3-Methyl-6,9-dimethylidene-3,3a,4,5,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-2,8-dione

Details

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Internal ID b1c614e2-7bbd-4238-8a74-5f4a12a2527b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name 3-methyl-6,9-dimethylidene-3,3a,4,5,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-2,8-dione
SMILES (Canonical) CC1C2CCC(=C)C3CC(=O)C(=C)C3C2OC1=O
SMILES (Isomeric) CC1C2CCC(=C)C3CC(=O)C(=C)C3C2OC1=O
InChI InChI=1S/C15H18O3/c1-7-4-5-10-8(2)15(17)18-14(10)13-9(3)12(16)6-11(7)13/h8,10-11,13-14H,1,3-6H2,2H3
InChI Key HFEIGOVBMFYQTI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H18O3
Molecular Weight 246.30 g/mol
Exact Mass 246.125594432 g/mol
Topological Polar Surface Area (TPSA) 43.40 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.28
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-Methyl-6,9-dimethylidene-3,3a,4,5,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-2,8-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9952 99.52%
Caco-2 + 0.6679 66.79%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.6206 62.06%
OATP2B1 inhibitior - 0.8571 85.71%
OATP1B1 inhibitior + 0.8902 89.02%
OATP1B3 inhibitior + 0.9367 93.67%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.9004 90.04%
P-glycoprotein inhibitior - 0.9030 90.30%
P-glycoprotein substrate - 0.7734 77.34%
CYP3A4 substrate + 0.5243 52.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8743 87.43%
CYP3A4 inhibition - 0.9031 90.31%
CYP2C9 inhibition - 0.9221 92.21%
CYP2C19 inhibition - 0.7281 72.81%
CYP2D6 inhibition - 0.9392 93.92%
CYP1A2 inhibition + 0.6759 67.59%
CYP2C8 inhibition - 0.8959 89.59%
CYP inhibitory promiscuity - 0.9276 92.76%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6389 63.89%
Eye corrosion - 0.8782 87.82%
Eye irritation + 0.6824 68.24%
Skin irritation - 0.5284 52.84%
Skin corrosion - 0.8939 89.39%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6533 65.33%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.8125 81.25%
skin sensitisation - 0.5967 59.67%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity - 0.5667 56.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.7071 70.71%
Acute Oral Toxicity (c) III 0.6322 63.22%
Estrogen receptor binding - 0.6532 65.32%
Androgen receptor binding + 0.5842 58.42%
Thyroid receptor binding - 0.6986 69.86%
Glucocorticoid receptor binding - 0.6237 62.37%
Aromatase binding - 0.8057 80.57%
PPAR gamma - 0.7731 77.31%
Honey bee toxicity - 0.7549 75.49%
Biodegradation - 0.5000 50.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9856 98.56%

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
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.85% 94.80%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.40% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.25% 97.25%
CHEMBL1978 P11511 Cytochrome P450 19A1 88.66% 91.76%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.17% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.06% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.91% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.93% 93.04%
CHEMBL1902 P62942 FK506-binding protein 1A 80.94% 97.05%
CHEMBL2581 P07339 Cathepsin D 80.66% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.44% 92.94%

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.
Acilepidopsis echitifolia

Cross-Links

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PubChem 78133652
LOTUS LTS0119824
wikiData Q105027254