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[(1S,3R,15S,18S,19R,20R,21S,24R,25R,26S)-25-acetyloxy-19,20,26-trihydroxy-3,15,26-trimethyl-6,16,23-trioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-21-yl]methyl acetate

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 01173575-039d-4c57-8c85-2ee010eac3e4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1S,3R,15S,18S,19R,20R,21S,24R,25R,26S)-25-acetyloxy-19,20,26-trihydroxy-3,15,26-trimethyl-6,16,23-trioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-21-yl]methyl acetate
SMILES (Canonical) CC1CCC2=C(C=CC=N2)C(=O)OCC3(C4C(C5(O3)C(C(C(C(C5(CC4=O)COC(=O)C)O)O)OC1=O)(C)O)OC(=O)C)C
SMILES (Isomeric) C[C@H]1CCC2=C(C=CC=N2)C(=O)OC[C@]3([C@H]4[C@H]([C@]5(O3)[C@@]([C@H]([C@@H]([C@@H]([C@]5(CC4=O)COC(=O)C)O)O)OC1=O)(C)O)OC(=O)C)C
InChI InChI=1S/C30H37NO13/c1-14-8-9-18-17(7-6-10-31-18)26(38)41-12-27(4)20-19(34)11-29(13-40-15(2)32)22(36)21(35)24(43-25(14)37)28(5,39)30(29,44-27)23(20)42-16(3)33/h6-7,10,14,20-24,35-36,39H,8-9,11-13H2,1-5H3/t14-,20+,21+,22-,23+,24-,27-,28-,29-,30-/m0/s1
InChI Key PTEWEUOVIMGMBH-MOZJFFHCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H37NO13
Molecular Weight 619.60 g/mol
Exact Mass 619.22649023 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -0.18
H-Bond Acceptor 14
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,15S,18S,19R,20R,21S,24R,25R,26S)-25-acetyloxy-19,20,26-trihydroxy-3,15,26-trimethyl-6,16,23-trioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-21-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 + 0.6587 65.87%
Caco-2 - 0.8128 81.28%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5343 53.43%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8450 84.50%
OATP1B3 inhibitior + 0.9174 91.74%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9878 98.78%
P-glycoprotein inhibitior + 0.7882 78.82%
P-glycoprotein substrate + 0.6881 68.81%
CYP3A4 substrate + 0.7254 72.54%
CYP2C9 substrate - 0.6074 60.74%
CYP2D6 substrate - 0.8757 87.57%
CYP3A4 inhibition - 0.9043 90.43%
CYP2C9 inhibition - 0.8542 85.42%
CYP2C19 inhibition - 0.8424 84.24%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.7383 73.83%
CYP2C8 inhibition + 0.7327 73.27%
CYP inhibitory promiscuity - 0.8334 83.34%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5980 59.80%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9114 91.14%
Skin irritation - 0.7824 78.24%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6207 62.07%
Human Ether-a-go-go-Related Gene inhibition - 0.4812 48.12%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5069 50.69%
skin sensitisation - 0.8819 88.19%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.7117 71.17%
Acute Oral Toxicity (c) III 0.5350 53.50%
Estrogen receptor binding + 0.8130 81.30%
Androgen receptor binding + 0.7249 72.49%
Thyroid receptor binding + 0.5697 56.97%
Glucocorticoid receptor binding + 0.7721 77.21%
Aromatase binding + 0.7217 72.17%
PPAR gamma + 0.7474 74.74%
Honey bee toxicity - 0.7516 75.16%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8222 82.22%

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 98.17% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.05% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.11% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.86% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.98% 86.33%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 92.14% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.96% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.55% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.59% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.38% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.43% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.74% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.36% 97.09%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.15% 81.11%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 85.18% 93.10%
CHEMBL2535 P11166 Glucose transporter 85.17% 98.75%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.65% 95.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.87% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.66% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.14% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.72% 94.80%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.21% 95.78%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.42% 92.62%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.41% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.14% 96.00%

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.
Plenckia populnea

Cross-Links

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PubChem 162910585
LOTUS LTS0000148
wikiData Q105214595