[(25S)-19,21,22,24-tetraacetyloxy-14,18,25-trihydroxy-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 acetate

Details

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Internal ID c0da9497-12af-4389-9575-82b1ec7018b8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(25S)-19,21,22,24-tetraacetyloxy-14,18,25-trihydroxy-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 acetate
SMILES (Canonical) CC1C2=C(C=NC=C2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4OC(=O)C)O3)(C)O)OC(=O)C1(C)O)O)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
SMILES (Isomeric) CC1C2=C(C=NC=C2)C(=O)OCC3(C4C(C(C5(C(C(C([C@](C5(C4OC(=O)C)O3)(C)O)OC(=O)C1(C)O)O)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C36H45NO18/c1-15-21-10-11-37-12-22(21)30(44)49-13-32(7)23-25(50-17(3)39)29(53-20(6)42)35(14-48-16(2)38)28(52-19(5)41)24(43)27(54-31(45)33(15,8)46)34(9,47)36(35,55-32)26(23)51-18(4)40/h10-12,15,23-29,43,46-47H,13-14H2,1-9H3/t15?,23?,24?,25?,26?,27?,28?,29?,32?,33?,34-,35?,36?/m0/s1
InChI Key SCDGRVODHXANDU-KHRSTMEOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H45NO18
Molecular Weight 779.70 g/mol
Exact Mass 779.26366359 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -0.42
H-Bond Acceptor 19
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(25S)-19,21,22,24-tetraacetyloxy-14,18,25-trihydroxy-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 acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6748 67.48%
Caco-2 - 0.8439 84.39%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5194 51.94%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior + 0.8456 84.56%
OATP1B3 inhibitior + 0.9286 92.86%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9604 96.04%
P-glycoprotein inhibitior + 0.8103 81.03%
P-glycoprotein substrate + 0.6397 63.97%
CYP3A4 substrate + 0.7039 70.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8843 88.43%
CYP3A4 inhibition - 0.8376 83.76%
CYP2C9 inhibition - 0.8067 80.67%
CYP2C19 inhibition - 0.7768 77.68%
CYP2D6 inhibition - 0.9349 93.49%
CYP1A2 inhibition - 0.7240 72.40%
CYP2C8 inhibition + 0.7601 76.01%
CYP inhibitory promiscuity - 0.5693 56.93%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5470 54.70%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9008 90.08%
Skin irritation - 0.8064 80.64%
Skin corrosion - 0.9379 93.79%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3611 36.11%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.5193 51.93%
skin sensitisation - 0.8537 85.37%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.8402 84.02%
Acute Oral Toxicity (c) III 0.4734 47.34%
Estrogen receptor binding + 0.7827 78.27%
Androgen receptor binding + 0.7217 72.17%
Thyroid receptor binding + 0.6166 61.66%
Glucocorticoid receptor binding + 0.7457 74.57%
Aromatase binding + 0.6892 68.92%
PPAR gamma + 0.7683 76.83%
Honey bee toxicity - 0.7560 75.60%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5303 53.03%
Fish aquatic toxicity + 0.7765 77.65%

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 98.87% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.02% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.66% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.06% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.49% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 93.75% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 92.94% 90.17%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 92.89% 81.11%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.28% 91.11%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.47% 91.24%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.90% 96.77%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.99% 94.80%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.84% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.82% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.63% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.51% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.93% 95.89%
CHEMBL5028 O14672 ADAM10 85.65% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.79% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.19% 94.00%
CHEMBL255 P29275 Adenosine A2b receptor 82.81% 98.59%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.92% 97.28%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.73% 96.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.50% 96.90%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.30% 89.34%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.88% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.36% 93.00%

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 5315306
NPASS NPC154271