3-[2-(4-hydroxy-1,2,4a,5-tetramethyl-3-oxo-4,7,8,8a-tetrahydro-2H-naphthalen-1-yl)ethyl]-2H-furan-5-one

Details

• Internal ID: 810554ba-2969-4928-915f-5541f8507fec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-(4-hydroxy-1,2,4a,5-tetramethyl-3-oxo-4,7,8,8a-tetrahydro-2H-naphthalen-1-yl)ethyl]-2H-furan-5-one
• InChI: InChI=1S/C20H28O4/c1-12-6-5-7-15-19(3,9-8-14-10-16(21)24-11-14)13(2)17(22)18(23)20(12,15)4/h6,10,13,15,18,23H,5,7-9,11H2,1-4H3
• InChI Key: AANYVSSWVXJVLU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.20
• 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	+	0.9806	98.06%
Caco-2	+	0.6386	63.86%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8146	81.46%
OATP2B1 inhibitior	-	0.8702	87.02%
OATP1B1 inhibitior	+	0.8943	89.43%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5979	59.79%
BSEP inhibitior	+	0.8087	80.87%
P-glycoprotein inhibitior	-	0.5595	55.95%
P-glycoprotein substrate	-	0.5990	59.90%
CYP3A4 substrate	+	0.6416	64.16%
CYP2C9 substrate	-	0.7957	79.57%
CYP2D6 substrate	-	0.9003	90.03%
CYP3A4 inhibition	-	0.6203	62.03%
CYP2C9 inhibition	-	0.7854	78.54%
CYP2C19 inhibition	-	0.8498	84.98%
CYP2D6 inhibition	-	0.8814	88.14%
CYP1A2 inhibition	-	0.5758	57.58%
CYP2C8 inhibition	-	0.6897	68.97%
CYP inhibitory promiscuity	-	0.7619	76.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5407	54.07%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9559	95.59%
Skin irritation	+	0.6307	63.07%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6817	68.17%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6301	63.01%
skin sensitisation	-	0.8603	86.03%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5523	55.23%
Acute Oral Toxicity (c)	III	0.7168	71.68%
Estrogen receptor binding	+	0.7174	71.74%
Androgen receptor binding	+	0.7035	70.35%
Thyroid receptor binding	+	0.6453	64.53%
Glucocorticoid receptor binding	+	0.7956	79.56%
Aromatase binding	+	0.7064	70.64%
PPAR gamma	-	0.5463	54.63%
Honey bee toxicity	-	0.8359	83.59%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	97.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.13%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	91.25%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.78%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.34%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.01%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.19%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.18%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.92%	96.09%
CHEMBL4072	P07858	Cathepsin B	84.14%	93.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.46%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.99%	97.25%

Plants that contains it

• Pulicaria aucheri

Cross-Links

• PubChem: 14543730
• LOTUS: LTS0014268
• wikiData: Q104908238