(Z)-5-(5-oxo-2H-furan-3-yl)-2-[2-[(1S)-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]ethyl]pent-2-enal

Details

• Internal ID: 06c7ae04-e283-4438-a80b-60bdb37876f1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Retinoids
• IUPAC Name: (Z)-5-(5-oxo-2H-furan-3-yl)-2-[2-[(1S)-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]ethyl]pent-2-enal
• InChI: InChI=1S/C20H26O4/c1-14-9-17(22)11-20(2,3)18(14)8-7-15(12-21)5-4-6-16-10-19(23)24-13-16/h5,9-10,12,18H,4,6-8,11,13H2,1-3H3/b15-5-/t18-/m1/s1
• InChI Key: YVONBTHGNOQAFF-ZPZLLIBOSA-N
• Popularity: 2 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): 60.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	-	0.6007	60.07%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8486	84.86%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8310	83.10%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.8210	82.10%
P-glycoprotein inhibitior	-	0.5874	58.74%
P-glycoprotein substrate	-	0.5644	56.44%
CYP3A4 substrate	+	0.6272	62.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9039	90.39%
CYP3A4 inhibition	-	0.7806	78.06%
CYP2C9 inhibition	-	0.8568	85.68%
CYP2C19 inhibition	-	0.8691	86.91%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.7767	77.67%
CYP2C8 inhibition	+	0.4535	45.35%
CYP inhibitory promiscuity	-	0.8350	83.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.9666	96.66%
Skin irritation	-	0.5697	56.97%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6595	65.95%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7049	70.49%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.5795	57.95%
Acute Oral Toxicity (c)	III	0.6933	69.33%
Estrogen receptor binding	-	0.5916	59.16%
Androgen receptor binding	-	0.5803	58.03%
Thyroid receptor binding	+	0.5356	53.56%
Glucocorticoid receptor binding	-	0.4933	49.33%
Aromatase binding	-	0.5139	51.39%
PPAR gamma	+	0.6086	60.86%
Honey bee toxicity	-	0.8344	83.44%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9933	99.33%

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	98.20%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.57%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.49%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.48%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.20%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.20%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	83.33%	94.73%
CHEMBL2581	P07339	Cathepsin D	82.51%	98.95%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.43%	96.25%

Plants that contains it

• Hebeclinium macrophyllum

Cross-Links

• PubChem: 163057646
• LOTUS: LTS0244306
• wikiData: Q105365744