3-(3-Carboxypropanoyloxy)-1,5-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-4-hydroxycyclohexane-1-carboxylic acid

Details

• Internal ID: ea67e439-e0fe-40f6-8fc5-dbdf582e4d73
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: 3-(3-carboxypropanoyloxy)-1,5-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-4-hydroxycyclohexane-1-carboxylic acid
• SMILES (Canonical): C1C(C(C(CC1(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)OC(=O)CCC(=O)O
• SMILES (Isomeric): C1C(C(C(CC1(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)OC(=O)CCC(=O)O
• InChI: InChI=1S/C29H28O15/c30-17-5-1-15(11-19(17)32)3-8-24(36)42-21-13-29(28(40)41,14-22(27(21)39)43-25(37)10-7-23(34)35)44-26(38)9-4-16-2-6-18(31)20(33)12-16/h1-6,8-9,11-12,21-22,27,30-33,39H,7,10,13-14H2,(H,34,35)(H,40,41)
• InChI Key: MUFAVRJITSENSB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₈O₁₅
• Molecular Weight: 616.50 g/mol
• Exact Mass: 616.14282018 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9453	94.53%
Caco-2	-	0.8962	89.62%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8719	87.19%
OATP2B1 inhibitior	-	0.7096	70.96%
OATP1B1 inhibitior	+	0.9189	91.89%
OATP1B3 inhibitior	+	0.9316	93.16%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7805	78.05%
P-glycoprotein inhibitior	+	0.7083	70.83%
P-glycoprotein substrate	-	0.7145	71.45%
CYP3A4 substrate	+	0.5729	57.29%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8542	85.42%
CYP3A4 inhibition	-	0.8604	86.04%
CYP2C9 inhibition	-	0.8630	86.30%
CYP2C19 inhibition	-	0.8150	81.50%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.8379	83.79%
CYP2C8 inhibition	+	0.5991	59.91%
CYP inhibitory promiscuity	-	0.9749	97.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8643	86.43%
Carcinogenicity (trinary)	Non-required	0.6242	62.42%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8962	89.62%
Skin irritation	-	0.7458	74.58%
Skin corrosion	-	0.9166	91.66%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4009	40.09%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	-	0.5018	50.18%
skin sensitisation	-	0.6982	69.82%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8886	88.86%
Acute Oral Toxicity (c)	III	0.7882	78.82%
Estrogen receptor binding	+	0.7720	77.20%
Androgen receptor binding	+	0.7587	75.87%
Thyroid receptor binding	+	0.5503	55.03%
Glucocorticoid receptor binding	+	0.6110	61.10%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6276	62.76%
Honey bee toxicity	-	0.8211	82.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	0.9903	99.03%

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	99.74%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	98.81%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.43%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.14%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.93%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.70%	94.45%
CHEMBL4208	P20618	Proteasome component C5	89.62%	90.00%
CHEMBL3194	P02766	Transthyretin	89.06%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.92%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.55%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.97%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.46%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.24%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	85.77%	83.82%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.30%	94.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.26%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	82.11%	91.19%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.07%	94.08%
CHEMBL2581	P07339	Cathepsin D	81.03%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	80.96%	95.93%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.67%	94.23%

Plants that contains it

• Arctium lappa

Cross-Links

• PubChem: 162986682
• LOTUS: LTS0144421
• wikiData: Q105172264