(2R,3R,4R)-4-[(1R,2S)-3-[[(2R,3R,4R)-6-carboxy-2-[(1S)-1,2-dihydroxyethyl]-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4-dihydro-2H-pyran-4-yl]oxycarbonyl]-1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2-carbonyl]oxy-2-[(1R)-1,2-dihydroxyethyl]-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4-dihydro-2H-pyran-6-carboxylic acid

Details

• Internal ID: 93f99567-41ec-4dfc-ba1a-351eb1302817
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: (2R,3R,4R)-4-[(1R,2S)-3-[[(2R,3R,4R)-6-carboxy-2-[(1S)-1,2-dihydroxyethyl]-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4-dihydro-2H-pyran-4-yl]oxycarbonyl]-1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2-carbonyl]oxy-2-[(1R)-1,2-dihydroxyethyl]-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4-dihydro-2H-pyran-6-carboxylic acid
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)OC2C(C=C(OC2C(CO)O)C(=O)O)OC(=O)C3C(C4=CC(=C(C=C4C=C3C(=O)OC5C=C(OC(C5OC(=O)C=CC6=CC(=C(C=C6)O)O)C(CO)O)C(=O)O)O)O)C7=CC(=C(C=C7)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1/C=C/C(=O)O[C@@H]2[C@@H](C=C(O[C@@H]2[C@@H](CO)O)C(=O)O)OC(=O)[C@H]3[C@@H](C4=CC(=C(C=C4C=C3C(=O)O[C@@H]5C=C(O[C@@H]([C@@H]5OC(=O)/C=C/C6=CC(=C(C=C6)O)O)[C@H](CO)O)C(=O)O)O)O)C7=CC(=C(C=C7)O)O)O)O
• InChI: InChI=1S/C52H46O26/c53-19-35(63)45-47(77-41(65)9-3-21-1-6-27(55)30(58)11-21)37(17-39(73-45)49(67)68)75-51(71)26-13-24-15-33(61)34(62)16-25(24)43(23-5-8-29(57)32(60)14-23)44(26)52(72)76-38-18-40(50(69)70)74-46(36(64)20-54)48(38)78-42(66)10-4-22-2-7-28(56)31(59)12-22/h1-18,35-38,43-48,53-64H,19-20H2,(H,67,68)(H,69,70)/b9-3+,10-4+/t35-,36+,37+,38+,43+,44+,45+,46+,47+,48+/m0/s1
• InChI Key: SQEKKTRQFRWOBO-KQEVFQKASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₄₆O₂₆
• Molecular Weight: 1086.90 g/mol
• Exact Mass: 1086.22773157 g/mol
• Topological Polar Surface Area (TPSA): 441.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8856	88.56%
Caco-2	-	0.8710	87.10%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6866	68.66%
OATP2B1 inhibitior	-	0.5729	57.29%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8805	88.05%
P-glycoprotein inhibitior	+	0.7381	73.81%
P-glycoprotein substrate	+	0.5251	52.51%
CYP3A4 substrate	+	0.6677	66.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8726	87.26%
CYP3A4 inhibition	-	0.8585	85.85%
CYP2C9 inhibition	-	0.6550	65.50%
CYP2C19 inhibition	-	0.6540	65.40%
CYP2D6 inhibition	-	0.8536	85.36%
CYP1A2 inhibition	-	0.8141	81.41%
CYP2C8 inhibition	+	0.7920	79.20%
CYP inhibitory promiscuity	-	0.7059	70.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6806	68.06%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.8183	81.83%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.6423	64.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.8008	80.08%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6571	65.71%
skin sensitisation	-	0.7821	78.21%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8817	88.17%
Acute Oral Toxicity (c)	III	0.4613	46.13%
Estrogen receptor binding	+	0.7169	71.69%
Androgen receptor binding	+	0.7461	74.61%
Thyroid receptor binding	+	0.5422	54.22%
Glucocorticoid receptor binding	-	0.5233	52.33%
Aromatase binding	+	0.5363	53.63%
PPAR gamma	+	0.7315	73.15%
Honey bee toxicity	-	0.6808	68.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9383	93.83%

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	99.76%	91.11%
CHEMBL3194	P02766	Transthyretin	97.03%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.95%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.75%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.34%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.25%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.05%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.56%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.96%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.33%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.33%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.44%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.73%	83.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.51%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	85.50%	90.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.46%	97.28%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.94%	96.37%
CHEMBL340	P08684	Cytochrome P450 3A4	83.82%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.29%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.45%	91.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.84%	96.95%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.79%	94.97%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.27%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.00%	94.62%

Plants that contains it

• Bazzania trilobata

Cross-Links

• PubChem: 163006565
• LOTUS: LTS0271371
• wikiData: Q105257810