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[(1S,2R,3R,4R,7R,8S,10E,12S,13S,16S,17S)-2-acetyloxy-8-chloro-3,17-dihydroxy-4,13,17-trimethyl-9-methylidene-5-oxo-12-propanoyloxy-6-oxatricyclo[11.4.0.03,7]heptadec-10-en-16-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 193f3895-1d3a-4743-89e4-8f8caa9f69a8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2R,3R,4R,7R,8S,10E,12S,13S,16S,17S)-2-acetyloxy-8-chloro-3,17-dihydroxy-4,13,17-trimethyl-9-methylidene-5-oxo-12-propanoyloxy-6-oxatricyclo[11.4.0.03,7]heptadec-10-en-16-yl] butanoate
SMILES (Canonical) CCCC(=O)OC1CCC2(C(C=CC(=C)C(C3C(C(C(=O)O3)C)(C(C2C1(C)O)OC(=O)C)O)Cl)OC(=O)CC)C
SMILES (Isomeric) CCCC(=O)O[C@H]1CC[C@@]2([C@H](/C=C/C(=C)[C@@H]([C@H]3[C@@]([C@H](C(=O)O3)C)([C@@H]([C@H]2[C@]1(C)O)OC(=O)C)O)Cl)OC(=O)CC)C
InChI InChI=1S/C29H41ClO10/c1-8-10-21(33)39-19-13-14-27(6)18(38-20(32)9-2)12-11-15(3)22(30)24-29(36,16(4)26(34)40-24)25(37-17(5)31)23(27)28(19,7)35/h11-12,16,18-19,22-25,35-36H,3,8-10,13-14H2,1-2,4-7H3/b12-11+/t16-,18-,19-,22-,23+,24-,25+,27+,28+,29-/m0/s1
InChI Key FSOSFMPSMUWBAF-DOTQWUFXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H41ClO10
Molecular Weight 585.10 g/mol
Exact Mass 584.2388252 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.15
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,4R,7R,8S,10E,12S,13S,16S,17S)-2-acetyloxy-8-chloro-3,17-dihydroxy-4,13,17-trimethyl-9-methylidene-5-oxo-12-propanoyloxy-6-oxatricyclo[11.4.0.03,7]heptadec-10-en-16-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 + 0.9886 98.86%
Caco-2 - 0.7655 76.55%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6656 66.56%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8040 80.40%
OATP1B3 inhibitior - 0.3745 37.45%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9349 93.49%
P-glycoprotein inhibitior + 0.7703 77.03%
P-glycoprotein substrate + 0.6096 60.96%
CYP3A4 substrate + 0.7368 73.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8935 89.35%
CYP3A4 inhibition - 0.5201 52.01%
CYP2C9 inhibition - 0.6748 67.48%
CYP2C19 inhibition - 0.6536 65.36%
CYP2D6 inhibition - 0.8538 85.38%
CYP1A2 inhibition - 0.6227 62.27%
CYP2C8 inhibition + 0.6246 62.46%
CYP inhibitory promiscuity - 0.7219 72.19%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8682 86.82%
Carcinogenicity (trinary) Non-required 0.4760 47.60%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9203 92.03%
Skin irritation - 0.5210 52.10%
Skin corrosion - 0.8799 87.99%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3628 36.28%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5894 58.94%
skin sensitisation - 0.8306 83.06%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5979 59.79%
Acute Oral Toxicity (c) III 0.3749 37.49%
Estrogen receptor binding + 0.7779 77.79%
Androgen receptor binding + 0.6434 64.34%
Thyroid receptor binding - 0.4947 49.47%
Glucocorticoid receptor binding + 0.7489 74.89%
Aromatase binding + 0.7313 73.13%
PPAR gamma + 0.6932 69.32%
Honey bee toxicity - 0.6499 64.99%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9973 99.73%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.88% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.58% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.24% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.21% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.94% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.50% 92.62%
CHEMBL2581 P07339 Cathepsin D 89.00% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.39% 94.80%
CHEMBL340 P08684 Cytochrome P450 3A4 85.64% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.56% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.44% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.23% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.73% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.60% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.33% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.24% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 81.19% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.29% 94.33%

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 163104039
LOTUS LTS0218429
wikiData Q105000810