methyl 2-[(2R,4aS)-4a,8-dimethyl-7-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]prop-2-enoate

Details

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Internal ID 99ed20cb-f288-4de7-91f7-4fbfd2cbeb84
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name methyl 2-[(2R,4aS)-4a,8-dimethyl-7-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]prop-2-enoate
SMILES (Canonical) CC1=C2CC(CCC2(C=CC1=O)C)C(=C)C(=O)OC
SMILES (Isomeric) CC1=C2C[C@@H](CC[C@]2(C=CC1=O)C)C(=C)C(=O)OC
InChI InChI=1S/C16H20O3/c1-10(15(18)19-4)12-5-7-16(3)8-6-14(17)11(2)13(16)9-12/h6,8,12H,1,5,7,9H2,2-4H3/t12-,16+/m1/s1
InChI Key DRRPONQYYUWLRC-WBMJQRKESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H20O3
Molecular Weight 260.33 g/mol
Exact Mass 260.14124450 g/mol
Topological Polar Surface Area (TPSA) 43.40 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.98
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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2-(2,4a,5,6,7,8-Hexahydro-1,4abeta-dimethyl-2-oxonaphthalene-7beta-yl)acrylic acid methyl ester

2D Structure

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2D Structure of methyl 2-[(2R,4aS)-4a,8-dimethyl-7-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9961 99.61%
Caco-2 + 0.8976 89.76%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.7143 71.43%
Subcellular localzation Mitochondria 0.7889 78.89%
OATP2B1 inhibitior - 0.8594 85.94%
OATP1B1 inhibitior + 0.9126 91.26%
OATP1B3 inhibitior + 0.9335 93.35%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.8687 86.87%
P-glycoprotein inhibitior - 0.8553 85.53%
P-glycoprotein substrate - 0.7854 78.54%
CYP3A4 substrate + 0.6473 64.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9131 91.31%
CYP3A4 inhibition - 0.7560 75.60%
CYP2C9 inhibition - 0.7100 71.00%
CYP2C19 inhibition - 0.5900 59.00%
CYP2D6 inhibition - 0.9475 94.75%
CYP1A2 inhibition - 0.6914 69.14%
CYP2C8 inhibition - 0.7976 79.76%
CYP inhibitory promiscuity - 0.8649 86.49%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9063 90.63%
Carcinogenicity (trinary) Non-required 0.5391 53.91%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.8141 81.41%
Skin irritation - 0.5846 58.46%
Skin corrosion - 0.9751 97.51%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7781 77.81%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5817 58.17%
skin sensitisation - 0.6177 61.77%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7302 73.02%
Acute Oral Toxicity (c) III 0.8206 82.06%
Estrogen receptor binding - 0.5051 50.51%
Androgen receptor binding - 0.6301 63.01%
Thyroid receptor binding - 0.5346 53.46%
Glucocorticoid receptor binding - 0.5129 51.29%
Aromatase binding - 0.7316 73.16%
PPAR gamma + 0.5224 52.24%
Honey bee toxicity - 0.8829 88.29%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 1.0000 100.00%

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 95.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.79% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.34% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.21% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.89% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.25% 94.45%
CHEMBL2581 P07339 Cathepsin D 85.98% 98.95%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.67% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.51% 97.09%
CHEMBL5028 O14672 ADAM10 81.19% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.06% 93.04%

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.
Kandelia candel

Cross-Links

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PubChem 14864224
NPASS NPC40353
LOTUS LTS0124886
wikiData Q104987596