5-(1,4-Dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid

Details

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Internal ID 5b4e4002-ca6b-4c38-a302-4ee226c8545a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Abscisic acids and derivatives
IUPAC Name 5-(1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid
SMILES (Canonical) CC1=CC(CC(C1(C=CC(=CC(=O)O)C)O)(C)C)O
SMILES (Isomeric) CC1=CC(CC(C1(C=CC(=CC(=O)O)C)O)(C)C)O
InChI InChI=1S/C15H22O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,12,16,19H,9H2,1-4H3,(H,17,18)
InChI Key MWGXQVSTMXPXIW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H22O4
Molecular Weight 266.33 g/mol
Exact Mass 266.15180918 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.04
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-(1,4-Dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-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 + 0.9879 98.79%
Caco-2 + 0.6519 65.19%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8182 81.82%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.9135 91.35%
OATP1B3 inhibitior + 0.9580 95.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6848 68.48%
P-glycoprotein inhibitior - 0.9640 96.40%
P-glycoprotein substrate - 0.8288 82.88%
CYP3A4 substrate + 0.6091 60.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9052 90.52%
CYP3A4 inhibition - 0.9293 92.93%
CYP2C9 inhibition - 0.9049 90.49%
CYP2C19 inhibition - 0.9225 92.25%
CYP2D6 inhibition - 0.9558 95.58%
CYP1A2 inhibition - 0.9577 95.77%
CYP2C8 inhibition - 0.9296 92.96%
CYP inhibitory promiscuity - 0.9484 94.84%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.8056 80.56%
Carcinogenicity (trinary) Non-required 0.5876 58.76%
Eye corrosion - 0.9784 97.84%
Eye irritation - 0.7977 79.77%
Skin irritation - 0.5497 54.97%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8003 80.03%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation + 0.7918 79.18%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.7802 78.02%
Acute Oral Toxicity (c) III 0.7239 72.39%
Estrogen receptor binding + 0.5632 56.32%
Androgen receptor binding - 0.5458 54.58%
Thyroid receptor binding + 0.5303 53.03%
Glucocorticoid receptor binding + 0.6463 64.63%
Aromatase binding + 0.6007 60.07%
PPAR gamma + 0.6465 64.65%
Honey bee toxicity - 0.8743 87.43%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9481 94.81%

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 93.77% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.82% 95.56%
CHEMBL1870 P28702 Retinoid X receptor beta 89.77% 95.00%
CHEMBL221 P23219 Cyclooxygenase-1 89.54% 90.17%
CHEMBL2061 P19793 Retinoid X receptor alpha 89.07% 91.67%
CHEMBL2004 P48443 Retinoid X receptor gamma 88.28% 100.00%
CHEMBL4208 P20618 Proteasome component C5 87.33% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.09% 86.33%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.42% 90.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.37% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.47% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.03% 91.11%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.88% 95.50%

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.
Vicia faba

Cross-Links

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PubChem 74477558
LOTUS LTS0008430
wikiData Q105173579