3-[2-[(1S,2R,4aR,5S,8aR)-1,2,4a,5-tetramethyl-6-oxo-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]ethyl]-2H-furan-5-one

Details

• Internal ID: 60a03c62-ceb4-4272-a0da-719123b94e12
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-[(1S,2R,4aR,5S,8aR)-1,2,4a,5-tetramethyl-6-oxo-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]ethyl]-2H-furan-5-one
• SMILES (Canonical): CC1CCC2(C(C(=O)CCC2C1(C)CCC3=CC(=O)OC3)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@]2([C@@H](C(=O)CC[C@@H]2[C@@]1(C)CCC3=CC(=O)OC3)C)C
• InChI: InChI=1S/C20H30O3/c1-13-7-9-20(4)14(2)16(21)5-6-17(20)19(13,3)10-8-15-11-18(22)23-12-15/h11,13-14,17H,5-10,12H2,1-4H3/t13-,14-,17-,19+,20+/m1/s1
• InChI Key: UXOUZFXCEPHKLU-IKWNAHHTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.31
• 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	+	0.8389	83.89%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7851	78.51%
OATP2B1 inhibitior	-	0.8681	86.81%
OATP1B1 inhibitior	+	0.9025	90.25%
OATP1B3 inhibitior	+	0.9675	96.75%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	+	0.7079	70.79%
P-glycoprotein inhibitior	-	0.4876	48.76%
P-glycoprotein substrate	-	0.6776	67.76%
CYP3A4 substrate	+	0.6668	66.68%
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	-	0.7307	73.07%
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	-	0.8676	86.76%
Skin irritation	-	0.5336	53.36%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8025	80.25%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	-	0.7651	76.51%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4913	49.13%
Acute Oral Toxicity (c)	III	0.7655	76.55%
Estrogen receptor binding	+	0.7844	78.44%
Androgen receptor binding	+	0.6203	62.03%
Thyroid receptor binding	+	0.6890	68.90%
Glucocorticoid receptor binding	+	0.7977	79.77%
Aromatase binding	+	0.6352	63.52%
PPAR gamma	-	0.5383	53.83%
Honey bee toxicity	-	0.7968	79.68%
Biodegradation	-	0.5750	57.50%
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	94.63%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.32%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.56%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.60%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.67%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.55%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.52%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.05%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.80%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.03%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.92%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.15%	99.23%

Plants that contains it

• Solidago gigantea

Cross-Links

• PubChem: 162911409
• LOTUS: LTS0225303
• wikiData: Q105280957