5-(Furan-3-yl)-2-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]pent-2-enoic acid

Details

• Internal ID: e78ad7b1-3144-4c05-97f3-93b40a621d77
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-(furan-3-yl)-2-[2-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)ethyl]pent-2-enoic acid
• SMILES (Canonical): CC1=CC(=O)CC(C1CCC(=CCCC2=COC=C2)C(=O)O)(C)C
• SMILES (Isomeric): CC1=CC(=O)CC(C1CCC(=CCCC2=COC=C2)C(=O)O)(C)C
• InChI: InChI=1S/C20H26O4/c1-14-11-17(21)12-20(2,3)18(14)8-7-16(19(22)23)6-4-5-15-9-10-24-13-15/h6,9-11,13,18H,4-5,7-8,12H2,1-3H3,(H,22,23)
• InChI Key: LZKJRCHZSNKGRM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	-	0.5334	53.34%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8559	85.59%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	-	0.3172	31.72%
OATP1B3 inhibitior	-	0.2227	22.27%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8728	87.28%
P-glycoprotein inhibitior	-	0.6698	66.98%
P-glycoprotein substrate	-	0.6612	66.12%
CYP3A4 substrate	+	0.6225	62.25%
CYP2C9 substrate	-	0.5698	56.98%
CYP2D6 substrate	-	0.9005	90.05%
CYP3A4 inhibition	+	0.6018	60.18%
CYP2C9 inhibition	-	0.7185	71.85%
CYP2C19 inhibition	-	0.7231	72.31%
CYP2D6 inhibition	-	0.9146	91.46%
CYP1A2 inhibition	-	0.6681	66.81%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7772	77.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.6612	66.12%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8760	87.60%
Skin irritation	-	0.5327	53.27%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4289	42.89%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5050	50.50%
skin sensitisation	-	0.6827	68.27%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7957	79.57%
Acute Oral Toxicity (c)	III	0.4871	48.71%
Estrogen receptor binding	+	0.5350	53.50%
Androgen receptor binding	-	0.5223	52.23%
Thyroid receptor binding	+	0.5346	53.46%
Glucocorticoid receptor binding	+	0.6377	63.77%
Aromatase binding	+	0.6970	69.70%
PPAR gamma	+	0.7978	79.78%
Honey bee toxicity	-	0.9064	90.64%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.31%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.89%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.21%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.09%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.55%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.55%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.06%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.93%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.53%	96.09%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.40%	96.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.01%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.54%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.44%	97.09%

Plants that contains it

• Tamaulipa azurea

Cross-Links

• PubChem: 163038916
• LOTUS: LTS0182916
• wikiData: Q105159949