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Su HJ, Fann YF, Chung MI, Won SJ, Lin CN
New lanostanoids of Ganoderma tsugae
Journal of Natural Products 63 (2000) 
514-516
 
| 
b-D-Xylp-(1-21)-Subst3Ac  
 Subst = 5α-lanosta-8,24-diene-3α,21-diol = SMILES O{3}[C@@H]1CC[C@]2(C)C3=C([C@@]4(CC[C@H]([C@H]({21}[CH2]O)CC/C=C(C)\C)[C@]4(CC3)C)C)CC[C@H]2C1(C)C | 
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Ganoderma tsugae 
(NCBI TaxID 34467,
species name lookup)
 
Taxonomic group: fungi / Basidiomycota 
(Phylum: Basidiomycota)
Organ / tissue: fruiting body 
The structure was elucidated in this paperPublication DOI: 10.1021/np990367lJournal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: lincna

cc.kmu.edu.tw
Institutions: School of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan 807, Republic of China, Department of Microbiology, Medical College, National Cheng Kung University, Tainan, Taiwan 701, Republic of China
Three new compounds, (24R,S)-3α-acetoxy-24-hydroxy-5α-lanosta-8,25-dien-21-oic acid, named tsugaric acid C (1); 3α-acetoxy-5α-lanosta-8,24-diene-21-O-β-D-xyloside, named tsugarioside B (2); and 3α-acetoxy-(Z)-24-methyl-5α-lanosta-8,23,25-trien-21-oic acid ester β-D-xyloside, named tsugarioside C (3), and a mixture of two known steroids were isolated from the fruit bodies of Ganoderma tsugae. The structures of 1−3 were determined by spectral and chemical methods. The cytotoxic activity of the lanostanoid constituents of this fungus was evaluated against several different cancer cell lines.
Structure type: monomer ; 617 [M+H]+
Location inside paper: structure 2
Trivial name: tsugarioside B
Contained glycoepitopes: IEDB_114701,IEDB_167188,IEDB_174332 
Methods: 13C NMR, 1H NMR, IR, FAB-MS, optical rotation, LiAlH4 reduction, tumor cell growth inhibition sssays 
Related record ID(s): 40718, 40719, 49628
NCBI Taxonomy refs (TaxIDs): 34467Reference(s) to other database(s): Chemspider:8779234
Show glycosyltransferases
 
NMR conditions: in CDCl3       
[as TSV]
13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6	C7	C8	C9	C10	C11	C12	C13	C14	C15	C16	C17	C18	C19	C20	C21	C22	C23
21	bDXylp	102.7	71.9	73.7	69.7	63.7
3	Ac	170.9	21.4
	Subst	30.2	23.3	78.1	36.7	45.3	18.0	26.0	134.0	134.6	36.9	21.0	30.8	44.3	49.9	27.5	29.7	40.6	16.1	19.0	44.9	70.2	30.7	24.7
1H NMR data:
missing...
13C NMR data:
 | Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 | C10 | C11 | C12 | C13 | C14 | C15 | C16 | C17 | C18 | C19 | C20 | C21 | C22 | C23 |  
| 21 | bDXylp | 102.7 | 71.9 | 73.7 | 69.7 | 63.7 |   |  
| 3 | Ac | 170.9 | 21.4 |   |  
|   | Subst | 30.2 | 23.3 | 78.1 | 36.7 | 45.3 | 18.0 | 26.0 | 134.0 | 134.6 | 36.9 | 21.0 | 30.8 | 44.3 | 49.9 | 27.5 | 29.7 | 40.6 | 16.1 | 19.0 | 44.9 | 70.2 | 30.7 | 24.7 |  
   
  | 
There is only one chemically distinct structure:
 
 
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Su HJ, Fann YF, Chung MI, Won SJ, Lin CN
New lanostanoids of Ganoderma tsugae
Journal of Natural Products 63 (2000) 
514-516
 
| 
b-D-Xylp-(1-21)-Subst3Ac  
 Subst = (Z)-24-methyl-5α-lanosta-8,23,25-trien-3α-ol-21-oic acid = SMILES O{3}[C@@H]1CC[C@]2(C)C3=C([C@@]4(CC[C@H]([C@H]({21}[CH2]O)C/C=C(C)/C(C)=C)[C@]4(CC3)C)C)CC[C@H]2C1(C)C | 
Show graphically | 
Ganoderma tsugae 
(NCBI TaxID 34467,
species name lookup)
 
Taxonomic group: fungi / Basidiomycota 
(Phylum: Basidiomycota)
Organ / tissue: fruiting body 
The structure was elucidated in this paperPublication DOI: 10.1021/np990367lJournal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: lincna

cc.kmu.edu.tw
Institutions: School of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan 807, Republic of China, Department of Microbiology, Medical College, National Cheng Kung University, Tainan, Taiwan 701, Republic of China
Three new compounds, (24R,S)-3α-acetoxy-24-hydroxy-5α-lanosta-8,25-dien-21-oic acid, named tsugaric acid C (1); 3α-acetoxy-5α-lanosta-8,24-diene-21-O-β-D-xyloside, named tsugarioside B (2); and 3α-acetoxy-(Z)-24-methyl-5α-lanosta-8,23,25-trien-21-oic acid ester β-D-xyloside, named tsugarioside C (3), and a mixture of two known steroids were isolated from the fruit bodies of Ganoderma tsugae. The structures of 1−3 were determined by spectral and chemical methods. The cytotoxic activity of the lanostanoid constituents of this fungus was evaluated against several different cancer cell lines.
Structure type: monomer ; 643.3791 [M+H]+
Location inside paper: structure 3
Trivial name: tsugarioside C
Contained glycoepitopes: IEDB_114701,IEDB_167188,IEDB_174332 
Methods: 13C NMR, 1H NMR, IR, FAB-MS, optical rotation, LiAlH4 reduction, tumor cell growth inhibition sssays 
Related record ID(s): 40504, 40719, 49629
NCBI Taxonomy refs (TaxIDs): 34467Reference(s) to other database(s): Chemspider:8922064
Show glycosyltransferases
 
NMR conditions: in CDCl3       
[as TSV]
13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6	C7	C8	C9	C10	C11	C12	C13	C14	C15	C16	C17	C18	C19	C20	C21	C22	C23
21	bDXylp	94.5	72.3	75.9	69.5	65.8
3	Ac	170.9	21.4
	Subst	30.4	23.3	78.1	36.7	45.3	18.0	25.9	133.7	134.7	36.9	20.8	30.8	44.3	49.5	27.0	28.9	47.0	16.3	19.0	47.8	175.2	32.9	123.5
1H NMR data:
missing...
13C NMR data:
 | Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 | C10 | C11 | C12 | C13 | C14 | C15 | C16 | C17 | C18 | C19 | C20 | C21 | C22 | C23 |  
| 21 | bDXylp | 94.5 | 72.3 | 75.9 | 69.5 | 65.8 |   |  
| 3 | Ac | 170.9 | 21.4 |   |  
|   | Subst | 30.4 | 23.3 | 78.1 | 36.7 | 45.3 | 18.0 | 25.9 | 133.7 | 134.7 | 36.9 | 20.8 | 30.8 | 44.3 | 49.5 | 27.0 | 28.9 | 47.0 | 16.3 | 19.0 | 47.8 | 175.2 | 32.9 | 123.5 |  
   
  | 
There is only one chemically distinct structure:
 
 
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Su HJ, Fann YF, Chung MI, Won SJ, Lin CN
New lanostanoids of Ganoderma tsugae
Journal of Natural Products 63 (2000) 
514-516
 
| 
b-D-Glcp-(1-21)-Subst3Ac  
 Subst = fomitoside H, I aglycon = SMILES C/C(C)=C\CC[C@@H]({21}C(=O)O)[C@H]1CC[C@@]2(C)/C4=C(CC[C@]12C)/[C@@]3(C)CC{3}[C@@H](O)C(C)(C)[C@@H]3CC4 | 
Show graphically | 
Ganoderma tsugae 
(NCBI TaxID 34467,
species name lookup)
 
Taxonomic group: fungi / Basidiomycota 
(Phylum: Basidiomycota)
Organ / tissue: fruiting body 
The structure was elucidated in this paperPublication DOI: 10.1021/np990367lJournal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: lincna

cc.kmu.edu.tw
Institutions: School of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan 807, Republic of China, Department of Microbiology, Medical College, National Cheng Kung University, Tainan, Taiwan 701, Republic of China
Three new compounds, (24R,S)-3α-acetoxy-24-hydroxy-5α-lanosta-8,25-dien-21-oic acid, named tsugaric acid C (1); 3α-acetoxy-5α-lanosta-8,24-diene-21-O-β-D-xyloside, named tsugarioside B (2); and 3α-acetoxy-(Z)-24-methyl-5α-lanosta-8,23,25-trien-21-oic acid ester β-D-xyloside, named tsugarioside C (3), and a mixture of two known steroids were isolated from the fruit bodies of Ganoderma tsugae. The structures of 1−3 were determined by spectral and chemical methods. The cytotoxic activity of the lanostanoid constituents of this fungus was evaluated against several different cancer cell lines.
Structure type: monomer 
Location inside paper: structure 7
Trivial name: tsugarioside A
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192 
Methods: 13C NMR, 1H NMR, IR, FAB-MS, optical rotation, LiAlH4 reduction, tumor cell growth inhibition sssays 
Related record ID(s): 40504, 40718
NCBI Taxonomy refs (TaxIDs): 34467Reference(s) to other database(s): Chemspider:8945953
Show glycosyltransferases
 
There is only one chemically distinct structure:
 
 
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