methyl 4-[2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(4-hydroxyphenyl)ethoxy]oxan-3-yl]oxy-2-oxoethyl]-5-ethylidene-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: 8f223102-3553-4eb0-9942-404dbec3410c
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: methyl 4-[2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(4-hydroxyphenyl)ethoxy]oxan-3-yl]oxy-2-oxoethyl]-5-ethylidene-6-[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(OC3OCCC4=CC=C(C=C4)O)CO)O)O
• SMILES (Isomeric): CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OC3C(C(C(OC3OCCC4=CC=C(C=C4)O)CO)O)O
• InChI: InChI=1S/C31H42O17/c1-3-16-17(18(28(41)42-2)13-44-29(16)48-30-26(40)24(38)22(36)19(11-32)45-30)10-21(35)47-27-25(39)23(37)20(12-33)46-31(27)43-9-8-14-4-6-15(34)7-5-14/h3-7,13,17,19-20,22-27,29-34,36-40H,8-12H2,1-2H3
• InChI Key: KCGGUZYONNLCQX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂O₁₇
• Molecular Weight: 686.70 g/mol
• Exact Mass: 686.24219987 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.52
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7815	78.15%
Caco-2	-	0.8862	88.62%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7594	75.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6998	69.98%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5922	59.22%
P-glycoprotein inhibitior	+	0.6001	60.01%
P-glycoprotein substrate	+	0.6184	61.84%
CYP3A4 substrate	+	0.6827	68.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.8999	89.99%
CYP2C9 inhibition	-	0.7633	76.33%
CYP2C19 inhibition	-	0.7888	78.88%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.8572	85.72%
CYP2C8 inhibition	+	0.8086	80.86%
CYP inhibitory promiscuity	-	0.8100	81.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6579	65.79%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9222	92.22%
Skin irritation	-	0.8124	81.24%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7551	75.51%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8468	84.68%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7111	71.11%
Acute Oral Toxicity (c)	III	0.6942	69.42%
Estrogen receptor binding	+	0.7761	77.61%
Androgen receptor binding	+	0.6406	64.06%
Thyroid receptor binding	-	0.5231	52.31%
Glucocorticoid receptor binding	+	0.6429	64.29%
Aromatase binding	+	0.5295	52.95%
PPAR gamma	+	0.6846	68.46%
Honey bee toxicity	-	0.7044	70.44%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.6737	67.37%

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	97.80%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.89%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.57%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.06%	86.92%
CHEMBL2581	P07339	Cathepsin D	93.92%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.75%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.97%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.62%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.09%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.87%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.54%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.24%	94.62%
CHEMBL2996	Q05655	Protein kinase C delta	82.85%	97.79%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.74%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.51%	94.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.34%	94.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.58%	85.00%

Plants that contains it

• Ligustrum japonicum
• Ligustrum lucidum

Cross-Links

• PubChem: 162908145
• LOTUS: LTS0084341
• wikiData: Q105138724