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6-[[5-(1-Acetyloxyethyl)-6,9-dihydroxy-6-methyl-8-oxo-5,7-dihydroanthracen-1-yl]oxy]-3,4,5-trihydroxyoxane-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 aae637b6-4be4-4cd7-b3ac-1649cc951dd6
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 6-[[5-(1-acetyloxyethyl)-6,9-dihydroxy-6-methyl-8-oxo-5,7-dihydroanthracen-1-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC(C1C2=C(C(=O)CC1(C)O)C(=C3C(=C2)C=CC=C3OC4C(C(C(C(O4)C(=O)O)O)O)O)O)OC(=O)C
SMILES (Isomeric) CC(C1C2=C(C(=O)CC1(C)O)C(=C3C(=C2)C=CC=C3OC4C(C(C(C(O4)C(=O)O)O)O)O)O)OC(=O)C
InChI InChI=1S/C25H28O12/c1-9(35-10(2)26)17-12-7-11-5-4-6-14(15(11)18(28)16(12)13(27)8-25(17,3)34)36-24-21(31)19(29)20(30)22(37-24)23(32)33/h4-7,9,17,19-22,24,28-31,34H,8H2,1-3H3,(H,32,33)
InChI Key HMHKLPIPMGRQSG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H28O12
Molecular Weight 520.50 g/mol
Exact Mass 520.15807632 g/mol
Topological Polar Surface Area (TPSA) 200.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.19
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[5-(1-Acetyloxyethyl)-6,9-dihydroxy-6-methyl-8-oxo-5,7-dihydroanthracen-1-yl]oxy]-3,4,5-trihydroxyoxane-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 + 0.6596 65.96%
Caco-2 - 0.8732 87.32%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.4787 47.87%
OATP2B1 inhibitior - 0.7033 70.33%
OATP1B1 inhibitior + 0.8794 87.94%
OATP1B3 inhibitior + 0.9526 95.26%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6929 69.29%
P-glycoprotein inhibitior - 0.5796 57.96%
P-glycoprotein substrate - 0.6378 63.78%
CYP3A4 substrate + 0.6856 68.56%
CYP2C9 substrate - 0.8066 80.66%
CYP2D6 substrate - 0.8851 88.51%
CYP3A4 inhibition - 0.8056 80.56%
CYP2C9 inhibition - 0.9538 95.38%
CYP2C19 inhibition - 0.9571 95.71%
CYP2D6 inhibition - 0.9083 90.83%
CYP1A2 inhibition - 0.5097 50.97%
CYP2C8 inhibition + 0.6844 68.44%
CYP inhibitory promiscuity - 0.9508 95.08%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5724 57.24%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9220 92.20%
Skin irritation - 0.7492 74.92%
Skin corrosion - 0.9169 91.69%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3685 36.85%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6098 60.98%
skin sensitisation - 0.8763 87.63%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5282 52.82%
Acute Oral Toxicity (c) III 0.4802 48.02%
Estrogen receptor binding + 0.6937 69.37%
Androgen receptor binding + 0.6594 65.94%
Thyroid receptor binding - 0.5258 52.58%
Glucocorticoid receptor binding + 0.6906 69.06%
Aromatase binding + 0.5300 53.00%
PPAR gamma + 0.5753 57.53%
Honey bee toxicity - 0.7883 78.83%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9597 95.97%

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 99.62% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.10% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.34% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.46% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.21% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.65% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.40% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.13% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.67% 99.15%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.00% 96.21%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.71% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.52% 93.56%
CHEMBL1937 Q92769 Histone deacetylase 2 85.50% 94.75%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.46% 89.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.59% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.56% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.55% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.04% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.28% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.06% 95.50%
CHEMBL5028 O14672 ADAM10 81.54% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.18% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.75% 91.19%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 74080487
LOTUS LTS0159623
wikiData Q104167998