methyl (5Z)-5-ethylidene-4-[2-[[(2S,3R,4R,5S)-6-[[(3Z)-3-ethylidene-5-methoxycarbonyl-4-[2-oxo-2-[[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]ethyl]-4H-pyran-2-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-2-oxoethyl]-6-[(3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: d0ef546d-80ce-4431-8e45-145dd521941f
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: methyl (5Z)-5-ethylidene-4-[2-[[(2S,3R,4R,5S)-6-[[(3Z)-3-ethylidene-5-methoxycarbonyl-4-[2-oxo-2-[[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]ethyl]-4H-pyran-2-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-2-oxoethyl]-6-[(3S,4R,5R,6S)-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)OC4C(=CC)C(C(=CO4)C(=O)OC)CC(=O)OCC5C(C(C(C(O5)OCCC6=CC=C(C=C6)O)O)O)O)O)O)O
• SMILES (Isomeric): C/C=C\1/C(C(=COC1OC2[C@H]([C@@H]([C@H]([C@@H](O2)CO)O)O)O)C(=O)OC)CC(=O)OC[C@H]3[C@@H]([C@H]([C@@H](C(O3)OC4/C(=C\C)/C(C(=CO4)C(=O)OC)CC(=O)OC[C@@H]5[C@H]([C@@H]([C@H](C(O5)OCCC6=CC=C(C=C6)O)O)O)O)O)O)O
• InChI: InChI=1S/C48H64O27/c1-5-22-24(26(42(62)64-3)16-69-44(22)74-47-40(60)36(56)33(53)28(15-49)71-47)14-32(52)68-19-30-35(55)38(58)41(61)48(73-30)75-45-23(6-2)25(27(17-70-45)43(63)65-4)13-31(51)67-18-29-34(54)37(57)39(59)46(72-29)66-12-11-20-7-9-21(50)10-8-20/h5-10,16-17,24-25,28-30,33-41,44-50,53-61H,11-15,18-19H2,1-4H3/b22-5-,23-6-/t24?,25?,28-,29+,30-,33-,34+,35-,36+,37-,38+,39+,40-,41-,44?,45?,46?,47?,48?/m0/s1
• InChI Key: GUDKTACLTJWOGL-XLDPFCRCSA-N
• Popularity: 0 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: -4.00
• Atomic LogP (AlogP): -3.78
• H-Bond Acceptor: 27
• H-Bond Donor: 11
• Rotatable Bonds: 19

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	-	0.8617	86.17%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7842	78.42%
OATP2B1 inhibitior	-	0.7304	73.04%
OATP1B1 inhibitior	+	0.7180	71.80%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9343	93.43%
P-glycoprotein inhibitior	+	0.7451	74.51%
P-glycoprotein substrate	+	0.5842	58.42%
CYP3A4 substrate	+	0.6864	68.64%
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	+	0.8168	81.68%
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	-	0.8996	89.96%
Skin irritation	-	0.8085	80.85%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7584	75.84%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8596	85.96%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5893	58.93%
Acute Oral Toxicity (c)	III	0.6659	66.59%
Estrogen receptor binding	+	0.7817	78.17%
Androgen receptor binding	+	0.7115	71.15%
Thyroid receptor binding	+	0.6405	64.05%
Glucocorticoid receptor binding	+	0.7755	77.55%
Aromatase binding	+	0.5557	55.57%
PPAR gamma	+	0.8098	80.98%
Honey bee toxicity	-	0.7063	70.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8322	83.22%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5880	P60568	Interleukin-2	2.59 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.51%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.47%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.35%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.93%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.91%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.58%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.97%	94.45%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.64%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.00%	95.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.21%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.69%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.07%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.47%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.13%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.68%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.42%	89.00%

Plants that contains it

• Olea europaea

Cross-Links

• PubChem: 162817136
• LOTUS: LTS0036520
• wikiData: Q105020024