[(1R,2R,4R,6R,7S,9S,10Z,12R)-10-(acetyloxymethyl)-4-methyl-15-methylidene-14-oxo-5,8,13-trioxatetracyclo[10.3.0.04,6.07,9]pentadec-10-en-2-yl] (Z)-2-(acetyloxymethyl)but-2-enoate

Details

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Internal ID 485e4fde-2459-4321-bdae-8d196dcab1c6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1R,2R,4R,6R,7S,9S,10Z,12R)-10-(acetyloxymethyl)-4-methyl-15-methylidene-14-oxo-5,8,13-trioxatetracyclo[10.3.0.04,6.07,9]pentadec-10-en-2-yl] (Z)-2-(acetyloxymethyl)but-2-enoate
SMILES (Canonical) CC=C(COC(=O)C)C(=O)OC1CC2(C(O2)C3C(O3)C(=CC4C1C(=C)C(=O)O4)COC(=O)C)C
SMILES (Isomeric) C/C=C(/COC(=O)C)\C(=O)O[C@@H]1C[C@@]2([C@H](O2)[C@@H]3[C@@H](O3)/C(=C\[C@@H]4[C@@H]1C(=C)C(=O)O4)/COC(=O)C)C
InChI InChI=1S/C24H28O10/c1-6-14(9-29-12(3)25)23(28)32-17-8-24(5)21(34-24)20-19(33-20)15(10-30-13(4)26)7-16-18(17)11(2)22(27)31-16/h6-7,16-21H,2,8-10H2,1,3-5H3/b14-6-,15-7-/t16-,17-,18+,19+,20+,21-,24-/m1/s1
InChI Key SYPUFQXZNLVREH-VDLJQTPDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H28O10
Molecular Weight 476.50 g/mol
Exact Mass 476.16824709 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.32
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4R,6R,7S,9S,10Z,12R)-10-(acetyloxymethyl)-4-methyl-15-methylidene-14-oxo-5,8,13-trioxatetracyclo[10.3.0.04,6.07,9]pentadec-10-en-2-yl] (Z)-2-(acetyloxymethyl)but-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 + 0.9786 97.86%
Caco-2 - 0.7274 72.74%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6103 61.03%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8517 85.17%
OATP1B3 inhibitior + 0.9126 91.26%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9196 91.96%
P-glycoprotein inhibitior + 0.8174 81.74%
P-glycoprotein substrate - 0.5431 54.31%
CYP3A4 substrate + 0.6828 68.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9019 90.19%
CYP3A4 inhibition - 0.7926 79.26%
CYP2C9 inhibition - 0.8531 85.31%
CYP2C19 inhibition - 0.7873 78.73%
CYP2D6 inhibition - 0.9297 92.97%
CYP1A2 inhibition - 0.7242 72.42%
CYP2C8 inhibition - 0.5855 58.55%
CYP inhibitory promiscuity - 0.8524 85.24%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5224 52.24%
Eye corrosion - 0.9659 96.59%
Eye irritation - 0.9055 90.55%
Skin irritation - 0.6564 65.64%
Skin corrosion - 0.9109 91.09%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6022 60.22%
Micronuclear - 0.5500 55.00%
Hepatotoxicity + 0.5593 55.93%
skin sensitisation - 0.5686 56.86%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.7927 79.27%
Acute Oral Toxicity (c) III 0.5156 51.56%
Estrogen receptor binding + 0.7274 72.74%
Androgen receptor binding + 0.6894 68.94%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7744 77.44%
Aromatase binding + 0.5444 54.44%
PPAR gamma + 0.6559 65.59%
Honey bee toxicity - 0.5730 57.30%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9607 96.07%

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 98.66% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.23% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.30% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.24% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 91.21% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.29% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 89.63% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.30% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.55% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.18% 99.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.24% 97.28%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.66% 97.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.40% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.30% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.02% 94.00%

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.
Liatris ohlingerae

Cross-Links

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PubChem 101677416
LOTUS LTS0244582
wikiData Q105263714