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[(1S,2R,3S,5R,8S,9Z,13R,14S,15S,17R,19S)-2,15-diacetyloxy-5,10,14,19-tetramethyl-6-oxo-4,7,18-trioxapentacyclo[12.5.0.03,5.03,8.017,19]nonadec-9-en-13-yl] butanoate

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 e2f416c0-25d2-4c04-ab9c-ac07c93b72c9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2R,3S,5R,8S,9Z,13R,14S,15S,17R,19S)-2,15-diacetyloxy-5,10,14,19-tetramethyl-6-oxo-4,7,18-trioxapentacyclo[12.5.0.03,5.03,8.017,19]nonadec-9-en-13-yl] butanoate
SMILES (Canonical) CCCC(=O)OC1CCC(=CC2C3(C(C4C1(C(CC5C4(O5)C)OC(=O)C)C)OC(=O)C)C(O3)(C(=O)O2)C)C
SMILES (Isomeric) CCCC(=O)O[C@@H]1CC/C(=C\[C@H]2[C@]3([C@@H]([C@@H]4[C@@]1([C@H](C[C@@H]5[C@]4(O5)C)OC(=O)C)C)OC(=O)C)[C@@](O3)(C(=O)O2)C)/C
InChI InChI=1S/C28H38O10/c1-8-9-21(31)35-17-11-10-14(2)12-20-28(27(7,38-28)24(32)36-20)23(34-16(4)30)22-25(17,5)18(33-15(3)29)13-19-26(22,6)37-19/h12,17-20,22-23H,8-11,13H2,1-7H3/b14-12-/t17-,18+,19-,20+,22-,23-,25+,26-,27+,28+/m1/s1
InChI Key QHJDREAZAZLIQC-LKUCLMCZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O10
Molecular Weight 534.60 g/mol
Exact Mass 534.24649740 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.94
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3S,5R,8S,9Z,13R,14S,15S,17R,19S)-2,15-diacetyloxy-5,10,14,19-tetramethyl-6-oxo-4,7,18-trioxapentacyclo[12.5.0.03,5.03,8.017,19]nonadec-9-en-13-yl] butanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9872 98.72%
Caco-2 - 0.6526 65.26%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6670 66.70%
OATP2B1 inhibitior - 0.8639 86.39%
OATP1B1 inhibitior + 0.8514 85.14%
OATP1B3 inhibitior + 0.9366 93.66%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9814 98.14%
P-glycoprotein inhibitior + 0.8763 87.63%
P-glycoprotein substrate + 0.5121 51.21%
CYP3A4 substrate + 0.6920 69.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8649 86.49%
CYP3A4 inhibition - 0.6197 61.97%
CYP2C9 inhibition - 0.8471 84.71%
CYP2C19 inhibition - 0.8019 80.19%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.7175 71.75%
CYP2C8 inhibition + 0.6426 64.26%
CYP inhibitory promiscuity - 0.7298 72.98%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5678 56.78%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.8702 87.02%
Skin irritation - 0.5659 56.59%
Skin corrosion - 0.8729 87.29%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6419 64.19%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5054 50.54%
skin sensitisation - 0.7869 78.69%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6028 60.28%
Acute Oral Toxicity (c) III 0.3898 38.98%
Estrogen receptor binding + 0.8476 84.76%
Androgen receptor binding + 0.6678 66.78%
Thyroid receptor binding + 0.5822 58.22%
Glucocorticoid receptor binding + 0.8207 82.07%
Aromatase binding + 0.7901 79.01%
PPAR gamma + 0.7933 79.33%
Honey bee toxicity - 0.8246 82.46%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9847 98.47%

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 98.03% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.07% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.74% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.09% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.45% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.41% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 92.22% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.48% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.64% 97.09%
CHEMBL1871 P10275 Androgen Receptor 90.22% 96.43%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.63% 92.62%
CHEMBL2581 P07339 Cathepsin D 88.31% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.00% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.73% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 84.88% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.00% 94.00%
CHEMBL230 P35354 Cyclooxygenase-2 82.70% 89.63%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.46% 97.14%
CHEMBL221 P23219 Cyclooxygenase-1 81.87% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 81.44% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.27% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.12% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.86% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.74% 99.17%

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 101602720
LOTUS LTS0255132
wikiData Q105220953