methyl 2-[(1R,4R,4aR,6S,8aS)-4-ethoxy-6-hydroxy-4,7-dimethyl-2,3,4a,5,6,8a-hexahydro-1H-naphthalen-1-yl]prop-2-enoate

Details

• Internal ID: 4a7e6134-f687-4ee4-957c-ba364e9d88ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 2-[(1R,4R,4aR,6S,8aS)-4-ethoxy-6-hydroxy-4,7-dimethyl-2,3,4a,5,6,8a-hexahydro-1H-naphthalen-1-yl]prop-2-enoate
• InChI: InChI=1S/C18H28O4/c1-6-22-18(4)8-7-13(12(3)17(20)21-5)14-9-11(2)16(19)10-15(14)18/h9,13-16,19H,3,6-8,10H2,1-2,4-5H3/t13-,14-,15+,16-,18+/m0/s1
• InChI Key: MANZEPPAFJOHLB-RNGZQALNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₄
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.19875937 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 4
• 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	+	0.9956	99.56%
Caco-2	+	0.7371	73.71%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7244	72.44%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8722	87.22%
OATP1B3 inhibitior	+	0.9626	96.26%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6830	68.30%
P-glycoprotein inhibitior	-	0.8005	80.05%
P-glycoprotein substrate	-	0.5966	59.66%
CYP3A4 substrate	+	0.6555	65.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8338	83.38%
CYP3A4 inhibition	-	0.5222	52.22%
CYP2C9 inhibition	-	0.8634	86.34%
CYP2C19 inhibition	-	0.8658	86.58%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	-	0.8834	88.34%
CYP2C8 inhibition	-	0.6002	60.02%
CYP inhibitory promiscuity	-	0.8779	87.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6946	69.46%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9074	90.74%
Skin irritation	-	0.5656	56.56%
Skin corrosion	-	0.9772	97.72%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4015	40.15%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5706	57.06%
skin sensitisation	-	0.7854	78.54%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5933	59.33%
Acute Oral Toxicity (c)	III	0.7638	76.38%
Estrogen receptor binding	+	0.6454	64.54%
Androgen receptor binding	+	0.5743	57.43%
Thyroid receptor binding	+	0.6001	60.01%
Glucocorticoid receptor binding	+	0.7749	77.49%
Aromatase binding	-	0.6428	64.28%
PPAR gamma	-	0.4895	48.95%
Honey bee toxicity	-	0.7457	74.57%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9947	99.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.06%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.02%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.73%	97.09%
CHEMBL5028	O14672	ADAM10	84.83%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.66%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.66%	94.33%
CHEMBL4072	P07858	Cathepsin B	83.04%	93.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.90%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.13%	92.62%
CHEMBL1871	P10275	Androgen Receptor	81.29%	96.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.19%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.99%	95.56%

Plants that contains it

• Leucanthemopsis pulverulenta

Cross-Links

• PubChem: 162846541
• LOTUS: LTS0043597
• wikiData: Q105160444