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

Details

• Internal ID: 4b034397-1b4e-4e79-8bdd-ca36e0161198
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-[2-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethenyl]-2-hydroxy-2H-furan-5-one
• InChI: InChI=1S/C20H28O3/c1-13-6-9-16-19(2,3)10-5-11-20(16,4)15(13)8-7-14-12-17(21)23-18(14)22/h7-8,12,15-17,21H,1,5-6,9-11H2,2-4H3
• InChI Key: PMONONMIPQPEHV-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): 46.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.14
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.5511	55.11%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4947	49.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8447	84.47%
OATP1B3 inhibitior	-	0.2342	23.42%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.8451	84.51%
P-glycoprotein inhibitior	-	0.7424	74.24%
P-glycoprotein substrate	-	0.9109	91.09%
CYP3A4 substrate	+	0.6464	64.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.7251	72.51%
CYP2C9 inhibition	-	0.7895	78.95%
CYP2C19 inhibition	-	0.6306	63.06%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	+	0.5718	57.18%
CYP2C8 inhibition	-	0.6194	61.94%
CYP inhibitory promiscuity	-	0.8744	87.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5619	56.19%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9525	95.25%
Skin irritation	+	0.5152	51.52%
Skin corrosion	-	0.9230	92.30%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8099	80.99%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6726	67.26%
skin sensitisation	-	0.5456	54.56%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4608	46.08%
Acute Oral Toxicity (c)	III	0.4709	47.09%
Estrogen receptor binding	+	0.7567	75.67%
Androgen receptor binding	-	0.5560	55.60%
Thyroid receptor binding	+	0.6793	67.93%
Glucocorticoid receptor binding	+	0.5934	59.34%
Aromatase binding	+	0.7732	77.32%
PPAR gamma	+	0.6664	66.64%
Honey bee toxicity	-	0.7739	77.39%
Biodegradation	-	0.7000	70.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.19%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.35%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.97%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.39%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.77%	98.95%
CHEMBL1977	P11473	Vitamin D receptor	84.62%	99.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.57%	89.00%
CHEMBL1902	P62942	FK506-binding protein 1A	81.61%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.47%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.33%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.93%	99.23%

Plants that contains it

• Hedychium coronarium

Cross-Links

• PubChem: 85188234
• LOTUS: LTS0250131
• wikiData: Q105211628