Methyl 2-[(1S,2R,3R,4R,7S,11R,15R,16R,17R,18S,21S,22R,32R,35S)-2,16,17,35-tetraacetyloxy-21,34-dihydroxy-7,21,22,32,34-pentamethyl-6,10,12,20,29-pentaoxo-5,13,19,30,33-pentaoxa-26-azahexacyclo[16.15.1.14,15.01,15.03,32.023,28]pentatriaconta-23(28),24,26-trien-11-yl]acetate
Basic information
- CAS
168009-85-6- Standard SMILES
COC(=O)C[C@@H]1C(=O)CC[C@H](C)C(=O)O[C@@H]2[C@@H]3[C@@H](OC(C)=O)[C@@]45O[C@@]3(C)COC(=O)c3cnccc3[C@@H](C)[C@](C)(O)C(=O)O[C@@H]([C@H](OC(C)=O)[C@H](OC(C)=O)[C@@]4(COC1=O)[C@@H]2OC(C)=O)C5(C)O- InChIKey
GSBZVVMZYQMZBG-DUUKEJRFSA-N- Molecular formula
- C45H55NO22
- Average molar mass
- 961.9 g/mol
- Monoisotopic mass
- 961.32157238
Overview
GSBZVVMZYQMZBG-DUUKEJRFSA-N has been reported in Tripterygium wilfordii with data available.
Names & identifiers
- Preferred name
- Methyl 2-[(1S,2R,3R,4R,7S,11R,15R,16R,17R,18S,21S,22R,32R,35S)-2,16,17,35-tetraacetyloxy-21,34-dihydroxy-7,21,22,32,34-pentamethyl-6,10,12,20,29-pentaoxo-5,13,19,30,33-pentaoxa-26-azahexacyclo[16.15.1.14,15.01,15.03,32.023,28]pentatriaconta-23(28),24,26-trien-11-yl]acetate
- IUPAC
- methyl 2-[(1S,2R,3R,4R,7S,11R,15R,16R,17R,18S,21S,22R,32R,35S)-2,16,17,35-tetraacetyloxy-21,34-dihydroxy-7,21,22,32,34-pentamethyl-6,10,12,20,29-pentaoxo-5,13,19,30,33-pentaoxa-26-azahexacyclo[16.15.1.14,15.01,15.03,32.023,28]pentatriaconta-23(28),24,26-trien-11-yl]acetate
- English name
- Triptonine B
- Molecular formula
- C46H49NO22
- Molecular weight
- 967.87
Names & synonyms
Methyl 2-[(1S,2R,3R,4R,7S,11R,15R,16R,17R,18S,21S,22R,32R,35S)-2,16,17,35-tetraacetyloxy-21,34-dihydroxy-7,21,22,32,34-pentamethyl-6,10,12,20,29-pentaoxo-5,13,19,30,33-pentaoxa-26-azahexacyclo[16.15.1.14,15.01,15.03,32.023,28]pentatriaconta-23(28),24,26-trien-11-yl]acetatemethyl 2-(tetraacetoxy-dihydroxy-pentamethyl-pentaoxo-[?]yl)acetateTriptonine BTriptonine B USP/EP/BP18-O-(3-Furoyl)wilfortrineWilfortrine 26-(3-furoate)Tripterygium wilfovdii extractAlkaloids from Tripterygium wilfordiiTriptonine B (Tripterygium wilfordii)triptonine B/18-O-(3-Furoyl)wilfortrine3-Furancarboxylic acid, (8R,9R,10R,11S,12R,13R,14R,15S,18R,21S,22S,23R)-10,13,22,23-tetrakis(acetyloxy)-12-[(acetyloxy)methyl]-7,8,9,10,12,13,14,15,17,18,19,20-dodecahydro-21-hydroxy-8,18,21-trimethyl-5,17-dioxo-8,11-epoxy-9,12-ethano-11,15-methano-5H,11H-[1,9]dioxacyclooctadecino[4,3-b]pyridine-14,...3-Furancarboxylic acid, 10,13,22,23-tetrakis(acetyloxy)-12-[(acetyloxy)methyl]-7,8,9,10,12,13,14,15,17,18,19,20-dodecahydro-21-hydroxy-8,18,21-trimethyl-5,17-dioxo-8,11-epoxy-9,12-ethano-11,15-methano-5H,11H[1,9]dioxacyclooctadecino[4,3-b]pyridine-14,18-diylester, (8R,9R,10R,11S,12R,13R,14R,15S,18R,21S,22S,23R)-
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 316 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 23
- Rotatable bonds
- 11
- Heavy atoms
- 68
- Formal charge
- 0
- Complexity
- 2,110
Physicochemical properties
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- color
- White to off-white
Chemistry & industry
Applications
UsesTriptonine B, a sesquiterpene pyridine alkaloid, inhibits HIV replication in H9 lymphocytes with an EC50value of
Additional notes
DefinitionChEBI: A sesquiterpene alkaloid with anti-HIV activity isolated from Tripterygium hypoglaucum.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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