methyl (4S,5Z,6S)-5-ethylidene-4-[2-[2-[4-[(2S,3R,4S,5S,6R)-6-[[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]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]peroxyphenyl]ethoxy]-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: c1decd3a-883b-4a31-a142-779a2e6d7080
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: methyl (4S,5Z,6S)-5-ethylidene-4-[2-[2-[4-[(2S,3R,4S,5S,6R)-6-[[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]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]peroxyphenyl]ethoxy]-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)OCCC3=CC=C(C=C3)OOC4C(C(C(C(O4)COC(=O)CC5C(=COC(C5=CC)OC6C(C(C(C(O6)CO)O)O)O)C(=O)OC)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)OCCC3=CC=C(C=C3)OO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C[C@@H]\5C(=CO[C@H](/C5=C/C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C(=O)OC)O)O)O
• InChI: InChI=1S/C48H64O28/c1-5-22-24(26(42(62)64-3)17-68-44(22)73-46-39(59)36(56)33(53)28(15-49)70-46)13-31(51)66-12-11-20-7-9-21(10-8-20)75-76-48-41(61)38(58)35(55)30(72-48)19-67-32(52)14-25-23(6-2)45(69-18-27(25)43(63)65-4)74-47-40(60)37(57)34(54)29(16-50)71-47/h5-10,17-18,24-25,28-30,33-41,44-50,53-61H,11-16,19H2,1-4H3/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: WTCDSCNSAQHITP-URJMNQISSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₄O₂₈
• Molecular Weight: 1089.00 g/mol
• Exact Mass: 1088.35841138 g/mol
• Topological Polar Surface Area (TPSA): 411.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -4.20
• H-Bond Acceptor: 28
• H-Bond Donor: 11
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6789	67.89%
Caco-2	-	0.8612	86.12%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8054	80.54%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.7501	75.01%
OATP1B3 inhibitior	+	0.9143	91.43%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9695	96.95%
P-glycoprotein inhibitior	+	0.7442	74.42%
P-glycoprotein substrate	+	0.5939	59.39%
CYP3A4 substrate	+	0.6882	68.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8782	87.82%
CYP3A4 inhibition	-	0.7093	70.93%
CYP2C9 inhibition	-	0.8066	80.66%
CYP2C19 inhibition	-	0.7177	71.77%
CYP2D6 inhibition	-	0.8901	89.01%
CYP1A2 inhibition	-	0.8027	80.27%
CYP2C8 inhibition	+	0.7614	76.14%
CYP inhibitory promiscuity	-	0.9135	91.35%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6498	64.98%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.8075	80.75%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7827	78.27%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8519	85.19%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7206	72.06%
Acute Oral Toxicity (c)	III	0.5946	59.46%
Estrogen receptor binding	+	0.7758	77.58%
Androgen receptor binding	+	0.7188	71.88%
Thyroid receptor binding	+	0.5999	59.99%
Glucocorticoid receptor binding	+	0.7543	75.43%
Aromatase binding	+	0.6107	61.07%
PPAR gamma	+	0.8004	80.04%
Honey bee toxicity	-	0.6869	68.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9218	92.18%

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	98.23%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	96.32%	86.92%
CHEMBL3437	Q16853	Amine oxidase, copper containing	95.16%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.46%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.45%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.83%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.85%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.21%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.86%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.86%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.70%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.45%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.78%	94.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.75%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.76%	97.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.65%	83.57%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.88%	96.61%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.76%	97.53%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.37%	94.80%

Plants that contains it

• Jasminum polyanthum

Cross-Links

• PubChem: 102063877
• LOTUS: LTS0246797
• wikiData: Q105312383