PlantaeDB Logo
Login Sign-up

Aclacinomycin Y

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 5e5c9abd-9461-44f7-a830-585e78d9e23e
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name methyl 4-[4-(dimethylamino)-5-[4-hydroxy-6-methyl-5-[(6-methyl-5-oxo-2H-pyran-2-yl)oxy]oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
SMILES (Canonical) CCC1(CC(C2=C(C3=C(C=C2C1C(=O)OC)C(=O)C4=C(C3=O)C(=CC=C4)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7C=CC(=O)C(O7)C)O)N(C)C)O
SMILES (Isomeric) CCC1(CC(C2=C(C3=C(C=C2C1C(=O)OC)C(=O)C4=C(C3=O)C(=CC=C4)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7C=CC(=O)C(O7)C)O)N(C)C)O
InChI InChI=1S/C42H51NO15/c1-8-42(51)17-28(33-22(35(42)41(50)52-7)14-23-34(38(33)49)37(48)32-21(36(23)47)10-9-11-26(32)45)56-30-15-24(43(5)6)39(19(3)54-30)58-31-16-27(46)40(20(4)55-31)57-29-13-12-25(44)18(2)53-29/h9-14,18-20,24,27-31,35,39-40,45-46,49,51H,8,15-17H2,1-7H3
InChI Key ADCDIHNCUQOKFP-UHFFFAOYSA-N
Popularity 166 references in papers

Physical and Chemical Properties

Top
Molecular Formula C42H51NO15
Molecular Weight 809.80 g/mol
Exact Mass 809.32586992 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 2.93
H-Bond Acceptor 16
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

Top
Methyl (1R,2R,4S)-2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-((2,3,6-trideoxy-4-O-(2,6-dideoxy-4-O-((2R-trans)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl)-alpha-L-lyxo-hexopyranosyl)-3-(dimethylamino)-alpha-L-lyxo-hexopyranosyl)oxy)-1-naphthacenecarboxylate
Methyl (1R,2R,4S)-2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-[[2,3,6-trideoxy-4-O-[2,6-dideoxy-4-O-[(2R-trans)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl]-alpha-L-lyxo-hexopyranosyl]-3-(dimethylamino)-alpha-L-lyxo-hexopyranosyl]oxy]-1-naphthacenecarboxylate
RefChem:352884
Aclacinomycin Y1
1-Naphthacenecarboxylic acid, 2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-[[2,3,6-trideoxy-4-O-[2,6-dideoxy-4-O-[(2R-trans)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl]-alpha-L-lyxo-hexopyranosyl]-3-(dimethylamino)-alpha-L-lyxo-hexopyranosyl]oxy]-, methyl ester, (1R,2R,4S)-
DTXSID90985352
1-Naphthacenecarboxylic acid, 1,2,3,4,6,11-hexahydro-6,11-dioxo-2-ethyl-4-((4-O-(2,6-dideoxy-4-O-((2R-trans)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl)alpha-L-lyxo-hexopyranosyl)-3-dimethylamino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-2,5,7-trihydroxy-, methyl ester, (1R-(1-alpha,2-beta,4-beta))-
Methyl 2-ethyl-2,5,7-trihydroxy-6,11-dioxo-4-({2,3,6-trideoxy-4-O-[2,6-dideoxy-4-O-(6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl)hexopyranosyl]-3-(dimethylamino)hexopyranosyl}oxy)-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate

2D Structure

Top
2D Structure of Aclacinomycin Y

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8820 88.20%
Caco-2 - 0.8682 86.82%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.3945 39.45%
OATP2B1 inhibitior - 0.7154 71.54%
OATP1B1 inhibitior + 0.8734 87.34%
OATP1B3 inhibitior + 0.9510 95.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8448 84.48%
P-glycoprotein inhibitior + 0.7576 75.76%
P-glycoprotein substrate + 0.8685 86.85%
CYP3A4 substrate + 0.7426 74.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8678 86.78%
CYP3A4 inhibition - 0.7711 77.11%
CYP2C9 inhibition - 0.8449 84.49%
CYP2C19 inhibition - 0.8289 82.89%
CYP2D6 inhibition - 0.8128 81.28%
CYP1A2 inhibition - 0.5730 57.30%
CYP2C8 inhibition + 0.5397 53.97%
CYP inhibitory promiscuity - 0.7974 79.74%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5063 50.63%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9110 91.10%
Skin irritation - 0.7973 79.73%
Skin corrosion - 0.9351 93.51%
Ames mutagenesis + 0.9700 97.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4380 43.80%
Micronuclear + 0.6200 62.00%
Hepatotoxicity + 0.8125 81.25%
skin sensitisation - 0.8771 87.71%
Respiratory toxicity + 0.9333 93.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7579 75.79%
Acute Oral Toxicity (c) II 0.4503 45.03%
Estrogen receptor binding + 0.8697 86.97%
Androgen receptor binding + 0.8294 82.94%
Thyroid receptor binding + 0.5588 55.88%
Glucocorticoid receptor binding + 0.8820 88.20%
Aromatase binding + 0.8244 82.44%
PPAR gamma + 0.8168 81.68%
Honey bee toxicity - 0.6860 68.60%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9566 95.66%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.73% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.34% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.89% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.86% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.64% 85.14%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.83% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.27% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.54% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.28% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 91.89% 95.93%
CHEMBL340 P08684 Cytochrome P450 3A4 90.58% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.21% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.16% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.58% 94.00%
CHEMBL4208 P20618 Proteasome component C5 89.47% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.06% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 89.05% 94.73%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.46% 96.21%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 87.03% 96.67%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.28% 95.83%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.78% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.70% 100.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.86% 99.15%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.84% 85.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.83% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.74% 95.64%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.44% 83.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.82% 97.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.79% 97.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.58% 96.95%

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 152864
LOTUS LTS0192743
wikiData Q103816005