3-[4-(hydroxymethyl)-6-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)hex-3-enyl]-2H-furan-5-one

Details

• Internal ID: b3204c18-189f-4de5-9d0b-0e6d1e939042
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Retinoids
• IUPAC Name: 3-[4-(hydroxymethyl)-6-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)hex-3-enyl]-2H-furan-5-one
• InChI: InChI=1S/C20H28O4/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/h5,9-10,18,21H,4,6-8,11-13H2,1-3H3
• InChI Key: SSINYVVHBUZUTH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 4
• 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	+	0.9558	95.58%
Caco-2	-	0.5704	57.04%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8806	88.06%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	+	0.9076	90.76%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.8329	83.29%
P-glycoprotein inhibitior	-	0.6351	63.51%
P-glycoprotein substrate	-	0.5702	57.02%
CYP3A4 substrate	+	0.6407	64.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9101	91.01%
CYP3A4 inhibition	-	0.6573	65.73%
CYP2C9 inhibition	-	0.8005	80.05%
CYP2C19 inhibition	-	0.8653	86.53%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	-	0.8459	84.59%
CYP2C8 inhibition	-	0.6117	61.17%
CYP inhibitory promiscuity	-	0.8872	88.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9428	94.28%
Carcinogenicity (trinary)	Non-required	0.6171	61.71%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9403	94.03%
Skin irritation	-	0.6289	62.89%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7345	73.45%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8066	80.66%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5705	57.05%
Acute Oral Toxicity (c)	III	0.6368	63.68%
Estrogen receptor binding	-	0.6049	60.49%
Androgen receptor binding	-	0.5544	55.44%
Thyroid receptor binding	+	0.5918	59.18%
Glucocorticoid receptor binding	-	0.4651	46.51%
Aromatase binding	-	0.4933	49.33%
PPAR gamma	+	0.5404	54.04%
Honey bee toxicity	-	0.8062	80.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9821	98.21%

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	98.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.53%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.01%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.12%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.35%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.29%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	85.30%	96.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.97%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.81%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.62%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	83.27%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.87%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.38%	96.47%

Plants that contains it

• Hebeclinium macrophyllum

Cross-Links

• PubChem: 162912986
• LOTUS: LTS0061703
• wikiData: Q105259695