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[(10R,11R)-10-[(10S,11R)-11-formyl-3,4,5,16,17,18-hexahydroxy-8,13-dioxo-9,12-dioxatricyclo[12.4.0.02,7]octadeca-1(18),2,4,6,14,16-hexaen-10-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 33395767-b234-485e-addc-2bd5912374c1
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(10R,11R)-10-[(10S,11R)-11-formyl-3,4,5,16,17,18-hexahydroxy-8,13-dioxo-9,12-dioxatricyclo[12.4.0.02,7]octadeca-1(18),2,4,6,14,16-hexaen-10-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)C4C(OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O4)O)O)O)O)O)O)C=O)OC(=O)C7=CC(=C(C(=C7)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](OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O4)O)O)O)O)O)O)C=O)OC(=O)C7=CC(=C(C(=C7)O)O)O
InChI InChI=1S/C41H28O26/c42-7-20-35(66-40(61)13-6-19(48)30(53)34(57)25(13)23-11(39(60)64-20)4-17(46)28(51)32(23)55)36-21(65-37(58)9-1-14(43)26(49)15(44)2-9)8-63-38(59)10-3-16(45)27(50)31(54)22(10)24-12(41(62)67-36)5-18(47)29(52)33(24)56/h1-7,20-21,35-36,43-57H,8H2/t20-,21+,35+,36+/m0/s1
InChI Key CHWLIZXFBNRHGG-IIJXEZLISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H28O26
Molecular Weight 936.60 g/mol
Exact Mass 936.08688099 g/mol
Topological Polar Surface Area (TPSA) 452.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.49
H-Bond Acceptor 26
H-Bond Donor 15
Rotatable Bonds 4

Synonyms

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2-O,3-O:4-o,6-o-Bis[(4,4',5,5',6,6'-hexahydroxybiphenyl-2,2'-Diyl)biscarbonyl]-5-o-(3,4,5-trihydroxybenzoyl)-d-glucose

2D Structure

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2D Structure of [(10R,11R)-10-[(10S,11R)-11-formyl-3,4,5,16,17,18-hexahydroxy-8,13-dioxo-9,12-dioxatricyclo[12.4.0.02,7]octadeca-1(18),2,4,6,14,16-hexaen-10-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 + 0.8317 83.17%
Caco-2 - 0.8940 89.40%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6787 67.87%
OATP2B1 inhibitior + 0.5766 57.66%
OATP1B1 inhibitior + 0.7170 71.70%
OATP1B3 inhibitior + 0.8952 89.52%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8290 82.90%
P-glycoprotein inhibitior + 0.7516 75.16%
P-glycoprotein substrate - 0.6634 66.34%
CYP3A4 substrate + 0.6029 60.29%
CYP2C9 substrate - 0.8047 80.47%
CYP2D6 substrate - 0.8489 84.89%
CYP3A4 inhibition - 0.8816 88.16%
CYP2C9 inhibition - 0.7390 73.90%
CYP2C19 inhibition - 0.8878 88.78%
CYP2D6 inhibition - 0.9511 95.11%
CYP1A2 inhibition - 0.8669 86.69%
CYP2C8 inhibition + 0.5806 58.06%
CYP inhibitory promiscuity - 0.8501 85.01%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Non-required 0.6566 65.66%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.8617 86.17%
Skin irritation - 0.7672 76.72%
Skin corrosion - 0.9569 95.69%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8075 80.75%
Micronuclear + 0.7933 79.33%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8388 83.88%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.8492 84.92%
Acute Oral Toxicity (c) III 0.4797 47.97%
Estrogen receptor binding + 0.7940 79.40%
Androgen receptor binding + 0.7678 76.78%
Thyroid receptor binding - 0.4916 49.16%
Glucocorticoid receptor binding + 0.5565 55.65%
Aromatase binding - 0.6083 60.83%
PPAR gamma + 0.7125 71.25%
Honey bee toxicity - 0.8217 82.17%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9561 95.61%

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 98.90% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.55% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.31% 95.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 90.94% 83.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.71% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.24% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.89% 86.33%
CHEMBL3194 P02766 Transthyretin 89.77% 90.71%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 88.58% 83.57%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.75% 93.40%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.46% 95.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.41% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.92% 94.00%
CHEMBL2535 P11166 Glucose transporter 85.19% 98.75%
CHEMBL4208 P20618 Proteasome component C5 83.92% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 82.03% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.99% 97.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.62% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.50% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.40% 95.89%

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.
Liquidambar formosana

Cross-Links

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PubChem 16164141
LOTUS LTS0264666
wikiData Q104959404