1-O-[(E)-3-[3-hydroxy-5-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enyl] 5-O-methyl (3S)-3-[(1S,3R,4R,5R)-3-acetyloxy-1,4,5-trihydroxycyclohexanecarbonyl]oxy-3-methylpentanedioate

Details

• Internal ID: e5e8bee5-526a-42ac-8f06-dd3ce5b7a519
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 1-O-[(E)-3-[3-hydroxy-5-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enyl] 5-O-methyl (3S)-3-[(1S,3R,4R,5R)-3-acetyloxy-1,4,5-trihydroxycyclohexanecarbonyl]oxy-3-methylpentanedioate
• SMILES (Canonical): CC(=O)OC1CC(CC(C1O)O)(C(=O)OC(C)(CC(=O)OC)CC(=O)OCC=CC2=CC(=C(C(=C2)OC)OC3C(C(C(C(O3)CO)O)O)O)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@@](C[C@H]([C@H]1O)O)(C(=O)O[C@@](C)(CC(=O)OC)CC(=O)OC/C=C/C2=CC(=C(C(=C2)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O
• InChI: InChI=1S/C32H44O19/c1-15(34)48-20-11-32(44,10-18(36)24(20)39)30(43)51-31(2,12-22(37)46-4)13-23(38)47-7-5-6-16-8-17(35)28(19(9-16)45-3)50-29-27(42)26(41)25(40)21(14-33)49-29/h5-6,8-9,18,20-21,24-27,29,33,35-36,39-42,44H,7,10-14H2,1-4H3/b6-5+/t18-,20-,21-,24-,25-,26+,27-,29+,31+,32+/m1/s1
• InChI Key: JKGFJKSBLHABGR-CFYYQMOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₉
• Molecular Weight: 732.70 g/mol
• Exact Mass: 732.24767917 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.43
• H-Bond Acceptor: 19
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6027	60.27%
Caco-2	-	0.8619	86.19%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6876	68.76%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8300	83.00%
OATP1B3 inhibitior	+	0.9011	90.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8779	87.79%
P-glycoprotein inhibitior	+	0.7244	72.44%
P-glycoprotein substrate	+	0.6306	63.06%
CYP3A4 substrate	+	0.7084	70.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.6751	67.51%
CYP2C9 inhibition	-	0.8755	87.55%
CYP2C19 inhibition	-	0.8684	86.84%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.7473	74.73%
CYP2C8 inhibition	+	0.6982	69.82%
CYP inhibitory promiscuity	-	0.9577	95.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7167	71.67%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9147	91.47%
Skin irritation	-	0.8009	80.09%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3883	38.83%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.8653	86.53%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7988	79.88%
Acute Oral Toxicity (c)	III	0.5432	54.32%
Estrogen receptor binding	+	0.8196	81.96%
Androgen receptor binding	+	0.5977	59.77%
Thyroid receptor binding	+	0.5745	57.45%
Glucocorticoid receptor binding	+	0.6943	69.43%
Aromatase binding	+	0.6170	61.70%
PPAR gamma	+	0.7197	71.97%
Honey bee toxicity	-	0.6713	67.13%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9748	97.48%

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	99.85%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.36%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.65%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.99%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.13%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.37%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.18%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.55%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.44%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.34%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.04%	94.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.43%	95.83%
CHEMBL2581	P07339	Cathepsin D	86.42%	98.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.26%	82.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.85%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.14%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.00%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.52%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.92%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.64%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.55%	91.03%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.99%	97.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.99%	91.07%
CHEMBL5028	O14672	ADAM10	81.53%	97.50%

Plants that contains it

• Wahlenbergia marginata

Cross-Links

• PubChem: 10818732
• LOTUS: LTS0194669
• wikiData: Q105130192