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Aplyronine A

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 f05291d8-d723-46a1-8d80-f80d021e1769
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name [(3E,5E,8R,9S,10R,11R,14S,15E,18R,20R,21E,24S)-24-[(E,2S,3S,4S,7R,8S,9R,10R)-9-acetyloxy-7-[(2S)-2-(dimethylamino)propanoyl]oxy-12-[formyl(methyl)amino]-3-hydroxy-4,8,10-trimethyldodec-11-en-2-yl]-10-hydroxy-14,20-dimethoxy-9,11,15,18-tetramethyl-2-oxo-1-oxacyclotetracosa-3,5,15,21-tetraen-8-yl] (2S)-2-(dimethylamino)-3-methoxypropanoate
SMILES (Canonical) CC1CCC(C(=CCC(CC(C=CCC(OC(=O)C=CC=CCC(C(C1O)C)OC(=O)C(COC)N(C)C)C(C)C(C(C)CCC(C(C)C(C(C)C=CN(C)C=O)OC(=O)C)OC(=O)C(C)N(C)C)O)OC)C)C)OC
SMILES (Isomeric) C[C@@H]1CC[C@@H](/C(=C/C[C@H](C[C@H](/C=C/C[C@H](OC(=O)/C=C/C=C/C[C@H]([C@H]([C@@H]1O)C)OC(=O)[C@H](COC)N(C)C)[C@@H](C)[C@H]([C@@H](C)CC[C@H]([C@H](C)[C@@H]([C@H](C)/C=C/N(C)C=O)OC(=O)C)OC(=O)[C@H](C)N(C)C)O)OC)C)/C)OC
InChI InChI=1S/C59H101N3O14/c1-38-27-28-39(2)50(72-18)31-29-40(3)56(67)44(7)52(76-59(69)49(36-70-16)61(13)14)24-20-19-21-26-54(65)74-51(25-22-23-48(35-38)71-17)43(6)55(66)41(4)30-32-53(75-58(68)46(9)60(11)12)45(8)57(73-47(10)64)42(5)33-34-62(15)37-63/h19-23,26,28,33-34,37-38,40-46,48-53,55-57,66-67H,24-25,27,29-32,35-36H2,1-18H3/b20-19+,23-22+,26-21+,34-33+,39-28+/t38-,40-,41+,42-,43-,44-,45+,46+,48+,49+,50+,51+,52-,53-,55+,56-,57-/m1/s1
InChI Key JMXMEKJLQWJRHY-GDEZZODWSA-N
Popularity 28 references in papers

Physical and Chemical Properties

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Molecular Formula C59H101N3O14
Molecular Weight 1076.40 g/mol
Exact Mass 1075.72835490 g/mol
Topological Polar Surface Area (TPSA) 200.00 Ų
XlogP 9.10
Atomic LogP (AlogP) 7.74
H-Bond Acceptor 16
H-Bond Donor 2
Rotatable Bonds 23

Synonyms

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SCHEMBL2831675
DB04629
Q27095366
TRACOSA-3,5,15,21-TETRAEN-8-YL N,N,O-TRIMETHYLSERINATE
(3E,5E,8R,9S,10R,11R,14S,15E,18R,20R,21E,24S)-24-{(1S,2S,3S,6R,7S,8R,9R,10E)-8-(acetyloxy)-6-[(N,N-dimethyl-L-alanyl)oxy]-11-[formyl(methyl)amino]-2-hydroxy-1,3,7,9-tetramethylundec-10-en-1-yl}-10-hydroxy-14,20-dimethoxy-9,11,15,18-tetramethyl-2-oxooxacyclotetracosa-3,5,15,21-tetraen-8-yl N,N,O-trimethyl-L-serinate
(8R,9R,10R,11R,14S,18S,20S,24S)-24-{(1R,2S,3R,6R,7R,8R,9S,10E)-8-(ACETYLOXY)-6-[(N,N-DIMETHYLALANYL)OXY]-11-[FORMYL(MET
HYL)AMINO]-2-HYDROXY-1,3,7,9-TETRAMETHYLUNDEC-10-ENYL}-10-HYDROXY-14,20-DIMETHOXY-9,11,15,18-TETRAMETHYL-2-OXOOXACYCLOTE

2D Structure

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2D Structure of Aplyronine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6970 69.70%
Caco-2 - 0.8596 85.96%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7974 79.74%
OATP2B1 inhibitior - 0.7280 72.80%
OATP1B1 inhibitior + 0.7968 79.68%
OATP1B3 inhibitior + 0.9128 91.28%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9947 99.47%
P-glycoprotein inhibitior + 0.7546 75.46%
P-glycoprotein substrate + 0.8296 82.96%
CYP3A4 substrate + 0.7567 75.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8518 85.18%
CYP3A4 inhibition - 0.5999 59.99%
CYP2C9 inhibition - 0.8616 86.16%
CYP2C19 inhibition - 0.8418 84.18%
CYP2D6 inhibition - 0.8880 88.80%
CYP1A2 inhibition - 0.8162 81.62%
CYP2C8 inhibition + 0.8231 82.31%
CYP inhibitory promiscuity - 0.9612 96.12%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8628 86.28%
Carcinogenicity (trinary) Non-required 0.5395 53.95%
Eye corrosion - 0.9789 97.89%
Eye irritation - 0.9011 90.11%
Skin irritation - 0.7766 77.66%
Skin corrosion - 0.9182 91.82%
Ames mutagenesis - 0.5690 56.90%
Human Ether-a-go-go-Related Gene inhibition + 0.8203 82.03%
Micronuclear + 0.6200 62.00%
Hepatotoxicity + 0.5887 58.87%
skin sensitisation - 0.8642 86.42%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8624 86.24%
Acute Oral Toxicity (c) III 0.6008 60.08%
Estrogen receptor binding + 0.8242 82.42%
Androgen receptor binding + 0.7362 73.62%
Thyroid receptor binding + 0.6205 62.05%
Glucocorticoid receptor binding + 0.8213 82.13%
Aromatase binding + 0.5625 56.25%
PPAR gamma + 0.8227 82.27%
Honey bee toxicity - 0.6019 60.19%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.7576 75.76%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.31% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.85% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.01% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.69% 99.17%
CHEMBL2581 P07339 Cathepsin D 95.22% 98.95%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 93.77% 89.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.57% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.50% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 93.48% 90.08%
CHEMBL3401 O75469 Pregnane X receptor 91.92% 94.73%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 91.76% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.63% 96.47%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.54% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.09% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.04% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.26% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.25% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.18% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.71% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.91% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.73% 93.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.38% 97.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.18% 93.03%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 84.35% 97.53%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 84.00% 96.37%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 83.71% 87.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.04% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.68% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.10% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.81% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.75% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.65% 94.00%
CHEMBL5028 O14672 ADAM10 80.48% 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.
There are no matching plants.

Cross-Links

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PubChem 11840920
LOTUS LTS0274527
wikiData Q27095366