5,5,8a-trimethyl-4-oxo-1-[2-(5-oxo-2H-furan-4-yl)ethenyl]-4a,6,7,8-tetrahydro-1H-naphthalene-2-carbaldehyde

Details

• Internal ID: 593cacf7-e720-4ca7-9b2f-1ccf5d777a04
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 5,5,8a-trimethyl-4-oxo-1-[2-(5-oxo-2H-furan-4-yl)ethenyl]-4a,6,7,8-tetrahydro-1H-naphthalene-2-carbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1C(=O)C=C(C2C=CC3=CCOC3=O)C=O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1C(=O)C=C(C2C=CC3=CCOC3=O)C=O)C)C
• InChI: InChI=1S/C20H24O4/c1-19(2)8-4-9-20(3)15(6-5-13-7-10-24-18(13)23)14(12-21)11-16(22)17(19)20/h5-7,11-12,15,17H,4,8-10H2,1-3H3
• InChI Key: RFLFJWXIHDVQJA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.6045	60.45%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7530	75.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7996	79.96%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6756	67.56%
P-glycoprotein inhibitior	+	0.5942	59.42%
P-glycoprotein substrate	-	0.7123	71.23%
CYP3A4 substrate	+	0.6151	61.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9041	90.41%
CYP3A4 inhibition	-	0.8178	81.78%
CYP2C9 inhibition	-	0.7624	76.24%
CYP2C19 inhibition	-	0.7966	79.66%
CYP2D6 inhibition	-	0.8865	88.65%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7037	70.37%
CYP inhibitory promiscuity	-	0.7408	74.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5547	55.47%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9691	96.91%
Skin irritation	-	0.5490	54.90%
Skin corrosion	-	0.9004	90.04%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6695	66.95%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	-	0.6296	62.96%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7609	76.09%
Acute Oral Toxicity (c)	III	0.7265	72.65%
Estrogen receptor binding	+	0.8320	83.20%
Androgen receptor binding	+	0.5793	57.93%
Thyroid receptor binding	+	0.6279	62.79%
Glucocorticoid receptor binding	+	0.7630	76.30%
Aromatase binding	+	0.7098	70.98%
PPAR gamma	+	0.7275	72.75%
Honey bee toxicity	-	0.8273	82.73%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	97.85%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.14%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.39%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.78%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.51%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.90%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.87%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.60%	97.09%

Plants that contains it

• Hedychium coronarium

Cross-Links

• PubChem: 75583308
• LOTUS: LTS0243743
• wikiData: Q105235458