[(2S,4'S,5S,43S,44S)-1,2,3',4',18,19,20,23,24,25,39,40,44-tridecahydroxy-10,15,28,36-tetraoxospiro[3,6,11,14,29,32,35,45-octaoxaundecacyclo[39.3.1.02,7.05,9.07,44.09,43.012,31.013,34.016,21.022,27.037,42]pentatetraconta-16,18,20,22,24,26,37,39,41-nonaene-4,2'-oxolane]-33-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: b9503157-85f0-410e-a47c-fb6cd72fecd7
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2S,4'S,5S,43S,44S)-1,2,3',4',18,19,20,23,24,25,39,40,44-tridecahydroxy-10,15,28,36-tetraoxospiro[3,6,11,14,29,32,35,45-octaoxaundecacyclo[39.3.1.02,7.05,9.07,44.09,43.012,31.013,34.016,21.022,27.037,42]pentatetraconta-16,18,20,22,24,26,37,39,41-nonaene-4,2'-oxolane]-33-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(C2(O1)C3C45CC6(O3)C7(C4C8=C(C(=C(C=C8C(=O)OC9C1C(C(COC(=O)C3=CC(=C(C(=C3C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)OC9OC(=O)C1=CC(=C(C(=C1)O)O)O)OC5=O)O)O)OC7(C6(O2)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H](C(C2(O1)[C@@H]3C45CC6(O3)[C@]7([C@H]4C8=C(C(=C(C=C8C(=O)OC9C1C(C(COC(=O)C3=CC(=C(C(=C3C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)OC9OC(=O)C1=CC(=C(C(=C1)O)O)O)OC5=O)O)O)OC7([C@]6(O2)O)O)O)O)O
• InChI: InChI=1S/C47H36O31/c48-13-1-9(2-14(49)23(13)54)35(61)75-39-32-31-29(19(71-39)7-69-36(62)10-3-15(50)24(55)27(58)20(10)21-11(37(63)72-31)4-16(51)25(56)28(21)59)74-41(65)42-8-43-45(66)33(42)22-12(38(64)73-32)5-17(52)26(57)30(22)76-47(45,68)46(43,67)78-44(40(42)77-43)34(60)18(53)6-70-44/h1-5,18-19,29,31-34,39-40,48-60,66-68H,6-8H2/t18-,19?,29?,31?,32?,33-,34?,39?,40-,42?,43?,44?,45-,46-,47?/m0/s1
• InChI Key: KPCDAXWKXZQJKU-BLALAFMOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₃₆O₃₁
• Molecular Weight: 1096.80 g/mol
• Exact Mass: 1096.12405435 g/mol
• Topological Polar Surface Area (TPSA): 501.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -2.85
• 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	+	0.6222	62.22%
Caco-2	-	0.8696	86.96%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5284	52.84%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.7924	79.24%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6531	65.31%
P-glycoprotein inhibitior	+	0.7331	73.31%
P-glycoprotein substrate	+	0.7240	72.40%
CYP3A4 substrate	+	0.7295	72.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8564	85.64%
CYP3A4 inhibition	-	0.7818	78.18%
CYP2C9 inhibition	-	0.8766	87.66%
CYP2C19 inhibition	-	0.7290	72.90%
CYP2D6 inhibition	-	0.8895	88.95%
CYP1A2 inhibition	-	0.8972	89.72%
CYP2C8 inhibition	+	0.7947	79.47%
CYP inhibitory promiscuity	-	0.9460	94.60%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4894	48.94%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8980	89.80%
Skin irritation	-	0.7944	79.44%
Skin corrosion	-	0.9265	92.65%
Ames mutagenesis	+	0.5567	55.67%
Human Ether-a-go-go-Related Gene inhibition	+	0.7109	71.09%
Micronuclear	+	0.7733	77.33%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8241	82.41%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7934	79.34%
Acute Oral Toxicity (c)	III	0.4890	48.90%
Estrogen receptor binding	+	0.8045	80.45%
Androgen receptor binding	+	0.7721	77.21%
Thyroid receptor binding	+	0.5493	54.93%
Glucocorticoid receptor binding	+	0.5618	56.18%
Aromatase binding	+	0.6280	62.80%
PPAR gamma	+	0.7599	75.99%
Honey bee toxicity	-	0.6653	66.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8919	89.19%

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	99.60%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.15%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.58%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.62%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	91.89%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.78%	94.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.73%	83.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.61%	92.94%
CHEMBL2581	P07339	Cathepsin D	90.57%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.14%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.73%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.13%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.91%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.36%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.14%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.13%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.35%	96.38%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.14%	91.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.91%	93.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.90%	99.15%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.86%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.78%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	81.50%	92.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.29%	80.33%

Plants that contains it

• Phyllanthus emblica

Cross-Links

• PubChem: 460509
• NPASS: NPC61860