methyl 5-ethylidene-4-[2-[[5-[2-[3-ethylidene-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-3,4-dihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]-2-oxoethyl]-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: 4b1eeb71-a221-42ef-a4ed-0c805495e46c
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: methyl 5-ethylidene-4-[2-[[5-[2-[3-ethylidene-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-3,4-dihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]-2-oxoethyl]-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
• SMILES (Canonical): CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OCC3C(C(C(C(O3)OCCC4=CC=C(C=C4)O)OC(=O)CC5C(=COC(C5=CC)OC6C(C(C(C(O6)CO)O)O)O)C(=O)OC)O)O
• SMILES (Isomeric): CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OCC3C(C(C(C(O3)OCCC4=CC=C(C=C4)O)OC(=O)CC5C(=COC(C5=CC)OC6C(C(C(C(O6)CO)O)O)O)C(=O)OC)O)O
• InChI: InChI=1S/C48H64O27/c1-5-22-24(26(42(62)64-3)17-68-44(22)74-46-39(60)36(57)33(54)28(15-49)70-46)13-31(52)67-19-30-35(56)38(59)41(48(72-30)66-12-11-20-7-9-21(51)10-8-20)73-32(53)14-25-23(6-2)45(69-18-27(25)43(63)65-4)75-47-40(61)37(58)34(55)29(16-50)71-47/h5-10,17-18,24-25,28-30,33-41,44-51,54-61H,11-16,19H2,1-4H3
• InChI Key: MFZDFMOKBMJUGB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₄O₂₇
• Molecular Weight: 1073.00 g/mol
• Exact Mass: 1072.36349676 g/mol
• Topological Polar Surface Area (TPSA): 402.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -3.78
• H-Bond Acceptor: 27
• H-Bond Donor: 11
• Rotatable Bonds: 19

Synonyms

• 112693-21-7
• PD165313

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7593	75.93%
Caco-2	-	0.8629	86.29%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7842	78.42%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.7132	71.32%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9103	91.03%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.6377	63.77%
CYP3A4 substrate	+	0.6974	69.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.7898	78.98%
CYP2C9 inhibition	-	0.8070	80.70%
CYP2C19 inhibition	-	0.7455	74.55%
CYP2D6 inhibition	-	0.8987	89.87%
CYP1A2 inhibition	-	0.8484	84.84%
CYP2C8 inhibition	+	0.8223	82.23%
CYP inhibitory promiscuity	-	0.8446	84.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6131	61.31%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.8085	80.85%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7591	75.91%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8596	85.96%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7223	72.23%
Acute Oral Toxicity (c)	III	0.6659	66.59%
Estrogen receptor binding	+	0.7635	76.35%
Androgen receptor binding	+	0.7084	70.84%
Thyroid receptor binding	+	0.6431	64.31%
Glucocorticoid receptor binding	+	0.7674	76.74%
Aromatase binding	-	0.4935	49.35%
PPAR gamma	+	0.8062	80.62%
Honey bee toxicity	-	0.6952	69.52%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8322	83.22%

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	98.03%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	95.19%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.80%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.29%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.59%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.85%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.73%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.72%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.85%	95.64%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.76%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	87.97%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.42%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.03%	92.50%
CHEMBL1951	P21397	Monoamine oxidase A	83.86%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.81%	94.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.74%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.15%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.45%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.03%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.23%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.18%	94.00%

Plants that contains it

• Ligustrum japonicum
• Ligustrum lucidum
• Ligustrum obtusifolium

Cross-Links

• PubChem: 74191743
• LOTUS: LTS0054566
• wikiData: Q104394847