(+)-Epiloliolide

Details

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Internal ID 1817fcd2-cf45-4f57-abef-e3a25498ce16
Taxonomy Organoheterocyclic compounds > Benzofurans
IUPAC Name (6R,7aR)-6-hydroxy-4,4,7a-trimethyl-6,7-dihydro-5H-1-benzofuran-2-one
SMILES (Canonical) CC1(CC(CC2(C1=CC(=O)O2)C)O)C
SMILES (Isomeric) C[C@@]12C[C@@H](CC(C1=CC(=O)O2)(C)C)O
InChI InChI=1S/C11H16O3/c1-10(2)5-7(12)6-11(3)8(10)4-9(13)14-11/h4,7,12H,5-6H2,1-3H3/t7-,11-/m1/s1
InChI Key XEVQXKKKAVVSMW-RDDDGLTNSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C11H16O3
Molecular Weight 196.24 g/mol
Exact Mass 196.109944368 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.41
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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(+)-EPILOLIOLIDE
CHEMBL2392402

2D Structure

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2D Structure of (+)-Epiloliolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9964 99.64%
Caco-2 + 0.8458 84.58%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.8000 80.00%
Subcellular localzation Mitochondria 0.5919 59.19%
OATP2B1 inhibitior - 0.8471 84.71%
OATP1B1 inhibitior + 0.8863 88.63%
OATP1B3 inhibitior + 0.9607 96.07%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.8774 87.74%
P-glycoprotein inhibitior - 0.9542 95.42%
P-glycoprotein substrate - 0.9266 92.66%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate - 0.7919 79.19%
CYP2D6 substrate - 0.8724 87.24%
CYP3A4 inhibition - 0.8948 89.48%
CYP2C9 inhibition - 0.8445 84.45%
CYP2C19 inhibition - 0.8350 83.50%
CYP2D6 inhibition - 0.9524 95.24%
CYP1A2 inhibition - 0.8085 80.85%
CYP2C8 inhibition - 0.9418 94.18%
CYP inhibitory promiscuity - 0.9087 90.87%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8919 89.19%
Carcinogenicity (trinary) Non-required 0.4317 43.17%
Eye corrosion - 0.9630 96.30%
Eye irritation + 0.6442 64.42%
Skin irritation - 0.5170 51.70%
Skin corrosion - 0.9124 91.24%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8336 83.36%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5092 50.92%
skin sensitisation + 0.5289 52.89%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5129 51.29%
Acute Oral Toxicity (c) III 0.5326 53.26%
Estrogen receptor binding - 0.8706 87.06%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding - 0.7715 77.15%
Glucocorticoid receptor binding - 0.7617 76.17%
Aromatase binding - 0.7408 74.08%
PPAR gamma - 0.7834 78.34%
Honey bee toxicity - 0.9079 90.79%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8964 89.64%

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 97.15% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.85% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.76% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.37% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.72% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.98% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.69% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.23% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.43% 99.23%

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.
Cyrtocymura cincta
Epimedium koreanum
Inula japonica
Leucas aspera
Nelumbo nucifera
Peperomia heyneana
Pterocaulon polystachyum

Cross-Links

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PubChem 44511808
NPASS NPC5908
LOTUS LTS0027877
wikiData Q105326716