[(10R,13R,14R,15S)-4,5,6,11,19,20,21-heptahydroxy-8,17-dioxo-13-[(3,4,5-trihydroxybenzoyl)oxymethyl]-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-14-yl] 2-[[(1R,2S,19R,20S,22R)-14-[6-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(3,4,5-trihydroxybenzoyl)oxy-2-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-3-yl]oxycarbonyl-2,3,4-trihydroxyphenoxy]-7,8,9,12,13,29,30,33,34,35-decahydroxy-4,17,25,38-tetraoxo-20-(3,4,5-trihydroxybenzoyl)oxy-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-28-yl]oxy]-3,4,5-trihydroxybenzoate

Details

• Internal ID: c54095c5-29d6-446f-a89c-f428bd828fdc
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10R,13R,14R,15S)-4,5,6,11,19,20,21-heptahydroxy-8,17-dioxo-13-[(3,4,5-trihydroxybenzoyl)oxymethyl]-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-14-yl] 2-[[(1R,2S,19R,20S,22R)-14-[6-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(3,4,5-trihydroxybenzoyl)oxy-2-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-3-yl]oxycarbonyl-2,3,4-trihydroxyphenoxy]-7,8,9,12,13,29,30,33,34,35-decahydroxy-4,17,25,38-tetraoxo-20-(3,4,5-trihydroxybenzoyl)oxy-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-28-yl]oxy]-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)OC7=C(C(=C(C=C7C(=O)OC8C(OC(C(C8O)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)COC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)OC1=C(C(=C(C=C1C(=O)OC1C(OC(C2C1OC(=O)C1=C(C(=C(C=C1C1=CC(=C(C(=C1C(=O)O2)O)O)O)O)O)O)O)COC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)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)OC7=C(C(=C(C=C7C(=O)O[C@@H]8[C@H](O[C@H]([C@@H]([C@H]8O)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)COC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)OC1=C(C(=C(C=C1C(=O)O[C@@H]1[C@H](OC([C@H]2[C@H]1OC(=O)C1=C(C(=C(C=C1C1=CC(=C(C(=C1C(=O)O2)O)O)O)O)O)O)O)COC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C102H74O66/c103-32-1-20(2-33(104)57(32)117)88(139)152-17-48-81(77(137)78(138)101(158-48)167-90(141)22-5-36(107)59(119)37(108)6-22)160-96(147)30-13-44(115)65(125)75(135)79(30)156-47-16-29-54(72(132)68(47)128)52-27(12-43(114)62(122)70(52)130)94(145)163-85-83-50(159-102(87(85)166-95(29)146)168-91(142)23-7-38(109)60(120)39(110)8-23)19-154-92(143)28-15-46(67(127)71(131)53(28)51-26(93(144)161-83)11-42(113)61(121)69(51)129)155-80-31(14-45(116)66(126)76(80)136)97(148)162-82-49(18-153-89(140)21-3-34(105)58(118)35(106)4-21)157-100(151)86-84(82)164-98(149)55-24(9-40(111)63(123)73(55)133)25-10-41(112)64(124)74(134)56(25)99(150)165-86/h1-16,48-50,77-78,81-87,100-138,151H,17-19H2/t48-,49-,50-,77-,78-,81-,82-,83-,84+,85+,86-,87-,100?,101+,102+/m1/s1
• InChI Key: PWUJPESVONAFOP-PKKPRMQRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀₂H₇₄O₆₆
• Molecular Weight: 2355.60 g/mol
• Exact Mass: 2355.2467721 g/mol
• Topological Polar Surface Area (TPSA): 1110.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 66
• H-Bond Donor: 37
• Rotatable Bonds: 18

Synonyms

• RefChem:927855
• 238753-08-7
• ((10R,13R,14R,15S)-4,5,6,11,19,20,21-heptahydroxy-8,17-dioxo-13-((3,4,5-trihydroxybenzoyl)oxymethyl)-9,12,16-trioxatetracyclo(16.4.0.02,7.010,15)docosa-1(22),2,4,6,18,20-hexaen-14-yl) 2-(((1R,2S,19R,20S,22R)-14-(6-((2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(3,4,5-trihydroxybenzoyl)oxy-2-((3,4,5-trihydroxybenzoyl)oxymethyl)oxan-3-yl)oxycarbonyl-2,3,4-trihydroxyphenoxy)-7,8,9,12,13,29,30,33,34,35-decahydroxy-4,17,25,38-tetraoxo-20-(3,4,5-trihydroxybenzoyl)oxy-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-28-yl)oxy)-3,4,5-trihydroxybenzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7541	75.41%
Caco-2	-	0.8549	85.49%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5781	57.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6980	69.80%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9029	90.29%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.6461	64.61%
CYP3A4 substrate	+	0.7070	70.70%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8580	85.80%
CYP3A4 inhibition	-	0.8890	88.90%
CYP2C9 inhibition	-	0.8086	80.86%
CYP2C19 inhibition	-	0.8373	83.73%
CYP2D6 inhibition	-	0.9180	91.80%
CYP1A2 inhibition	-	0.9104	91.04%
CYP2C8 inhibition	+	0.8098	80.98%
CYP inhibitory promiscuity	-	0.8220	82.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6493	64.93%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8955	89.55%
Skin irritation	-	0.8424	84.24%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7673	76.73%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8705	87.05%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9329	93.29%
Acute Oral Toxicity (c)	III	0.4860	48.60%
Estrogen receptor binding	+	0.6419	64.19%
Androgen receptor binding	+	0.7278	72.78%
Thyroid receptor binding	+	0.6928	69.28%
Glucocorticoid receptor binding	+	0.7290	72.90%
Aromatase binding	+	0.7063	70.63%
PPAR gamma	+	0.7814	78.14%
Honey bee toxicity	-	0.7077	70.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8813	88.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	99.16%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.72%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.72%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	97.05%	83.00%
CHEMBL220	P22303	Acetylcholinesterase	94.97%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.45%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.81%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.33%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.85%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.17%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.00%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	88.32%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.14%	96.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.08%	89.34%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.43%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.45%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	85.72%	92.50%
CHEMBL3194	P02766	Transthyretin	85.37%	90.71%
CHEMBL2581	P07339	Cathepsin D	85.24%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.21%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.79%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.62%	96.09%
CHEMBL4208	P20618	Proteasome component C5	83.13%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.84%	95.89%
CHEMBL3891	P07384	Calpain 1	82.26%	93.04%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.88%	95.78%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.72%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.71%	100.00%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	80.79%	100.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.35%	94.42%

Plants that contains it

• Pleroma semidecandrum

Cross-Links

• PubChem: 100974050
• LOTUS: LTS0184733
• wikiData: Q105215994