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[(1S,3R,13R,14S,17S,18R,19R,20R,21S,22R,23R,24R,25S)-18,19,21,24-tetraacetyloxy-20-(acetyloxymethyl)-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-22-yl] 2-methylpropanoate

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 eed0e307-bd8e-45b7-9fe8-8e7e517ba5ac
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1S,3R,13R,14S,17S,18R,19R,20R,21S,22R,23R,24R,25S)-18,19,21,24-tetraacetyloxy-20-(acetyloxymethyl)-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-22-yl] 2-methylpropanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H51NO18/c1-17(2)34(47)57-28-27-30(54-22(7)44)40-38(11,50)31(29(53-21(6)43)33(56-24(9)46)39(40,16-51-20(5)42)32(28)55-23(8)45)58-35(48)19(4)18(3)25-12-13-41-14-26(25)36(49)52-15-37(27,10)59-40/h12-14,17-19,27-33,50H,15-16H2,1-11H3/t18-,19+,27-,28-,29+,30-,31+,32-,33+,37+,38+,39-,40+/m1/s1
InChI Key JHFXSQDNWODNBP-YNXSZKNESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H51NO18
Molecular Weight 833.80 g/mol
Exact Mass 833.31061378 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.67
H-Bond Acceptor 19
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,13R,14S,17S,18R,19R,20R,21S,22R,23R,24R,25S)-18,19,21,24-tetraacetyloxy-20-(acetyloxymethyl)-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-22-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8853 88.53%
Caco-2 - 0.8434 84.34%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6221 62.21%
OATP2B1 inhibitior - 0.7107 71.07%
OATP1B1 inhibitior + 0.8413 84.13%
OATP1B3 inhibitior + 0.8973 89.73%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9486 94.86%
P-glycoprotein inhibitior + 0.8333 83.33%
P-glycoprotein substrate + 0.6882 68.82%
CYP3A4 substrate + 0.7010 70.10%
CYP2C9 substrate - 0.6071 60.71%
CYP2D6 substrate - 0.8896 88.96%
CYP3A4 inhibition - 0.7212 72.12%
CYP2C9 inhibition - 0.6946 69.46%
CYP2C19 inhibition - 0.6450 64.50%
CYP2D6 inhibition - 0.9193 91.93%
CYP1A2 inhibition - 0.6498 64.98%
CYP2C8 inhibition + 0.7334 73.34%
CYP inhibitory promiscuity - 0.6548 65.48%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5257 52.57%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9000 90.00%
Skin irritation - 0.8165 81.65%
Skin corrosion - 0.9364 93.64%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4274 42.74%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.8256 82.56%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.7550 75.50%
Acute Oral Toxicity (c) III 0.4690 46.90%
Estrogen receptor binding + 0.7942 79.42%
Androgen receptor binding + 0.7360 73.60%
Thyroid receptor binding + 0.6482 64.82%
Glucocorticoid receptor binding + 0.7380 73.80%
Aromatase binding + 0.6462 64.62%
PPAR gamma + 0.7611 76.11%
Honey bee toxicity - 0.6994 69.94%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8540 85.40%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.20% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.90% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.10% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.89% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.16% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 95.89% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.58% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.63% 91.24%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.51% 96.77%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.93% 94.80%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.31% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.33% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.07% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.91% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.67% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.59% 95.71%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.71% 98.75%
CHEMBL5028 O14672 ADAM10 85.09% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.55% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.02% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 83.24% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.99% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.35% 94.00%
CHEMBL255 P29275 Adenosine A2b receptor 81.95% 98.59%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.92% 89.34%

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.
Semialarium mexicanum

Cross-Links

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PubChem 163190443
LOTUS LTS0132821
wikiData Q105127948