[(1R,2R,4aR,8aR)-1-acetyloxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-3,4,5,8a-tetrahydro-2H-naphthalen-2-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: c52134ae-a56c-4d57-a8db-b4d432e1fc2b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: [(1R,2R,4aR,8aR)-1-acetyloxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-3,4,5,8a-tetrahydro-2H-naphthalen-2-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate
• InChI: InChI=1S/C22H32O7/c1-12-21(6,28-12)18(25)27-17-8-9-20(5)11-15(24)14(19(3,4)26)10-16(20)22(17,7)29-13(2)23/h10,12,16-17,26H,8-9,11H2,1-7H3/t12-,16+,17+,20+,21-,22+/m0/s1
• InChI Key: PPEMTMOKMZIGKS-IXNDKLMBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₇
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.21480336 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9694	96.94%
Caco-2	+	0.5943	59.43%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7394	73.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.8959	89.59%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5052	50.52%
P-glycoprotein inhibitior	+	0.5907	59.07%
P-glycoprotein substrate	-	0.7084	70.84%
CYP3A4 substrate	+	0.6878	68.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9070	90.70%
CYP3A4 inhibition	-	0.6640	66.40%
CYP2C9 inhibition	-	0.7900	79.00%
CYP2C19 inhibition	-	0.8064	80.64%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.5712	57.12%
CYP2C8 inhibition	-	0.6219	62.19%
CYP inhibitory promiscuity	-	0.9016	90.16%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.5743	57.43%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8725	87.25%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5850	58.50%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5696	56.96%
skin sensitisation	-	0.6849	68.49%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6307	63.07%
Acute Oral Toxicity (c)	III	0.6160	61.60%
Estrogen receptor binding	+	0.8504	85.04%
Androgen receptor binding	+	0.5771	57.71%
Thyroid receptor binding	+	0.7143	71.43%
Glucocorticoid receptor binding	+	0.6116	61.16%
Aromatase binding	+	0.6158	61.58%
PPAR gamma	+	0.6454	64.54%
Honey bee toxicity	-	0.7153	71.53%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9881	98.81%

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	99.26%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.82%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.27%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.01%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.69%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	91.74%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.84%	96.77%
CHEMBL2581	P07339	Cathepsin D	90.39%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.32%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.97%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.76%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.35%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.52%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.55%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.87%	86.33%
CHEMBL5028	O14672	ADAM10	82.68%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.44%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.02%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.85%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	81.44%	95.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.11%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.99%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.97%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.65%	94.00%

Plants that contains it

• Pluchea arguta

Cross-Links

• PubChem: 162948703
• LOTUS: LTS0173041
• wikiData: Q105212850