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8-Hydroxy-1-methyl-9,10-dioxo-3-[3,4,5-trihydroxy-6-(3-phenylprop-2-enoyloxymethyl)oxan-2-yl]oxyanthracene-2-carboxylic acid

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 f53f3b8a-68de-4b58-bfcc-a87be8a23815
Taxonomy Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
IUPAC Name 8-hydroxy-1-methyl-9,10-dioxo-3-[3,4,5-trihydroxy-6-(3-phenylprop-2-enoyloxymethyl)oxan-2-yl]oxyanthracene-2-carboxylic acid
SMILES (Canonical) CC1=C2C(=CC(=C1C(=O)O)OC3C(C(C(C(O3)COC(=O)C=CC4=CC=CC=C4)O)O)O)C(=O)C5=C(C2=O)C(=CC=C5)O
SMILES (Isomeric) CC1=C2C(=CC(=C1C(=O)O)OC3C(C(C(C(O3)COC(=O)C=CC4=CC=CC=C4)O)O)O)C(=O)C5=C(C2=O)C(=CC=C5)O
InChI InChI=1S/C31H26O12/c1-14-22-17(25(34)16-8-5-9-18(32)24(16)27(22)36)12-19(23(14)30(39)40)42-31-29(38)28(37)26(35)20(43-31)13-41-21(33)11-10-15-6-3-2-4-7-15/h2-12,20,26,28-29,31-32,35,37-38H,13H2,1H3,(H,39,40)
InChI Key CWJAYNFVCNMNAW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H26O12
Molecular Weight 590.50 g/mol
Exact Mass 590.14242626 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 1.62
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-Hydroxy-1-methyl-9,10-dioxo-3-[3,4,5-trihydroxy-6-(3-phenylprop-2-enoyloxymethyl)oxan-2-yl]oxyanthracene-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5578 55.78%
Caco-2 - 0.8854 88.54%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5938 59.38%
OATP2B1 inhibitior - 0.6953 69.53%
OATP1B1 inhibitior + 0.8298 82.98%
OATP1B3 inhibitior + 0.9631 96.31%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9139 91.39%
P-glycoprotein inhibitior + 0.6257 62.57%
P-glycoprotein substrate - 0.6357 63.57%
CYP3A4 substrate + 0.6529 65.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8846 88.46%
CYP3A4 inhibition - 0.8718 87.18%
CYP2C9 inhibition - 0.7814 78.14%
CYP2C19 inhibition - 0.7938 79.38%
CYP2D6 inhibition - 0.9232 92.32%
CYP1A2 inhibition - 0.7657 76.57%
CYP2C8 inhibition + 0.7608 76.08%
CYP inhibitory promiscuity - 0.7284 72.84%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6716 67.16%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9262 92.62%
Skin irritation - 0.8113 81.13%
Skin corrosion - 0.9451 94.51%
Ames mutagenesis + 0.6475 64.75%
Human Ether-a-go-go-Related Gene inhibition - 0.4135 41.35%
Micronuclear + 0.6892 68.92%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8643 86.43%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6941 69.41%
Acute Oral Toxicity (c) III 0.5892 58.92%
Estrogen receptor binding + 0.7825 78.25%
Androgen receptor binding + 0.6766 67.66%
Thyroid receptor binding - 0.5556 55.56%
Glucocorticoid receptor binding + 0.6626 66.26%
Aromatase binding - 0.4841 48.41%
PPAR gamma + 0.6719 67.19%
Honey bee toxicity - 0.8150 81.50%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9688 96.88%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.84% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.80% 86.33%
CHEMBL2581 P07339 Cathepsin D 97.40% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.89% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.53% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.44% 96.00%
CHEMBL1951 P21397 Monoamine oxidase A 95.50% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 94.57% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.47% 99.23%
CHEMBL3194 P02766 Transthyretin 89.58% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.25% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 88.36% 94.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.32% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.27% 99.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.69% 83.00%
CHEMBL226 P30542 Adenosine A1 receptor 85.19% 95.93%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.19% 96.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.59% 99.15%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.41% 91.71%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 81.33% 88.00%
CHEMBL2535 P11166 Glucose transporter 81.28% 98.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.08% 97.21%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.81% 93.56%
CHEMBL5028 O14672 ADAM10 80.29% 97.50%

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.
Rheum palmatum

Cross-Links

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PubChem 163005681
LOTUS LTS0101768
wikiData Q104971309