(R)-3,5,8a-Trimethyl-7,8,8a,9-tetrahydronaphtho[2,3-b]furan-4(6H)-one

Details

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Internal ID 9dd727b5-e5b1-4944-9ac6-0c6a67d9242f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name (8aR)-3,5,8a-trimethyl-6,7,8,9-tetrahydrobenzo[f][1]benzofuran-4-one
SMILES (Canonical) CC1=C2C(=O)C3=C(CC2(CCC1)C)OC=C3C
SMILES (Isomeric) CC1=C2C(=O)C3=C(C[C@]2(CCC1)C)OC=C3C
InChI InChI=1S/C15H18O2/c1-9-5-4-6-15(3)7-11-12(10(2)8-17-11)14(16)13(9)15/h8H,4-7H2,1-3H3/t15-/m1/s1
InChI Key NKPGPFRAHOCSPY-OAHLLOKOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H18O2
Molecular Weight 230.30 g/mol
Exact Mass 230.130679813 g/mol
Topological Polar Surface Area (TPSA) 30.20 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.83
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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(R)-3,5,8a-Trimethyl-7,8,8a,9-tetrahydronaphtho[2,3-b]furan-4(6H)-one
Naphtho[2,3-b]furan-4(6H)-one, 7,8,8a,9-tetrahydro-3,5,8a-trimethyl-, (8aR)-

2D Structure

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2D Structure of (R)-3,5,8a-Trimethyl-7,8,8a,9-tetrahydronaphtho[2,3-b]furan-4(6H)-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.8625 86.25%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.7143 71.43%
Subcellular localzation Mitochondria 0.4549 45.49%
OATP2B1 inhibitior - 0.8520 85.20%
OATP1B1 inhibitior + 0.9103 91.03%
OATP1B3 inhibitior + 0.9776 97.76%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior + 0.6500 65.00%
BSEP inhibitior - 0.5300 53.00%
P-glycoprotein inhibitior - 0.8771 87.71%
P-glycoprotein substrate - 0.9386 93.86%
CYP3A4 substrate + 0.5519 55.19%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8454 84.54%
CYP3A4 inhibition - 0.7256 72.56%
CYP2C9 inhibition - 0.7270 72.70%
CYP2C19 inhibition + 0.7092 70.92%
CYP2D6 inhibition - 0.8950 89.50%
CYP1A2 inhibition + 0.6612 66.12%
CYP2C8 inhibition - 0.8729 87.29%
CYP inhibitory promiscuity - 0.5499 54.99%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4545 45.45%
Eye corrosion - 0.9842 98.42%
Eye irritation + 0.5800 58.00%
Skin irritation - 0.6326 63.26%
Skin corrosion - 0.9577 95.77%
Ames mutagenesis - 0.5401 54.01%
Human Ether-a-go-go-Related Gene inhibition - 0.6389 63.89%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.6030 60.30%
skin sensitisation - 0.6065 60.65%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.6048 60.48%
Acute Oral Toxicity (c) III 0.6457 64.57%
Estrogen receptor binding - 0.8407 84.07%
Androgen receptor binding + 0.6021 60.21%
Thyroid receptor binding - 0.6684 66.84%
Glucocorticoid receptor binding - 0.5892 58.92%
Aromatase binding - 0.6359 63.59%
PPAR gamma + 0.5374 53.74%
Honey bee toxicity - 0.9157 91.57%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9874 98.74%

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
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 99.00% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.64% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.41% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.63% 91.11%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 88.18% 95.34%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.97% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.29% 93.04%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.89% 96.77%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.97% 96.21%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 83.82% 95.53%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.81% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.47% 86.33%
CHEMBL5805 Q9NR97 Toll-like receptor 8 81.31% 96.25%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.01% 96.67%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.46% 94.45%

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.
Ocotea pulchella

Cross-Links

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PubChem 91711266
LOTUS LTS0008792
wikiData Q105180699