Etnangien Methyl Ester

Details

• Internal ID: ea47efe2-a87f-4797-abee-37e6a887f480
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: methyl (4E,6S,8E,10E,12E,14E,16E,18E,20R,21R)-6,20-dihydroxy-4,18-dimethyl-21-[(2S,4R,8S,10Z,12E,15S,16R,17S,18S,19R,20R)-4,16,18,20-tetrahydroxy-8-methoxy-15,17,19-trimethyl-22-oxo-1-oxacyclodocosa-10,12-dien-2-yl]docosa-4,8,10,12,14,16,18-heptaenoate
• InChI: InChI=1S/C50H78O11/c1-35(23-18-14-12-10-9-11-13-15-20-25-41(51)31-36(2)29-30-47(55)60-8)32-44(53)38(4)46-33-42(52)26-22-28-43(59-7)27-21-17-16-19-24-37(3)49(57)40(6)50(58)39(5)45(54)34-48(56)61-46/h9-21,23,31-32,37-46,49-54,57-58H,22,24-30,33-34H2,1-8H3/b10-9+,13-11+,14-12+,19-16+,20-15+,21-17-,23-18+,35-32+,36-31+/t37-,38+,39+,40-,41-,42+,43+,44+,45+,46-,49+,50-/m0/s1
• InChI Key: MAHWDQYQMAFDQA-OMDLFXFFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₈O₁₁
• Molecular Weight: 855.10 g/mol
• Exact Mass: 854.55441330 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 8.60
• Atomic LogP (AlogP): 7.50
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 15

Synonyms

• methyl (4E,6S,8E,10E,12E,14E,16E,18E,20R,21R)-6,20-dihydroxy-4,18-dimethyl-21-[(2S,4R,8S,10Z,12E,15S,16R,17S,18S,19R,20R)-4,16,18,20-tetrahydroxy-8-methoxy-15,17,19-trimethyl-22-oxo-1-oxacyclodocosa-10,12-dien-2-yl]docosa-4,8,10,12,14,16,18-heptaenoate
• methyl (4E,6S,8E,10E,12E,14E,16E,18E,20R,21R)-6,20-dihydroxy-4,18-dimethyl-21-((2S,4R,8S,10Z,12E,15S,16R,17S,18S,19R,20R)-4,16,18,20-tetrahydroxy-8-methoxy-15,17,19-trimethyl-22-oxo-1-oxacyclodocosa-10,12-dien-2-yl)docosa-4,8,10,12,14,16,18-heptaenoate
• RefChem:921331
• CHEBI:226107

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8402	84.02%
Caco-2	-	0.8649	86.49%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6927	69.27%
OATP2B1 inhibitior	-	0.5828	58.28%
OATP1B1 inhibitior	+	0.8033	80.33%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9898	98.98%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.7527	75.27%
CYP3A4 substrate	+	0.7166	71.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	+	0.5291	52.91%
CYP2C9 inhibition	-	0.8730	87.30%
CYP2C19 inhibition	-	0.6024	60.24%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.8138	81.38%
CYP2C8 inhibition	+	0.7457	74.57%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8871	88.71%
Carcinogenicity (trinary)	Non-required	0.7472	74.72%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.6880	68.80%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.5808	58.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.8214	82.14%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5231	52.31%
skin sensitisation	-	0.8677	86.77%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6995	69.95%
Acute Oral Toxicity (c)	II	0.3946	39.46%
Estrogen receptor binding	+	0.7926	79.26%
Androgen receptor binding	+	0.6538	65.38%
Thyroid receptor binding	+	0.5968	59.68%
Glucocorticoid receptor binding	+	0.7561	75.61%
Aromatase binding	-	0.5158	51.58%
PPAR gamma	+	0.7836	78.36%
Honey bee toxicity	-	0.6880	68.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9402	94.02%

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	98.89%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.65%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.81%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.96%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.81%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.78%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.94%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.13%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.29%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	86.62%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.47%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.68%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.33%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.96%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.78%	95.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.43%	92.88%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.30%	94.80%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.16%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.05%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.82%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.70%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.27%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.96%	92.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.89%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.12%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.77%	90.08%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.60%	89.50%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.41%	95.56%
CHEMBL2535	P11166	Glucose transporter	80.38%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.06%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25129428
• LOTUS: LTS0088304
• wikiData: Q105160345