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

Details

• Internal ID: 2513b617-803f-46e8-944f-c2c17f24c205
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1R,2R,4aR,8aR)-1-[2-[(2R)-2-hydroxy-5-oxo-2H-furan-3-yl]ethyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid
• InChI: InChI=1S/C20H28O5/c1-12-5-4-6-15-19(12,2)10-8-14(17(22)23)20(15,3)9-7-13-11-16(21)25-18(13)24/h5,11,14-15,18,24H,4,6-10H2,1-3H3,(H,22,23)/t14-,15-,18+,19-,20-/m0/s1
• InChI Key: DEFTZXRVNXBQLO-ZVMONYEMSA-N
• Popularity: 2 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: 3.10
• Atomic LogP (AlogP): 3.43
• 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	-	0.5131	51.31%
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	+	0.8791	87.91%
OATP1B3 inhibitior	+	0.8389	83.89%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6303	63.03%
BSEP inhibitior	-	0.7252	72.52%
P-glycoprotein inhibitior	-	0.7080	70.80%
P-glycoprotein substrate	-	0.7747	77.47%
CYP3A4 substrate	+	0.6337	63.37%
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	-	0.6697	66.97%
CYP inhibitory promiscuity	-	0.8373	83.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9298	92.98%
Skin irritation	+	0.5659	56.59%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.6666	66.66%
Human Ether-a-go-go-Related Gene inhibition	-	0.4553	45.53%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5145	51.45%
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	-	0.5534	55.34%
Acute Oral Toxicity (c)	I	0.3667	36.67%
Estrogen receptor binding	+	0.8187	81.87%
Androgen receptor binding	+	0.6525	65.25%
Thyroid receptor binding	+	0.5564	55.64%
Glucocorticoid receptor binding	+	0.7221	72.21%
Aromatase binding	+	0.5560	55.60%
PPAR gamma	+	0.6452	64.52%
Honey bee toxicity	-	0.8975	89.75%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
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	93.80%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.24%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.70%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.86%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.63%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.48%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.24%	94.45%
CHEMBL5028	O14672	ADAM10	81.71%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.70%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.34%	86.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.14%	93.00%

Plants that contains it

• Diplostephium floribundum

Cross-Links

• PubChem: 162983354
• LOTUS: LTS0237678
• wikiData: Q104977178