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

Details

• Internal ID: 6100c98f-9efe-4fbc-a614-078eeddb519a
• 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-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H28O5/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/h5,11-12,15,18,24H,4,6-10H2,1-3H3,(H,22,23)
• InChI Key: JMRXLJIRIMJFBW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• ACon1_000669
• NCGC00169475-01
• BRD-A98728542-001-01-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9832	98.32%
Caco-2	+	0.5453	54.53%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7122	71.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.8389	83.89%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6303	63.03%
BSEP inhibitior	-	0.7462	74.62%
P-glycoprotein inhibitior	-	0.6691	66.91%
P-glycoprotein substrate	-	0.7745	77.45%
CYP3A4 substrate	+	0.5926	59.26%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.9000	90.00%
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	-	0.7208	72.08%
CYP inhibitory promiscuity	-	0.8373	83.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9536	95.36%
Skin irritation	+	0.5659	56.59%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6750	67.50%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5314	53.14%
skin sensitisation	-	0.7076	70.76%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4932	49.32%
Acute Oral Toxicity (c)	I	0.3667	36.67%
Estrogen receptor binding	+	0.8723	87.23%
Androgen receptor binding	+	0.5342	53.42%
Thyroid receptor binding	+	0.6127	61.27%
Glucocorticoid receptor binding	+	0.7549	75.49%
Aromatase binding	+	0.7604	76.04%
PPAR gamma	-	0.5207	52.07%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
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	96.94%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.19%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.89%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.82%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.80%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.36%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.29%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.23%	99.23%

Plants that contains it

• Scapania nemorea

Cross-Links

• PubChem: 23900093
• LOTUS: LTS0162681
• wikiData: Q105131617