1,5,6-trimethyl-5-[2-(5-oxo-2H-furan-4-yl)ethyl]-2,3,4,4a,6,7-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: 97847a27-d771-4325-820c-2be4439e4e81
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 1,5,6-trimethyl-5-[2-(5-oxo-2H-furan-4-yl)ethyl]-2,3,4,4a,6,7-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H28O4/c1-13-6-7-16-15(5-4-10-20(16,3)18(22)23)19(13,2)11-8-14-9-12-24-17(14)21/h7,9,13,15H,4-6,8,10-12H2,1-3H3,(H,22,23)
• InChI Key: MZTWBVITFAFIPW-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: 4.00
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.7572	75.72%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8239	82.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8445	84.45%
OATP1B3 inhibitior	+	0.9185	91.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5980	59.80%
BSEP inhibitior	+	0.7414	74.14%
P-glycoprotein inhibitior	-	0.6469	64.69%
P-glycoprotein substrate	-	0.6923	69.23%
CYP3A4 substrate	+	0.5848	58.48%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.9179	91.79%
CYP3A4 inhibition	-	0.5921	59.21%
CYP2C9 inhibition	-	0.7203	72.03%
CYP2C19 inhibition	-	0.8556	85.56%
CYP2D6 inhibition	-	0.9146	91.46%
CYP1A2 inhibition	-	0.5981	59.81%
CYP2C8 inhibition	-	0.6660	66.60%
CYP inhibitory promiscuity	-	0.8291	82.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5962	59.62%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9660	96.60%
Skin irritation	+	0.5163	51.63%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6654	66.54%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5360	53.60%
skin sensitisation	-	0.8229	82.29%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5084	50.84%
Acute Oral Toxicity (c)	III	0.6577	65.77%
Estrogen receptor binding	+	0.7911	79.11%
Androgen receptor binding	+	0.6192	61.92%
Thyroid receptor binding	+	0.7883	78.83%
Glucocorticoid receptor binding	+	0.8135	81.35%
Aromatase binding	+	0.6924	69.24%
PPAR gamma	-	0.5522	55.22%
Honey bee toxicity	-	0.9394	93.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.43%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	95.76%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.71%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.32%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.31%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.09%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.67%	99.23%
CHEMBL5028	O14672	ADAM10	81.25%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.03%	91.19%

Plants that contains it

• Koanophyllon conglobatum

Cross-Links

• PubChem: 162998183
• LOTUS: LTS0169644
• wikiData: Q105176044