Chemistry:Bouvardin

Bouvardin

Names
IUPAC name (1S,4R,7S,10S,13S,16S,17S)-17,24-Dihydroxy-10-(4-methoxybenzyl)-4,7,9,13,15,29-hexamethyl-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23(31),24,26,32-hexaene-2,5,8,11,14,30-hexone
Identifiers
CAS Number	64755-14-2
3D model (JSmol)	Interactive image
ChemSpider	9989364
PubChem CID	73624
UNII	22AY1D3UAX
InChI InChI=1S/C40H48N6O10/c1-21-35(49)42-22(2)38(52)44(4)29(18-24-8-13-27(55-7)14-9-24)37(51)43-23(3)39(53)46(6)33-34(48)26-11-15-28(16-12-26)56-32-20-25(10-17-31(32)47)19-30(36(50)41-21)45(5)40(33)54/h8-17,20-23,29-30,33-34,47-48H,18-19H2,1-7H3,(H,41,50)(H,42,49)(H,43,51)/t21-,22-,23+,29-,30+,33+,34?/m0/s1 Key: TWOWSRSKGJSZHZ-ZRCCEHQSSA-N
SMILES CC1C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C2C(C3=CC=C(C=C3)OC4=C(C=CC(=C4)CC(C(=O)N1)N(C2=O)C)O)O)C)C)CC5=CC=C(C=C5)OC)C)C
Properties
Chemical formula	C40H48N6O10
Molar mass	772.8 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Bouvardin is a bicyclic hexapeptide isolated from Bouvardia ternifolia. Its chemical formula is C₄₀H₄₈N₆O₁₀. It is derived from the amino acid sequence Ala-Ala-Tyr-Ala-Tyr-Tyr. It has demonstrated certain anti-cancerous activities by inhibiting protein synthesis through inhibition of 80S ribosomes (eukaryotic ribosomes).

The synthetic derivative of bouvardin SVC112 suppresses cancer stem cells and inhibits growth in head and neck squamous cell carcinoma.