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(2E,4E,6E)-7-[(1S,2R,4aR,8aR)-2-[(2R,3S)-3-butan-2-yl-2-methyloxiran-2-yl]-2-hydroxy-6-methoxycarbonyl-3-methyl-4a,5,8,8a-tetrahydro-1H-naphthalen-1-yl]hepta-2,4,6-trienoic acid

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 6a74595f-2fd9-4b47-b8c9-3c0c869835cd
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
IUPAC Name (2E,4E,6E)-7-[(1S,2R,4aR,8aR)-2-[(2R,3S)-3-butan-2-yl-2-methyloxiran-2-yl]-2-hydroxy-6-methoxycarbonyl-3-methyl-4a,5,8,8a-tetrahydro-1H-naphthalen-1-yl]hepta-2,4,6-trienoic acid
SMILES (Canonical) CCC(C)C1C(O1)(C)C2(C(C3CC=C(CC3C=C2C)C(=O)OC)C=CC=CC=CC(=O)O)O
SMILES (Isomeric) CCC(C)[C@H]1[C@](O1)(C)[C@]2([C@H]([C@@H]3CC=C(C[C@H]3C=C2C)C(=O)OC)/C=C/C=C/C=C/C(=O)O)O
InChI InChI=1S/C27H36O6/c1-6-17(2)24-26(4,33-24)27(31)18(3)15-20-16-19(25(30)32-5)13-14-21(20)22(27)11-9-7-8-10-12-23(28)29/h7-13,15,17,20-22,24,31H,6,14,16H2,1-5H3,(H,28,29)/b8-7+,11-9+,12-10+/t17?,20-,21-,22+,24+,26-,27+/m1/s1
InChI Key MKFMCRKTWMJGHB-VZTPWLLHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H36O6
Molecular Weight 456.60 g/mol
Exact Mass 456.25118886 g/mol
Topological Polar Surface Area (TPSA) 96.40 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.38
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2E,4E,6E)-7-[(1S,2R,4aR,8aR)-2-[(2R,3S)-3-butan-2-yl-2-methyloxiran-2-yl]-2-hydroxy-6-methoxycarbonyl-3-methyl-4a,5,8,8a-tetrahydro-1H-naphthalen-1-yl]hepta-2,4,6-trienoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9673 96.73%
Caco-2 - 0.7153 71.53%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6158 61.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8718 87.18%
OATP1B3 inhibitior + 0.9149 91.49%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9783 97.83%
P-glycoprotein inhibitior + 0.6803 68.03%
P-glycoprotein substrate + 0.5750 57.50%
CYP3A4 substrate + 0.6738 67.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9054 90.54%
CYP3A4 inhibition - 0.5550 55.50%
CYP2C9 inhibition - 0.7117 71.17%
CYP2C19 inhibition - 0.7271 72.71%
CYP2D6 inhibition - 0.9183 91.83%
CYP1A2 inhibition - 0.8295 82.95%
CYP2C8 inhibition + 0.6478 64.78%
CYP inhibitory promiscuity + 0.5076 50.76%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9686 96.86%
Carcinogenicity (trinary) Danger 0.4283 42.83%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9706 97.06%
Skin irritation - 0.6696 66.96%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4336 43.36%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.7664 76.64%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7614 76.14%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6377 63.77%
Acute Oral Toxicity (c) III 0.4739 47.39%
Estrogen receptor binding + 0.7511 75.11%
Androgen receptor binding + 0.7105 71.05%
Thyroid receptor binding + 0.7127 71.27%
Glucocorticoid receptor binding + 0.7562 75.62%
Aromatase binding + 0.5735 57.35%
PPAR gamma - 0.4840 48.40%
Honey bee toxicity - 0.7514 75.14%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9898 98.98%

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 97.84% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.41% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.23% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.84% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.34% 98.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.40% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 88.85% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.22% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.36% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.21% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.37% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.15% 90.00%
CHEMBL5028 O14672 ADAM10 81.73% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.42% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.90% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.72% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.20% 95.89%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.05% 80.00%

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 101768788
LOTUS LTS0067057
wikiData Q77573874