[(1R,2S,3R,6S)-3-acetyloxy-1,2,6-trihydroxycyclohexyl]methyl benzoate

Details

• Internal ID: f8b114ee-1c36-43c3-a87c-c37f5e54b3ee
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,2S,3R,6S)-3-acetyloxy-1,2,6-trihydroxycyclohexyl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1CCC(C(C1O)(COC(=O)C2=CC=CC=C2)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1CC[C@@H]([C@@]([C@H]1O)(COC(=O)C2=CC=CC=C2)O)O
• InChI: InChI=1S/C16H20O7/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/h2-6,12-14,18-19,21H,7-9H2,1H3/t12-,13+,14+,16-/m1/s1
• InChI Key: SAXRAMDMJSMQAZ-ORIJERBGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₇
• Molecular Weight: 324.32 g/mol
• Exact Mass: 324.12090297 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.02
• 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	+	0.6353	63.53%
Caco-2	-	0.8493	84.93%
Blood Brain Barrier	-	0.6178	61.78%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9378	93.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9426	94.26%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7792	77.92%
BSEP inhibitior	-	0.9044	90.44%
P-glycoprotein inhibitior	-	0.8683	86.83%
P-glycoprotein substrate	-	0.7813	78.13%
CYP3A4 substrate	+	0.5830	58.30%
CYP2C9 substrate	-	0.7769	77.69%
CYP2D6 substrate	-	0.8442	84.42%
CYP3A4 inhibition	-	0.9084	90.84%
CYP2C9 inhibition	-	0.7840	78.40%
CYP2C19 inhibition	-	0.8672	86.72%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.8895	88.95%
CYP2C8 inhibition	-	0.5744	57.44%
CYP inhibitory promiscuity	-	0.9752	97.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7266	72.66%
Eye corrosion	-	0.9955	99.55%
Eye irritation	-	0.9375	93.75%
Skin irritation	-	0.7834	78.34%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5961	59.61%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	-	0.6350	63.50%
skin sensitisation	-	0.8664	86.64%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4825	48.25%
Acute Oral Toxicity (c)	III	0.7260	72.60%
Estrogen receptor binding	+	0.7306	73.06%
Androgen receptor binding	-	0.6140	61.40%
Thyroid receptor binding	-	0.6248	62.48%
Glucocorticoid receptor binding	+	0.5575	55.75%
Aromatase binding	-	0.5827	58.27%
PPAR gamma	+	0.5268	52.68%
Honey bee toxicity	-	0.9476	94.76%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9517	95.17%

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	97.01%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.22%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.08%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.93%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.63%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.21%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.87%	94.08%
CHEMBL5028	O14672	ADAM10	86.50%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.86%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.88%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.78%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162930845
• LOTUS: LTS0049165
• wikiData: Q105249206