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[(1S,2S,3R,5R,8S,9Z,12R,13R,14R,15S,17S,19R)-12,15-diacetyloxy-2-hydroxy-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 d19a857f-43a9-455b-a466-932f1f7c69ff
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2S,3R,5R,8S,9Z,12R,13R,14R,15S,17S,19R)-12,15-diacetyloxy-2-hydroxy-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)OC1C(CC(=CC2C3(C(C4C1(C(CC5C4(O5)C)OC(=O)C)C)O)C(O3)(C(=O)O2)C)C)OC(=O)C
SMILES (Isomeric) CCCC(=O)O[C@H]1[C@@H](C/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)O)[C@@](O3)(C(=O)O2)C)/C)OC(=O)C
InChI InChI=1S/C28H38O11/c1-8-9-20(31)37-23-16(34-14(3)29)10-13(2)11-19-28(27(7,39-28)24(33)36-19)22(32)21-25(23,5)17(35-15(4)30)12-18-26(21,6)38-18/h11,16-19,21-23,32H,8-10,12H2,1-7H3/b13-11-/t16-,17+,18+,19+,21-,22+,23+,25+,26+,27+,28+/m1/s1
InChI Key RMHQLHLEYNVYRW-ZZHLAOOGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H38O11
Molecular Weight 550.60 g/mol
Exact Mass 550.24141202 g/mol
Topological Polar Surface Area (TPSA) 150.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.91
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3R,5R,8S,9Z,12R,13R,14R,15S,17S,19R)-12,15-diacetyloxy-2-hydroxy-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 + 0.9802 98.02%
Caco-2 - 0.7033 70.33%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6585 65.85%
OATP2B1 inhibitior - 0.8617 86.17%
OATP1B1 inhibitior + 0.8393 83.93%
OATP1B3 inhibitior + 0.8946 89.46%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9768 97.68%
P-glycoprotein inhibitior + 0.7890 78.90%
P-glycoprotein substrate + 0.6171 61.71%
CYP3A4 substrate + 0.6892 68.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8586 85.86%
CYP3A4 inhibition - 0.6157 61.57%
CYP2C9 inhibition - 0.8377 83.77%
CYP2C19 inhibition - 0.8519 85.19%
CYP2D6 inhibition - 0.9309 93.09%
CYP1A2 inhibition - 0.7718 77.18%
CYP2C8 inhibition + 0.5911 59.11%
CYP inhibitory promiscuity - 0.8172 81.72%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4945 49.45%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.8965 89.65%
Skin irritation - 0.5369 53.69%
Skin corrosion - 0.8547 85.47%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6319 63.19%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.7874 78.74%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5745 57.45%
Acute Oral Toxicity (c) III 0.4135 41.35%
Estrogen receptor binding + 0.7966 79.66%
Androgen receptor binding + 0.6708 67.08%
Thyroid receptor binding + 0.5314 53.14%
Glucocorticoid receptor binding + 0.7847 78.47%
Aromatase binding + 0.7836 78.36%
PPAR gamma + 0.7271 72.71%
Honey bee toxicity - 0.7486 74.86%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9576 95.76%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.13% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.03% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.93% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 94.54% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 92.14% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.82% 97.25%
CHEMBL2581 P07339 Cathepsin D 90.64% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.87% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.28% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.69% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.17% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 85.89% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.52% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.71% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.16% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.44% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.10% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.90% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.78% 97.28%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 21610129
LOTUS LTS0145403
wikiData Q105240777