(4R,5R)-4-[2-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-5-hydroxyoxolan-2-one

Details

• Internal ID: 109c93fc-e936-428d-adbc-936bcd294ce8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (4R,5R)-4-[2-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-5-hydroxyoxolan-2-one
• InChI: InChI=1S/C20H32O3/c1-13-6-5-7-16-19(13,3)10-8-14(2)20(16,4)11-9-15-12-17(21)23-18(15)22/h6,14-16,18,22H,5,7-12H2,1-4H3/t14-,15-,16+,18-,19+,20+/m1/s1
• InChI Key: HEWMLBASHHIPHP-URTLRTLISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.45
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6290	62.90%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5771	57.71%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8672	86.72%
OATP1B3 inhibitior	+	0.8803	88.03%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5320	53.20%
P-glycoprotein inhibitior	-	0.6515	65.15%
P-glycoprotein substrate	-	0.8105	81.05%
CYP3A4 substrate	+	0.6164	61.64%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	-	0.6519	65.19%
CYP2C9 inhibition	-	0.8163	81.63%
CYP2C19 inhibition	-	0.6859	68.59%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.6523	65.23%
CYP2C8 inhibition	-	0.6975	69.75%
CYP inhibitory promiscuity	-	0.8475	84.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5410	54.10%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9502	95.02%
Skin irritation	+	0.5727	57.27%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	-	0.7366	73.66%
Human Ether-a-go-go-Related Gene inhibition	-	0.3722	37.22%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5778	57.78%
skin sensitisation	-	0.7158	71.58%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6780	67.80%
Acute Oral Toxicity (c)	III	0.5231	52.31%
Estrogen receptor binding	+	0.7901	79.01%
Androgen receptor binding	+	0.5501	55.01%
Thyroid receptor binding	+	0.6411	64.11%
Glucocorticoid receptor binding	+	0.6170	61.70%
Aromatase binding	+	0.6472	64.72%
PPAR gamma	-	0.5890	58.90%
Honey bee toxicity	-	0.8819	88.19%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	95.95%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.53%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.62%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.65%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.68%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.03%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	83.84%	97.79%
CHEMBL1902	P62942	FK506-binding protein 1A	83.32%	97.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.72%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.91%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%

Plants that contains it

• Acritopappus teixeirae
• Baccharis rhomboidalis

Cross-Links

• PubChem: 162873792
• LOTUS: LTS0172666
• wikiData: Q105027087