5-[2-(2-hydroxy-5-oxo-2H-furan-3-yl)ethyl]-5,6,8a-trimethyl-4a,6,7,8-tetrahydronaphthalene-1-carboxylic acid

Details

• Internal ID: 1dc639c7-c620-45cb-8532-3c49c3c084c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 5-[2-(2-hydroxy-5-oxo-2H-furan-3-yl)ethyl]-5,6,8a-trimethyl-4a,6,7,8-tetrahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H26O5/c1-12-7-9-20(3)14(17(22)23)5-4-6-15(20)19(12,2)10-8-13-11-16(21)25-18(13)24/h4-6,11-12,15,18,24H,7-10H2,1-3H3,(H,22,23)
• InChI Key: ITETYEPZHSFHJL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9832	98.32%
Caco-2	+	0.5437	54.37%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7122	71.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8282	82.82%
OATP1B3 inhibitior	+	0.8389	83.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6303	63.03%
BSEP inhibitior	-	0.8113	81.13%
P-glycoprotein inhibitior	-	0.7464	74.64%
P-glycoprotein substrate	-	0.6869	68.69%
CYP3A4 substrate	+	0.6126	61.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8963	89.63%
CYP3A4 inhibition	-	0.6594	65.94%
CYP2C9 inhibition	-	0.8278	82.78%
CYP2C19 inhibition	-	0.8723	87.23%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.5928	59.28%
CYP2C8 inhibition	-	0.6322	63.22%
CYP inhibitory promiscuity	-	0.8373	83.73%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9826	98.26%
Skin irritation	+	0.5659	56.59%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6568	65.68%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7103	71.03%
skin sensitisation	-	0.7076	70.76%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4745	47.45%
Acute Oral Toxicity (c)	I	0.3667	36.67%
Estrogen receptor binding	+	0.7533	75.33%
Androgen receptor binding	-	0.5121	51.21%
Thyroid receptor binding	+	0.6531	65.31%
Glucocorticoid receptor binding	+	0.7066	70.66%
Aromatase binding	+	0.7677	76.77%
PPAR gamma	-	0.5578	55.78%
Honey bee toxicity	-	0.7894	78.94%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6950	69.50%
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	94.82%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.93%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.92%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.26%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.86%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.95%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.40%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.48%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.61%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	80.35%	97.05%

Plants that contains it

• Scapania nemorea

Cross-Links

• PubChem: 163009719
• LOTUS: LTS0139840
• wikiData: Q105120000