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8539	85.39%
Micronuclear	+	0.5251	52.51%
Hepatotoxicity	-	0.6225	62.25%
skin sensitisation	-	0.6408	64.08%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5311	53.11%
Acute Oral Toxicity (c)	III	0.7702	77.02%
Estrogen receptor binding	+	0.6785	67.85%
Androgen receptor binding	-	0.6097	60.97%
Thyroid receptor binding	-	0.5930	59.30%
Glucocorticoid receptor binding	-	0.5383	53.83%
Aromatase binding	-	0.5687	56.87%
PPAR gamma	-	0.5912	59.12%
Honey bee toxicity	-	0.8948	89.48%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9375	93.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.79%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.00%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.06%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.98%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.83%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.01%	91.11%
CHEMBL5028	O14672	ADAM10	84.89%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.91%	95.56%

Plants that contains it

• Monanthotaxis congoensis

Cross-Links

• PubChem: 56958775
• LOTUS: LTS0057796
• wikiData: Q104909519