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Eupachloroxin

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 b59e1766-b0d7-4869-9d95-b486faea0b6c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name [(1R,2S,6R,7R,9R,10R,11S,12R,14R)-9-(chloromethyl)-1,9,11-trihydroxy-14-methyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradecan-7-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C2C(C3C(C2(C4C1C(=C)C(=O)O4)O)(O3)C)O)(CCl)O
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@@H]1C[C@@]([C@@H]2[C@@H]([C@@H]3[C@]([C@@]2([C@@H]4[C@@H]1C(=C)C(=O)O4)O)(O3)C)O)(CCl)O
InChI InChI=1S/C20H25ClO8/c1-5-8(2)16(23)27-10-6-19(25,7-21)13-12(22)15-18(4,29-15)20(13,26)14-11(10)9(3)17(24)28-14/h5,10-15,22,25-26H,3,6-7H2,1-2,4H3/b8-5-/t10-,11-,12+,13+,14+,15-,18-,19+,20-/m1/s1
InChI Key ZKXZLEVGQXDZEP-ZDHOEGKISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H25ClO8
Molecular Weight 428.90 g/mol
Exact Mass 428.1237954 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.22
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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CHEMBL521767
20071-52-7
C09425
CHEBI:4922
Q27106549
[(1R,2S,6R,7R,9R,10R,11S,12R,14R)-9-(chloromethyl)-1,9,11-trihydroxy-14-methyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradecan-7-yl] (Z)-2-methylbut-2-enoate

2D Structure

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2D Structure of Eupachloroxin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8791 87.91%
Caco-2 - 0.7182 71.82%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5609 56.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8956 89.56%
OATP1B3 inhibitior + 0.9381 93.81%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.8434 84.34%
P-glycoprotein inhibitior - 0.6679 66.79%
P-glycoprotein substrate - 0.5595 55.95%
CYP3A4 substrate + 0.6835 68.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8801 88.01%
CYP3A4 inhibition - 0.5901 59.01%
CYP2C9 inhibition - 0.8501 85.01%
CYP2C19 inhibition - 0.8062 80.62%
CYP2D6 inhibition - 0.9034 90.34%
CYP1A2 inhibition - 0.8813 88.13%
CYP2C8 inhibition - 0.6370 63.70%
CYP inhibitory promiscuity - 0.8430 84.30%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8544 85.44%
Carcinogenicity (trinary) Non-required 0.4685 46.85%
Eye corrosion - 0.9781 97.81%
Eye irritation - 0.9491 94.91%
Skin irritation - 0.6632 66.32%
Skin corrosion - 0.8957 89.57%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5414 54.14%
Micronuclear - 0.5141 51.41%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.7629 76.29%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.8243 82.43%
Acute Oral Toxicity (c) III 0.4048 40.48%
Estrogen receptor binding + 0.8053 80.53%
Androgen receptor binding + 0.6430 64.30%
Thyroid receptor binding + 0.5672 56.72%
Glucocorticoid receptor binding + 0.6636 66.36%
Aromatase binding + 0.6312 63.12%
PPAR gamma + 0.5986 59.86%
Honey bee toxicity - 0.6093 60.93%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.8751 87.51%

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
CHEMBL221 P23219 Cyclooxygenase-1 98.75% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.02% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.48% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.54% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.81% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.36% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.95% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.74% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.51% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.54% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.03% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.16% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.08% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 80.44% 94.73%

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.
Asteraceae

Cross-Links

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PubChem 5281448
NPASS NPC170692