[(1S,2R,18R,20R,21R)-5-[5-[[(1R,2S,19R,20S,22R)-36-[5-[[(1R,2S,19R,20S,22R)-7,8,9,12,13,14,28,29,30,33,34,35-dodecahydroxy-4,17,25,38-tetraoxo-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-20-yl]oxycarbonyl]-2,3-dihydroxyphenoxy]-7,8,9,12,13,14,28,29,30,33,34,35-dodecahydroxy-4,17,25,38-tetraoxo-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32(37),33,35-dodecaen-20-yl]oxycarbonyl]-2,3-dihydroxyphenoxy]-6,7,8,11,12,13,26,27,28,31,32,33-dodecahydroxy-23,36-dioxo-3,16,19,22,37-pentaoxaheptacyclo[19.16.0.02,18.04,9.010,15.024,29.030,35]heptatriaconta-4,6,8,10(15),11,13,24,26,28,30,32,34-dodecaen-20-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 29ba5ece-a250-4491-8d57-62f7661029be
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1S,2R,18R,20R,21R)-5-[5-[[(1R,2S,19R,20S,22R)-36-[5-[[(1R,2S,19R,20S,22R)-7,8,9,12,13,14,28,29,30,33,34,35-dodecahydroxy-4,17,25,38-tetraoxo-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-20-yl]oxycarbonyl]-2,3-dihydroxyphenoxy]-7,8,9,12,13,14,28,29,30,33,34,35-dodecahydroxy-4,17,25,38-tetraoxo-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32(37),33,35-dodecaen-20-yl]oxycarbonyl]-2,3-dihydroxyphenoxy]-6,7,8,11,12,13,26,27,28,31,32,33-dodecahydroxy-23,36-dioxo-3,16,19,22,37-pentaoxaheptacyclo[19.16.0.02,18.04,9.010,15.024,29.030,35]heptatriaconta-4,6,8,10(15),11,13,24,26,28,30,32,34-dodecaen-20-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C2C(C3C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O3)O)O)O)O)O)O)OC7=C(C(=C(C(=C7C8=C(O1)C=C(C(=C8O)O)O)O)O)O)OC9=CC(=CC(=C9O)O)C(=O)OC1C2C(C3C(O1)COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C(=C1O)O)O)OC1=CC(=CC(=C1O)O)C(=O)OC1C4C(C5C(O1)COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O5)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O4)O)O)O)O)O)O)C(=O)O3)O)O)O)OC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O2)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@H]3[C@H]([C@H](O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O3)O)O)O)O)O)O)OC7=C(C(=C(C(=C7C8=C(O1)C=C(C(=C8O)O)O)O)O)O)OC9=CC(=CC(=C9O)O)C(=O)O[C@H]1[C@H]2[C@H]([C@H]3[C@H](O1)COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C(=C1O)O)O)OC1=CC(=CC(=C1O)O)C(=O)O[C@H]1[C@H]4[C@H]([C@H]5[C@H](O1)COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O5)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O4)O)O)O)O)O)O)C(=O)O3)O)O)O)OC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O2)O)O)O)O)O)O
• InChI: InChI=1S/C121H80O76/c122-32-1-20(2-33(123)65(32)136)106(165)195-119-103-100(189-112(171)26-10-39(129)70(141)80(151)54(26)57-29(115(174)192-103)13-42(132)73(144)83(57)154)94-49(183-119)17-178-46-16-45(135)77(148)87(158)61(46)63-89(160)91(162)93(164)99(98(63)186-94)182-48-6-22(4-35(125)67(48)138)108(167)197-121-105-102(191-114(173)28-12-41(131)72(143)82(153)56(28)59-31(117(176)194-105)15-44(134)75(146)85(59)156)96-51(185-121)19-180-110(169)24-8-37(127)76(147)86(157)60(24)62-64(118(177)188-96)97(92(163)90(161)88(62)159)181-47-5-21(3-34(124)66(47)137)107(166)196-120-104-101(190-113(172)27-11-40(130)71(142)81(152)55(27)58-30(116(175)193-104)14-43(133)74(145)84(58)155)95-50(184-120)18-179-109(168)23-7-36(126)68(139)78(149)52(23)53-25(111(170)187-95)9-38(128)69(140)79(53)150/h1-16,49-51,94-96,100-105,119-164H,17-19H2/t49-,50-,51-,94-,95-,96-,100+,101+,102+,103-,104-,105-,119-,120+,121+/m1/s1
• InChI Key: JKDVHWQRXXBOIU-JRCJVTSXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂₁H₈₀O₇₆
• Molecular Weight: 2749.90 g/mol
• Exact Mass: 2749.2428685 g/mol
• Topological Polar Surface Area (TPSA): 1280.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.18
• H-Bond Acceptor: 76
• H-Bond Donor: 43
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5561	55.61%
Caco-2	-	0.8548	85.48%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5967	59.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7482	74.82%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9521	95.21%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.5458	54.58%
CYP3A4 substrate	+	0.6814	68.14%
CYP2C9 substrate	-	0.8029	80.29%
CYP2D6 substrate	-	0.8392	83.92%
CYP3A4 inhibition	-	0.8993	89.93%
CYP2C9 inhibition	-	0.8682	86.82%
CYP2C19 inhibition	-	0.8049	80.49%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.8484	84.84%
CYP2C8 inhibition	+	0.7936	79.36%
CYP inhibitory promiscuity	-	0.8911	89.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6562	65.62%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8955	89.55%
Skin irritation	-	0.8145	81.45%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7627	76.27%
Micronuclear	+	0.7833	78.33%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8148	81.48%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7986	79.86%
Acute Oral Toxicity (c)	III	0.5149	51.49%
Estrogen receptor binding	+	0.6232	62.32%
Androgen receptor binding	+	0.7433	74.33%
Thyroid receptor binding	+	0.7194	71.94%
Glucocorticoid receptor binding	+	0.7452	74.52%
Aromatase binding	+	0.7134	71.34%
PPAR gamma	+	0.7772	77.72%
Honey bee toxicity	-	0.7100	71.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5651	56.51%
Fish aquatic toxicity	+	0.8766	87.66%

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	98.91%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.36%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.25%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.01%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.56%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.36%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.30%	94.00%
CHEMBL3194	P02766	Transthyretin	91.13%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.89%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.44%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.93%	96.95%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.06%	83.00%
CHEMBL4208	P20618	Proteasome component C5	88.03%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.55%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.40%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.27%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.12%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.41%	100.00%
CHEMBL2535	P11166	Glucose transporter	82.23%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	82.23%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.62%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.34%	97.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.27%	80.33%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.85%	96.00%
CHEMBL4530	P00488	Coagulation factor XIII	80.72%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.53%	98.75%

Plants that contains it

• Rubus idaeus

Cross-Links

• PubChem: 101196665
• LOTUS: LTS0029741
• wikiData: Q104389221