5a,8-dimethyl-3-methylidene-2-oxo-4,5,6,7,8a,8b-hexahydro-3aH-cyclopenta[g][1]benzofuran-8-carbaldehyde

Details

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Internal ID a2de41cc-012e-46ea-9d17-ce4ae52a7442
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name 5a,8-dimethyl-3-methylidene-2-oxo-4,5,6,7,8a,8b-hexahydro-3aH-cyclopenta[g][1]benzofuran-8-carbaldehyde
SMILES (Canonical) CC12CCC3C(C1C(CC2)(C)C=O)OC(=O)C3=C
SMILES (Isomeric) CC12CCC3C(C1C(CC2)(C)C=O)OC(=O)C3=C
InChI InChI=1S/C15H20O3/c1-9-10-4-5-14(2)6-7-15(3,8-16)12(14)11(10)18-13(9)17/h8,10-12H,1,4-7H2,2-3H3
InChI Key OOHSZMHOXQXINH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H20O3
Molecular Weight 248.32 g/mol
Exact Mass 248.14124450 g/mol
Topological Polar Surface Area (TPSA) 43.40 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.50
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5a,8-dimethyl-3-methylidene-2-oxo-4,5,6,7,8a,8b-hexahydro-3aH-cyclopenta[g][1]benzofuran-8-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9953 99.53%
Caco-2 + 0.7606 76.06%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.6398 63.98%
OATP2B1 inhibitior - 0.8510 85.10%
OATP1B1 inhibitior + 0.8528 85.28%
OATP1B3 inhibitior + 0.8891 88.91%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior - 0.9787 97.87%
P-glycoprotein inhibitior - 0.8793 87.93%
P-glycoprotein substrate - 0.8841 88.41%
CYP3A4 substrate + 0.5646 56.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8495 84.95%
CYP3A4 inhibition - 0.7603 76.03%
CYP2C9 inhibition - 0.9312 93.12%
CYP2C19 inhibition - 0.7985 79.85%
CYP2D6 inhibition - 0.9355 93.55%
CYP1A2 inhibition + 0.7963 79.63%
CYP2C8 inhibition - 0.7530 75.30%
CYP inhibitory promiscuity - 0.8546 85.46%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5609 56.09%
Eye corrosion - 0.9653 96.53%
Eye irritation - 0.8125 81.25%
Skin irritation + 0.5676 56.76%
Skin corrosion - 0.8627 86.27%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6471 64.71%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.6199 61.99%
skin sensitisation + 0.5000 50.00%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity - 0.5667 56.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.7867 78.67%
Acute Oral Toxicity (c) III 0.6597 65.97%
Estrogen receptor binding + 0.6705 67.05%
Androgen receptor binding + 0.5966 59.66%
Thyroid receptor binding - 0.5361 53.61%
Glucocorticoid receptor binding - 0.6052 60.52%
Aromatase binding - 0.6808 68.08%
PPAR gamma - 0.6315 63.15%
Honey bee toxicity - 0.8060 80.60%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 1.0000 100.00%

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 93.94% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.74% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.41% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.75% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.88% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.16% 100.00%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 84.85% 88.81%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.79% 99.23%
CHEMBL1902 P62942 FK506-binding protein 1A 84.74% 97.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.22% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.21% 95.89%
CHEMBL5203 P33316 dUTP pyrophosphatase 81.97% 99.18%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.44% 96.00%

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.
Aucklandia costus

Cross-Links

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PubChem 162951920
LOTUS LTS0198667
wikiData Q104401708