methyl (4S,5E,6R)-5-ethylidene-4-[2-[4-[2-[(2R,3R,4S,5S,6R)-6-[[2-[(2R,3S,4S)-3-formyl-5-methoxycarbonyl-2-methyl-3,4-dihydro-2H-pyran-4-yl]acetyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyethyl]phenoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: e0bdeba4-6d8a-4670-9fa5-30ac6118a5ce
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: methyl (4S,5E,6R)-5-ethylidene-4-[2-[4-[2-[(2R,3R,4S,5S,6R)-6-[[2-[(2R,3S,4S)-3-formyl-5-methoxycarbonyl-2-methyl-3,4-dihydro-2H-pyran-4-yl]acetyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyethyl]phenoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-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)OC3=CC=C(C=C3)CCOC4C(C(C(C(O4)COC(=O)CC5C(C(OC=C5C(=O)OC)C)C=O)O)O)O
• SMILES (Isomeric): C/C=C/1\[C@@H](C(=CO[C@@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OC)CC(=O)OC3=CC=C(C=C3)CCO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C[C@H]5[C@@H]([C@H](OC=C5C(=O)OC)C)C=O)O)O)O
• InChI: InChI=1S/C42H54O22/c1-5-22-23(27(39(54)56-4)17-60-40(22)64-42-37(52)34(49)32(47)28(15-44)62-42)13-31(46)61-21-8-6-20(7-9-21)10-11-57-41-36(51)35(50)33(48)29(63-41)18-59-30(45)12-24-25(14-43)19(2)58-16-26(24)38(53)55-3/h5-9,14,16-17,19,23-25,28-29,32-37,40-42,44,47-52H,10-13,15,18H2,1-4H3/b22-5+/t19-,23+,24+,25-,28-,29-,32-,33-,34+,35+,36-,37-,40-,41-,42+/m1/s1
• InChI Key: VDQNCRMHICPYAZ-NSRYSMACSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₄O₂₂
• Molecular Weight: 910.90 g/mol
• Exact Mass: 910.31067335 g/mol
• Topological Polar Surface Area (TPSA): 319.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.02
• H-Bond Acceptor: 22
• H-Bond Donor: 7
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7593	75.93%
Caco-2	-	0.8644	86.44%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7842	78.42%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.7510	75.10%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9799	97.99%
P-glycoprotein inhibitior	+	0.7451	74.51%
P-glycoprotein substrate	+	0.6735	67.35%
CYP3A4 substrate	+	0.7129	71.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8789	87.89%
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	+	0.8111	81.11%
CYP inhibitory promiscuity	-	0.8446	84.46%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6131	61.31%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.8085	80.85%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7907	79.07%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7716	77.16%
skin sensitisation	-	0.8596	85.96%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6322	63.22%
Acute Oral Toxicity (c)	III	0.6659	66.59%
Estrogen receptor binding	+	0.8383	83.83%
Androgen receptor binding	+	0.7023	70.23%
Thyroid receptor binding	+	0.6068	60.68%
Glucocorticoid receptor binding	+	0.7764	77.64%
Aromatase binding	+	0.5753	57.53%
PPAR gamma	+	0.7979	79.79%
Honey bee toxicity	-	0.6242	62.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
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	98.34%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	96.66%	86.92%
CHEMBL2243	O00519	Anandamide amidohydrolase	95.68%	97.53%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.61%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.51%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.16%	94.73%
CHEMBL3437	Q16853	Amine oxidase, copper containing	90.86%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.72%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.28%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.55%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.77%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.16%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.51%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.81%	94.80%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.44%	94.33%

Plants that contains it

• Ligustrum lucidum

Cross-Links

• PubChem: 163193526
• LOTUS: LTS0233852
• wikiData: Q105284323