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

Details

• Internal ID: 9c70b282-a12a-4e94-9f5d-6d618c58d429
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,2S,5S,6R)-6-acetyloxy-1,2,5-trihydroxycyclohex-3-en-1-yl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1C(C=CC(C1(COC(=O)C2=CC=CC=C2)O)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H](C=C[C@@H]([C@@]1(COC(=O)C2=CC=CC=C2)O)O)O
• InChI: InChI=1S/C16H18O7/c1-10(17)23-14-12(18)7-8-13(19)16(14,21)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: NGBFUIVXAMJSQR-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	+	0.6945	69.45%
Caco-2	-	0.8305	83.05%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8594	85.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8088	80.88%
BSEP inhibitior	-	0.9312	93.12%
P-glycoprotein inhibitior	-	0.8404	84.04%
P-glycoprotein substrate	-	0.8591	85.91%
CYP3A4 substrate	+	0.5128	51.28%
CYP2C9 substrate	-	0.7923	79.23%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.9290	92.90%
CYP2C9 inhibition	-	0.8577	85.77%
CYP2C19 inhibition	-	0.9212	92.12%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	-	0.8765	87.65%
CYP2C8 inhibition	-	0.5908	59.08%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8932	89.32%
Carcinogenicity (trinary)	Non-required	0.7157	71.57%
Eye corrosion	-	0.9954	99.54%
Eye irritation	-	0.7428	74.28%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7649	76.49%
Micronuclear	+	0.5051	50.51%
Hepatotoxicity	-	0.5475	54.75%
skin sensitisation	-	0.7254	72.54%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5603	56.03%
Acute Oral Toxicity (c)	III	0.7789	77.89%
Estrogen receptor binding	+	0.7285	72.85%
Androgen receptor binding	-	0.6341	63.41%
Thyroid receptor binding	-	0.6584	65.84%
Glucocorticoid receptor binding	-	0.6206	62.06%
Aromatase binding	-	0.6260	62.60%
PPAR gamma	-	0.6364	63.64%
Honey bee toxicity	-	0.8171	81.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9411	94.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.24%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.12%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.22%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.70%	94.62%
CHEMBL5028	O14672	ADAM10	85.82%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.37%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.40%	97.21%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.07%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.67%	91.11%

Plants that contains it

• Monanthotaxis congoensis

Cross-Links

• PubChem: 56958774
• LOTUS: LTS0154271
• wikiData: Q105178820