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

Details

• Internal ID: ad55a7b5-8a9c-428c-a2d2-86260602d8e0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: methyl (4S,5E,6S)-5-ethylidene-6-[(2S,3R,4S,5S,6R)-6-[[2-[(2S,3Z,4S)-3-[2-[2-[(2S,3Z,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]oxyethylidene]-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(2-methoxy-2-oxoethyl)-4H-pyran-3-carboxylate
• SMILES (Canonical): CC=C1C(C(=COC1OC2C(C(C(C(O2)COC(=O)CC3C(=COC(C3=CCOC(=O)CC4C(=COC(C4=CC)OC5C(C(C(C(O5)CO)O)O)O)C(=O)OC)OC6C(C(C(C(O6)CO)O)O)O)C(=O)OC)O)O)O)C(=O)OC)CC(=O)OC
• 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)COC(=O)C[C@@H]\3C(=CO[C@H](/C3=C\COC(=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)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C(=O)OC)O)O)O)C(=O)OC)CC(=O)OC
• InChI: InChI=1S/C52H70O32/c1-7-20-23(11-32(55)70-3)26(44(67)71-4)16-76-47(20)83-52-43(66)40(63)37(60)31(81-52)19-75-34(57)13-25-22(49(78-18-28(25)46(69)73-6)84-51-42(65)39(62)36(59)30(15-54)80-51)9-10-74-33(56)12-24-21(8-2)48(77-17-27(24)45(68)72-5)82-50-41(64)38(61)35(58)29(14-53)79-50/h7-9,16-18,23-25,29-31,35-43,47-54,58-66H,10-15,19H2,1-6H3/b20-7+,21-8-,22-9-/t23-,24-,25-,29+,30+,31+,35+,36+,37+,38-,39-,40-,41+,42+,43+,47-,48-,49-,50-,51-,52-/m0/s1
• InChI Key: WUFIEEVFNXQTNM-HLQTZQBDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₇₀O₃₂
• Molecular Weight: 1207.10 g/mol
• Exact Mass: 1206.3850200 g/mol
• Topological Polar Surface Area (TPSA): 463.00 Ų
• XlogP: -6.00
• Atomic LogP (AlogP): -5.22
• H-Bond Acceptor: 32
• H-Bond Donor: 11
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7486	74.86%
Caco-2	-	0.8610	86.10%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8105	81.05%
OATP2B1 inhibitior	-	0.8659	86.59%
OATP1B1 inhibitior	+	0.7138	71.38%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9386	93.86%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	-	0.5733	57.33%
CYP3A4 substrate	+	0.6597	65.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.9090	90.90%
CYP2C9 inhibition	-	0.9092	90.92%
CYP2C19 inhibition	-	0.8781	87.81%
CYP2D6 inhibition	-	0.9144	91.44%
CYP1A2 inhibition	-	0.9129	91.29%
CYP2C8 inhibition	+	0.6440	64.40%
CYP inhibitory promiscuity	-	0.9504	95.04%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7310	73.10%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.8001	80.01%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7510	75.10%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.8164	81.64%
skin sensitisation	-	0.8931	89.31%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4895	48.95%
Acute Oral Toxicity (c)	III	0.5752	57.52%
Estrogen receptor binding	+	0.7790	77.90%
Androgen receptor binding	+	0.7102	71.02%
Thyroid receptor binding	+	0.6007	60.07%
Glucocorticoid receptor binding	+	0.7817	78.17%
Aromatase binding	+	0.6131	61.31%
PPAR gamma	+	0.8101	81.01%
Honey bee toxicity	-	0.7647	76.47%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8786	87.86%

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	96.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.29%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.91%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	90.77%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.79%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.07%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.58%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.64%	95.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.29%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	82.15%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.29%	96.90%
CHEMBL5028	O14672	ADAM10	80.71%	97.50%

Plants that contains it

• Jasminum polyanthum

Cross-Links

• PubChem: 102316570
• LOTUS: LTS0148151
• wikiData: Q105313014