3-Methyl-4-oxo-4-(3,7,11-trimethyldodeca-2,6,10-trienoxy)but-2-enoic acid

Details

• Internal ID: 1de1f323-e2a0-428d-b7fd-a2665f984696
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-methyl-4-oxo-4-(3,7,11-trimethyldodeca-2,6,10-trienoxy)but-2-enoic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCOC(=O)C(=CC(=O)O)C)C)C)C
• SMILES (Isomeric): CC(=CCCC(=CCCC(=CCOC(=O)C(=CC(=O)O)C)C)C)C
• InChI: InChI=1S/C20H30O4/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-24-20(23)18(5)14-19(21)22/h8,10,12,14H,6-7,9,11,13H2,1-5H3,(H,21,22)
• InChI Key: DDLQRKHFZGOPPI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.98
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9727	97.27%
Caco-2	+	0.6775	67.75%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7889	78.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9300	93.00%
OATP1B3 inhibitior	+	0.9108	91.08%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8139	81.39%
P-glycoprotein inhibitior	-	0.5836	58.36%
P-glycoprotein substrate	-	0.9452	94.52%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6150	61.50%
CYP2D6 substrate	-	0.9191	91.91%
CYP3A4 inhibition	-	0.8466	84.66%
CYP2C9 inhibition	-	0.7901	79.01%
CYP2C19 inhibition	-	0.8990	89.90%
CYP2D6 inhibition	-	0.9094	90.94%
CYP1A2 inhibition	-	0.8371	83.71%
CYP2C8 inhibition	-	0.8838	88.38%
CYP inhibitory promiscuity	-	0.9032	90.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6723	67.23%
Carcinogenicity (trinary)	Non-required	0.6851	68.51%
Eye corrosion	-	0.7970	79.70%
Eye irritation	-	0.7660	76.60%
Skin irritation	+	0.6413	64.13%
Skin corrosion	-	0.9863	98.63%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6908	69.08%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.5876	58.76%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.9701	97.01%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.7182	71.82%
Acute Oral Toxicity (c)	III	0.5912	59.12%
Estrogen receptor binding	+	0.5876	58.76%
Androgen receptor binding	-	0.6657	66.57%
Thyroid receptor binding	+	0.5771	57.71%
Glucocorticoid receptor binding	+	0.6279	62.79%
Aromatase binding	+	0.5616	56.16%
PPAR gamma	+	0.7562	75.62%
Honey bee toxicity	-	0.8483	84.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9954	99.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.00%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.84%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.21%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.19%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.31%	96.95%
CHEMBL2581	P07339	Cathepsin D	83.27%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.96%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.77%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.78%	95.50%

Plants that contains it

• Bosistoa pentacocca

Cross-Links

• PubChem: 162852657
• LOTUS: LTS0039365
• wikiData: Q105156816