Excoecarin R1 methyl ester

Details

• Internal ID: cf6ffaba-10c2-44bd-85ac-0a2707ffae68
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: methyl 2-[(2R,4aS,5R,6S,8aS)-2-[(1R)-2-[2-[(2R,4aS,5R,6S,8aS)-2-ethenyl-5-(2-methoxy-2-oxoethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoyl]oxy-1-hydroxyethyl]-5-(2-methoxy-2-oxoethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoate
• InChI: InChI=1S/C43H70O11/c1-15-38(6)20-16-29-40(8,25-33(46)50-13)28(17-21-41(29,9)53-38)37(4,5)35(48)52-26-31(44)43(11)23-19-30-39(7,24-32(45)49-12)27(18-22-42(30,10)54-43)36(2,3)34(47)51-14/h15,27-31,44H,1,16-26H2,2-14H3/t27-,28-,29+,30+,31-,38+,39-,40-,41+,42+,43-/m1/s1
• InChI Key: JJFAOSZAGSHMFF-FHCFTNCDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₀O₁₁
• Molecular Weight: 763.00 g/mol
• Exact Mass: 762.49181304 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 7.15
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

• 2-(2-{1-Hydroxy-2-[2-(5-methoxycarbonylmethyl-2,5,8a-trimethyl-2-vinyl-octahydro-chromen-6-yl)-2-methyl-propionyloxy]-ethyl}-5-methoxycarbonylmethyl-2,5,8a-trimethyl-octahydro-chromen-6-yl)-2-methyl-propionic acid methyl ester
• 2H-1-benzopyran-5,6-diacetic acid, 2-[2-[2-[(2R,4aS,5R,6S,8aS)-2-ethenyloctahydro-5-(2-methoxy-2-oxoethyl)-2,5,8a-trimethyl-2H-1-benzopyran-6-yl]-2-methyl-1-oxopropoxy]-1-hydroxyethyl]octahydro-alpha~
• InChI=1/C43H70O11/c1-15-38(6)20-16-29-40(8,25-33(46)50-13)28(17-21-41(29,9)53-38)37(4,5)35(48)52-26-31(44)43(11)23-19-30-39(7,24-32(45)49-12)27(18-22-42(30,10)54-43)36(2,3)34(47)51-14/h15,27-31,44H,1,16-26H2,2-14H3/t27-,28-,29+,30+,31-,38+,39-,40-,41+,4
• methyl rel-2-[(2R,4aS,5R,6S,8aS)-2-[(1R)-1-hydroxy-2-({2-[(2R,4aS,5R,6S,8aS)-5-(2-methoxy-2-oxoethyl)-2,5,8a-trimethyl-2-vinyloctahydro-2H-chromen-6-yl]-2-methylpropanoyl}oxy)ethyl]-5-(2-methoxy-2-oxo

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9219	92.19%
Caco-2	-	0.8350	83.50%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8185	81.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8531	85.31%
OATP1B3 inhibitior	+	0.8498	84.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5614	56.14%
BSEP inhibitior	+	0.9617	96.17%
P-glycoprotein inhibitior	+	0.7839	78.39%
P-glycoprotein substrate	-	0.6228	62.28%
CYP3A4 substrate	+	0.7044	70.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	+	0.5672	56.72%
CYP2C9 inhibition	-	0.7281	72.81%
CYP2C19 inhibition	-	0.7963	79.63%
CYP2D6 inhibition	-	0.9586	95.86%
CYP1A2 inhibition	-	0.8387	83.87%
CYP2C8 inhibition	+	0.4761	47.61%
CYP inhibitory promiscuity	-	0.9424	94.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7008	70.08%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.6900	69.00%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6604	66.04%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6669	66.69%
skin sensitisation	-	0.8379	83.79%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5568	55.68%
Acute Oral Toxicity (c)	III	0.5836	58.36%
Estrogen receptor binding	+	0.7131	71.31%
Androgen receptor binding	+	0.6868	68.68%
Thyroid receptor binding	+	0.5982	59.82%
Glucocorticoid receptor binding	+	0.7560	75.60%
Aromatase binding	+	0.6746	67.46%
PPAR gamma	+	0.7138	71.38%
Honey bee toxicity	-	0.6518	65.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9786	97.86%

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	98.01%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.90%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.91%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.08%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.27%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.22%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.46%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	87.94%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.63%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.62%	94.45%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.16%	95.71%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.65%	91.03%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.64%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.38%	96.77%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.28%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.22%	97.14%
CHEMBL5028	O14672	ADAM10	82.76%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.56%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.38%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.31%	96.95%
CHEMBL2581	P07339	Cathepsin D	82.30%	98.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.07%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.78%	97.09%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.64%	80.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.94%	95.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.82%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.57%	99.23%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	80.02%	88.81%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 637878
• NPASS: NPC141330