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1. (Article ID: 11238)
Yoo JY, Ko KS, Seo H-K, Park S, Fanata WID, Harmoko R, Ramasamy NK, Thulasinathan T, Mengiste T, Lim J-M, Lee SY, Lee KO
Limited addition of the 6-arm β1,2-linked N-acetylglucosamine (GlcNAc) residue facilitates the formation of the largest N-glycan in plants
Journal of Biological Chemistry 290 (2015)
16560-16572
The most abundant N-glycan in plants is the paucimannosidic N-glycan with core β1,2-xylose and α1,3-fucose residues (Man3XylFuc(GlcNAc)2). Here, we report a mechanism in Arabidopsis thaliana that efficiently produces the largest N-glycan in plants. Genetic and biochemical evidence indicates that the addition of the 6-arm β1,2-GlcNAc residue by N-acetylglucosaminyltransferase II (GnTII) is less effective than additions of the core β1,2-xylose and α1,3-fucose residues by XylT, FucTA, and FucTB in Arabidopsis. Furthermore, analysis of gnt2 mutant and 35S:GnTII transgenic plants shows that the addition of the 6-arm non-reducing GlcNAc residue to the common N-glycan acceptor GlcNAcMan3(GlcNAc)2 inhibits additions of the core β1,2-xylose and α1,3-fucose residues. Our findings indicate that plants limit the rate of the addition of the 6-arm GlcNAc residue to the common N-glycan acceptor as a mechanism to facilitate formation of the prevalent N-glycans with Man3XylFuc(GlcNAc)2 and (GlcNAc)2Man3XylFuc(GlcNAc)2 structures.
glycosyltransferase, glycosylation, plant, post-translational modification (PTM), carbohydrate processing
Publication DOI: 10.1074/jbc.M115.653162Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: leeko

gnu.ac.kr
Institutions: Division of Applied Life Science and Plant Molecular Biology and Biotechnology Research Center, Gyeongsang National University, 501 Jinju-daero, Jinju 660-701, Korea, Department of Botany and Plant Pathology, Purdue University, West Lafayette, Indiana 47907
Methods: biological assays, MALDI-TOF-MS, genetic manipulations, prediction
The publication contains the following compound(s):
- Compound ID: 28327
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a-Manp-(1-6)-+
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a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Trivial name: M3
Reference(s) to other database(s): GTC:G57527OL
- Compound ID: 28331
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a-Manp-(1-3)-+
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a-Manp-(1-6)-+ |
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a-Manp-(1-3)-a-Manp-(1-6)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Trivial name: M5
Reference(s) to other database(s): GTC:G71097AB
- Compound ID: 28333
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a-Manp-(1-2)-a-Manp-(1-2)-a-Manp-(1-3)-+
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a-Manp-(1-3)-+ |
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a-Manp-(1-2)-a-Manp-(1-6)-a-Manp-(1-6)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Trivial name: M8
Reference(s) to other database(s): GTC:G25711HY
- Compound ID: 28334
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a-Manp-(1-2)-a-Manp-(1-2)-a-Manp-(1-3)-+
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a-Manp-(1-2)-a-Manp-(1-6)-+ |
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a-Manp-(1-2)-a-Manp-(1-3)-a-Manp-(1-6)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Trivial name: M9
Reference(s) to other database(s): GTC:G57056FS
- Compound ID: 28335
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a-Manp-(1-3)-+
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b-Xylp-(1-2)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc
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a-Manp-(1-6)-+ |
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Structure type: oligomer
Trivial name: M3X
Reference(s) to other database(s): GTC:G17257QU
- Compound ID: 28336
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a-Manp-(1-3)-+ a-Fuc-(1-3)-+
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b-Xylp-(1-2)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc
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a-Manp-(1-6)-+ |
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Structure type: oligomer
Trivial name: M3FX
Reference(s) to other database(s): GTC:G33326KH
- Compound ID: 28338
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b-Xylp-(1-2)-+ a-Fuc-(1-3)-+
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b-D-GlcpNAc-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc
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a-Manp-(1-6)-+ |
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Structure type: oligomer
Trivial name: GnM3FXB
Reference(s) to other database(s): GTC:G36600WF
- Compound ID: 28339
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b-D-GlcpNAc-(1-2)-a-Manp-(1-6)-+ a-Fuc-(1-3)-+
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b-D-GlcpNAc-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc
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b-Xylp-(1-2)-+ |
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Structure type: oligomer
Trivial name: Gn2M3FX
Reference(s) to other database(s): GTC:G44457IX
- Compound ID: 28340
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b-D-GlcpNAc-(1-2)-a-Manp-(1-6)-+
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b-D-GlcpNAc-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc
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b-Xylp-(1-2)-+ |
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Structure type: oligomer
Trivial name: Gn2M3X, Gn2M3
Reference(s) to other database(s): GTC:G20510FU
- Compound ID: 28341
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a-Manp-(1-6)-+ a-Fuc-(1-3)-+
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a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Trivial name: M3F
Reference(s) to other database(s): GTC:G75485OD
- Compound ID: 28342
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a-Manp-(1-6)-+
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b-D-GlcpNAc-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Trivial name: GnM3
Reference(s) to other database(s): GTC:G62997GH
- Compound ID: 28343
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b-Xylp-(1-2)-+
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b-D-GlcpNAc-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc
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a-Manp-(1-6)-+ |
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Structure type: oligomer
Trivial name: GnM3X
Reference(s) to other database(s): GTC:G20540TR
- Compound ID: 28344
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a-Manp-(1-6)-+ a-Fuc-(1-3)-+
| |
b-D-GlcpNAc-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Trivial name: GnM3F
Reference(s) to other database(s): GTC:G44148YF
- Compound ID: 28345
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b-D-GlcpNAc-(1-2)-a-Manp-(1-6)-+
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b-D-GlcpNAc-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Trivial name: Gn2M3
Reference(s) to other database(s): GTC:G75163RE
- Compound ID: 28346
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a-Manp-(1-2)-a-Manp-(1-3)-+
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a-Manp-(1-6)-+ |
| |
a-Manp-(1-3)-a-Manp-(1-6)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Trivial name: M6
Reference(s) to other database(s): GTC:G48228WE
- Compound ID: 28347
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b-D-GlcpNAc-(1-2)-a-Manp-(1-6)-+ a-Fuc-(1-3)-+
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b-D-GlcpNAc-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Trivial name: Gn2M3F
Reference(s) to other database(s): GTC:G34578HF
- Compound ID: 28348
|
a-Manp-(1-6)-+
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a-Manp-(1-3)-a-Manp-(1-6)-+
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a-Manp-(1-2)-a-Manp-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Trivial name: M7B
Reference(s) to other database(s): GTC:G36154WB
- Compound ID: 28349
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a-Manp-(1-6)-+
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a-Manp-(1-2)-a-Manp-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1---P---P---1)-Subst
Subst = dolichol |
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Structure type: oligomer
- Compound ID: 28350
|
a-Manp-(1-3)-a-Manp-(1-6)-+
|
a-Manp-(1-2)-a-Manp-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1---P---P---1)-Subst
Subst = dolichol |
Show graphically |
Structure type: oligomer
- Compound ID: 28351
|
a-Manp-(1-2)-a-Manp-(1-2)-a-Manp-(1-3)-+
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a-Manp-(1-2)-a-Manp-(1-6)-+ |
| |
a-Manp-(1-2)-a-Manp-(1-3)-a-Manp-(1-6)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1---P---P---1)-Subst
Subst = dolichol |
Show graphically |
Structure type: oligomer
- Compound ID: 28352
|
a-Manp-(1-2)-a-Manp-(1-6)-+
|
a-Manp-(1-2)-a-Manp-(1-3)-a-Manp-(1-6)-+
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D-Glcp-(1-2)-D-Glcp-(1-3)-D-Glcp-(1-3)-a-Manp-(1-2)-a-Manp-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1---P---P---1)-Subst
Subst = dolichol |
Show graphically |
Structure type: oligomer
- Compound ID: 28353
|
a-Manp-(1-2)-a-Manp-(1-6)-+
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a-Manp-(1-2)-a-Manp-(1-3)-a-Manp-(1-6)-+
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D-Glcp-(1-2)-D-Glcp-(1-3)-D-Glcp-(1-3)-a-Manp-(1-2)-a-Manp-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc1N-(1-4)-Asn-(?--/protein/ |
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Structure type: oligomer
Aglycon: protein
Compound class: N-glycan
- Compound ID: 28354
|
a-Manp-(1-2)-a-Manp-(1-2)-a-Manp-(1-3)-+
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a-Manp-(1-2)-a-Manp-(1-6)-+ |
| |
a-Manp-(1-2)-a-Manp-(1-3)-a-Manp-(1-6)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc1N-(1-4)-Asn-(?--/protein/ |
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Structure type: oligomer
Aglycon: protein
Compound class: N-glycan
- Compound ID: 28355
|
a-Manp-(1-2)-a-Manp-(1-2)-a-Manp-(1-3)-+
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a-Manp-(1-3)-+ |
| |
a-Manp-(1-2)-a-Manp-(1-6)-a-Manp-(1-6)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc1N-(1-4)-Asn-(?--/protein/ |
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Structure type: oligomer
Aglycon: protein
Compound class: N-glycan
- Compound ID: 28356
|
a-Manp-(1-3)-+
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a-Manp-(1-6)-+ |
| |
a-Manp-(1-3)-a-Manp-(1-6)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc1N-(1-4)-Asn-(?--/protein/ |
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Structure type: oligomer
Aglycon: protein
Compound class: N-glycan
- Compound ID: 28357
|
b-D-GlcpNAc-(1-2)-a-Manp-(1-3)-+
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a-Manp-(1-6)-+ |
| |
a-Manp-(1-3)-a-Manp-(1-6)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc1N-(1-4)-Asn-(?--/protein/ |
Show graphically |
Structure type: oligomer
Aglycon: protein
Compound class: N-glycan
- Compound ID: 28358
|
a-Manp-(1-6)-+
|
b-D-GlcpNAc-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc1N-(1-4)-Asn-(?--/protein/ |
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Structure type: oligomer
Aglycon: protein
Compound class: N-glycan
- Compound ID: 28359
|
b-Xylp-(1-2)-+ a-Fuc-(1-3)-+
| |
b-D-GlcpNAc-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc1N-(1-4)-Asn-(?--/protein/
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a-Manp-(1-6)-+ |
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Structure type: oligomer
Aglycon: protein
Compound class: N-glycan
- Compound ID: 28360
|
a-Manp-(1-3)-+ a-Fuc-(1-3)-+
| |
b-Xylp-(1-2)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc1N-(1-4)-Asn-(?--/protein/
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a-Manp-(1-6)-+ |
Show graphically |
Structure type: oligomer
Aglycon: protein
Compound class: N-glycan
- Compound ID: 28361
|
b-D-GlcpNAc-(1-2)-a-Manp-(1-6)-+ a-Fuc-(1-3)-+
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b-D-GlcpNAc-(1-2)-a-Manp-(1-3)-b-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc1N-(1-4)-Asn-(?--/protein/
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b-Xylp-(1-2)-+ |
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Structure type: oligomer
Aglycon: protein
Compound class: N-glycan
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2. (Article ID: 11545)
Hamed A, El-Emary N
Triterpene saponins from Glinus lotoides var. dictamnoides
Phytochemistry 50(3) (1998)
477-480
Two 5β-H-hopane triterpenoidal saponins (glinusides D and E) were isolated on reinvestigation of the n-butanol soluble fraction of Glinus lotoides var. dictamnoides, in contrast to the 5α-H, 6-keto-hopane derivatives isolated from the same source. The structures of these saponins were established by extensive spectral analysis as 3-O-β-L-arabinopyranosyl- 22-α-L-rhamnopyranosyl (1 → 4)-β-D-glucopyranosyl-5β-H-16β-hydroxyhopane and 3-O-β-L-arabinopyranosyl-22-O-β-D-glucopyranosyl-(1 → 4)-β-D- glucopyranosyl-5β-H-16-β-hydroxyhopane, respectively.
5β-H-hopane, Glinus lotoides var. dictamnoides, glinusides D and E, Molluginaceae, triterpenoidal saponins
Publication DOI: 10.1016/S0031-9422(98)00522-6Journal NLM ID: 0151434Publisher: Elsevier
Institutions: Faculty of Science, South Valley University, Aswan, Egypt, Faculty of Pharmacy, Assiut University, Assiut, Egypt
Methods: 13C NMR, FAB-MS, extraction, HMBC, COSY, NOESY, QH NMR
The publication contains the following compound(s):
- Compound ID: 29614
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b-L-Arap-(1-3)-+
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a-L-Rhap-(1-4)-b-D-Glcp-(1-22)-Subst
Subst = 3,16-dihydroxyhopane = SMILES C{22}C(C)(O)[C@@H]1CC[C@@]2(C)C1{16}C(O)C[C@]5(C)C2CCC4[C@@]3(C)CC{3}[C@H](O)[C@](C)(C)C3CC[C@]45C |
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Structure type: oligomer
; 944 [M+2Na]+
C47H78O16
Trivial name: glinuside D
Compound class: triterpenoid glycoside
- Compound ID: 29615
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b-L-Arap-(1-3)-+
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b-D-Glcp-(1-4)-b-D-Glcp-(1-22)-Subst
Subst = 3,16-dihydroxyhopane = SMILES C{22}C(C)(O)[C@@H]1CC[C@@]2(C)C1{16}C(O)C[C@]5(C)C2CCC4[C@@]3(C)CC{3}[C@H](O)[C@](C)(C)C3CC[C@]45C |
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Structure type: oligomer
; 971 [M+K+H2O]+
C47H78O17
Trivial name: glinuside E
Compound class: triterpenoid glycoside
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