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20-[3,4-Dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-3,7,9-trihydroxy-17-methyl-16,21-dioxapentacyclo[15.3.1.02,15.04,13.06,11]henicosa-2(15),3,6(11),7,9,13-hexaene-5,12-dione

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 fc295dcc-433f-4220-9014-bd8ad375f992
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
IUPAC Name 20-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-3,7,9-trihydroxy-17-methyl-16,21-dioxapentacyclo[15.3.1.02,15.04,13.06,11]henicosa-2(15),3,6(11),7,9,13-hexaene-5,12-dione
SMILES (Canonical) CC12CCC(C(O1)C3=C(O2)C=C4C(=C3O)C(=O)C5=C(C4=O)C=C(C=C5O)O)OC6C(C(C(C(O6)CO)OC)O)O
SMILES (Isomeric) CC12CCC(C(O1)C3=C(O2)C=C4C(=C3O)C(=O)C5=C(C4=O)C=C(C=C5O)O)OC6C(C(C(C(O6)CO)OC)O)O
InChI InChI=1S/C27H28O13/c1-27-4-3-13(37-26-23(35)22(34)25(36-2)15(8-28)38-26)24(40-27)18-14(39-27)7-11-17(21(18)33)20(32)16-10(19(11)31)5-9(29)6-12(16)30/h5-7,13,15,22-26,28-30,33-35H,3-4,8H2,1-2H3
InChI Key UJFRXIHRUIYXDV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H28O13
Molecular Weight 560.50 g/mol
Exact Mass 560.15299094 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.38
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 20-[3,4-Dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-3,7,9-trihydroxy-17-methyl-16,21-dioxapentacyclo[15.3.1.02,15.04,13.06,11]henicosa-2(15),3,6(11),7,9,13-hexaene-5,12-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7473 74.73%
Caco-2 - 0.8753 87.53%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6551 65.51%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8478 84.78%
OATP1B3 inhibitior + 0.9238 92.38%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7807 78.07%
P-glycoprotein inhibitior - 0.5194 51.94%
P-glycoprotein substrate - 0.6167 61.67%
CYP3A4 substrate + 0.7135 71.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8497 84.97%
CYP3A4 inhibition - 0.8137 81.37%
CYP2C9 inhibition - 0.8684 86.84%
CYP2C19 inhibition - 0.8896 88.96%
CYP2D6 inhibition - 0.9382 93.82%
CYP1A2 inhibition - 0.7610 76.10%
CYP2C8 inhibition + 0.6726 67.26%
CYP inhibitory promiscuity - 0.9070 90.70%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7311 73.11%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9133 91.33%
Skin irritation - 0.7900 79.00%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis + 0.6354 63.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5316 53.16%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6476 64.76%
skin sensitisation - 0.9085 90.85%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6628 66.28%
Acute Oral Toxicity (c) III 0.6493 64.93%
Estrogen receptor binding + 0.8420 84.20%
Androgen receptor binding + 0.6953 69.53%
Thyroid receptor binding + 0.5347 53.47%
Glucocorticoid receptor binding + 0.7645 76.45%
Aromatase binding + 0.6418 64.18%
PPAR gamma + 0.7586 75.86%
Honey bee toxicity - 0.7077 70.77%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.8961 89.61%

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 99.83% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.33% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.41% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.41% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.30% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.82% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.90% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.55% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 91.39% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.96% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.73% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.37% 97.09%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 89.15% 95.83%
CHEMBL4208 P20618 Proteasome component C5 88.96% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.71% 94.45%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.63% 92.88%
CHEMBL1937 Q92769 Histone deacetylase 2 87.05% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.05% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.87% 86.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.52% 97.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.88% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.29% 97.28%
CHEMBL5255 O00206 Toll-like receptor 4 82.47% 92.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.95% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.71% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 81.65% 94.73%
CHEMBL259 P32245 Melanocortin receptor 4 80.68% 95.38%

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 163064387
LOTUS LTS0251353
wikiData Q104198267