3-[2-[(1R,4aR,8aS)-5,5,8a-trimethyl-2-methylidene-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one

Details

• Internal ID: 58f92570-52db-4496-9860-16fdb080f1b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-[(1R,4aR,8aS)-5,5,8a-trimethyl-2-methylidene-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one
• InChI: InChI=1S/C20H28O2/c1-14-6-9-17-19(2,3)10-5-11-20(17,4)16(14)8-7-15-12-18(21)22-13-15/h6,9,12,16-17H,1,5,7-8,10-11,13H2,2-4H3/t16-,17-,20+/m1/s1
• InChI Key: YMCWUABVQJVJIQ-HLIPFELVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.82
• H-Bond Acceptor: 2
• 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	+	0.6982	69.82%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5503	55.03%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	+	0.7912	79.12%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5126	51.26%
P-glycoprotein inhibitior	-	0.6324	63.24%
P-glycoprotein substrate	-	0.7113	71.13%
CYP3A4 substrate	+	0.6134	61.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9084	90.84%
CYP3A4 inhibition	-	0.7630	76.30%
CYP2C9 inhibition	-	0.7409	74.09%
CYP2C19 inhibition	+	0.6682	66.82%
CYP2D6 inhibition	-	0.8885	88.85%
CYP1A2 inhibition	+	0.5191	51.91%
CYP2C8 inhibition	-	0.6406	64.06%
CYP inhibitory promiscuity	-	0.6173	61.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5707	57.07%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.8706	87.06%
Skin irritation	-	0.6240	62.40%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7931	79.31%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.5597	55.97%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7595	75.95%
Estrogen receptor binding	+	0.6441	64.41%
Androgen receptor binding	+	0.6558	65.58%
Thyroid receptor binding	+	0.6370	63.70%
Glucocorticoid receptor binding	+	0.7460	74.60%
Aromatase binding	+	0.5342	53.42%
PPAR gamma	+	0.6891	68.91%
Honey bee toxicity	-	0.7576	75.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.03%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.92%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.24%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.94%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.18%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.36%	93.99%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.32%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.97%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.54%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.51%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.94%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.53%	97.09%

Plants that contains it

• Acritopappus longifolius

Cross-Links

• PubChem: 163033889
• LOTUS: LTS0260542
• wikiData: Q105350476