Pseudopterosin A

Pseudopterosin A
Names
IUPAC name
(3S,7R,9S,9aR)-5-Hydroxy-3,6,9-trimethyl-7-(2-methylprop-1-en-1-yl)-2,3,7,8,9,9a-hexahydro-1H-phenalen-4-yl β-D-xylopyranoside
Systematic IUPAC name
(2S,3R,4S,5R)-2-{[(3S,7R,9S,9aR)-5-Hydroxy-3,6,9-trimethyl-7-(2-methylprop-1-en-1-yl)-2,3,7,8,9,9a-hexahydro-1H-phenalen-4-yl]oxy}oxane-3,4,5-triol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C25H36O6/c1-11(2)8-15-9-13(4)16-7-6-12(3)18-20(16)19(15)14(5)21(27)24(18)31-25-23(29)22(28)17(26)10-30-25/h8,12-13,15-17,22-23,25-29H,6-7,9-10H2,1-5H3/t12-,13-,15-,16+,17+,22-,23+,25-/m0/s1
    Key: DBGVVIGAVAIWRU-GYGPFBJXSA-N
  • O[C@H]4[C@H](Oc1c3c2c(c(c1O)C)[C@@H](\C=C(/C)C)C[C@H](C)[C@H]2CC[C@@H]3C)OC[C@@H](O)[C@@H]4O
Properties
C25H36O6
Molar mass 432.557 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Pseudopterosin A is a diterpene glycoside isolated from the gorgonian sea whip Antillogorgia elisabethae, found in the Bahamas and Florida Keys. Pseudopterosins A-D, which differ in the degree of acetylation at the sugar ring, were first isolated and reported in 1986. There are at least 25 unique diterpenes isolated from this species of marine animal. Samples of P. elisabethae from the Bahamas are found to have higher concentrations of pseudopterosins than populations from the Florida Keys, which have a greater diversity in diterpene structures.