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

Details

• Internal ID: 0f380aee-f60f-46ac-a6bf-e338b4f8da73
• 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-methoxy-2H-furan-5-one
• SMILES (Canonical): CC1=CC(=O)C2C(CCCC2(C1C=CC3=CC(=O)OC3OC)C)(C)C
• SMILES (Isomeric): CC1=CC(=O)C2C(CCCC2(C1C=CC3=CC(=O)OC3OC)C)(C)C
• InChI: InChI=1S/C21H28O4/c1-13-11-16(22)18-20(2,3)9-6-10-21(18,4)15(13)8-7-14-12-17(23)25-19(14)24-5/h7-8,11-12,15,18-19H,6,9-10H2,1-5H3
• InChI Key: ILKIVDALMQTOOO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.5610	56.10%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6906	69.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8319	83.19%
OATP1B3 inhibitior	+	0.9062	90.62%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6840	68.40%
P-glycoprotein inhibitior	-	0.5604	56.04%
P-glycoprotein substrate	-	0.7487	74.87%
CYP3A4 substrate	+	0.6526	65.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8980	89.80%
CYP3A4 inhibition	-	0.7494	74.94%
CYP2C9 inhibition	-	0.7504	75.04%
CYP2C19 inhibition	-	0.7716	77.16%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	+	0.5221	52.21%
CYP2C8 inhibition	-	0.6860	68.60%
CYP inhibitory promiscuity	-	0.7014	70.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5296	52.96%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9394	93.94%
Skin irritation	-	0.6060	60.60%
Skin corrosion	-	0.8996	89.96%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6852	68.52%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.6841	68.41%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6776	67.76%
Acute Oral Toxicity (c)	III	0.5182	51.82%
Estrogen receptor binding	+	0.8911	89.11%
Androgen receptor binding	+	0.5796	57.96%
Thyroid receptor binding	+	0.6359	63.59%
Glucocorticoid receptor binding	+	0.7059	70.59%
Aromatase binding	+	0.7114	71.14%
PPAR gamma	+	0.7130	71.30%
Honey bee toxicity	-	0.7734	77.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	95.94%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.75%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.15%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.97%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.59%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.77%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.52%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.31%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.76%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.29%	93.40%
CHEMBL2581	P07339	Cathepsin D	81.92%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.71%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75075058
• LOTUS: LTS0023978
• wikiData: Q105115235