[(1R,2S,4aS,8aR)-7-(2-hydroperoxypropan-2-yl)-1-hydroxy-1,4a-dimethyl-6-oxo-3,4,5,8a-tetrahydro-2H-naphthalen-2-yl] (2R,3S)-2,3-dihydroxy-2-methylbutanoate

Details

• Internal ID: 3cec7851-726e-4cf7-a8b5-2e7bdc7b39cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: [(1R,2S,4aS,8aR)-7-(2-hydroperoxypropan-2-yl)-1-hydroxy-1,4a-dimethyl-6-oxo-3,4,5,8a-tetrahydro-2H-naphthalen-2-yl] (2R,3S)-2,3-dihydroxy-2-methylbutanoate
• InChI: InChI=1S/C20H32O8/c1-11(21)19(5,24)16(23)27-15-7-8-18(4)10-13(22)12(17(2,3)28-26)9-14(18)20(15,6)25/h9,11,14-15,21,24-26H,7-8,10H2,1-6H3/t11-,14+,15-,18-,19+,20+/m0/s1
• InChI Key: MLLOCJWECGZDNQ-ZIUOMUFMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₈
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.20971797 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9582	95.82%
Caco-2	+	0.5567	55.67%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8182	81.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.8094	80.94%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.5546	55.46%
P-glycoprotein inhibitior	-	0.7476	74.76%
P-glycoprotein substrate	-	0.6401	64.01%
CYP3A4 substrate	+	0.6651	66.51%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.9006	90.06%
CYP3A4 inhibition	-	0.7572	75.72%
CYP2C9 inhibition	-	0.7773	77.73%
CYP2C19 inhibition	-	0.8067	80.67%
CYP2D6 inhibition	-	0.9295	92.95%
CYP1A2 inhibition	-	0.6876	68.76%
CYP2C8 inhibition	-	0.7117	71.17%
CYP inhibitory promiscuity	-	0.9218	92.18%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8643	86.43%
Carcinogenicity (trinary)	Non-required	0.5917	59.17%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8906	89.06%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9022	90.22%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7330	73.30%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6703	67.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5265	52.65%
Acute Oral Toxicity (c)	III	0.5012	50.12%
Estrogen receptor binding	+	0.7799	77.99%
Androgen receptor binding	-	0.5260	52.60%
Thyroid receptor binding	+	0.7280	72.80%
Glucocorticoid receptor binding	+	0.6875	68.75%
Aromatase binding	+	0.7203	72.03%
PPAR gamma	+	0.5535	55.35%
Honey bee toxicity	-	0.7280	72.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	99.55%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.04%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.71%	96.77%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	94.18%	92.88%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.83%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.12%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.74%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.18%	97.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.81%	94.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.80%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.77%	82.69%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	85.61%	94.97%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.64%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.67%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.04%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.40%	89.00%
CHEMBL5028	O14672	ADAM10	81.30%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.36%	100.00%

Plants that contains it

• Pluchea arguta

Cross-Links

• PubChem: 162970834
• LOTUS: LTS0121641
• wikiData: Q105166816