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

Details

• Internal ID: a279c27f-173a-4d36-83ed-fdfec3876ea9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 1,5,6-trimethyl-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-2,3,4,4a,6,7-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1CC=C2C(C1(C)CCC3=CC(=O)OC3)CCCC2(C)C(=O)O
• SMILES (Isomeric): CC1CC=C2C(C1(C)CCC3=CC(=O)OC3)CCCC2(C)C(=O)O
• InChI: InChI=1S/C20H28O4/c1-13-6-7-16-15(5-4-9-20(16,3)18(22)23)19(13,2)10-8-14-11-17(21)24-12-14/h7,11,13,15H,4-6,8-10,12H2,1-3H3,(H,22,23)
• InChI Key: SKTUTBQPNITOBA-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: 3.60
• 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	+	0.6901	69.01%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8239	82.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8448	84.48%
OATP1B3 inhibitior	+	0.9185	91.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5980	59.80%
BSEP inhibitior	+	0.8106	81.06%
P-glycoprotein inhibitior	-	0.6594	65.94%
P-glycoprotein substrate	-	0.6273	62.73%
CYP3A4 substrate	+	0.5989	59.89%
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	-	0.5882	58.82%
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	-	0.9287	92.87%
Skin irritation	+	0.5163	51.63%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6656	66.56%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5334	53.34%
skin sensitisation	-	0.8229	82.29%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4735	47.35%
Acute Oral Toxicity (c)	III	0.6577	65.77%
Estrogen receptor binding	+	0.8523	85.23%
Androgen receptor binding	+	0.6611	66.11%
Thyroid receptor binding	+	0.6687	66.87%
Glucocorticoid receptor binding	+	0.8204	82.04%
Aromatase binding	+	0.6533	65.33%
PPAR gamma	+	0.5203	52.03%
Honey bee toxicity	-	0.9179	91.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.62%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.21%	83.82%
CHEMBL2581	P07339	Cathepsin D	91.80%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.85%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.30%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.77%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.00%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.59%	99.23%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.33%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.63%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.94%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.20%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.94%	95.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.30%	93.04%

Plants that contains it

• Koanophyllon conglobatum

Cross-Links

• PubChem: 163052330
• LOTUS: LTS0152072
• wikiData: Q105255031