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

Details

• Internal ID: dfd5cf92-f5b8-4f52-aaf3-35317a826f1c
• 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)ethyl]-2-hydroxy-2H-furan-5-one
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2CCC3=CC(OC3=O)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC(=C)C2CCC3=CC(OC3=O)O)C)C
• InChI: InChI=1S/C20H30O3/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/h12,15-17,21H,1,5-11H2,2-4H3
• InChI Key: RNPDONJEBKWTIQ-UHFFFAOYSA-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): 46.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.6612	66.12%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5131	51.31%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8350	83.50%
OATP1B3 inhibitior	-	0.2517	25.17%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7710	77.10%
P-glycoprotein inhibitior	-	0.6043	60.43%
P-glycoprotein substrate	-	0.8948	89.48%
CYP3A4 substrate	+	0.6587	65.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.7003	70.03%
CYP2C9 inhibition	-	0.7014	70.14%
CYP2C19 inhibition	-	0.5863	58.63%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.5169	51.69%
CYP2C8 inhibition	-	0.6765	67.65%
CYP inhibitory promiscuity	-	0.7291	72.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5881	58.81%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8406	84.06%
Skin irritation	+	0.5215	52.15%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7483	74.83%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.5951	59.51%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5060	50.60%
Acute Oral Toxicity (c)	III	0.5860	58.60%
Estrogen receptor binding	+	0.7137	71.37%
Androgen receptor binding	+	0.5790	57.90%
Thyroid receptor binding	+	0.7161	71.61%
Glucocorticoid receptor binding	+	0.7755	77.55%
Aromatase binding	+	0.6528	65.28%
PPAR gamma	+	0.6387	63.87%
Honey bee toxicity	-	0.7780	77.80%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	97.99%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.16%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.28%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.23%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.12%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.59%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.38%	99.23%

Plants that contains it

• Hedychium coronarium

Cross-Links

• PubChem: 5316083
• LOTUS: LTS0049101
• wikiData: Q105241734