methyl (4S,5E,6S)-5-ethylidene-4-[2-[(2S,3R,4S,5S,6R)-2-[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-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: 88707e82-3d24-48c4-9dc5-64862c8de2a7
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: methyl (4S,5E,6S)-5-ethylidene-4-[2-[(2S,3R,4S,5S,6R)-2-[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-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)OC3C(C(C(OC3OC(=O)CC4C(=COC(C4=CC)OC5C(C(C(C(O5)CO)O)O)O)C(=O)OC)CO)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)O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3OC(=O)C[C@@H]\4C(=CO[C@H](/C4=C/C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C(=O)OC)CO)O)O
• InChI: InChI=1S/C40H56O26/c1-5-14-16(18(34(54)56-3)12-58-36(14)65-38-31(52)28(49)25(46)20(9-41)60-38)7-23(44)63-33-30(51)27(48)22(11-43)62-40(33)64-24(45)8-17-15(6-2)37(59-13-19(17)35(55)57-4)66-39-32(53)29(50)26(47)21(10-42)61-39/h5-6,12-13,16-17,20-22,25-33,36-43,46-53H,7-11H2,1-4H3/b14-5+,15-6+/t16-,17-,20+,21+,22+,25+,26+,27+,28-,29-,30-,31+,32+,33+,36-,37-,38-,39-,40-/m0/s1
• InChI Key: WOUPDQLHOIEYSE-ISFXTOBESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₂₆
• Molecular Weight: 952.90 g/mol
• Exact Mass: 952.30598189 g/mol
• Topological Polar Surface Area (TPSA): 392.00 Ų
• XlogP: -5.10
• Atomic LogP (AlogP): -5.75
• H-Bond Acceptor: 26
• H-Bond Donor: 11
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8600	86.00%
Caco-2	-	0.8668	86.68%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7346	73.46%
OATP2B1 inhibitior	-	0.7223	72.23%
OATP1B1 inhibitior	-	0.3232	32.32%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7785	77.85%
P-glycoprotein inhibitior	+	0.7228	72.28%
P-glycoprotein substrate	-	0.6160	61.60%
CYP3A4 substrate	+	0.6237	62.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.9299	92.99%
CYP2C9 inhibition	-	0.8792	87.92%
CYP2C19 inhibition	-	0.8787	87.87%
CYP2D6 inhibition	-	0.9174	91.74%
CYP1A2 inhibition	-	0.9371	93.71%
CYP2C8 inhibition	+	0.5107	51.07%
CYP inhibitory promiscuity	-	0.8917	89.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6530	65.30%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.8194	81.94%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7463	74.63%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.7966	79.66%
skin sensitisation	-	0.8763	87.63%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6209	62.09%
Acute Oral Toxicity (c)	III	0.6358	63.58%
Estrogen receptor binding	+	0.8033	80.33%
Androgen receptor binding	+	0.7022	70.22%
Thyroid receptor binding	+	0.5710	57.10%
Glucocorticoid receptor binding	+	0.7162	71.62%
Aromatase binding	+	0.5358	53.58%
PPAR gamma	+	0.7610	76.10%
Honey bee toxicity	-	0.7783	77.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.5393	53.93%

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	96.98%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.26%	86.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.63%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.76%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.85%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.14%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.06%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	82.40%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.16%	94.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.61%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.92%	94.45%

Plants that contains it

• Osmanthus heterophyllus

Cross-Links

• PubChem: 101458329
• LOTUS: LTS0181576
• wikiData: Q105309686