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

Details

• 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

• 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

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

Proven Targets:

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

• Vicia faba

Cross-Links

• PubChem: 74477558
• LOTUS: LTS0008430
• wikiData: Q105173579