[(1R,2R,8aR)-1,8a-dimethyl-6-oxo-7-propan-2-ylidene-2,3,4,8-tetrahydro-1H-naphthalen-2-yl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate

Details

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Internal ID 36e4f9f9-6f2d-4351-a808-0c4992d79ba7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name [(1R,2R,8aR)-1,8a-dimethyl-6-oxo-7-propan-2-ylidene-2,3,4,8-tetrahydro-1H-naphthalen-2-yl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate
SMILES (Canonical) CC1C(CCC2=CC(=O)C(=C(C)C)CC12C)OC(=O)C3(C(O3)C)C
SMILES (Isomeric) C[C@H]1[C@@H](CCC2=CC(=O)C(=C(C)C)C[C@]12C)OC(=O)[C@@]3([C@H](O3)C)C
InChI InChI=1S/C20H28O4/c1-11(2)15-10-19(5)12(3)17(8-7-14(19)9-16(15)21)23-18(22)20(6)13(4)24-20/h9,12-13,17H,7-8,10H2,1-6H3/t12-,13+,17+,19+,20-/m0/s1
InChI Key YIBWHVLFXMVMLL-HZZAMGJNSA-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) 55.90 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.75
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,8aR)-1,8a-dimethyl-6-oxo-7-propan-2-ylidene-2,3,4,8-tetrahydro-1H-naphthalen-2-yl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9898 98.98%
Caco-2 + 0.7662 76.62%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7496 74.96%
OATP2B1 inhibitior - 0.8636 86.36%
OATP1B1 inhibitior + 0.9087 90.87%
OATP1B3 inhibitior + 0.9043 90.43%
MATE1 inhibitior - 0.5400 54.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6039 60.39%
P-glycoprotein inhibitior - 0.5624 56.24%
P-glycoprotein substrate - 0.7638 76.38%
CYP3A4 substrate + 0.6549 65.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9027 90.27%
CYP3A4 inhibition - 0.7759 77.59%
CYP2C9 inhibition - 0.7745 77.45%
CYP2C19 inhibition - 0.7968 79.68%
CYP2D6 inhibition - 0.9440 94.40%
CYP1A2 inhibition - 0.6313 63.13%
CYP2C8 inhibition - 0.7980 79.80%
CYP inhibitory promiscuity - 0.9055 90.55%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9143 91.43%
Carcinogenicity (trinary) Non-required 0.6043 60.43%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8746 87.46%
Skin irritation - 0.5493 54.93%
Skin corrosion - 0.9355 93.55%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4771 47.71%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.5754 57.54%
skin sensitisation - 0.6831 68.31%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5053 50.53%
Acute Oral Toxicity (c) III 0.5869 58.69%
Estrogen receptor binding + 0.6983 69.83%
Androgen receptor binding + 0.6123 61.23%
Thyroid receptor binding + 0.6792 67.92%
Glucocorticoid receptor binding - 0.4942 49.42%
Aromatase binding - 0.5542 55.42%
PPAR gamma - 0.5153 51.53%
Honey bee toxicity - 0.8704 87.04%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9957 99.57%

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 95.78% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.71% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 92.97% 91.19%
CHEMBL2581 P07339 Cathepsin D 91.51% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.89% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.74% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.85% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.70% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.13% 92.94%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.93% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.88% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.23% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.17% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.20% 86.33%

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.
Senecio polyodon

Cross-Links

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PubChem 163025629
LOTUS LTS0127528
wikiData Q105348734