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[(1S,3R,17S,18R,19R,20R,21S,22R,23R,24R,25S)-18,19,21,22,24-pentaacetyloxy-14,25-dihydroxy-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-20-yl]methyl furan-2-carboxylate

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 3b8b2592-ae78-4476-b014-80c3740aa855
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1S,3R,17S,18R,19R,20R,21S,22R,23R,24R,25S)-18,19,21,22,24-pentaacetyloxy-14,25-dihydroxy-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-20-yl]methyl furan-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C41H47NO20/c1-18-24-12-13-42-15-25(24)34(48)54-16-37(7)27-28(56-19(2)43)32(59-22(5)46)40(17-55-35(49)26-11-10-14-53-26)33(60-23(6)47)29(57-20(3)44)31(61-36(50)38(18,8)51)39(9,52)41(40,62-37)30(27)58-21(4)45/h10-15,18,27-33,51-52H,16-17H2,1-9H3/t18?,27-,28-,29+,30-,31+,32-,33+,37+,38?,39+,40-,41+/m1/s1
InChI Key ZWMDSFIGEYLEIP-PEWXIWONSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C41H47NO20
Molecular Weight 873.80 g/mol
Exact Mass 873.26914289 g/mol
Topological Polar Surface Area (TPSA) 286.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.04
H-Bond Acceptor 21
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,17S,18R,19R,20R,21S,22R,23R,24R,25S)-18,19,21,22,24-pentaacetyloxy-14,25-dihydroxy-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-20-yl]methyl furan-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6900 69.00%
Caco-2 - 0.8501 85.01%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6378 63.78%
OATP2B1 inhibitior - 0.7164 71.64%
OATP1B1 inhibitior + 0.8229 82.29%
OATP1B3 inhibitior + 0.9100 91.00%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9833 98.33%
P-glycoprotein inhibitior + 0.8103 81.03%
P-glycoprotein substrate + 0.6717 67.17%
CYP3A4 substrate + 0.7234 72.34%
CYP2C9 substrate - 0.6014 60.14%
CYP2D6 substrate - 0.8857 88.57%
CYP3A4 inhibition - 0.7943 79.43%
CYP2C9 inhibition - 0.7126 71.26%
CYP2C19 inhibition - 0.6703 67.03%
CYP2D6 inhibition - 0.9319 93.19%
CYP1A2 inhibition - 0.6518 65.18%
CYP2C8 inhibition + 0.8094 80.94%
CYP inhibitory promiscuity - 0.5088 50.88%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4828 48.28%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9025 90.25%
Skin irritation - 0.8441 84.41%
Skin corrosion - 0.9470 94.70%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6791 67.91%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.5343 53.43%
skin sensitisation - 0.8559 85.59%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.7335 73.35%
Acute Oral Toxicity (c) III 0.4806 48.06%
Estrogen receptor binding + 0.7930 79.30%
Androgen receptor binding + 0.7370 73.70%
Thyroid receptor binding + 0.6470 64.70%
Glucocorticoid receptor binding + 0.7544 75.44%
Aromatase binding + 0.6483 64.83%
PPAR gamma + 0.7705 77.05%
Honey bee toxicity - 0.7288 72.88%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5850 58.50%
Fish aquatic toxicity + 0.8252 82.52%

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 98.28% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 98.14% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 97.00% 90.17%
CHEMBL2581 P07339 Cathepsin D 96.99% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.81% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.63% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.23% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.68% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.32% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.20% 94.00%
CHEMBL255 P29275 Adenosine A2b receptor 89.13% 98.59%
CHEMBL1951 P21397 Monoamine oxidase A 88.33% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.41% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.99% 91.11%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.97% 93.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.26% 96.77%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.81% 97.28%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.77% 81.11%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.47% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.47% 91.07%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.70% 94.45%
CHEMBL5028 O14672 ADAM10 82.44% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.46% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.30% 89.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.47% 94.42%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.02% 82.69%

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.
Tripterygium wilfordii

Cross-Links

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PubChem 44583768
LOTUS LTS0137925
wikiData Q105385027