[(3R,4R,5S,6S)-6-acetyloxy-5-benzoyloxy-3-chloro-4-hydroxycyclohexen-1-yl]methyl benzoate

Details

• Internal ID: 6aa36df6-1bf3-4bb4-b3a7-fc98474308cd
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(3R,4R,5S,6S)-6-acetyloxy-5-benzoyloxy-3-chloro-4-hydroxycyclohexen-1-yl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1C(C(C(C=C1COC(=O)C2=CC=CC=C2)Cl)O)OC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]([C@H]([C@@H](C=C1COC(=O)C2=CC=CC=C2)Cl)O)OC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C23H21ClO7/c1-14(25)30-20-17(13-29-22(27)15-8-4-2-5-9-15)12-18(24)19(26)21(20)31-23(28)16-10-6-3-7-11-16/h2-12,18-21,26H,13H2,1H3/t18-,19+,20+,21+/m1/s1
• InChI Key: CAABTNRNYPEXCM-ANULTFPQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₁ClO₇
• Molecular Weight: 444.90 g/mol
• Exact Mass: 444.0975807 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 7
• 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	+	0.9822	98.22%
Caco-2	-	0.6528	65.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9055	90.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8629	86.29%
OATP1B3 inhibitior	+	0.9191	91.91%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7900	79.00%
P-glycoprotein inhibitior	+	0.7179	71.79%
P-glycoprotein substrate	-	0.7973	79.73%
CYP3A4 substrate	+	0.5883	58.83%
CYP2C9 substrate	-	0.7656	76.56%
CYP2D6 substrate	-	0.8588	85.88%
CYP3A4 inhibition	-	0.9290	92.90%
CYP2C9 inhibition	+	0.7660	76.60%
CYP2C19 inhibition	+	0.6559	65.59%
CYP2D6 inhibition	-	0.6293	62.93%
CYP1A2 inhibition	+	0.5339	53.39%
CYP2C8 inhibition	+	0.5927	59.27%
CYP inhibitory promiscuity	-	0.5410	54.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7081	70.81%
Carcinogenicity (trinary)	Non-required	0.5474	54.74%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8945	89.45%
Skin irritation	-	0.7114	71.14%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4578	45.78%
Micronuclear	+	0.6166	61.66%
Hepatotoxicity	-	0.5074	50.74%
skin sensitisation	-	0.5629	56.29%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6248	62.48%
Acute Oral Toxicity (c)	III	0.7418	74.18%
Estrogen receptor binding	-	0.4856	48.56%
Androgen receptor binding	-	0.5465	54.65%
Thyroid receptor binding	-	0.6344	63.44%
Glucocorticoid receptor binding	-	0.4866	48.66%
Aromatase binding	-	0.7798	77.98%
PPAR gamma	-	0.5127	51.27%
Honey bee toxicity	-	0.7198	71.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.95%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.46%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.11%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.42%	99.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.11%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.14%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.55%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.92%	95.56%
CHEMBL5028	O14672	ADAM10	80.83%	97.50%
CHEMBL2039	P27338	Monoamine oxidase B	80.82%	92.51%

Plants that contains it

• Uvaria calamistrata

Cross-Links

• PubChem: 46894360
• LOTUS: LTS0231396
• wikiData: Q104950800