3-Hydroxy-1-methoxy-2-(3-methylbut-2-enyl)-5-(2-phenylethyl)cyclohexa-2,4-diene-1-carboxylic acid

Details

• Internal ID: a2991c61-475f-4a7d-9ca6-85624ff67994
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 3-hydroxy-1-methoxy-2-(3-methylbut-2-enyl)-5-(2-phenylethyl)cyclohexa-2,4-diene-1-carboxylic acid
• SMILES (Canonical): CC(=CCC1=C(C=C(CC1(C(=O)O)OC)CCC2=CC=CC=C2)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(CC1(C(=O)O)OC)CCC2=CC=CC=C2)O)C
• InChI: InChI=1S/C21H26O4/c1-15(2)9-12-18-19(22)13-17(14-21(18,25-3)20(23)24)11-10-16-7-5-4-6-8-16/h4-9,13,22H,10-12,14H2,1-3H3,(H,23,24)
• InChI Key: QLFVOSHMDKNQBR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₄
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.59
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9752	97.52%
Caco-2	-	0.5901	59.01%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8783	87.83%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.7929	79.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8910	89.10%
P-glycoprotein inhibitior	-	0.5441	54.41%
P-glycoprotein substrate	-	0.5732	57.32%
CYP3A4 substrate	+	0.5758	57.58%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.8644	86.44%
CYP2C9 inhibition	-	0.5240	52.40%
CYP2C19 inhibition	-	0.5143	51.43%
CYP2D6 inhibition	-	0.8900	89.00%
CYP1A2 inhibition	-	0.7987	79.87%
CYP2C8 inhibition	+	0.5772	57.72%
CYP inhibitory promiscuity	-	0.6931	69.31%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8614	86.14%
Carcinogenicity (trinary)	Non-required	0.6677	66.77%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.7182	71.82%
Skin irritation	-	0.6711	67.11%
Skin corrosion	-	0.9721	97.21%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6663	66.63%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.6915	69.15%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5433	54.33%
Acute Oral Toxicity (c)	III	0.5698	56.98%
Estrogen receptor binding	+	0.7088	70.88%
Androgen receptor binding	+	0.6198	61.98%
Thyroid receptor binding	+	0.5821	58.21%
Glucocorticoid receptor binding	+	0.7028	70.28%
Aromatase binding	+	0.5933	59.33%
PPAR gamma	+	0.8257	82.57%
Honey bee toxicity	-	0.8286	82.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9882	98.82%

Targets

Proven Targets:

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	97.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.33%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.75%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.83%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	92.00%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.28%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.35%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.56%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.49%	99.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.27%	94.08%

Plants that contains it

• Amorpha fruticosa

Cross-Links

• PubChem: 163189811
• LOTUS: LTS0173604
• wikiData: Q105223558