[(8R,9R,10R,11S,13R)-11-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2,3,10,19,20-pentahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.05,23.08,13.017,22]tetracosa-1(23),2,4,17,19,21-hexaen-9-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 4d33b962-d175-4e0c-acae-9bb414de3ae5
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(8R,9R,10R,11S,13R)-11-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2,3,10,19,20-pentahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.05,23.08,13.017,22]tetracosa-1(23),2,4,17,19,21-hexaen-9-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C2C(C(C(C(O2)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C6=C5C7=C(O6)C(=C(C=C7C(=O)O1)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C6=C5C7=C(O6)C(=C(C=C7C(=O)O1)O)O)O)O
• InChI: InChI=1S/C36H26O20/c37-15-3-1-11(5-16(15)38)2-4-22(43)53-36-28(47)32(56-33(48)12-6-17(39)25(44)18(40)7-12)29-21(52-36)10-51-34(49)13-8-19(41)26(45)30-23(13)24-14(35(50)55-29)9-20(42)27(46)31(24)54-30/h1-9,21,28-29,32,36-42,44-47H,10H2/b4-2+/t21-,28-,29-,32-,36+/m1/s1
• InChI Key: WUIXNJUCTSTFHT-MZCZBUJSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₂₆O₂₀
• Molecular Weight: 778.60 g/mol
• Exact Mass: 778.10174321 g/mol
• Topological Polar Surface Area (TPSA): 330.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8510	85.10%
Caco-2	-	0.8892	88.92%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6762	67.62%
OATP2B1 inhibitior	-	0.7034	70.34%
OATP1B1 inhibitior	+	0.8232	82.32%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8178	81.78%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.5316	53.16%
CYP3A4 substrate	+	0.6657	66.57%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.6571	65.71%
CYP2C9 inhibition	-	0.6892	68.92%
CYP2C19 inhibition	-	0.5737	57.37%
CYP2D6 inhibition	-	0.8346	83.46%
CYP1A2 inhibition	-	0.7794	77.94%
CYP2C8 inhibition	+	0.7824	78.24%
CYP inhibitory promiscuity	-	0.6715	67.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5474	54.74%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8829	88.29%
Skin irritation	-	0.7641	76.41%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	+	0.5636	56.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7728	77.28%
Micronuclear	+	0.8133	81.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6799	67.99%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9674	96.74%
Acute Oral Toxicity (c)	III	0.4861	48.61%
Estrogen receptor binding	+	0.7624	76.24%
Androgen receptor binding	+	0.8040	80.40%
Thyroid receptor binding	+	0.5386	53.86%
Glucocorticoid receptor binding	+	0.5948	59.48%
Aromatase binding	-	0.5381	53.81%
PPAR gamma	+	0.7072	70.72%
Honey bee toxicity	-	0.7113	71.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9669	96.69%

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	99.84%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.81%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.72%	89.00%
CHEMBL3194	P02766	Transthyretin	96.64%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.16%	86.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	95.70%	83.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.35%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.52%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.79%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.61%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.01%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.33%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.88%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.39%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.99%	95.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.25%	95.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.71%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.45%	90.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.36%	96.00%
CHEMBL2581	P07339	Cathepsin D	80.84%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.42%	92.62%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.27%	88.00%

Plants that contains it

• Balanophora japonica

Cross-Links

• PubChem: 11468403
• LOTUS: LTS0254412
• wikiData: Q105313083