Pseudopterosin E

Last updated
Pseudopterosin E
Pseudopterosin E.png
Names
IUPAC name
(2S,3S,4R,5S,6S)-2-[[(4R,6S,6aR,9S)-1-Hydroxy-3,6,9-trimethyl-4-(2-methylprop-1-enyl)-5,6,6a,7,8,9-hexahydro-4H-phenalen-2-yl]oxy]-6-methyloxane-3,4,5-triol
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C26H38O6/c1-11(2)9-16-10-13(4)17-8-7-12(3)18-20(17)19(16)14(5)25(22(18)28)32-26-24(30)23(29)21(27)15(6)31-26/h9,12-13,15-17,21,23-24,26-30H,7-8,10H2,1-6H3/t12-,13-,15-,16-,17+,21+,23+,24-,26-/m0/s1
    Key: LIAAPIYLHKRUNZ-BRPLUSLASA-N
  • C[C@H]1CC[C@@H]2[C@H](C[C@@H](C3=C(C(=C(C1=C23)O)O[C@H]4[C@H]([C@@H]([C@@H]([C@@H](O4)C)O)O)O)C)C=C(C)C)C
Properties
C26H38O6
Molar mass 446.584 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Pseudopterosin E is an anti-inflammatory isolate from the Caribbean coral Pseudopterogorgia elisabethae. [1]

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Antillogorgia elisabethae is a species of soft coral found in the Caribbean Sea in the shape of a sea plume. It resides from depths of 25 metres (82 ft) to 30 metres (98 ft), often at reef drop-offs. It looks like a plume of feathery appendages with radial symmetry. The branches of A. elisabethae are pinnate and distichous, and will orient themselves in the direction of the ocean current. It ranges in size from 0.3 metres (0.98 ft) to 2 metres (6.6 ft). It is considered commercially important as it is harvested for analgesics and cosmetic creams. The compound that is believed to cause its beneficial effects is Pseudopterosin A, a diterpene glycoside, a selective analgesic. A. elisabethae is also used in fish tanks as a part of the commercial pet industry. The species has a Least Concern conservation status.

References

  1. Mayer, A. M.; Jacobson, P. B.; Fenical, W.; Jacobs, R. S.; Glaser, K. B. (1998). "Pharmacological characterization of the pseudopterosins: Novel anti-inflammatory natural products isolated from the Caribbean soft coral, Pseudopterogorgia elisabethae". Life Sciences. 62 (26): PL401-7. doi:10.1016/s0024-3205(98)00229-x. PMID   9651113.