methyl 5-[2-(3-formyl-2-methyloxiran-2-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate

Details

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Internal ID 14b033a3-9301-4637-b861-91a8abaae8d5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name methyl 5-[2-(3-formyl-2-methyloxiran-2-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate
SMILES (Canonical) CC12CCCC(C1CCC(=C)C2CCC3(C(O3)C=O)C)(C)C(=O)OC
SMILES (Isomeric) CC12CCCC(C1CCC(=C)C2CCC3(C(O3)C=O)C)(C)C(=O)OC
InChI InChI=1S/C21H32O4/c1-14-7-8-16-19(2,10-6-11-20(16,3)18(23)24-5)15(14)9-12-21(4)17(13-22)25-21/h13,15-17H,1,6-12H2,2-5H3
InChI Key WIIQVKGOURUQEV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H32O4
Molecular Weight 348.50 g/mol
Exact Mass 348.23005950 g/mol
Topological Polar Surface Area (TPSA) 55.90 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.07
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 5-[2-(3-formyl-2-methyloxiran-2-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9763 97.63%
Caco-2 + 0.7487 74.87%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5391 53.91%
OATP2B1 inhibitior - 0.8662 86.62%
OATP1B1 inhibitior + 0.8406 84.06%
OATP1B3 inhibitior + 0.9402 94.02%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7014 70.14%
P-glycoprotein inhibitior - 0.4881 48.81%
P-glycoprotein substrate - 0.6421 64.21%
CYP3A4 substrate + 0.6724 67.24%
CYP2C9 substrate - 0.8075 80.75%
CYP2D6 substrate - 0.8559 85.59%
CYP3A4 inhibition - 0.5812 58.12%
CYP2C9 inhibition - 0.7742 77.42%
CYP2C19 inhibition - 0.7156 71.56%
CYP2D6 inhibition - 0.9486 94.86%
CYP1A2 inhibition - 0.5942 59.42%
CYP2C8 inhibition - 0.5748 57.48%
CYP inhibitory promiscuity - 0.7336 73.36%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.6836 68.36%
Eye corrosion - 0.9814 98.14%
Eye irritation - 0.8846 88.46%
Skin irritation - 0.6337 63.37%
Skin corrosion - 0.9545 95.45%
Ames mutagenesis - 0.6044 60.44%
Human Ether-a-go-go-Related Gene inhibition - 0.4886 48.86%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.6601 66.01%
skin sensitisation - 0.6910 69.10%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8547 85.47%
Acute Oral Toxicity (c) III 0.6035 60.35%
Estrogen receptor binding + 0.7878 78.78%
Androgen receptor binding + 0.6141 61.41%
Thyroid receptor binding + 0.6858 68.58%
Glucocorticoid receptor binding + 0.7527 75.27%
Aromatase binding + 0.5956 59.56%
PPAR gamma - 0.5282 52.82%
Honey bee toxicity - 0.8098 80.98%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9949 99.49%

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
CHEMBL4040 P28482 MAP kinase ERK2 97.74% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.82% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.26% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.77% 94.45%
CHEMBL233 P35372 Mu opioid receptor 88.83% 97.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.77% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.56% 96.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.02% 92.62%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.59% 95.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.40% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.01% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 84.55% 91.19%
CHEMBL5028 O14672 ADAM10 82.25% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.14% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.72% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.00% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.36% 100.00%

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.
Juniperus thurifera
Schinus terebinthifolia

Cross-Links

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PubChem 163038847
LOTUS LTS0187787
wikiData Q105032403