methyl 5,6,8a-trimethyl-8-oxo-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-4,4a,6,7-tetrahydro-3H-naphthalene-1-carboxylate

Details

• Internal ID: 3964c861-4f4b-4c18-bf2c-609befbb3a10
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: methyl 5,6,8a-trimethyl-8-oxo-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-4,4a,6,7-tetrahydro-3H-naphthalene-1-carboxylate
• InChI: InChI=1S/C21H28O5/c1-13-10-17(22)21(3)15(19(24)25-4)6-5-7-16(21)20(13,2)9-8-14-11-18(23)26-12-14/h6,11,13,16H,5,7-10,12H2,1-4H3
• InChI Key: JIQFBMQXZGTZHF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₅
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.19367399 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.7285	72.85%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8078	80.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8713	87.13%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7073	70.73%
P-glycoprotein inhibitior	+	0.7346	73.46%
P-glycoprotein substrate	-	0.5625	56.25%
CYP3A4 substrate	+	0.6498	64.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9102	91.02%
CYP3A4 inhibition	-	0.6313	63.13%
CYP2C9 inhibition	-	0.8606	86.06%
CYP2C19 inhibition	-	0.8588	85.88%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.7913	79.13%
CYP2C8 inhibition	+	0.5765	57.65%
CYP inhibitory promiscuity	-	0.6842	68.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6271	62.71%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9140	91.40%
Skin irritation	-	0.6245	62.45%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8361	83.61%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5326	53.26%
skin sensitisation	-	0.8711	87.11%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.7392	73.92%
Acute Oral Toxicity (c)	III	0.6989	69.89%
Estrogen receptor binding	+	0.8678	86.78%
Androgen receptor binding	+	0.5851	58.51%
Thyroid receptor binding	+	0.6641	66.41%
Glucocorticoid receptor binding	+	0.8065	80.65%
Aromatase binding	+	0.6594	65.94%
PPAR gamma	+	0.5825	58.25%
Honey bee toxicity	-	0.7966	79.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	98.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.69%	96.09%
CHEMBL4072	P07858	Cathepsin B	93.92%	93.67%
CHEMBL2581	P07339	Cathepsin D	92.95%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.89%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.12%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.63%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.89%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.44%	95.71%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.33%	85.30%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.05%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.36%	92.62%
CHEMBL5028	O14672	ADAM10	80.19%	97.50%

Plants that contains it

• Pulicaria wightiana

Cross-Links

• PubChem: 162999029
• LOTUS: LTS0199230
• wikiData: Q105129263