Spiculisporic acid

Spiculisporic acid
Names
	IUPAC name 2-(1-Carboxyundecyl)-5-oxooxolane-2-carboxylic acid
	Other names 4,5-Dicarboxy-gamma-pentadecanolactone
Identifiers
CAS Number	469-77-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	280019;
PubChem CID	316426;
UNII	DKW7X62M6X ;
CompTox Dashboard (EPA)	DTXSID70859380 ;
	InChI InChI=1S/C17H28O6/c1-2-3-4-5-6-7-8-9-10-13(15(19)20)17(16(21)22)12-11-14(18)23-17/h13H,2-12H2,1H3,(H,19,20)(H,21,22) Key: TUXHHVJPGQUPCF-UHFFFAOYSA-N;
	SMILES CCCCCCCCCCC(C(=O)O)C1(CCC(=O)O1)C(=O)O;
Properties
Chemical formula	C17H28O6
Molar mass	328.405 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

Spiculisporic acid is a bioactive γ-butenolide. It was originally isolated from Penicillium spiculisporum.^[1] Structural variants have been isolated from a marine Aspergillus.^[2]

Notes

^ Clutterbuck; Rastrick; Rintoul (1931). "Studies in the Biochemistry of Micro-organisms. Part XVI— on the production from Glucose by Penicillium Spiculisporum Lehman of a new polybasic fatty acid, C 17 H 28 O 6 (The lactone of γ-hydroxy-βδ-dicarboxypentadecoic acid)". Phil. Trans. R. Soc. Lond. B. 220 (468–473): 301. doi:10.1098/rstb.1931.0027.
^ Wang, R; Liu, TM; Shen, MH; Yang, MQ; Feng, QY; Tang, XM; Li, XM (2012). "Spiculisporic acids B–D, three new γ-butenolide derivatives from a sea urchin-derived fungus Aspergillus sp. HDf2". Molecules (Basel, Switzerland). 17 (11): 13175–82. doi:10.3390/molecules171113175. PMC 6268229. PMID 23128094.

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[1] Clutterbuck; Rastrick; Rintoul (1931). "Studies in the Biochemistry of Micro-organisms. Part XVI— on the production from Glucose by Penicillium Spiculisporum Lehman of a new polybasic fatty acid, C 17 H 28 O 6 (The lactone of γ-hydroxy-βδ-dicarboxypentadecoic acid)". Phil. Trans. R. Soc. Lond. B. 220 (468–473): 301. doi:10.1098/rstb.1931.0027.

[2] Wang, R; Liu, TM; Shen, MH; Yang, MQ; Feng, QY; Tang, XM; Li, XM (2012). "Spiculisporic acids B–D, three new γ-butenolide derivatives from a sea urchin-derived fungus Aspergillus sp. HDf2". Molecules (Basel, Switzerland). 17 (11): 13175–82. doi:10.3390/molecules171113175. PMC 6268229. PMID 23128094.

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