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[(10R,11R)-10-[(14R,15S,19S)-19-[(11R,12S)-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-12-[(1R,2S,3R)-1,2,3-trihydroxy-3-(6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,11,13-hexaen-5-yl)propyl]-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2(7),3,5,15,17-hexaen-6-yl]-2,3,4,7,8,9-hexahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] 3,4,5-trihydroxybenzoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 006affed-182f-4b8c-b96f-b8a1220c46a7
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(10R,11R)-10-[(14R,15S,19S)-19-[(11R,12S)-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-12-[(1R,2S,3R)-1,2,3-trihydroxy-3-(6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,11,13-hexaen-5-yl)propyl]-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2(7),3,5,15,17-hexaen-6-yl]-2,3,4,7,8,9-hexahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)C4C5C(C6=C(C(=C(C(=C6C(=O)O5)C7=C(C(=C(C=C7C(=O)O4)O)O)O)O)O)O)C8=C(C(=C(C9=C8C(=O)OCC(C(OC(=O)C1=CC(=C(C(=C19)O)O)O)C(C(C(C1=C(C(=C2C3=C1C(=O)OC1=C3C(=CC(=C1O)O)C(=O)O2)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
SMILES (Isomeric) C1[C@H]([C@@H](OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)[C@H]4[C@@H]5[C@H](C6=C(C(=C(C(=C6C(=O)O5)C7=C(C(=C(C=C7C(=O)O4)O)O)O)O)O)O)C8=C(C(=C(C9=C8C(=O)OC[C@H]([C@@H](OC(=O)C1=CC(=C(C(=C19)O)O)O)[C@@H]([C@H]([C@@H](C1=C(C(=C2C3=C1C(=O)OC1=C3C(=CC(=C1O)O)C(=O)O2)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
InChI InChI=1S/C82H54O51/c83-19-1-12(2-20(84)45(19)92)73(114)126-28-10-125-80(121)41-35(32-16(7-25(89)49(96)54(32)101)76(117)128-67(28)66(113)64(111)60(107)44-43-39-34-18(79(120)130-70(39)65(112)61(44)108)9-27(91)51(98)69(34)131-82(43)123)56(103)62(109)58(105)37(41)40-38-42-36(57(104)63(110)59(38)106)33-17(8-26(90)50(97)55(33)102)78(119)133-72(71(40)132-81(42)122)68-29(127-74(115)13-3-21(85)46(93)22(86)4-13)11-124-75(116)14-5-23(87)47(94)52(99)30(14)31-15(77(118)129-68)6-24(88)48(95)53(31)100/h1-9,28-29,40,60,64,66-68,71-72,83-113H,10-11H2/t28-,29-,40+,60-,64+,66-,67-,68-,71+,72+/m1/s1
InChI Key WWLCHBQSPPBLEU-FVSDXFKUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C82H54O51
Molecular Weight 1855.30 g/mol
Exact Mass 1854.1631973 g/mol
Topological Polar Surface Area (TPSA) 890.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.46
H-Bond Acceptor 51
H-Bond Donor 31
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(10R,11R)-10-[(14R,15S,19S)-19-[(11R,12S)-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-12-[(1R,2S,3R)-1,2,3-trihydroxy-3-(6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,11,13-hexaen-5-yl)propyl]-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2(7),3,5,15,17-hexaen-6-yl]-2,3,4,7,8,9-hexahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] 3,4,5-trihydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5715 57.15%
Caco-2 - 0.8566 85.66%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6466 64.66%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.7788 77.88%
OATP1B3 inhibitior + 0.9671 96.71%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8301 83.01%
P-glycoprotein inhibitior + 0.7416 74.16%
P-glycoprotein substrate + 0.7523 75.23%
CYP3A4 substrate + 0.7172 71.72%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.8501 85.01%
CYP3A4 inhibition - 0.8973 89.73%
CYP2C9 inhibition - 0.7610 76.10%
CYP2C19 inhibition - 0.8328 83.28%
CYP2D6 inhibition - 0.9256 92.56%
CYP1A2 inhibition - 0.8879 88.79%
CYP2C8 inhibition + 0.8016 80.16%
CYP inhibitory promiscuity - 0.8132 81.32%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6485 64.85%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.8961 89.61%
Skin irritation - 0.8232 82.32%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.5128 51.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7708 77.08%
Micronuclear + 0.7733 77.33%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8976 89.76%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8891 88.91%
Acute Oral Toxicity (c) III 0.4319 43.19%
Estrogen receptor binding + 0.6987 69.87%
Androgen receptor binding + 0.7509 75.09%
Thyroid receptor binding + 0.6165 61.65%
Glucocorticoid receptor binding + 0.6308 63.08%
Aromatase binding + 0.6627 66.27%
PPAR gamma + 0.7523 75.23%
Honey bee toxicity - 0.6289 62.89%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9050 90.50%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.52% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.97% 91.49%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.39% 95.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.38% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 96.40% 89.34%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 95.21% 97.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.84% 94.00%
CHEMBL2581 P07339 Cathepsin D 93.27% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.78% 99.23%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 91.60% 97.31%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 91.30% 83.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.46% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.43% 99.15%
CHEMBL2535 P11166 Glucose transporter 90.10% 98.75%
CHEMBL3194 P02766 Transthyretin 90.00% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.74% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.69% 86.33%
CHEMBL213 P08588 Beta-1 adrenergic receptor 87.72% 95.56%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.70% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.52% 92.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.45% 96.95%
CHEMBL1899 P46098 Serotonin 3a (5-HT3a) receptor 85.26% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.97% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.77% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 82.72% 94.73%
CHEMBL4208 P20618 Proteasome component C5 81.05% 90.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Melaleuca squarrosa

Cross-Links

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PubChem 163192151
LOTUS LTS0176303
wikiData Q105314125