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[(1S,2S,3S,4R,7S,8E,10Z,12S,13R,14S,16R,17S)-2,12,14-triacetyloxy-9-(butanoyloxymethyl)-3,17-dihydroxy-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-8,10-dien-16-yl] 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 03a0b381-5559-4a47-85fe-550d86d958fa
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-triacetyloxy-9-(butanoyloxymethyl)-3,17-dihydroxy-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-8,10-dien-16-yl] octanoate
SMILES (Canonical) CCCCCCCC(=O)OC1CC(C2(C(C=CC(=CC3C(C(C(=O)O3)C)(C(C2C1(C)O)OC(=O)C)O)COC(=O)CCC)OC(=O)C)C)OC(=O)C
SMILES (Isomeric) CCCCCCCC(=O)O[C@@H]1C[C@@H]([C@@]2([C@H](/C=C\C(=C/[C@H]3[C@@]([C@H](C(=O)O3)C)([C@H]([C@H]2[C@]1(C)O)OC(=O)C)O)\COC(=O)CCC)OC(=O)C)C)OC(=O)C
InChI InChI=1S/C38H56O14/c1-9-11-12-13-14-16-32(43)51-29-20-28(49-24(5)40)36(7)27(48-23(4)39)18-17-26(21-47-31(42)15-10-2)19-30-38(46,22(3)35(44)52-30)34(50-25(6)41)33(36)37(29,8)45/h17-19,22,27-30,33-34,45-46H,9-16,20-21H2,1-8H3/b18-17-,26-19+/t22-,27-,28-,29+,30-,33+,34-,36-,37+,38-/m0/s1
InChI Key CUQZHFSCFHEOFS-VKCYLKOISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H56O14
Molecular Weight 736.80 g/mol
Exact Mass 736.36700646 g/mol
Topological Polar Surface Area (TPSA) 198.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.96
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 14

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-triacetyloxy-9-(butanoyloxymethyl)-3,17-dihydroxy-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-8,10-dien-16-yl] 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 - 0.8197 81.97%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8145 81.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8436 84.36%
OATP1B3 inhibitior + 0.9539 95.39%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6614 66.14%
BSEP inhibitior + 0.9684 96.84%
P-glycoprotein inhibitior + 0.8200 82.00%
P-glycoprotein substrate + 0.7398 73.98%
CYP3A4 substrate + 0.7279 72.79%
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 + 0.6722 67.22%
CYP inhibitory promiscuity - 0.8160 81.60%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5626 56.26%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9088 90.88%
Skin irritation + 0.5241 52.41%
Skin corrosion - 0.9423 94.23%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6810 68.10%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5572 55.72%
skin sensitisation - 0.9111 91.11%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8345 83.45%
Acute Oral Toxicity (c) III 0.4158 41.58%
Estrogen receptor binding + 0.8031 80.31%
Androgen receptor binding + 0.6623 66.23%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7911 79.11%
Aromatase binding + 0.6685 66.85%
PPAR gamma + 0.7045 70.45%
Honey bee toxicity - 0.7351 73.51%
Biodegradation - 0.9250 92.50%
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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.58% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.53% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.04% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 97.18% 97.79%
CHEMBL230 P35354 Cyclooxygenase-2 96.97% 89.63%
CHEMBL299 P17252 Protein kinase C alpha 95.48% 98.03%
CHEMBL2581 P07339 Cathepsin D 94.98% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.39% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 93.56% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.48% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.35% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.56% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.97% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.29% 99.23%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.32% 90.08%
CHEMBL5255 O00206 Toll-like receptor 4 89.32% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.95% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.66% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.60% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.07% 100.00%
CHEMBL3045 P05771 Protein kinase C beta 85.16% 97.63%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.40% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.01% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.53% 100.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 81.27% 91.81%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 81.21% 92.68%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.76% 82.50%
CHEMBL255 P29275 Adenosine A2b receptor 80.59% 98.59%

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 101712956
LOTUS LTS0213449
wikiData Q104970430