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

Details

• Internal ID: ae93cc07-b4ba-4a16-ac76-d0b130dd16f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 5-[2-(2-hydroxy-5-oxo-2H-furan-4-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/h4-6,11-12,15-16,21H,7-10H2,1-3H3,(H,22,23)
• InChI Key: PIYCAFHLSHGPIM-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: 4.10
• 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	+	0.9758	97.58%
Caco-2	+	0.6370	63.70%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6457	64.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8498	84.98%
OATP1B3 inhibitior	+	0.9138	91.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5771	57.71%
BSEP inhibitior	-	0.6188	61.88%
P-glycoprotein inhibitior	-	0.8405	84.05%
P-glycoprotein substrate	-	0.7683	76.83%
CYP3A4 substrate	+	0.6301	63.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8963	89.63%
CYP3A4 inhibition	-	0.7166	71.66%
CYP2C9 inhibition	-	0.8667	86.67%
CYP2C19 inhibition	-	0.9042	90.42%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	-	0.5100	51.00%
CYP2C8 inhibition	-	0.6113	61.13%
CYP inhibitory promiscuity	-	0.8150	81.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4884	48.84%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9823	98.23%
Skin irritation	+	0.6182	61.82%
Skin corrosion	-	0.9120	91.20%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5070	50.70%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.7267	72.67%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6201	62.01%
Acute Oral Toxicity (c)	III	0.4210	42.10%
Estrogen receptor binding	+	0.7470	74.70%
Androgen receptor binding	-	0.5457	54.57%
Thyroid receptor binding	+	0.6425	64.25%
Glucocorticoid receptor binding	+	0.7093	70.93%
Aromatase binding	+	0.7807	78.07%
PPAR gamma	+	0.6470	64.70%
Honey bee toxicity	-	0.6794	67.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.06%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.91%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.79%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.83%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.16%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.07%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.06%	94.80%
CHEMBL1902	P62942	FK506-binding protein 1A	81.63%	97.05%
CHEMBL5028	O14672	ADAM10	81.51%	97.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.86%	97.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.79%	89.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.27%	93.00%

Plants that contains it

• Scapania nemorea

Cross-Links

• PubChem: 162946676
• LOTUS: LTS0143374
• wikiData: Q105209790