18-O-b-D-apiofuranosyl-(1-6)-b-D-glucopyranoside ofallo-murolic acid

Details

• Internal ID: fcbcbc35-749d-4265-9b33-1ef3efcb0fc8
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2S,3S)-2-[(14R)-14-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxypentadecyl]-4-methylidene-5-oxooxolane-3-carboxylic acid
• SMILES (Canonical): CC(CCCCCCCCCCCCCC1C(C(=C)C(=O)O1)C(=O)O)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H](CCCCCCCCCCCCC[C@H]1[C@H](C(=C)C(=O)O1)C(=O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(CO)O)O)O)O)O
• InChI: InChI=1S/C32H54O14/c1-19(44-30-26(36)25(35)24(34)22(46-30)16-42-31-27(37)32(41,17-33)18-43-31)14-12-10-8-6-4-3-5-7-9-11-13-15-21-23(28(38)39)20(2)29(40)45-21/h19,21-27,30-31,33-37,41H,2-18H2,1H3,(H,38,39)/t19-,21+,22-,23+,24-,25+,26-,27+,30-,31-,32-/m1/s1
• InChI Key: UENXOCGEZOWPES-BMIWMTNISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₁₄
• Molecular Weight: 662.80 g/mol
• Exact Mass: 662.35135639 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 0.91
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5699	56.99%
Caco-2	-	0.8585	85.85%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8501	85.01%
OATP2B1 inhibitior	-	0.5748	57.48%
OATP1B1 inhibitior	+	0.8914	89.14%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.6856	68.56%
P-glycoprotein inhibitior	+	0.6843	68.43%
P-glycoprotein substrate	-	0.5787	57.87%
CYP3A4 substrate	+	0.6844	68.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9004	90.04%
CYP3A4 inhibition	-	0.9244	92.44%
CYP2C9 inhibition	-	0.8706	87.06%
CYP2C19 inhibition	-	0.8820	88.20%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.8727	87.27%
CYP2C8 inhibition	-	0.6683	66.83%
CYP inhibitory promiscuity	-	0.9692	96.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6567	65.67%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.6112	61.12%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4065	40.65%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6854	68.54%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6147	61.47%
Acute Oral Toxicity (c)	III	0.5501	55.01%
Estrogen receptor binding	+	0.7405	74.05%
Androgen receptor binding	+	0.5879	58.79%
Thyroid receptor binding	-	0.6096	60.96%
Glucocorticoid receptor binding	+	0.5624	56.24%
Aromatase binding	+	0.6354	63.54%
PPAR gamma	+	0.6790	67.90%
Honey bee toxicity	-	0.8124	81.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5895	58.95%
Fish aquatic toxicity	+	0.9423	94.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.53%	83.82%
CHEMBL220	P22303	Acetylcholinesterase	97.93%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.44%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.59%	95.93%
CHEMBL2581	P07339	Cathepsin D	93.93%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.51%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.63%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.98%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.44%	96.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.33%	98.75%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.54%	94.08%
CHEMBL5957	P21589	5'-nucleotidase	85.75%	97.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.47%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.88%	97.09%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.67%	92.32%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.62%	99.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.90%	85.31%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.85%	97.36%
CHEMBL4581	P52732	Kinesin-like protein 1	82.75%	93.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.69%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.62%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.28%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.14%	93.56%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.87%	95.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.81%	95.83%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.71%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.69%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101047263
• LOTUS: LTS0142283
• wikiData: Q75068988