Ligurobustoside N

Details

• Internal ID: ed4b9381-0d8b-4c85-b6c1-c180d3525cf7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,5R,6R)-4-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(C(OC(C3OC(=O)C=CC4=CC(=C(C=C4)O)O)CO)OCCC5=CC=C(C=C5)O)O)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H](O[C@H]([C@@H]([C@@H]2O)O)O[C@@H]3[C@H]([C@@H](O[C@@H]([C@H]3OC(=O)/C=C/C4=CC(=C(C=C4)O)O)CO)OCCC5=CC=C(C=C5)O)O)C)O)O)O
• InChI: InChI=1S/C35H46O18/c1-15-24(41)25(42)27(44)34(48-15)52-30-16(2)49-35(28(45)26(30)43)53-32-29(46)33(47-12-11-17-3-7-19(37)8-4-17)50-22(14-36)31(32)51-23(40)10-6-18-5-9-20(38)21(39)13-18/h3-10,13,15-16,22,24-39,41-46H,11-12,14H2,1-2H3/b10-6+/t15-,16-,22+,24-,25+,26-,27+,28+,29+,30-,31+,32+,33+,34-,35-/m0/s1
• InChI Key: SQXKPAMOLXJEEU-FVCUGLHDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₁₈
• Molecular Weight: 754.70 g/mol
• Exact Mass: 754.26841461 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.87
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 12

Synonyms

• 583058-07-5
• [(2R,3R,4R,5R,6R)-4-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• LigurobustosideN
• CHEMBL502885
• SCHEMBL23494890
• AKOS040734705

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7684	76.84%
Caco-2	-	0.8914	89.14%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.7977	79.77%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6819	68.19%
P-glycoprotein inhibitior	+	0.5718	57.18%
P-glycoprotein substrate	-	0.5182	51.82%
CYP3A4 substrate	+	0.6711	67.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	-	0.8556	85.56%
CYP2C9 inhibition	-	0.7740	77.40%
CYP2C19 inhibition	-	0.8683	86.83%
CYP2D6 inhibition	-	0.9025	90.25%
CYP1A2 inhibition	-	0.8530	85.30%
CYP2C8 inhibition	+	0.7743	77.43%
CYP inhibitory promiscuity	-	0.6090	60.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7159	71.59%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9121	91.21%
Skin irritation	-	0.8471	84.71%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7403	74.03%
Micronuclear	-	0.6567	65.67%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8244	82.44%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.9506	95.06%
Acute Oral Toxicity (c)	III	0.8089	80.89%
Estrogen receptor binding	+	0.7665	76.65%
Androgen receptor binding	-	0.5407	54.07%
Thyroid receptor binding	+	0.5301	53.01%
Glucocorticoid receptor binding	+	0.5729	57.29%
Aromatase binding	-	0.5263	52.63%
PPAR gamma	+	0.6746	67.46%
Honey bee toxicity	-	0.6300	63.00%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8141	81.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.71%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.78%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.52%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.07%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.53%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.52%	99.17%
CHEMBL3194	P02766	Transthyretin	94.04%	90.71%
CHEMBL2581	P07339	Cathepsin D	93.68%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.44%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.97%	91.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.96%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.31%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.66%	94.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.04%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.51%	97.36%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.67%	85.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.64%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.82%	94.45%

Plants that contains it

• Ligustrum robustum

Cross-Links

• PubChem: 10350139
• LOTUS: LTS0068136
• wikiData: Q105258740