3-[2-(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-1-hydroxyethyl]-2H-furan-5-one

Details

Top
Internal ID d4bccc4b-fce7-418a-b10c-5a59a83bfb99
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name 3-[2-(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-1-hydroxyethyl]-2H-furan-5-one
SMILES (Canonical) CC1=CCC2C(CCCC2(C1CC(C3=CC(=O)OC3)O)C)(C)C
SMILES (Isomeric) CC1=CCC2C(CCCC2(C1CC(C3=CC(=O)OC3)O)C)(C)C
InChI InChI=1S/C20H30O3/c1-13-6-7-17-19(2,3)8-5-9-20(17,4)15(13)11-16(21)14-10-18(22)23-12-14/h6,10,15-17,21H,5,7-9,11-12H2,1-4H3
InChI Key UMEGZRBMAWYYCS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H30O3
Molecular Weight 318.40 g/mol
Exact Mass 318.21949481 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.02
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[2-(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-1-hydroxyethyl]-2H-furan-5-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.6028 60.28%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7916 79.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8732 87.32%
OATP1B3 inhibitior + 0.9554 95.54%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5067 50.67%
BSEP inhibitior + 0.8515 85.15%
P-glycoprotein inhibitior - 0.7245 72.45%
P-glycoprotein substrate - 0.6943 69.43%
CYP3A4 substrate + 0.6232 62.32%
CYP2C9 substrate - 0.7970 79.70%
CYP2D6 substrate - 0.8987 89.87%
CYP3A4 inhibition - 0.7336 73.36%
CYP2C9 inhibition - 0.7227 72.27%
CYP2C19 inhibition - 0.8195 81.95%
CYP2D6 inhibition - 0.9481 94.81%
CYP1A2 inhibition - 0.8454 84.54%
CYP2C8 inhibition - 0.7132 71.32%
CYP inhibitory promiscuity - 0.8803 88.03%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5547 55.47%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9331 93.31%
Skin irritation - 0.5421 54.21%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3867 38.67%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5524 55.24%
skin sensitisation - 0.7477 74.77%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6781 67.81%
Acute Oral Toxicity (c) I 0.3755 37.55%
Estrogen receptor binding + 0.7177 71.77%
Androgen receptor binding + 0.5584 55.84%
Thyroid receptor binding + 0.5785 57.85%
Glucocorticoid receptor binding + 0.8556 85.56%
Aromatase binding + 0.5825 58.25%
PPAR gamma + 0.6853 68.53%
Honey bee toxicity - 0.8173 81.73%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.9883 98.83%

Targets

Top

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 98.25% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.01% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.03% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.85% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.34% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.87% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.82% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 88.78% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.60% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.35% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.28% 89.00%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 83.40% 86.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.30% 96.38%
CHEMBL3401 O75469 Pregnane X receptor 83.23% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.04% 85.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.44% 93.99%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.37% 90.71%

Plants that contains it

Top
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.
Acritopappus confertus

Cross-Links

Top
PubChem 85139851
LOTUS LTS0208834
wikiData Q105275511