1,4a,5-trimethyl-1-[2-(5-oxo-2H-furan-4-yl)ethyl]-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid

Details

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Internal ID 57b68ebc-1a0c-421e-9541-6414ae3ac132
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name 1,4a,5-trimethyl-1-[2-(5-oxo-2H-furan-4-yl)ethyl]-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid
SMILES (Canonical) CC1=CCCC2C1(CCC(C2(C)CCC3=CCOC3=O)C(=O)O)C
SMILES (Isomeric) CC1=CCCC2C1(CCC(C2(C)CCC3=CCOC3=O)C(=O)O)C
InChI InChI=1S/C20H28O4/c1-13-5-4-6-16-19(13,2)11-8-15(17(21)22)20(16,3)10-7-14-9-12-24-18(14)23/h5,9,15-16H,4,6-8,10-12H2,1-3H3,(H,21,22)
InChI Key IYPOCJXQNIFGFO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28O4
Molecular Weight 332.40 g/mol
Exact Mass 332.19875937 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.11
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1,4a,5-trimethyl-1-[2-(5-oxo-2H-furan-4-yl)ethyl]-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9894 98.94%
Caco-2 + 0.7210 72.10%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8006 80.06%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9012 90.12%
OATP1B3 inhibitior + 0.9216 92.16%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.5480 54.80%
BSEP inhibitior + 0.7426 74.26%
P-glycoprotein inhibitior - 0.7501 75.01%
P-glycoprotein substrate - 0.8029 80.29%
CYP3A4 substrate + 0.6175 61.75%
CYP2C9 substrate - 0.8074 80.74%
CYP2D6 substrate - 0.9179 91.79%
CYP3A4 inhibition - 0.5844 58.44%
CYP2C9 inhibition - 0.7358 73.58%
CYP2C19 inhibition - 0.8409 84.09%
CYP2D6 inhibition - 0.9147 91.47%
CYP1A2 inhibition - 0.6515 65.15%
CYP2C8 inhibition - 0.6520 65.20%
CYP inhibitory promiscuity - 0.8187 81.87%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6267 62.67%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9414 94.14%
Skin irritation + 0.4930 49.30%
Skin corrosion - 0.9424 94.24%
Ames mutagenesis - 0.7220 72.20%
Human Ether-a-go-go-Related Gene inhibition + 0.7282 72.82%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.5645 56.45%
skin sensitisation - 0.8002 80.02%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5462 54.62%
Acute Oral Toxicity (c) III 0.6509 65.09%
Estrogen receptor binding + 0.6076 60.76%
Androgen receptor binding + 0.6594 65.94%
Thyroid receptor binding + 0.5988 59.88%
Glucocorticoid receptor binding + 0.5879 58.79%
Aromatase binding + 0.5552 55.52%
PPAR gamma + 0.6081 60.81%
Honey bee toxicity - 0.9321 93.21%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6300 63.00%
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 95.29% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.55% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.12% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.15% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.28% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.74% 86.33%
CHEMBL5028 O14672 ADAM10 85.38% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.82% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.52% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.25% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.25% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.27% 93.00%

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.
Diplostephium floribundum

Cross-Links

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PubChem 163008886
LOTUS LTS0132993
wikiData Q105122863