3-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-2H-furan-5-one

Details

• Internal ID: 0b50f847-bee4-478c-85c0-04017f69b9c2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-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/h7-8,12,16-17H,1,5-6,9-11,13H2,2-4H3/b8-7+/t16-,17-,20+/m0/s1
• InChI Key: SEVXQMKIMRAPOK-YSLAMIOMSA-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: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.5782	57.82%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5482	54.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8698	86.98%
OATP1B3 inhibitior	+	0.8458	84.58%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.5553	55.53%
P-glycoprotein inhibitior	-	0.7507	75.07%
P-glycoprotein substrate	-	0.8228	82.28%
CYP3A4 substrate	+	0.6270	62.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9084	90.84%
CYP3A4 inhibition	-	0.7593	75.93%
CYP2C9 inhibition	-	0.7810	78.10%
CYP2C19 inhibition	+	0.7139	71.39%
CYP2D6 inhibition	-	0.8925	89.25%
CYP1A2 inhibition	+	0.5533	55.33%
CYP2C8 inhibition	-	0.6048	60.48%
CYP inhibitory promiscuity	-	0.7337	73.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9740	97.40%
Eye irritation	-	0.8494	84.94%
Skin irritation	-	0.6210	62.10%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7614	76.14%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	-	0.5439	54.39%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5060	50.60%
Acute Oral Toxicity (c)	III	0.7320	73.20%
Estrogen receptor binding	-	0.5106	51.06%
Androgen receptor binding	+	0.6395	63.95%
Thyroid receptor binding	-	0.4943	49.43%
Glucocorticoid receptor binding	+	0.7101	71.01%
Aromatase binding	+	0.5752	57.52%
PPAR gamma	+	0.7144	71.44%
Honey bee toxicity	-	0.7846	78.46%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.30%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.42%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.88%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.11%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	87.64%	94.75%
CHEMBL2581	P07339	Cathepsin D	86.63%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.53%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.19%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.71%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.59%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.27%	94.45%
CHEMBL1977	P11473	Vitamin D receptor	82.55%	99.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.16%	89.00%

Plants that contains it

• Hedychium coronarium

Cross-Links

• PubChem: 162923575
• LOTUS: LTS0008888
• wikiData: Q105251558