PlantaeDB Logo
Login Sign-up

N-[6-[(3-ethyl-6-hydroxy-1,7,12-trioxo-3,4-dihydro-2H-benzo[a]anthracen-8-yl)oxy]-3-hydroxy-2-methyloxan-4-yl]acetamide

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

Top
Internal ID ca872e37-88ee-4af0-b520-ac38ab2e8cc6
Taxonomy Phenylpropanoids and polyketides > Angucyclines
IUPAC Name N-[6-[(3-ethyl-6-hydroxy-1,7,12-trioxo-3,4-dihydro-2H-benzo[a]anthracen-8-yl)oxy]-3-hydroxy-2-methyloxan-4-yl]acetamide
SMILES (Canonical) CCC1CC2=CC(=C3C(=C2C(=O)C1)C(=O)C4=C(C3=O)C(=CC=C4)OC5CC(C(C(O5)C)O)NC(=O)C)O
SMILES (Isomeric) CCC1CC2=CC(=C3C(=C2C(=O)C1)C(=O)C4=C(C3=O)C(=CC=C4)OC5CC(C(C(O5)C)O)NC(=O)C)O
InChI InChI=1S/C28H29NO8/c1-4-14-8-15-10-19(32)24-25(22(15)18(31)9-14)27(34)16-6-5-7-20(23(16)28(24)35)37-21-11-17(29-13(3)30)26(33)12(2)36-21/h5-7,10,12,14,17,21,26,32-33H,4,8-9,11H2,1-3H3,(H,29,30)
InChI Key IVLQWYIHDNEUEU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H29NO8
Molecular Weight 507.50 g/mol
Exact Mass 507.18931688 g/mol
Topological Polar Surface Area (TPSA) 139.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of N-[6-[(3-ethyl-6-hydroxy-1,7,12-trioxo-3,4-dihydro-2H-benzo[a]anthracen-8-yl)oxy]-3-hydroxy-2-methyloxan-4-yl]acetamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6936 69.36%
Caco-2 - 0.7929 79.29%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4343 43.43%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8695 86.95%
OATP1B3 inhibitior + 0.9223 92.23%
MATE1 inhibitior - 0.9046 90.46%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8496 84.96%
P-glycoprotein inhibitior + 0.6931 69.31%
P-glycoprotein substrate + 0.7913 79.13%
CYP3A4 substrate + 0.7009 70.09%
CYP2C9 substrate - 0.6072 60.72%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.8630 86.30%
CYP2C9 inhibition - 0.8389 83.89%
CYP2C19 inhibition - 0.8973 89.73%
CYP2D6 inhibition - 0.9437 94.37%
CYP1A2 inhibition - 0.6108 61.08%
CYP2C8 inhibition + 0.5250 52.50%
CYP inhibitory promiscuity - 0.7786 77.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6192 61.92%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9536 95.36%
Skin irritation - 0.8125 81.25%
Skin corrosion - 0.9510 95.10%
Ames mutagenesis + 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7095 70.95%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.5397 53.97%
skin sensitisation - 0.9044 90.44%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6417 64.17%
Acute Oral Toxicity (c) III 0.4341 43.41%
Estrogen receptor binding + 0.6916 69.16%
Androgen receptor binding + 0.6650 66.50%
Thyroid receptor binding - 0.5896 58.96%
Glucocorticoid receptor binding + 0.7109 71.09%
Aromatase binding - 0.5421 54.21%
PPAR gamma + 0.6101 61.01%
Honey bee toxicity - 0.6551 65.51%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9447 94.47%

Targets

Top

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
CHEMBL2581 P07339 Cathepsin D 99.08% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.52% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.43% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.67% 89.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 94.33% 97.21%
CHEMBL226 P30542 Adenosine A1 receptor 94.16% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.67% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.80% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.79% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.32% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.11% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.85% 97.09%
CHEMBL2535 P11166 Glucose transporter 88.78% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.90% 85.14%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 87.74% 83.10%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.73% 96.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.59% 90.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.40% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 86.78% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.38% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.53% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.50% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.97% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 82.44% 91.49%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.37% 96.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.14% 93.03%
CHEMBL340 P08684 Cytochrome P450 3A4 81.12% 91.19%
CHEMBL255 P29275 Adenosine A2b receptor 80.80% 98.59%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.57% 92.94%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 73087240
LOTUS LTS0220072
wikiData Q104169164