[6-Formyl-10-methyl-3-methylidene-5-(2-methylpropanoyloxy)-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate

Details

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Internal ID e29b15bd-d24d-470b-b1e6-5934b4620dbe
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [6-formyl-10-methyl-3-methylidene-5-(2-methylpropanoyloxy)-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate
SMILES (Canonical) CC1=CC2C(C(C(C(=CCC1)C=O)OC(=O)C(C)C)OC(=O)C(C)C)C(=C)C(=O)O2
SMILES (Isomeric) CC1=CC2C(C(C(C(=CCC1)C=O)OC(=O)C(C)C)OC(=O)C(C)C)C(=C)C(=O)O2
InChI InChI=1S/C23H30O7/c1-12(2)21(25)29-19-16(11-24)9-7-8-14(5)10-17-18(15(6)23(27)28-17)20(19)30-22(26)13(3)4/h9-13,17-20H,6-8H2,1-5H3
InChI Key KGBITPLFAPVFHQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H30O7
Molecular Weight 418.50 g/mol
Exact Mass 418.19915329 g/mol
Topological Polar Surface Area (TPSA) 96.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.09
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-Formyl-10-methyl-3-methylidene-5-(2-methylpropanoyloxy)-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9885 98.85%
Caco-2 + 0.5702 57.02%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5770 57.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8860 88.60%
OATP1B3 inhibitior + 0.8516 85.16%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6986 69.86%
P-glycoprotein inhibitior + 0.7773 77.73%
P-glycoprotein substrate - 0.7696 76.96%
CYP3A4 substrate + 0.5957 59.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.7797 77.97%
CYP2C9 inhibition - 0.8117 81.17%
CYP2C19 inhibition - 0.7103 71.03%
CYP2D6 inhibition - 0.9023 90.23%
CYP1A2 inhibition + 0.6563 65.63%
CYP2C8 inhibition - 0.7286 72.86%
CYP inhibitory promiscuity - 0.8191 81.91%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5626 56.26%
Eye corrosion - 0.9251 92.51%
Eye irritation - 0.8564 85.64%
Skin irritation - 0.6230 62.30%
Skin corrosion - 0.9117 91.17%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4485 44.85%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.6668 66.68%
skin sensitisation - 0.6436 64.36%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity - 0.5556 55.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.4667 46.67%
Acute Oral Toxicity (c) III 0.4305 43.05%
Estrogen receptor binding + 0.7835 78.35%
Androgen receptor binding + 0.5826 58.26%
Thyroid receptor binding + 0.5783 57.83%
Glucocorticoid receptor binding + 0.7688 76.88%
Aromatase binding - 0.4885 48.85%
PPAR gamma + 0.6750 67.50%
Honey bee toxicity - 0.7206 72.06%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9868 98.68%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.34% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.49% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.00% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.90% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.70% 96.47%
CHEMBL3401 O75469 Pregnane X receptor 86.56% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.58% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.34% 99.23%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.19% 98.75%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.98% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.46% 96.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.87% 93.03%
CHEMBL4208 P20618 Proteasome component C5 81.61% 90.00%
CHEMBL2581 P07339 Cathepsin D 80.94% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.56% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.44% 95.50%

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.
Acanthospermum glabratum

Cross-Links

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PubChem 78384984
LOTUS LTS0014434
wikiData Q105140667