2-Hydroxy-3-icosyl-5-methoxycyclohexa-2,5-diene-1,4-dione

Details

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Internal ID 4ace820f-e3bd-4897-89a7-f42b1746bbb3
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > P-benzoquinones
IUPAC Name 2-hydroxy-3-icosyl-5-methoxycyclohexa-2,5-diene-1,4-dione
SMILES (Canonical) CCCCCCCCCCCCCCCCCCCCC1=C(C(=O)C=C(C1=O)OC)O
SMILES (Isomeric) CCCCCCCCCCCCCCCCCCCCC1=C(C(=O)C=C(C1=O)OC)O
InChI InChI=1S/C27H46O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-26(29)24(28)22-25(31-2)27(23)30/h22,29H,3-21H2,1-2H3
InChI Key UKZGKCBDUXZRAW-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H46O4
Molecular Weight 434.70 g/mol
Exact Mass 434.33960994 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 10.60
Atomic LogP (AlogP) 7.91
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-Hydroxy-3-icosyl-5-methoxycyclohexa-2,5-diene-1,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9838 98.38%
Caco-2 - 0.5874 58.74%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8834 88.34%
OATP2B1 inhibitior - 0.8536 85.36%
OATP1B1 inhibitior + 0.9277 92.77%
OATP1B3 inhibitior + 0.9511 95.11%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.6314 63.14%
BSEP inhibitior + 0.5638 56.38%
P-glycoprotein inhibitior - 0.4788 47.88%
P-glycoprotein substrate - 0.7750 77.50%
CYP3A4 substrate - 0.5410 54.10%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8660 86.60%
CYP3A4 inhibition - 0.8195 81.95%
CYP2C9 inhibition - 0.8851 88.51%
CYP2C19 inhibition - 0.7525 75.25%
CYP2D6 inhibition - 0.5652 56.52%
CYP1A2 inhibition - 0.8378 83.78%
CYP2C8 inhibition - 0.7092 70.92%
CYP inhibitory promiscuity - 0.8330 83.30%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8586 85.86%
Carcinogenicity (trinary) Non-required 0.6761 67.61%
Eye corrosion - 0.9731 97.31%
Eye irritation + 0.5975 59.75%
Skin irritation - 0.6607 66.07%
Skin corrosion - 0.9603 96.03%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5309 53.09%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.5359 53.59%
skin sensitisation - 0.7038 70.38%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.7000 70.00%
Nephrotoxicity + 0.7655 76.55%
Acute Oral Toxicity (c) III 0.5326 53.26%
Estrogen receptor binding + 0.6276 62.76%
Androgen receptor binding + 0.7269 72.69%
Thyroid receptor binding - 0.5611 56.11%
Glucocorticoid receptor binding + 0.5574 55.74%
Aromatase binding - 0.5947 59.47%
PPAR gamma + 0.7716 77.16%
Honey bee toxicity - 0.9703 97.03%
Biodegradation - 0.5000 50.00%
Crustacea aquatic toxicity + 0.7537 75.37%
Fish aquatic toxicity + 0.9926 99.26%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 270 nM
590 nM
270 nM
560 nM
770 nM
680 nM
IC50
IC50
IC50
IC50
IC50
IC50
via Super-PRED
via Super-PRED
via Super-PRED
via Super-PRED
via Super-PRED
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 97.19% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.33% 91.11%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 91.54% 92.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.37% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.60% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.24% 99.17%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 89.12% 85.94%
CHEMBL230 P35354 Cyclooxygenase-2 88.72% 89.63%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.45% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.90% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.23% 99.23%
CHEMBL2885 P07451 Carbonic anhydrase III 81.78% 87.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.05% 96.00%
CHEMBL1907 P15144 Aminopeptidase N 80.06% 93.31%

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.
Iris kemaonensis
Lantana camara

Cross-Links

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PubChem 5318480
NPASS NPC205580
LOTUS LTS0059598
wikiData Q105274983