methyl 2-[(1S,2R,5R,6R,13S,17S)-6-(furan-3-yl)-1,5,16,16-tetramethyl-8,14,18-trioxo-7,15-dioxatetracyclo[11.4.1.02,11.05,10]octadec-10-en-17-yl]acetate

Details

• Internal ID: 3d78e36f-0176-4e88-a7e2-7438cb0c2fb8
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: methyl 2-[(1S,2R,5R,6R,13S,17S)-6-(furan-3-yl)-1,5,16,16-tetramethyl-8,14,18-trioxo-7,15-dioxatetracyclo[11.4.1.02,11.05,10]octadec-10-en-17-yl]acetate
• InChI: InChI=1S/C27H32O8/c1-25(2)19(12-20(28)32-5)27(4)17-6-8-26(3)18(15(17)10-16(22(27)30)24(31)35-25)11-21(29)34-23(26)14-7-9-33-13-14/h7,9,13,16-17,19,23H,6,8,10-12H2,1-5H3/t16-,17+,19+,23-,26+,27-/m0/s1
• InChI Key: VEJVXWRKZWKOGF-FHGQFDCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₈
• Molecular Weight: 484.50 g/mol
• Exact Mass: 484.20971797 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	-	0.6409	64.09%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8178	81.78%
OATP2B1 inhibitior	-	0.7198	71.98%
OATP1B1 inhibitior	-	0.6151	61.51%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9298	92.98%
P-glycoprotein inhibitior	+	0.8228	82.28%
P-glycoprotein substrate	+	0.5566	55.66%
CYP3A4 substrate	+	0.6851	68.51%
CYP2C9 substrate	+	0.6083	60.83%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	+	0.6953	69.53%
CYP2C9 inhibition	-	0.7420	74.20%
CYP2C19 inhibition	-	0.7841	78.41%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.7971	79.71%
CYP2C8 inhibition	+	0.7156	71.56%
CYP inhibitory promiscuity	-	0.6400	64.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5481	54.81%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8931	89.31%
Skin irritation	-	0.6948	69.48%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7288	72.88%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5910	59.10%
skin sensitisation	-	0.8359	83.59%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5405	54.05%
Acute Oral Toxicity (c)	I	0.4698	46.98%
Estrogen receptor binding	+	0.8758	87.58%
Androgen receptor binding	+	0.7301	73.01%
Thyroid receptor binding	+	0.6277	62.77%
Glucocorticoid receptor binding	+	0.8813	88.13%
Aromatase binding	+	0.7441	74.41%
PPAR gamma	+	0.7906	79.06%
Honey bee toxicity	-	0.8178	81.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	98.47%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.43%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.15%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.66%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.06%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.45%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.64%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.93%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.35%	99.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.05%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.74%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.44%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.01%	95.89%
CHEMBL255	P29275	Adenosine A2b receptor	84.57%	98.59%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.98%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.90%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.26%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.08%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.02%	95.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.83%	92.88%
CHEMBL5028	O14672	ADAM10	81.79%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.96%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.75%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	80.68%	92.50%

Plants that contains it

• Khaya senegalensis

Cross-Links

• PubChem: 163086096
• LOTUS: LTS0041955
• wikiData: Q105284640