The structure elucidation of three related pregnane glycosides, sarcovimiside A, B, and C from Sarcostemma viminale, is based on a detailed study of their highfield 1H and 13C NMR spectra. The results show that all the sugars are (1→4)-linked and both (β-D- and α-L-cymarose residues are present in each glycoside chain. The aglycone of sarcovimiside A was identified as 12β-benzoyloxy-3β,8β,14.17-tetrahydroxy-14β,17α-pregn-5-en-20-one whereas in the case of both sarcovimiside B and C, oxidative cleavage of the C(8)–C(14) bond occurred and the aglycone is the 12,20-O,O-dibenzoyl derivative of (20S)-3β,5,12β,17,20-pentahydroxy-8,14-seco-5β,17α-pregn-6-ene-8,14-dione. Sarcovimiside C is the β-(1→4)-glucopyranosyl derivative of sarcovimiside B.

• Compound ID: 27056
  

  a-L-Digp3Me-(1-4)-b-D-Digp3Me-(1-4)-b-D-Digp3Me-(1-3)-Subst12Bz Subst = deacetylmetaplexigenin = SMILES CC({17}[C@]1(O)CC{14}[C@]2(O){8}[C@]3(O)CC=C4C{3}[C@@H](O)CC[C@]4(C)[C@@]3([H])C{12}[C@@H](O)[C@]12C)=O

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  Structure type: oligomer ; 939 [M+Na]+
  C49H72O16
  Trivial name: sarcovimiside A
  Compound class: glycoside
  Reference(s) to other database(s): CCSD:48267, CBank-STR:4931
  
   
  
  Sarcostemma viminale
  CSDB ID 138561 (all data & tools)
• Compound ID: 27059
  

  a-L-Digp3Me-(1-4)-b-D-Digp3Me-(1-4)-b-D-Digp-(1-3)-Subst12Bz20Bz Subst = 8,14-seco-pregn-6-en-3β,5β,12β,17α,20S-pentol-8,14-dione = SMILES C{20}[C@H](O){17}[C@@]([C@]1({12}[C@H](O)C[C@H]2C(C=C{5}[C@@]3(O)C{3}[C@H](O)CC[C@]23C)=O)C)(O)CCC1=O; Bz = benzoic acid

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  Structure type: oligomer ; 1045 [M+Na]+
  C55H74O18
  Trivial name: sarcovimiside B
  Compound class: glycoside
  Reference(s) to other database(s): CCSD:48268, CBank-STR:7458
  
   
  
  Sarcostemma viminale
  CSDB ID 138562 (all data & tools)
• Compound ID: 27060
  

  b-D-Glcp-(1-4)-a-L-Digp3Me-(1-4)-b-D-Digp3Me-(1-4)-b-D-Digp-(1-3)-Subst12Bz20Bz Subst = 8,14-seco-pregn-6-en-3β,5β,12β,17α,20S-pentol-8,14-dione = SMILES C{20}[C@H](O){17}[C@@]([C@]1({12}[C@H](O)C[C@H]2C(C=C{5}[C@@]3(O)C{3}[C@H](O)CC[C@]23C)=O)C)(O)CCC1=O; Bz = benzoic acid

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  Structure type: oligomer ; 1207 [M+Na]+
  C61H84O23
  Trivial name: sarcovimiside C
  Compound class: glycoside
  Reference(s) to other database(s): CCSD:48269, CBank-STR:11944
  
   
  
  Sarcostemma viminale
  CSDB ID 138563 (all data & tools)
• Compound ID: 27057
  

  a-L-Digp3Me-(1-4)-a-L-Digp3Me-(1-4)-a-L-Digp3Me-(1-3)-Subst11Bz Subst = sarcogenin = SMILES CC([C@]1(O)CC{17}[C@]2(O){8}[C@]3(O)CC=C4C{3}[C@@H](O)CC[C@]4(C)[C@@]3([H]){11}[C@@H](O){12}[C@@H](O)[C@]12C)=O; Bz = benzoic acid

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  Structure type: oligomer
  Trivial name: brevine
  Compound class: glycoside
  
   
  
  Sarcostemma brevistigma
  CSDB ID 238561 (all data & tools)
• Compound ID: 27058
  

  a-L-Digp3Me-(1-4)-a-L-Digp3Me-(1-3)-Subst11Bz Subst = sarcogenin = SMILES CC([C@]1(O)CC{17}[C@]2(O){8}[C@]3(O)CC=C4C{3}[C@@H](O)CC[C@]4(C)[C@@]3([H]){11}[C@@H](O){12}[C@@H](O)[C@]12C)=O; Bz = benzoic acid

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  Structure type: oligomer
  Trivial name: brevinine
  Compound class: glycoside
  
   
  
  Sarcostemma brevistigma
  CSDB ID 288561 (all data & tools)