Pandamine
Basic information
- CAS
10233-81-5- Standard SMILES
CC[C@H](C)[C@@H](C(=O)N[C@@H]1C(=O)N[C@@H](Cc2ccccc2)C(=O)NCC(O)c2ccc(cc2)O[C@H]1C(C)C)N(C)C- InChIKey
STKZKAJIJHJDCQ-CVCFRWPJSA-N- Molecular formula
- C31H44N4O5
- Average molar mass
- 552.7 g/mol
- Monoisotopic mass
- 552.33117052
Overview
Pandamine is a cyclic peptide.
Names & identifiers
- Preferred name
- Pandamine
- IUPAC
- (2S,3S)-N-[(3S,4S,7S)-7-benzyl-11-hydroxy-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),12,15-trien-4-yl]-2-(dimethylamino)-3-methylpentanamide
- English name
- 2-(Dimethylamino)-N-[11-hydroxy-3-isopropyl-5,8-dioxo-7-benzyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-12,14(1),15-trien-4-yl]-3-methylpentanamide
- Molecular formula
- C31H44N4O5
- Molecular weight
- 552.71
Names & synonyms
Pandamine10233-81-5DTXSID70331878(2S,3S)-N-[(6S,9S,10S)-6-benzyl-2-hydroxy-10-isopropyl-5,8-dioxo-11-oxa-4,7-diazabicyclo[10.2.2]hexadeca-1(14),12,15-trien-9-yl]-2-(dimethylamino)-3-methyl-pentanamide(2S,3S)-N-((3S,4S,7S,11R)-7-Benzyl-5,8,11-trihydroxy-3-(propan-2-yl)-2-oxa-6,9-diazabicyclo(10.2.2)hexadeca-1(14),5,8,12,15-pentaen-4-yl)-2-(dimethylamino)-3-methylpentanimidate(2S,3S)-N-((6S,9S,10S)-6-benzyl-2-hydroxy-10-isopropyl-5,8-dioxo-11-oxa-4,7-diazabicyclo(10.2.2)hexadeca-1(14),12,15-trien-9-yl)-2-(dimethylamino)-3-methyl-pentanamide(2S,3S)-N-[(3S,4S,7S,11R)-7-Benzyl-5,8,11-trihydroxy-3-(propan-2-yl)-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,12,15-pentaen-4-yl]-2-(dimethylamino)-3-methylpentanimidateRefChem:169847DTXCID70282972C10012(2S,3S)-N-[(3S,4S,7S)-7-benzyl-11-hydroxy-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),12,15-trien-4-yl]-2-(dimethylamino)-3-methylpentanamide2-(Dimethylamino)-N-[11-hydroxy-3-isopropyl-5,8-dioxo-7-benzyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-12,14(1),15-trien-4-yl]-3-methylpentanamide
Properties
Computed structural properties
- XLogP
- 4
- Topological polar surface area
- 120 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 8
- Heavy atoms
- 40
- Formal charge
- 0
- Complexity
- 823
Physicochemical properties
- Melting point
- 256 °C · 256°C
- Boiling point
- 815.642 · 815.642±65.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.185 · 1.185±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 13.258 · 13.258±0.70(predicted)
Chemistry & industry
Applications
DescriptionAn alkaloid of the peptide class, this base if found in Panda oleosa Pierre. It is best crystallized from AcOEt when it yields clusters of colourless crystals. It has [α]D - 103° (c 0.5, CHCI3) and gives a laevorotatory hydrochloride, m.p. 235°C (dec.); [α]D - 77° (c 1.0, MeOH). The presence of a hydroxyl group is shown by the formation of the O-acetate, m.p. 30S-7°C; [α]D - 98° (c 0.5, pyridine), giving a hydrochloride, m.p. 280°C (dec.); [α]D - 89° (c 1.0, MeOH). Three of the nitrogen atoms are present as amide groups, the fourth being a dimethylamino group.
UsesPandamine is a natural alkaloid that can be extracted from Panda oleosa[1].
Additional notes
DefinitionChEBI: Pandamine is a cyclic peptide.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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