methyl 3-[(1R,2R,5S,6R)-6-ethenyl-5-hydroxy-1,6-dimethyl-7-oxo-2-prop-1-en-2-yl-3,5-dihydro-2H-naphthalen-1-yl]propanoate

Details

• Internal ID: 3f901720-96b1-45e5-9e0e-bd44d827a537
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: methyl 3-[(1R,2R,5S,6R)-6-ethenyl-5-hydroxy-1,6-dimethyl-7-oxo-2-prop-1-en-2-yl-3,5-dihydro-2H-naphthalen-1-yl]propanoate
• InChI: InChI=1S/C21H28O4/c1-7-20(4)17(22)12-16-14(19(20)24)8-9-15(13(2)3)21(16,5)11-10-18(23)25-6/h7-8,12,15,19,24H,1-2,9-11H2,3-6H3/t15-,19+,20+,21-/m1/s1
• InChI Key: PIKVMTGDQLPDPG-PSOYPTMXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	+	0.5509	55.09%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7825	78.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	-	0.3359	33.59%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7271	72.71%
BSEP inhibitior	-	0.5499	54.99%
P-glycoprotein inhibitior	-	0.7390	73.90%
P-glycoprotein substrate	-	0.5410	54.10%
CYP3A4 substrate	+	0.6361	63.61%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.8897	88.97%
CYP3A4 inhibition	-	0.6479	64.79%
CYP2C9 inhibition	-	0.8846	88.46%
CYP2C19 inhibition	-	0.8791	87.91%
CYP2D6 inhibition	-	0.9572	95.72%
CYP1A2 inhibition	-	0.5799	57.99%
CYP2C8 inhibition	-	0.6715	67.15%
CYP inhibitory promiscuity	-	0.9176	91.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9263	92.63%
Carcinogenicity (trinary)	Non-required	0.6794	67.94%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9390	93.90%
Skin irritation	+	0.5619	56.19%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.6728	67.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5777	57.77%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5389	53.89%
skin sensitisation	-	0.8193	81.93%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6894	68.94%
Acute Oral Toxicity (c)	III	0.6608	66.08%
Estrogen receptor binding	-	0.6350	63.50%
Androgen receptor binding	+	0.5788	57.88%
Thyroid receptor binding	+	0.5191	51.91%
Glucocorticoid receptor binding	+	0.7321	73.21%
Aromatase binding	-	0.5445	54.45%
PPAR gamma	-	0.5698	56.98%
Honey bee toxicity	-	0.6503	65.03%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.27%	91.07%
CHEMBL2581	P07339	Cathepsin D	88.71%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.52%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.24%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.17%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.95%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	86.51%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.42%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.70%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.49%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.42%	94.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.79%	89.34%

Plants that contains it

• Trigonostemon flavidus

Cross-Links

• PubChem: 162866858
• LOTUS: LTS0194268
• wikiData: Q105209578