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[(1S,2S,3S,4R,7S,8E,10Z,12S,13R,14S,16R,17S)-2,12,14,16-tetraacetyloxy-3,17-dihydroxy-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-8,10-dien-9-yl]methyl octanoate

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 35fca8f7-98d2-48ba-baea-75367339e80a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2S,3S,4R,7S,8E,10Z,12S,13R,14S,16R,17S)-2,12,14,16-tetraacetyloxy-3,17-dihydroxy-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-8,10-dien-9-yl]methyl octanoate
SMILES (Canonical) CCCCCCCC(=O)OCC1=CC2C(C(C(=O)O2)C)(C(C3C(C(CC(C3(C)O)OC(=O)C)OC(=O)C)(C(C=C1)OC(=O)C)C)OC(=O)C)O
SMILES (Isomeric) CCCCCCCC(=O)OC/C/1=C/[C@H]2[C@@]([C@H](C(=O)O2)C)([C@H]([C@@H]3[C@]([C@H](C[C@H]([C@@]3(C)O)OC(=O)C)OC(=O)C)([C@H](/C=C1)OC(=O)C)C)OC(=O)C)O
InChI InChI=1S/C36H52O14/c1-9-10-11-12-13-14-30(41)45-19-25-15-16-26(46-21(3)37)34(7)27(47-22(4)38)18-28(48-23(5)39)35(8,43)31(34)32(49-24(6)40)36(44)20(2)33(42)50-29(36)17-25/h15-17,20,26-29,31-32,43-44H,9-14,18-19H2,1-8H3/b16-15-,25-17+/t20-,26-,27-,28+,29-,31+,32-,34-,35+,36-/m0/s1
InChI Key AVKWCSGMZJPGJL-FSFHKPIZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H52O14
Molecular Weight 708.80 g/mol
Exact Mass 708.33570633 g/mol
Topological Polar Surface Area (TPSA) 198.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.18
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3S,4R,7S,8E,10Z,12S,13R,14S,16R,17S)-2,12,14,16-tetraacetyloxy-3,17-dihydroxy-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-8,10-dien-9-yl]methyl octanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9921 99.21%
Caco-2 - 0.8120 81.20%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8145 81.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8474 84.74%
OATP1B3 inhibitior + 0.9539 95.39%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6614 66.14%
BSEP inhibitior + 0.9721 97.21%
P-glycoprotein inhibitior + 0.8322 83.22%
P-glycoprotein substrate + 0.6903 69.03%
CYP3A4 substrate + 0.7106 71.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8969 89.69%
CYP3A4 inhibition - 0.5518 55.18%
CYP2C9 inhibition - 0.7299 72.99%
CYP2C19 inhibition - 0.8512 85.12%
CYP2D6 inhibition - 0.9445 94.45%
CYP1A2 inhibition - 0.7139 71.39%
CYP2C8 inhibition + 0.6479 64.79%
CYP inhibitory promiscuity - 0.8160 81.60%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5626 56.26%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9092 90.92%
Skin irritation + 0.5241 52.41%
Skin corrosion - 0.9423 94.23%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6466 64.66%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5539 55.39%
skin sensitisation - 0.9111 91.11%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7714 77.14%
Acute Oral Toxicity (c) III 0.4158 41.58%
Estrogen receptor binding + 0.8081 80.81%
Androgen receptor binding + 0.6647 66.47%
Thyroid receptor binding - 0.5072 50.72%
Glucocorticoid receptor binding + 0.7838 78.38%
Aromatase binding + 0.6625 66.25%
PPAR gamma + 0.7131 71.31%
Honey bee toxicity - 0.7608 76.08%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.7853 78.53%
Fish aquatic toxicity + 0.9918 99.18%

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 98.22% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.16% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.06% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 95.65% 89.63%
CHEMBL2996 Q05655 Protein kinase C delta 95.62% 97.79%
CHEMBL2581 P07339 Cathepsin D 95.03% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.34% 99.17%
CHEMBL299 P17252 Protein kinase C alpha 94.06% 98.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.86% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.73% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 93.20% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.33% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 89.16% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.13% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.71% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.62% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.72% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.24% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.40% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.17% 90.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.34% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.47% 94.33%
CHEMBL3045 P05771 Protein kinase C beta 81.11% 97.63%

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 21585465
LOTUS LTS0185609
wikiData Q104919616