[(1R,2R,4aS,7R,8aS)-1-hydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4a-dimethyl-6-oxo-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] (2R,3R)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: a9a42737-3b33-4292-995e-85a17a60ff26
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: [(1R,2R,4aS,7R,8aS)-1-hydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4a-dimethyl-6-oxo-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] (2R,3R)-2,3-dimethyloxirane-2-carboxylate
• InChI: InChI=1S/C21H30O7/c1-11(17(23)26-6)13-9-15-19(3,10-14(13)22)8-7-16(20(15,4)25)27-18(24)21(5)12(2)28-21/h12-13,15-16,25H,1,7-10H2,2-6H3/t12-,13-,15+,16-,19+,20-,21-/m1/s1
• InChI Key: QTONZIOQMXPFGE-BAYZNBCCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₇
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.19915329 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.95
• 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	+	0.9701	97.01%
Caco-2	+	0.5934	59.34%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7042	70.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.8588	85.88%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6092	60.92%
BSEP inhibitior	+	0.5625	56.25%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6375	63.75%
CYP3A4 substrate	+	0.6933	69.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8914	89.14%
CYP3A4 inhibition	-	0.5289	52.89%
CYP2C9 inhibition	-	0.7990	79.90%
CYP2C19 inhibition	-	0.7332	73.32%
CYP2D6 inhibition	-	0.9499	94.99%
CYP1A2 inhibition	+	0.5180	51.80%
CYP2C8 inhibition	-	0.6782	67.82%
CYP inhibitory promiscuity	-	0.9555	95.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.6515	65.15%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9362	93.62%
Skin irritation	-	0.5490	54.90%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5231	52.31%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7905	79.05%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5749	57.49%
Acute Oral Toxicity (c)	III	0.4833	48.33%
Estrogen receptor binding	+	0.7712	77.12%
Androgen receptor binding	+	0.6304	63.04%
Thyroid receptor binding	+	0.6077	60.77%
Glucocorticoid receptor binding	+	0.7698	76.98%
Aromatase binding	+	0.6511	65.11%
PPAR gamma	+	0.6200	62.00%
Honey bee toxicity	-	0.7592	75.92%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.38%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.18%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.75%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.18%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	91.24%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.49%	97.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.91%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.41%	92.88%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.90%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.47%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.86%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.41%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.05%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.68%	92.94%
CHEMBL299	P17252	Protein kinase C alpha	83.35%	98.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.11%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.79%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.11%	95.89%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	81.74%	95.42%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.70%	93.04%
CHEMBL2581	P07339	Cathepsin D	81.49%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.16%	91.03%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.55%	93.03%

Plants that contains it

• Pluchea arguta

Cross-Links

• PubChem: 163046389
• LOTUS: LTS0043387
• wikiData: Q105227842