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

Details

• Internal ID: 33baa6be-a115-4cb0-808a-1fb97e55bddf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-[2-[(1R,2S,4aS,8aS)-1-hydroxy-2,5,5,8a-tetramethyl-3-oxo-2,4,4a,6,7,8-hexahydronaphthalen-1-yl]ethyl]-2H-furan-5-one
• InChI: InChI=1S/C20H30O4/c1-13-15(21)12-16-18(2,3)8-5-9-19(16,4)20(13,23)10-6-14-7-11-24-17(14)22/h7,13,16,23H,5-6,8-12H2,1-4H3/t13-,16+,19+,20-/m1/s1
• InChI Key: NLYGLXRIIFICRO-UNGRWJMUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 4
• 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	+	0.9924	99.24%
Caco-2	+	0.7351	73.51%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8538	85.38%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5287	52.87%
BSEP inhibitior	+	0.6007	60.07%
P-glycoprotein inhibitior	-	0.5776	57.76%
P-glycoprotein substrate	-	0.7302	73.02%
CYP3A4 substrate	+	0.5843	58.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9148	91.48%
CYP3A4 inhibition	-	0.6821	68.21%
CYP2C9 inhibition	-	0.7486	74.86%
CYP2C19 inhibition	-	0.8823	88.23%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.8735	87.35%
CYP2C8 inhibition	-	0.6809	68.09%
CYP inhibitory promiscuity	-	0.9013	90.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5727	57.27%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8709	87.09%
Skin irritation	+	0.5879	58.79%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5179	51.79%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5680	56.80%
skin sensitisation	-	0.8488	84.88%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6256	62.56%
Acute Oral Toxicity (c)	III	0.4625	46.25%
Estrogen receptor binding	+	0.6962	69.62%
Androgen receptor binding	+	0.6847	68.47%
Thyroid receptor binding	+	0.6741	67.41%
Glucocorticoid receptor binding	+	0.7160	71.60%
Aromatase binding	+	0.6720	67.20%
PPAR gamma	+	0.6237	62.37%
Honey bee toxicity	-	0.8960	89.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	99.64%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.50%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.45%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.15%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.48%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.90%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.43%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.25%	82.69%
CHEMBL3045	P05771	Protein kinase C beta	80.30%	97.63%

Plants that contains it

• Leonurus japonicus

Cross-Links

• PubChem: 11359573
• LOTUS: LTS0192425
• wikiData: Q105181628