3-[2-(2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl)ethenyl]-2-hydroxy-2H-furan-5-one

Details

• Internal ID: f43b98f4-f3cb-47b1-9ce4-04baf2f99beb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-(2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl)ethenyl]-2-hydroxy-2H-furan-5-one
• InChI: InChI=1S/C20H26O4/c1-12-10-15(21)17-19(2,3)8-5-9-20(17,4)14(12)7-6-13-11-16(22)24-18(13)23/h6-7,10-11,14,17-18,23H,5,8-9H2,1-4H3
• InChI Key: KJASBNIUXGTDRP-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): 63.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	-	0.5400	54.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6915	69.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8070	80.70%
OATP1B3 inhibitior	+	0.8797	87.97%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.5632	56.32%
P-glycoprotein inhibitior	-	0.7710	77.10%
P-glycoprotein substrate	-	0.7920	79.20%
CYP3A4 substrate	+	0.6260	62.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8939	89.39%
CYP3A4 inhibition	-	0.8477	84.77%
CYP2C9 inhibition	-	0.8355	83.55%
CYP2C19 inhibition	-	0.9110	91.10%
CYP2D6 inhibition	-	0.9438	94.38%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7958	79.58%
CYP inhibitory promiscuity	-	0.8929	89.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5006	50.06%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9561	95.61%
Skin irritation	+	0.5931	59.31%
Skin corrosion	-	0.8371	83.71%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5392	53.92%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	-	0.5962	59.62%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5120	51.20%
Acute Oral Toxicity (c)	III	0.4453	44.53%
Estrogen receptor binding	+	0.8610	86.10%
Androgen receptor binding	+	0.5333	53.33%
Thyroid receptor binding	+	0.6611	66.11%
Glucocorticoid receptor binding	+	0.7269	72.69%
Aromatase binding	+	0.6868	68.68%
PPAR gamma	+	0.6830	68.30%
Honey bee toxicity	-	0.8596	85.96%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9947	99.47%

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	96.08%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.88%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.27%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.35%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.17%	86.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.11%	94.75%
CHEMBL2581	P07339	Cathepsin D	85.52%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.33%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.35%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.76%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.71%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.08%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.05%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74830509
• LOTUS: LTS0144790
• wikiData: Q105141761