Erogorgiaene

Erogorgiaene
	2D model of erogorgiaene
Names
	IUPAC name (1S,4R)-1,6-Dimethyl-4-[(2S)-6-methylhept-5-en-2-yl]-1,2,3,4-tetrahydronaphthalene
Identifiers
3D model (JSmol)	Interactive image;
ChemSpider	7992643;
PubChem CID	9816893;
	InChI InChI=1S/C20H30/c1-14(2)7-6-8-16(4)19-12-10-17(5)18-11-9-15(3)13-20(18)19/h7,9,11,13,16-17,19H,6,8,10,12H2,1-5H3/t16-,17-,19+/m0/s1 Key: JWQVCYABIGUFIY-JENIJYKNSA-N;
	SMILES C[C@H]1CC[C@@H](C2=C1C=CC(=C2)C)[C@@H](C)CCC=C(C)C;
Properties
Chemical formula	C20H30
Molar mass	270.460 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

Erogorgiaene is a bicyclic compound found in marine octocoral Psuedoptergorgia elisabethae. It is used as an intermediate to synthesize pseudopterosin and is made by dehydrogenizing elisabethatriene so that a benzene ring is formed.^[1]

Research

Erogorgiaene was found to have potential as a antibiotic against mycobacterium tuberculosis.^[2] However, limited natural supply and expensive chemical synthesis keeps the usage of the antiboitic very low.^[3]

References

^ Kohl, Amber C.; Kerr, Russell G. (2003-11-26). "Pseudopterosin Biosynthesis: Aromatization of the Diterpene Cyclase Product, Elisabethatriene". Marine Drugs. 1 (1): 54–65. doi:10.3390/md101054. ISSN 1660-3397. PMC 3783875.
^ Incerti-Pradillos, Celia A.; Kabeshov, Mikhail A.; O'Hora, Paul S.; Shipilovskikh, Sergei A.; Rubtsov, Aleksandr E.; Drobkova, Vera A.; Balandina, Svetlana Yu.; Malkov, Andrei V. (2016). "Asymmetric Total Synthesis of (−)-Erogorgiaene and Its C-11 Epimer and Investigation of Their Antimycobacterial Activity". Chemistry – A European Journal. 22 (40): 14390–14396. doi:10.1002/chem.201602440. ISSN 1521-3765. PMID 27529822.
^ Munich, Technical University of. "Designed Bacteria Produce Coral Antibiotic". Lab Manager. Retrieved 2025-12-04.

[1] Kohl, Amber C.; Kerr, Russell G. (2003-11-26). "Pseudopterosin Biosynthesis: Aromatization of the Diterpene Cyclase Product, Elisabethatriene". Marine Drugs. 1 (1): 54–65. doi:10.3390/md101054. ISSN 1660-3397. PMC 3783875.

[2] Incerti-Pradillos, Celia A.; Kabeshov, Mikhail A.; O'Hora, Paul S.; Shipilovskikh, Sergei A.; Rubtsov, Aleksandr E.; Drobkova, Vera A.; Balandina, Svetlana Yu.; Malkov, Andrei V. (2016). "Asymmetric Total Synthesis of (−)-Erogorgiaene and Its C-11 Epimer and Investigation of Their Antimycobacterial Activity". Chemistry – A European Journal. 22 (40): 14390–14396. doi:10.1002/chem.201602440. ISSN 1521-3765. PMID 27529822.

[3] Munich, Technical University of. "Designed Bacteria Produce Coral Antibiotic". Lab Manager. Retrieved 2025-12-04.

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