(8-Hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-7-yl) 2-methylpropanoate

Details

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Internal ID 7105b110-59d1-44e4-8799-abe92707b46c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name (8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-7-yl) 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C2C(C3C(CCC2=C)C(=C)C(=O)O3)C(=C)C1O
SMILES (Isomeric) CC(C)C(=O)OC1C2C(C3C(CCC2=C)C(=C)C(=O)O3)C(=C)C1O
InChI InChI=1S/C19H24O5/c1-8(2)18(21)24-17-13-9(3)6-7-12-10(4)19(22)23-16(12)14(13)11(5)15(17)20/h8,12-17,20H,3-7H2,1-2H3
InChI Key PVMRWMPTZVVVJM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H24O5
Molecular Weight 332.40 g/mol
Exact Mass 332.16237386 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.17
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8-Hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-7-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 + 0.9705 97.05%
Caco-2 - 0.5996 59.96%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7314 73.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8637 86.37%
OATP1B3 inhibitior + 0.9094 90.94%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.8539 85.39%
P-glycoprotein inhibitior - 0.7732 77.32%
P-glycoprotein substrate - 0.7427 74.27%
CYP3A4 substrate + 0.5928 59.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8823 88.23%
CYP3A4 inhibition - 0.8375 83.75%
CYP2C9 inhibition - 0.7977 79.77%
CYP2C19 inhibition - 0.7388 73.88%
CYP2D6 inhibition - 0.8670 86.70%
CYP1A2 inhibition - 0.5921 59.21%
CYP2C8 inhibition - 0.7545 75.45%
CYP inhibitory promiscuity - 0.8504 85.04%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9143 91.43%
Carcinogenicity (trinary) Non-required 0.5405 54.05%
Eye corrosion - 0.9091 90.91%
Eye irritation - 0.7038 70.38%
Skin irritation - 0.6726 67.26%
Skin corrosion - 0.8924 89.24%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7848 78.48%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.7500 75.00%
skin sensitisation - 0.6268 62.68%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5240 52.40%
Acute Oral Toxicity (c) III 0.4625 46.25%
Estrogen receptor binding - 0.5752 57.52%
Androgen receptor binding + 0.5577 55.77%
Thyroid receptor binding + 0.5238 52.38%
Glucocorticoid receptor binding + 0.5568 55.68%
Aromatase binding - 0.7281 72.81%
PPAR gamma - 0.5905 59.05%
Honey bee toxicity - 0.7446 74.46%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9428 94.28%

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 95.72% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.45% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.38% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.01% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.29% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.35% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 87.43% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.78% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.23% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.95% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 83.80% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.74% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.30% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.54% 89.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.06% 95.71%

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.
Psephellus bellus

Cross-Links

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PubChem 163027187
LOTUS LTS0181789
wikiData Q105215526