[(1R,3'S,4R,4'R,5S,23R,25S,26R,33R,35S,36S,38R,39S,41R,43R,44R)-3',4',10,11,12,15,16,17,31,32,35,36,41-tridecahydroxy-2,7,20,28-tetraoxospiro[3,6,21,24,27,34,37,40-octaoxadecacyclo[27.13.2.01,38.04,23.05,26.08,13.014,19.033,44.035,41.036,43]tetratetraconta-8,10,12,14,16,18,29,31-octaene-39,2'-oxolane]-25-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 34c9393b-332d-4520-a009-888f3f80bd75
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1R,3'S,4R,4'R,5S,23R,25S,26R,33R,35S,36S,38R,39S,41R,43R,44R)-3',4',10,11,12,15,16,17,31,32,35,36,41-tridecahydroxy-2,7,20,28-tetraoxospiro[3,6,21,24,27,34,37,40-octaoxadecacyclo[27.13.2.01,38.04,23.05,26.08,13.014,19.033,44.035,41.036,43]tetratetraconta-8,10,12,14,16,18,29,31-octaene-39,2'-oxolane]-25-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(C2(O1)C3C45CC(O2)(C6(C(C4C7C(O6)C(=C(C=C7C(=O)OC8C9C(C(COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O9)O)O)O)O)O)O)OC8OC(=O)C1=CC(=C(C(=C1)O)O)O)OC5=O)O)O)(O3)O)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H]([C@@]2(O1)[C@H]3[C@@]45C[C@@](O2)([C@]6([C@]([C@@H]4[C@H]7[C@@H](O6)C(=C(C=C7C(=O)O[C@@H]8[C@@H]9[C@@H]([C@@H](COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O9)O)O)O)O)O)O)O[C@H]8OC(=O)C1=CC(=C(C(=C1)O)O)O)OC5=O)O)O)(O3)O)O)O)O)O
• InChI: InChI=1S/C46H38O31/c47-13-1-9(2-14(48)23(13)53)35(60)74-39-32-31-29(19(70-39)7-68-36(61)10-3-15(49)24(54)27(57)20(10)21-11(37(62)71-31)4-16(50)25(55)28(21)58)73-41(64)42-8-43(65)46(67)45(66,76-40(42)44(77-43)34(59)18(52)6-69-44)33(42)22-12(38(63)72-32)5-17(51)26(56)30(22)75-46/h1-5,18-19,22,29-34,39-40,47-59,65-67H,6-8H2/t18-,19-,22-,29-,30-,31+,32-,33-,34+,39+,40-,42-,43-,44+,45+,46+/m1/s1
• InChI Key: WEPLYADRQSPJGE-AIHVVCSPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₃₈O₃₁
• Molecular Weight: 1086.80 g/mol
• Exact Mass: 1086.13970441 g/mol
• Topological Polar Surface Area (TPSA): 501.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): -2.95
• H-Bond Acceptor: 31
• H-Bond Donor: 16
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8425	84.25%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6306	63.06%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.7815	78.15%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6375	63.75%
P-glycoprotein inhibitior	+	0.7291	72.91%
P-glycoprotein substrate	+	0.7632	76.32%
CYP3A4 substrate	+	0.7367	73.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.8569	85.69%
CYP2C9 inhibition	-	0.6414	64.14%
CYP2C19 inhibition	-	0.5608	56.08%
CYP2D6 inhibition	-	0.7649	76.49%
CYP1A2 inhibition	-	0.7631	76.31%
CYP2C8 inhibition	+	0.8126	81.26%
CYP inhibitory promiscuity	-	0.8371	83.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5196	51.96%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.7619	76.19%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7248	72.48%
Micronuclear	+	0.7733	77.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7705	77.05%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5922	59.22%
Acute Oral Toxicity (c)	III	0.3778	37.78%
Estrogen receptor binding	+	0.8064	80.64%
Androgen receptor binding	+	0.7710	77.10%
Thyroid receptor binding	+	0.5504	55.04%
Glucocorticoid receptor binding	+	0.5533	55.33%
Aromatase binding	+	0.6268	62.68%
PPAR gamma	+	0.7582	75.82%
Honey bee toxicity	-	0.6442	64.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9709	97.09%

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	99.62%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.18%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.85%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	95.59%	83.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.75%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.37%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.75%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.84%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	90.83%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.28%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.04%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.84%	98.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.81%	97.28%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.77%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.36%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.56%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.63%	95.17%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.49%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.32%	91.07%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.67%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.21%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.99%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	82.31%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.12%	89.34%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.54%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	80.39%	92.50%

Plants that contains it

• Macaranga sinensis

Cross-Links

• PubChem: 162990483
• LOTUS: LTS0265056
• wikiData: Q105303282