[1-(8-Hydroxy-5-methoxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbut-2-enoate

Details

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Internal ID 2169355e-dac6-4a14-8fab-7211d28d3d9c
Taxonomy Benzenoids > Naphthalenes > Naphthoquinones
IUPAC Name [1-(8-hydroxy-5-methoxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbut-2-enoate
SMILES (Canonical) CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)OC)OC(=O)C=C(C)C)C
SMILES (Isomeric) CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)OC)OC(=O)C=C(C)C)C
InChI InChI=1S/C22H24O6/c1-12(2)6-8-17(28-19(25)10-13(3)4)14-11-16(24)20-18(27-5)9-7-15(23)21(20)22(14)26/h6-7,9-11,17,23H,8H2,1-5H3
InChI Key KOQGEXIRPAMZFA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H24O6
Molecular Weight 384.40 g/mol
Exact Mass 384.15728848 g/mol
Topological Polar Surface Area (TPSA) 89.90 Ų
XlogP 4.80
Atomic LogP (AlogP) 3.94
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [1-(8-Hydroxy-5-methoxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbut-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 + 0.9972 99.72%
Caco-2 + 0.7557 75.57%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8319 83.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9264 92.64%
OATP1B3 inhibitior + 0.8748 87.48%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8489 84.89%
P-glycoprotein inhibitior + 0.5815 58.15%
P-glycoprotein substrate - 0.7313 73.13%
CYP3A4 substrate + 0.5722 57.22%
CYP2C9 substrate - 0.7861 78.61%
CYP2D6 substrate - 0.8665 86.65%
CYP3A4 inhibition - 0.8613 86.13%
CYP2C9 inhibition - 0.5668 56.68%
CYP2C19 inhibition + 0.5316 53.16%
CYP2D6 inhibition - 0.6994 69.94%
CYP1A2 inhibition + 0.6366 63.66%
CYP2C8 inhibition - 0.5952 59.52%
CYP inhibitory promiscuity + 0.5191 51.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8353 83.53%
Carcinogenicity (trinary) Non-required 0.6673 66.73%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.7072 70.72%
Skin irritation - 0.7716 77.16%
Skin corrosion - 0.9786 97.86%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5816 58.16%
Micronuclear - 0.5141 51.41%
Hepatotoxicity - 0.5448 54.48%
skin sensitisation - 0.7109 71.09%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.6558 65.58%
Acute Oral Toxicity (c) III 0.5110 51.10%
Estrogen receptor binding + 0.7346 73.46%
Androgen receptor binding + 0.6977 69.77%
Thyroid receptor binding - 0.5525 55.25%
Glucocorticoid receptor binding + 0.6684 66.84%
Aromatase binding - 0.7038 70.38%
PPAR gamma + 0.7214 72.14%
Honey bee toxicity - 0.8321 83.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9957 99.57%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.42% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 97.84% 83.82%
CHEMBL2581 P07339 Cathepsin D 95.61% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.14% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.66% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.67% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.41% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.31% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.27% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.82% 99.17%
CHEMBL1255126 O15151 Protein Mdm4 81.67% 90.20%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.59% 86.92%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.50% 96.67%
CHEMBL3401 O75469 Pregnane X receptor 81.17% 94.73%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.95% 85.30%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.90% 94.00%

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.
Alkanna cappadocica

Cross-Links

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PubChem 75215626
LOTUS LTS0032560
wikiData Q105143942