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[(1R,2S,7R,8aR)-7-[(3E)-3-hydroxyiminoprop-1-en-2-yl]-7-methoxy-1,8a-dimethyl-6-oxo-2,8-dihydro-1H-naphthalen-2-yl] (2E,4E,6S)-4,6-dimethylocta-2,4-dienoate

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 0710a8f7-1770-4e8e-ac23-9191941451f3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name [(1R,2S,7R,8aR)-7-[(3E)-3-hydroxyiminoprop-1-en-2-yl]-7-methoxy-1,8a-dimethyl-6-oxo-2,8-dihydro-1H-naphthalen-2-yl] (2E,4E,6S)-4,6-dimethylocta-2,4-dienoate
SMILES (Canonical) CCC(C)C=C(C)C=CC(=O)OC1C=CC2=CC(=O)C(CC2(C1C)C)(C(=C)C=NO)OC
SMILES (Isomeric) CC[C@H](C)/C=C(\C)/C=C/C(=O)O[C@H]1C=CC2=CC(=O)[C@@](C[C@@]2([C@H]1C)C)(C(=C)/C=N/O)OC
InChI InChI=1S/C26H35NO5/c1-8-17(2)13-18(3)9-12-24(29)32-22-11-10-21-14-23(28)26(31-7,19(4)15-27-30)16-25(21,6)20(22)5/h9-15,17,20,22,30H,4,8,16H2,1-3,5-7H3/b12-9+,18-13+,27-15+/t17-,20-,22-,25+,26+/m0/s1
InChI Key HGOCAVZPSXRMSN-XRWLQZSQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H35NO5
Molecular Weight 441.60 g/mol
Exact Mass 441.25152322 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 5.40
Atomic LogP (AlogP) 4.96
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,7R,8aR)-7-[(3E)-3-hydroxyiminoprop-1-en-2-yl]-7-methoxy-1,8a-dimethyl-6-oxo-2,8-dihydro-1H-naphthalen-2-yl] (2E,4E,6S)-4,6-dimethylocta-2,4-dienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9778 97.78%
Caco-2 - 0.6294 62.94%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5228 52.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8461 84.61%
OATP1B3 inhibitior + 0.9297 92.97%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9173 91.73%
P-glycoprotein inhibitior + 0.7735 77.35%
P-glycoprotein substrate + 0.5886 58.86%
CYP3A4 substrate + 0.6663 66.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9033 90.33%
CYP3A4 inhibition + 0.6980 69.80%
CYP2C9 inhibition - 0.7535 75.35%
CYP2C19 inhibition - 0.7450 74.50%
CYP2D6 inhibition - 0.8881 88.81%
CYP1A2 inhibition - 0.7691 76.91%
CYP2C8 inhibition + 0.5402 54.02%
CYP inhibitory promiscuity - 0.7109 71.09%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.6420 64.20%
Carcinogenicity (trinary) Non-required 0.5400 54.00%
Eye corrosion - 0.9777 97.77%
Eye irritation - 0.9335 93.35%
Skin irritation - 0.6898 68.98%
Skin corrosion - 0.9309 93.09%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7697 76.97%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.5049 50.49%
skin sensitisation - 0.7613 76.13%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7006 70.06%
Acute Oral Toxicity (c) III 0.6289 62.89%
Estrogen receptor binding + 0.7336 73.36%
Androgen receptor binding + 0.6762 67.62%
Thyroid receptor binding + 0.7337 73.37%
Glucocorticoid receptor binding + 0.7886 78.86%
Aromatase binding + 0.7353 73.53%
PPAR gamma + 0.6382 63.82%
Honey bee toxicity - 0.7299 72.99%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9884 98.84%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.02% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.70% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.04% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.74% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.78% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.65% 86.33%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 89.37% 89.34%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.12% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.94% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.79% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.32% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.04% 95.56%
CHEMBL4072 P07858 Cathepsin B 84.94% 93.67%
CHEMBL4208 P20618 Proteasome component C5 84.32% 90.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.65% 94.80%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.25% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.12% 97.09%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.79% 85.30%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.59% 90.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.47% 96.00%

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 145950063
LOTUS LTS0062910
wikiData Q105027878