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[(1S,2R,4S,8S,10S)-12-(acetyloxymethyl)-4,8-dimethyl-5,7,13-trioxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-11-en-10-yl] (Z)-4-hydroxy-3-methylbut-2-enoate

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 5a3a9acc-f050-4b1c-9e72-4b1337722467
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [(1S,2R,4S,8S,10S)-12-(acetyloxymethyl)-4,8-dimethyl-5,7,13-trioxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-11-en-10-yl] (Z)-4-hydroxy-3-methylbut-2-enoate
SMILES (Canonical) CC1CC(C2=C(C(=O)OC2C3C(O3)(C(=O)CC1=O)C)COC(=O)C)OC(=O)C=C(C)CO
SMILES (Isomeric) C[C@H]1C[C@@H](C2=C(C(=O)O[C@@H]2[C@@H]3[C@](O3)(C(=O)CC1=O)C)COC(=O)C)OC(=O)/C=C(/C)\CO
InChI InChI=1S/C22H26O10/c1-10(8-23)5-17(27)30-15-6-11(2)14(25)7-16(26)22(4)20(32-22)19-18(15)13(21(28)31-19)9-29-12(3)24/h5,11,15,19-20,23H,6-9H2,1-4H3/b10-5-/t11-,15-,19-,20+,22+/m0/s1
InChI Key MKWBOZVGZYXHLM-BUWAKJLISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H26O10
Molecular Weight 450.40 g/mol
Exact Mass 450.15259702 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.35
H-Bond Acceptor 10
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,2R,4S,8S,10S)-12-(acetyloxymethyl)-4,8-dimethyl-5,7,13-trioxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-11-en-10-yl] (Z)-4-hydroxy-3-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9747 97.47%
Caco-2 - 0.5343 53.43%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7538 75.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8603 86.03%
OATP1B3 inhibitior + 0.9213 92.13%
MATE1 inhibitior - 0.8212 82.12%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9497 94.97%
P-glycoprotein inhibitior + 0.7568 75.68%
P-glycoprotein substrate - 0.5269 52.69%
CYP3A4 substrate + 0.6911 69.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8954 89.54%
CYP3A4 inhibition - 0.8111 81.11%
CYP2C9 inhibition - 0.8571 85.71%
CYP2C19 inhibition - 0.8880 88.80%
CYP2D6 inhibition - 0.9419 94.19%
CYP1A2 inhibition - 0.8131 81.31%
CYP2C8 inhibition + 0.4571 45.71%
CYP inhibitory promiscuity - 0.9462 94.62%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4359 43.59%
Eye corrosion - 0.9776 97.76%
Eye irritation - 0.9031 90.31%
Skin irritation - 0.6335 63.35%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6409 64.09%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5886 58.86%
skin sensitisation - 0.8001 80.01%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.6640 66.40%
Acute Oral Toxicity (c) III 0.4187 41.87%
Estrogen receptor binding + 0.8539 85.39%
Androgen receptor binding + 0.6904 69.04%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.8315 83.15%
Aromatase binding + 0.5483 54.83%
PPAR gamma + 0.7162 71.62%
Honey bee toxicity - 0.6293 62.93%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9556 95.56%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.16% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.26% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 93.21% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.13% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.38% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.99% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.23% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.20% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.29% 99.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.06% 92.94%
CHEMBL2581 P07339 Cathepsin D 84.49% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.87% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.62% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.46% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 82.02% 94.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.72% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.57% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 81.23% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.18% 89.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.88% 93.10%

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 15694260
LOTUS LTS0169971
wikiData Q105166274