methyl 9a-hydroxy-3,4a-dimethyl-4-(2-methylbut-2-enoyloxy)-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-5-carboxylate

Details

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Internal ID c217fc7c-161c-44e9-a056-438e02d15ba8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name methyl 9a-hydroxy-3,4a-dimethyl-4-(2-methylbut-2-enoyloxy)-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-5-carboxylate
SMILES (Canonical) CC=C(C)C(=O)OC1C2=C(C(=O)OC2(CC3C1(C(CCC3)C(=O)OC)C)O)C
SMILES (Isomeric) CC=C(C)C(=O)OC1C2=C(C(=O)OC2(CC3C1(C(CCC3)C(=O)OC)C)O)C
InChI InChI=1S/C21H28O7/c1-6-11(2)17(22)27-16-15-12(3)18(23)28-21(15,25)10-13-8-7-9-14(19(24)26-5)20(13,16)4/h6,13-14,16,25H,7-10H2,1-5H3
InChI Key VOOSWNHYYIUCGL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H28O7
Molecular Weight 392.40 g/mol
Exact Mass 392.18350323 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.43
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 9a-hydroxy-3,4a-dimethyl-4-(2-methylbut-2-enoyloxy)-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9889 98.89%
Caco-2 + 0.7547 75.47%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7891 78.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8591 85.91%
OATP1B3 inhibitior + 0.9588 95.88%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.5521 55.21%
BSEP inhibitior + 0.7212 72.12%
P-glycoprotein inhibitior - 0.4538 45.38%
P-glycoprotein substrate - 0.6566 65.66%
CYP3A4 substrate + 0.6742 67.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8959 89.59%
CYP3A4 inhibition - 0.6878 68.78%
CYP2C9 inhibition - 0.8714 87.14%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9407 94.07%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition - 0.6334 63.34%
CYP inhibitory promiscuity - 0.9166 91.66%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4857 48.57%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9183 91.83%
Skin irritation + 0.5695 56.95%
Skin corrosion - 0.9101 91.01%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7197 71.97%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.6293 62.93%
skin sensitisation - 0.8433 84.33%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.8795 87.95%
Acute Oral Toxicity (c) III 0.3367 33.67%
Estrogen receptor binding + 0.6989 69.89%
Androgen receptor binding + 0.6305 63.05%
Thyroid receptor binding + 0.5642 56.42%
Glucocorticoid receptor binding + 0.7151 71.51%
Aromatase binding - 0.5055 50.55%
PPAR gamma + 0.6053 60.53%
Honey bee toxicity - 0.7200 72.00%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9734 97.34%

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 98.25% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.35% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.64% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.21% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 88.22% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.14% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.79% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.42% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.29% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.73% 93.03%
CHEMBL2581 P07339 Cathepsin D 84.62% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.59% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.99% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.51% 97.09%

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.
Ligularia hodgsonii

Cross-Links

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PubChem 74433667
LOTUS LTS0020111
wikiData Q105290316