1,4a,5-trimethyl-1-[2-(5-oxo-2H-furan-4-yl)ethyl]-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid

Details

• Internal ID: 57b68ebc-1a0c-421e-9541-6414ae3ac132
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 1,4a,5-trimethyl-1-[2-(5-oxo-2H-furan-4-yl)ethyl]-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid
• SMILES (Canonical): CC1=CCCC2C1(CCC(C2(C)CCC3=CCOC3=O)C(=O)O)C
• SMILES (Isomeric): CC1=CCCC2C1(CCC(C2(C)CCC3=CCOC3=O)C(=O)O)C
• InChI: InChI=1S/C20H28O4/c1-13-5-4-6-16-19(13,2)11-8-15(17(21)22)20(16,3)10-7-14-9-12-24-18(14)23/h5,9,15-16H,4,6-8,10-12H2,1-3H3,(H,21,22)
• InChI Key: IYPOCJXQNIFGFO-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: 4.10
• 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	+	0.9894	98.94%
Caco-2	+	0.7210	72.10%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8006	80.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5480	54.80%
BSEP inhibitior	+	0.7426	74.26%
P-glycoprotein inhibitior	-	0.7501	75.01%
P-glycoprotein substrate	-	0.8029	80.29%
CYP3A4 substrate	+	0.6175	61.75%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.9179	91.79%
CYP3A4 inhibition	-	0.5844	58.44%
CYP2C9 inhibition	-	0.7358	73.58%
CYP2C19 inhibition	-	0.8409	84.09%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	-	0.6515	65.15%
CYP2C8 inhibition	-	0.6520	65.20%
CYP inhibitory promiscuity	-	0.8187	81.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9414	94.14%
Skin irritation	+	0.4930	49.30%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.7220	72.20%
Human Ether-a-go-go-Related Gene inhibition	+	0.7282	72.82%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5645	56.45%
skin sensitisation	-	0.8002	80.02%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5462	54.62%
Acute Oral Toxicity (c)	III	0.6509	65.09%
Estrogen receptor binding	+	0.6076	60.76%
Androgen receptor binding	+	0.6594	65.94%
Thyroid receptor binding	+	0.5988	59.88%
Glucocorticoid receptor binding	+	0.5879	58.79%
Aromatase binding	+	0.5552	55.52%
PPAR gamma	+	0.6081	60.81%
Honey bee toxicity	-	0.9321	93.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
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	95.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.55%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.12%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.15%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.28%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.74%	86.33%
CHEMBL5028	O14672	ADAM10	85.38%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.82%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.52%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.25%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.25%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.27%	93.00%

Plants that contains it

• Diplostephium floribundum

Cross-Links

• PubChem: 163008886
• LOTUS: LTS0132993
• wikiData: Q105122863