(4-Acetyloxy-10-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl)methyl acetate

Details

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Internal ID 62c9adc8-ad1f-4e4d-8d7a-24cd456dc9b3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name (4-acetyloxy-10-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl)methyl acetate
SMILES (Canonical) CC1=CCCC(=CC(C2C(C1)OC(=O)C2=C)OC(=O)C)COC(=O)C
SMILES (Isomeric) CC1=CCCC(=CC(C2C(C1)OC(=O)C2=C)OC(=O)C)COC(=O)C
InChI InChI=1S/C19H24O6/c1-11-6-5-7-15(10-23-13(3)20)9-17(24-14(4)21)18-12(2)19(22)25-16(18)8-11/h6,9,16-18H,2,5,7-8,10H2,1,3-4H3
InChI Key AMTNJYJZXRRIJG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H24O6
Molecular Weight 348.40 g/mol
Exact Mass 348.15728848 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.64
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4-Acetyloxy-10-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl)methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9899 98.99%
Caco-2 + 0.6799 67.99%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6832 68.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9019 90.19%
OATP1B3 inhibitior + 0.8978 89.78%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.6489 64.89%
P-glycoprotein inhibitior - 0.4927 49.27%
P-glycoprotein substrate - 0.8074 80.74%
CYP3A4 substrate + 0.6159 61.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8884 88.84%
CYP3A4 inhibition - 0.6029 60.29%
CYP2C9 inhibition - 0.8100 81.00%
CYP2C19 inhibition - 0.7454 74.54%
CYP2D6 inhibition - 0.9246 92.46%
CYP1A2 inhibition + 0.6652 66.52%
CYP2C8 inhibition - 0.5902 59.02%
CYP inhibitory promiscuity - 0.8402 84.02%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6719 67.19%
Eye corrosion - 0.9622 96.22%
Eye irritation - 0.7675 76.75%
Skin irritation - 0.5219 52.19%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis + 0.5109 51.09%
Human Ether-a-go-go-Related Gene inhibition - 0.3786 37.86%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.7170 71.70%
skin sensitisation - 0.8412 84.12%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.8689 86.89%
Acute Oral Toxicity (c) III 0.6096 60.96%
Estrogen receptor binding + 0.5561 55.61%
Androgen receptor binding - 0.5149 51.49%
Thyroid receptor binding - 0.6115 61.15%
Glucocorticoid receptor binding + 0.7486 74.86%
Aromatase binding - 0.6982 69.82%
PPAR gamma - 0.5077 50.77%
Honey bee toxicity - 0.7598 75.98%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9944 99.44%

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 95.69% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.53% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.09% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.01% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.26% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.79% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.78% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.75% 89.00%
CHEMBL4208 P20618 Proteasome component C5 84.70% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 84.33% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.63% 99.17%
CHEMBL2581 P07339 Cathepsin D 81.76% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.60% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.92% 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.
Mattfeldanthus andrade-limae

Cross-Links

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PubChem 85432389
LOTUS LTS0112552
wikiData Q27104502