Name: Name:β-D-Galactopyranoside, (3β)-solanid-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-
Brand: Angene
SKU: AG002A8O
Rating: 90 (10 reviews)

Catalog Number:

AG002A8O

Chemical Name:

β-D-Galactopyranoside, (3β)-solanid-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-

CAS Number:

20562-02-1

Molecular Formula:

C45H73NO15

Molecular Weight:

868.0588

MDL Number:

MFCD00077873

IUPAC Name:

(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,7S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

InChI:

InChI=1S/C45H73NO15/c1-19-6-9-27-20(2)31-28(46(27)16-19)15-26-24-8-7-22-14-23(10-12-44(22,4)25(24)11-13-45(26,31)5)57-43-40(61-41-37(54)35(52)32(49)21(3)56-41)39(34(51)30(18-48)59-43)60-42-38(55)36(53)33(50)29(17-47)58-42/h7,19-21,23-43,47-55H,6,8-18H2,1-5H3/t19-,20+,21-,23-,24+,25-,26-,27+,28-,29+,30+,31-,32-,33+,34-,35+,36-,37+,38+,39-,40+,41-,42-,43+,44-,45-/m0/s1

InChI Key:

ZGVSETXHNHBTRK-UDJLNJFBSA-N

SMILES:

OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@@H]3N4C[C@H](CC3)C)C)C2)C)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O

EC Number:

243-879-8

Title	Journal
α-Solanine impairs oocyte maturation and quality by inducing autophagy and apoptosis and changing histone modifications in a pig model.	Reproductive toxicology (Elmsford, N.Y.) 20180101
Chemistry and anticarcinogenic mechanisms of glycoalkaloids produced by eggplants, potatoes, and tomatoes.	Journal of agricultural and food chemistry 20150408
Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.	Bioorganic & medicinal chemistry 20121115
Preparative separation of glycoalkaloids α-solanine and α-chaconine by centrifugal partition chromatography.	Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20121101
Compositional and toxicological analysis of a GM potato line with reduced α-solanine content--a 90-day feeding study in the Syrian Golden hamster.	Regulatory toxicology and pharmacology : RTP 20121001
Induction of potato steroidal glycoalkaloid biosynthetic pathway by overexpression of cDNA encoding primary metabolism HMG-CoA reductase and squalene synthase.	Planta 20120601
Glycoalkaloids (α-chaconine and α-solanine) contents of selected Pakistani potato cultivars and their dietary intake assessment.	Journal of food science 20120301
Four potato (Solanum tuberosum) ABCG transporters and their expression in response to abiotic factors and Phytophthora infestans infection.	Journal of plant physiology 20111215
Elucidation of the mass fragmentation pathways of potato glycoalkaloids and aglycons using Orbitrap mass spectrometry.	Journal of mass spectrometry : JMS 20100901
α-Solanine inhibits human melanoma cell migration and invasion by reducing matrix metalloproteinase-2/9 activities.	Biological & pharmaceutical bulletin 20100101
Probabilistic modelling of exposure doses and implications for health risk characterization: glycoalkaloids from potatoes.	Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20091201
Degradation of the potato glycoalkaloid alpha-solanine in three agricultural soils.	Chemosphere 20090801
Composition of phenolic compounds and glycoalkaloids alpha-solanine and alpha-chaconine during commercial potato processing.	Journal of agricultural and food chemistry 20090722
A 28-day repeat dose toxicity study of steroidal glycoalkaloids, alpha-solanine and alpha-chaconine in the Syrian Golden hamster.	Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20090601
Degradation of the potato glycoalkaloids--alpha-solanine and alpha-chaconine in groundwater.	Bulletin of environmental contamination and toxicology 20090601
Fate of toxic potato glycoalkaloids in a potato field.	Journal of agricultural and food chemistry 20090408
Glycoalkaloids as biomarkers for recognition of cultivated, wild, and somatic hybrids of potato.	Chemistry & biodiversity 20090401
Acute toxicity of high doses of the glycoalkaloids, alpha-solanine and alpha-chaconine, in the Syrian Golden hamster.	Journal of agricultural and food chemistry 20080924
A human dietary risk assessment associated with glycoalkaloid responses of potato to Colorado potato beetle defoliation.	Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080801
A major QTL and an SSR marker associated with glycoalkaloid content in potato tubers from Solanum tuberosum x S. sparsipilum located on chromosome I.	TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik 20080601
Potato glycoalkaloids in soil-optimising liquid chromatography-time-of-flight mass spectrometry for quantitative studies.	Journal of chromatography. A 20080222
Potato steroidal glycoalkaloid levels and the expression of key isoprenoid metabolic genes.	Planta 20071201
Microsphere-based protease assays and screening application for lethal factor and factor Xa.	Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501