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[(1S,2S,4aR,8aS)-4a-methyl-8-methylidene-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl] 3-(4-methoxyphenyl)prop-2-enoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 25f0a137-3562-4833-a8dd-488fde718727
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name [(1S,2S,4aR,8aS)-4a-methyl-8-methylidene-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl] 3-(4-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC(C)C1CCC2(CCCC(=C)C2C1OC(=O)C=CC3=CC=C(C=C3)OC)C
SMILES (Isomeric) CC(C)[C@@H]1CC[C@]2(CCCC(=C)[C@@H]2[C@H]1OC(=O)C=CC3=CC=C(C=C3)OC)C
InChI InChI=1S/C25H34O3/c1-17(2)21-14-16-25(4)15-6-7-18(3)23(25)24(21)28-22(26)13-10-19-8-11-20(27-5)12-9-19/h8-13,17,21,23-24H,3,6-7,14-16H2,1-2,4-5H3/t21-,23+,24-,25+/m0/s1
InChI Key PIGCDLQMEKUJAC-UHRQBARKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H34O3
Molecular Weight 382.50 g/mol
Exact Mass 382.25079494 g/mol
Topological Polar Surface Area (TPSA) 35.50 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.05
H-Bond Acceptor 3
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 [(1S,2S,4aR,8aS)-4a-methyl-8-methylidene-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl] 3-(4-methoxyphenyl)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 + 1.0000 100.00%
Caco-2 + 0.7061 70.61%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7880 78.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8939 89.39%
OATP1B3 inhibitior + 0.9059 90.59%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6378 63.78%
P-glycoprotein inhibitior + 0.6897 68.97%
P-glycoprotein substrate - 0.7809 78.09%
CYP3A4 substrate + 0.6539 65.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8652 86.52%
CYP3A4 inhibition + 0.6115 61.15%
CYP2C9 inhibition - 0.5553 55.53%
CYP2C19 inhibition + 0.7812 78.12%
CYP2D6 inhibition - 0.9306 93.06%
CYP1A2 inhibition + 0.5073 50.73%
CYP2C8 inhibition + 0.5084 50.84%
CYP inhibitory promiscuity - 0.6607 66.07%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8375 83.75%
Carcinogenicity (trinary) Non-required 0.5578 55.78%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9528 95.28%
Skin irritation - 0.6953 69.53%
Skin corrosion - 0.9829 98.29%
Ames mutagenesis - 0.8137 81.37%
Human Ether-a-go-go-Related Gene inhibition + 0.9005 90.05%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.6681 66.81%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9215 92.15%
Acute Oral Toxicity (c) III 0.6862 68.62%
Estrogen receptor binding + 0.7033 70.33%
Androgen receptor binding + 0.7459 74.59%
Thyroid receptor binding + 0.7327 73.27%
Glucocorticoid receptor binding + 0.5999 59.99%
Aromatase binding + 0.6953 69.53%
PPAR gamma - 0.6030 60.30%
Honey bee toxicity - 0.7885 78.85%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
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 97.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.14% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.03% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.81% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.80% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.16% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.92% 93.99%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.82% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.97% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.79% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.25% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.22% 96.00%
CHEMBL4208 P20618 Proteasome component C5 85.46% 90.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 85.29% 96.12%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.11% 95.50%
CHEMBL325 Q13547 Histone deacetylase 1 84.31% 95.92%
CHEMBL340 P08684 Cytochrome P450 3A4 83.09% 91.19%
CHEMBL2581 P07339 Cathepsin D 82.85% 98.95%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.31% 91.03%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.28% 94.97%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 81.46% 89.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.49% 94.08%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162877626
LOTUS LTS0086842
wikiData Q105209489