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

Details

• Internal ID: 6a124914-329e-48dd-9a4a-27e209a573b4
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: methyl (4S,5E,6S)-4-[2-[2-[4-[(2S,3R,4S,5R,6R)-6-[[2-[(2R,3S,4S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5R,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)OC4C(C(C(C(O4)COC(=O)CC5C(C(OC=C5C(=O)OC)OC6C(C(C(C(O6)CO)O)O)O)C=C)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)O[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)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)C=C)O)O)O
• InChI: InChI=1S/C48H64O27/c1-5-22-24(26(42(62)64-3)17-68-44(22)74-47-40(60)36(56)33(53)28(15-49)71-47)13-31(51)66-12-11-20-7-9-21(10-8-20)70-46-39(59)38(58)35(55)30(73-46)19-67-32(52)14-25-23(6-2)45(69-18-27(25)43(63)65-4)75-48-41(61)37(57)34(54)29(16-50)72-48/h5-10,17-18,23-25,28-30,33-41,44-50,53-61H,2,11-16,19H2,1,3-4H3/b22-5+/t23-,24-,25-,28+,29+,30+,33-,34-,35-,36-,37-,38-,39+,40+,41+,44-,45+,46+,47-,48-/m0/s1
• InChI Key: IYGXXXNCDTVESL-AYWQFLEGSA-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: -3.20
• Atomic LogP (AlogP): -4.28
• H-Bond Acceptor: 27
• 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	-	0.7405	74.05%
Caco-2	-	0.8611	86.11%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8177	81.77%
OATP2B1 inhibitior	-	0.7295	72.95%
OATP1B1 inhibitior	+	0.7760	77.60%
OATP1B3 inhibitior	+	0.9062	90.62%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9718	97.18%
P-glycoprotein inhibitior	+	0.7437	74.37%
P-glycoprotein substrate	+	0.6597	65.97%
CYP3A4 substrate	+	0.7179	71.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8820	88.20%
CYP3A4 inhibition	-	0.6363	63.63%
CYP2C9 inhibition	-	0.8252	82.52%
CYP2C19 inhibition	-	0.7153	71.53%
CYP2D6 inhibition	-	0.9054	90.54%
CYP1A2 inhibition	-	0.8169	81.69%
CYP2C8 inhibition	+	0.8112	81.12%
CYP inhibitory promiscuity	-	0.9047	90.47%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6963	69.63%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.7952	79.52%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7846	78.46%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8425	84.25%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6458	64.58%
Acute Oral Toxicity (c)	III	0.6275	62.75%
Estrogen receptor binding	+	0.8078	80.78%
Androgen receptor binding	+	0.7161	71.61%
Thyroid receptor binding	+	0.5972	59.72%
Glucocorticoid receptor binding	+	0.7643	76.43%
Aromatase binding	+	0.6385	63.85%
PPAR gamma	+	0.8242	82.42%
Honey bee toxicity	-	0.6515	65.15%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9493	94.93%

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	98.34%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	96.19%	86.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.27%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.95%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.74%	94.45%
CHEMBL3437	Q16853	Amine oxidase, copper containing	92.35%	94.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.92%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.89%	95.89%
CHEMBL2243	O00519	Anandamide amidohydrolase	90.19%	97.53%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.18%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.78%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.27%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	88.94%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.36%	94.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.23%	95.83%
CHEMBL220	P22303	Acetylcholinesterase	85.89%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.59%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.55%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.15%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.81%	90.71%
CHEMBL2996	Q05655	Protein kinase C delta	81.55%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.11%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.46%	95.17%

Plants that contains it

• Jasminum polyanthum

Cross-Links

• PubChem: 163104498
• LOTUS: LTS0228401
• wikiData: Q105122730