4-[4-[3-Chloro-2-hydroxy-4-(1-hydroxy-2-methoxy-3,6-dimethyl-4-oxocyclohexa-2,5-diene-1-carbonyl)oxy-5,6-dimethylbenzoyl]oxy-2-hydroxy-3,6-dimethylbenzoyl]oxy-6-methoxy-2,3-dimethylbenzoic acid

Details

• Internal ID: a08e3e21-86d1-4589-9f3c-a7b3cacdd77e
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 4-[4-[3-chloro-2-hydroxy-4-(1-hydroxy-2-methoxy-3,6-dimethyl-4-oxocyclohexa-2,5-diene-1-carbonyl)oxy-5,6-dimethylbenzoyl]oxy-2-hydroxy-3,6-dimethylbenzoyl]oxy-6-methoxy-2,3-dimethylbenzoic acid
• SMILES (Canonical): CC1=CC(=C(C(=C1C(=O)OC2=CC(=C(C(=C2C)C)C(=O)O)OC)O)C)OC(=O)C3=C(C(=C(C(=C3C)C)OC(=O)C4(C(=CC(=O)C(=C4OC)C)C)O)Cl)O
• SMILES (Isomeric): CC1=CC(=C(C(=C1C(=O)OC2=CC(=C(C(=C2C)C)C(=O)O)OC)O)C)OC(=O)C3=C(C(=C(C(=C3C)C)OC(=O)C4(C(=CC(=O)C(=C4OC)C)C)O)Cl)O
• InChI: InChI=1S/C38H37ClO14/c1-14-11-23(21(8)30(41)26(14)35(45)52-24-13-25(49-9)27(34(43)44)17(4)16(24)3)51-36(46)28-18(5)19(6)32(29(39)31(28)42)53-37(47)38(48)15(2)12-22(40)20(7)33(38)50-10/h11-13,41-42,48H,1-10H3,(H,43,44)
• InChI Key: AFEAZMLLVJMACB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₃₇ClO₁₄
• Molecular Weight: 753.10 g/mol
• Exact Mass: 752.1871835 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 5.83
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

• CJ-21164
• 4-(4-(3-chloro-2-hydroxy-4-(1-hydroxy-2-methoxy-3,6-dimethyl-4-oxocyclohexa-2,5-diene-1-carbonyl)oxy-5,6-dimethylbenzoyl)oxy-2-hydroxy-3,6-dimethylbenzoyl)oxy-6-methoxy-2,3-dimethylbenzoic acid
• 4-[4-[3-chloro-2-hydroxy-4-(1-hydroxy-2-methoxy-3,6-dimethyl-4-oxocyclohexa-2,5-diene-1-carbonyl)oxy-5,6-dimethylbenzoyl]oxy-2-hydroxy-3,6-dimethylbenzoyl]oxy-6-methoxy-2,3-dimethylbenzoic acid
• RefChem:918750
• CJ 21164
• CJ 21,164
• 416845-79-9
• CHEMBL3218304

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	-	0.8300	83.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8687	86.87%
OATP2B1 inhibitior	+	0.5752	57.52%
OATP1B1 inhibitior	+	0.8531	85.31%
OATP1B3 inhibitior	+	0.8373	83.73%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9285	92.85%
P-glycoprotein inhibitior	+	0.7733	77.33%
P-glycoprotein substrate	-	0.5827	58.27%
CYP3A4 substrate	+	0.6618	66.18%
CYP2C9 substrate	-	0.6026	60.26%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.9414	94.14%
CYP2C9 inhibition	-	0.6794	67.94%
CYP2C19 inhibition	+	0.5386	53.86%
CYP2D6 inhibition	-	0.8661	86.61%
CYP1A2 inhibition	-	0.6860	68.60%
CYP2C8 inhibition	+	0.7926	79.26%
CYP inhibitory promiscuity	-	0.6203	62.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6707	67.07%
Carcinogenicity (trinary)	Danger	0.6006	60.06%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8887	88.87%
Skin irritation	-	0.7189	71.89%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6932	69.32%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6606	66.06%
skin sensitisation	-	0.7083	70.83%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6821	68.21%
Acute Oral Toxicity (c)	III	0.5409	54.09%
Estrogen receptor binding	+	0.7804	78.04%
Androgen receptor binding	+	0.7257	72.57%
Thyroid receptor binding	+	0.6366	63.66%
Glucocorticoid receptor binding	+	0.7622	76.22%
Aromatase binding	+	0.7359	73.59%
PPAR gamma	+	0.6954	69.54%
Honey bee toxicity	-	0.8335	83.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.23%	91.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	95.96%	94.42%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.02%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.87%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.13%	96.00%
CHEMBL2581	P07339	Cathepsin D	89.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.68%	86.33%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	88.01%	91.79%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	86.72%	95.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.28%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.57%	95.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.30%	95.17%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.28%	96.00%
CHEMBL3194	P02766	Transthyretin	82.85%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.67%	96.90%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.92%	99.15%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.77%	93.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.62%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.61%	91.19%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.24%	92.29%
CHEMBL4208	P20618	Proteasome component C5	80.82%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9810725
• LOTUS: LTS0217502
• wikiData: Q103816065