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

Details

• Internal ID: 921ecceb-6628-4497-bdda-f444b68eae29
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-(1,2,4a,5-tetramethyl-4-oxo-3,7,8,8a-tetrahydro-2H-naphthalen-1-yl)ethyl]-2H-furan-5-one
• SMILES (Canonical): CC1CC(=O)C2(C(C1(C)CCC3=CC(=O)OC3)CCC=C2C)C
• SMILES (Isomeric): CC1CC(=O)C2(C(C1(C)CCC3=CC(=O)OC3)CCC=C2C)C
• InChI: InChI=1S/C20H28O3/c1-13-6-5-7-16-19(3,9-8-15-11-18(22)23-12-15)14(2)10-17(21)20(13,16)4/h6,11,14,16H,5,7-10,12H2,1-4H3
• InChI Key: YFNQNVMCXHXBIW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.23
• H-Bond Acceptor: 3
• 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	+	0.9967	99.67%
Caco-2	+	0.7447	74.47%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7851	78.51%
OATP2B1 inhibitior	-	0.8677	86.77%
OATP1B1 inhibitior	+	0.9030	90.30%
OATP1B3 inhibitior	+	0.9675	96.75%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.4699	46.99%
P-glycoprotein inhibitior	+	0.5907	59.07%
P-glycoprotein substrate	-	0.6671	66.71%
CYP3A4 substrate	+	0.6117	61.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9062	90.62%
CYP3A4 inhibition	-	0.6592	65.92%
CYP2C9 inhibition	-	0.8920	89.20%
CYP2C19 inhibition	-	0.7572	75.72%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.7164	71.64%
CYP2C8 inhibition	-	0.6124	61.24%
CYP inhibitory promiscuity	-	0.7187	71.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5595	55.95%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9157	91.57%
Skin irritation	-	0.5336	53.36%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6475	64.75%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6460	64.60%
skin sensitisation	-	0.7651	76.51%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7308	73.08%
Acute Oral Toxicity (c)	III	0.7655	76.55%
Estrogen receptor binding	+	0.8023	80.23%
Androgen receptor binding	+	0.6426	64.26%
Thyroid receptor binding	+	0.6424	64.24%
Glucocorticoid receptor binding	+	0.7435	74.35%
Aromatase binding	+	0.6860	68.60%
PPAR gamma	-	0.4878	48.78%
Honey bee toxicity	-	0.8337	83.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	94.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.75%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.24%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.90%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.92%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.39%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.82%	100.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.56%	83.57%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.67%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.56%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.29%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.20%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	80.82%	94.75%

Plants that contains it

• Solidago altissima

Cross-Links

• PubChem: 73835018
• LOTUS: LTS0039006
• wikiData: Q105347702