8-[2-(1-carboxy-2-methylpropyl)-4,6-dihydroxy-1-oxo-3H-isoindol-5-yl]-2,6-dimethylocta-2,6-dienoic acid

Details

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Internal ID 74428fae-b517-45cc-bb48-dbcf826b0a30
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Valine and derivatives
IUPAC Name 8-[2-(1-carboxy-2-methylpropyl)-4,6-dihydroxy-1-oxo-3H-isoindol-5-yl]-2,6-dimethylocta-2,6-dienoic acid
SMILES (Canonical) CC(C)C(C(=O)O)N1CC2=C(C(=C(C=C2C1=O)O)CC=C(C)CCC=C(C)C(=O)O)O
SMILES (Isomeric) CC(C)C(C(=O)O)N1CC2=C(C(=C(C=C2C1=O)O)CC=C(C)CCC=C(C)C(=O)O)O
InChI InChI=1S/C23H29NO7/c1-12(2)19(23(30)31)24-11-17-16(21(24)27)10-18(25)15(20(17)26)9-8-13(3)6-5-7-14(4)22(28)29/h7-8,10,12,19,25-26H,5-6,9,11H2,1-4H3,(H,28,29)(H,30,31)
InChI Key WZPQGZXKERSUDY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H29NO7
Molecular Weight 431.50 g/mol
Exact Mass 431.19440226 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.46
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-[2-(1-carboxy-2-methylpropyl)-4,6-dihydroxy-1-oxo-3H-isoindol-5-yl]-2,6-dimethylocta-2,6-dienoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8479 84.79%
Caco-2 - 0.5928 59.28%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7601 76.01%
OATP2B1 inhibitior - 0.7139 71.39%
OATP1B1 inhibitior + 0.8359 83.59%
OATP1B3 inhibitior + 0.9094 90.94%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9368 93.68%
P-glycoprotein inhibitior - 0.5919 59.19%
P-glycoprotein substrate - 0.7120 71.20%
CYP3A4 substrate + 0.5605 56.05%
CYP2C9 substrate + 0.6130 61.30%
CYP2D6 substrate - 0.8936 89.36%
CYP3A4 inhibition - 0.8710 87.10%
CYP2C9 inhibition - 0.8036 80.36%
CYP2C19 inhibition - 0.7450 74.50%
CYP2D6 inhibition - 0.8910 89.10%
CYP1A2 inhibition - 0.6069 60.69%
CYP2C8 inhibition - 0.6696 66.96%
CYP inhibitory promiscuity - 0.5650 56.50%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5952 59.52%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9202 92.02%
Skin irritation - 0.7780 77.80%
Skin corrosion - 0.9306 93.06%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4919 49.19%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.5361 53.61%
skin sensitisation - 0.8570 85.70%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.9332 93.32%
Acute Oral Toxicity (c) III 0.6717 67.17%
Estrogen receptor binding + 0.6784 67.84%
Androgen receptor binding + 0.5273 52.73%
Thyroid receptor binding + 0.5205 52.05%
Glucocorticoid receptor binding + 0.6829 68.29%
Aromatase binding + 0.5603 56.03%
PPAR gamma + 0.6461 64.61%
Honey bee toxicity - 0.9122 91.22%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9950 99.50%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.90% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.39% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 94.94% 91.49%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.58% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.05% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.28% 99.15%
CHEMBL4208 P20618 Proteasome component C5 90.24% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.20% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.81% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.49% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.43% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.83% 99.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.31% 89.34%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.52% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.15% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.72% 93.00%
CHEMBL2535 P11166 Glucose transporter 82.53% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 81.57% 94.73%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.57% 90.24%

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.
Salvia ballotiflora

Cross-Links

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PubChem 162876876
LOTUS LTS0193358
wikiData Q103813450