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'''Catenarin''' is a derivative chemical compound of ].<ref>{{Cite journal |last=Yang |first=Wen-Chin |last2=Shen |first2=Ming-Yi |last3=Jang |first3=Yu-Song |last4=Chen |first4=Zeng-Weng |last5=Chang |first5=Cicero |date=2012-05-01 |title=Catenarin, an anthraquinone compound, inhibits CXCR4 and CCR5 pathways to protect against type 1 diabetes in NOD mice (72.1) |url=https://journals.aai.org/jimmunol/article/188/1_Supplement/72.1/50993/Catenarin-an-anthraquinone-compound-inhibits-CXCR4 |journal=The Journal of Immunology |volume=188 |issue=1_Supplement |pages=72.1 |doi=10.4049/jimmunol.188.Supp.72.1 |issn=0022-1767}}</ref><ref>{{Cite journal |last=Martorell |first=Miquel |last2=Castro |first2=Natalia |last3=Victoriano |first3=Montserrat |last4=Capó |first4=Xavier |last5=Tejada |first5=Silvia |last6=Vitalini |first6=Sara |last7=Pezzani |first7=Raffaele |last8=Sureda |first8=Antoni |date=2021-09-20 |title=An Update of Anthraquinone Derivatives Emodin, Diacerein, and Catenarin in Diabetes |url=https://pmc.ncbi.nlm.nih.gov/articles/PMC8476274/ |journal=Evidence-based Complementary and Alternative Medicine : eCAM |language=en |volume=2021 |pages=3313419 |doi=10.1155/2021/3313419 |pmc=PMC8476274 |pmid=34589130}}</ref> Its formula is {{chem2|C15H10O6}}. It is a ], and has been derived from various ]. '''Catenarin''' is a derivative chemical compound of ].<ref>{{Cite journal |last=Yang |first=Wen-Chin |last2=Shen |first2=Ming-Yi |last3=Jang |first3=Yu-Song |last4=Chen |first4=Zeng-Weng |last5=Chang |first5=Cicero |date=2012-05-01 |title=Catenarin, an anthraquinone compound, inhibits CXCR4 and CCR5 pathways to protect against type 1 diabetes in NOD mice (72.1) |url=https://journals.aai.org/jimmunol/article/188/1_Supplement/72.1/50993/Catenarin-an-anthraquinone-compound-inhibits-CXCR4 |journal=The Journal of Immunology |volume=188 |issue=1_Supplement |pages=72.1 |doi=10.4049/jimmunol.188.Supp.72.1 |issn=0022-1767}}</ref><ref>{{Cite journal |last=Martorell |first=Miquel |last2=Castro |first2=Natalia |last3=Victoriano |first3=Montserrat |last4=Capó |first4=Xavier |last5=Tejada |first5=Silvia |last6=Vitalini |first6=Sara |last7=Pezzani |first7=Raffaele |last8=Sureda |first8=Antoni |date=2021-09-20 |title=An Update of Anthraquinone Derivatives Emodin, Diacerein, and Catenarin in Diabetes |url=https://pmc.ncbi.nlm.nih.gov/articles/PMC8476274/ |journal=Evidence-based Complementary and Alternative Medicine : eCAM |language=en |volume=2021 |pages=3313419 |doi=10.1155/2021/3313419 |pmc=PMC8476274 |pmid=34589130}}</ref> Its formula is {{chem2|C15H10O6}}. It is a ].


==Occurrence== ==Occurrence==
Catenarin has been identified in fungi from various ], including '']'',<ref>{{Cite journal |last=Engström |first=Karin |last2=Brishammar |first2=Sture |last3=Svensson |first3=Christer |last4=Bengtsson |first4=Maria |last5=Andersson |first5=Rolf |date=1993-03-01 |title=Anthraquinones from some Drechslera species and Bipolaris sorokiniana |url=https://linkinghub.elsevier.com/retrieve/pii/S0953756209811428 |journal=Mycological Research |volume=97 |issue=3 |pages=381–384 |doi=10.1016/S0953-7562(09)81142-8 |issn=0953-7562}}</ref> '']'',<ref>{{Cite journal |last=Lin |first=L. C. |last2=Chou |first2=C. J. |last3=Kuo |first3=Y. C. |date=May 2001 |title=Cytotoxic principles from Ventilago leiocarpa |url=https://pubmed.ncbi.nlm.nih.gov/11374975/ |journal=Journal of Natural Products |volume=64 |issue=5 |pages=674–676 |doi=10.1021/np000569d |issn=0163-3864 |pmid=11374975}}</ref> '']'',<ref>{{Cite journal |last=Arai |first=Kunizo |last2=Aoki |first2=Yasuji |last3=Yamamoto |first3=Yuzuru |date=1989 |title=Asperinines A and B, Dimeric Tetrahydroanthracene Derivatives from Aspergillus ruber |url=https://www.jstage.jst.go.jp/article/cpb1958/37/3/37_3_621/_article |journal=Chemical & Pharmaceutical Bulletin |volume=37 |issue=3 |pages=621–625 |doi=10.1248/cpb.37.621}}</ref><ref>{{Cite journal |last=Du |first=Lin |last2=Zhu |first2=Tianjiao |last3=Liu |first3=Hongbing |last4=Fang |first4=Yuchun |last5=Zhu |first5=Weiming |last6=Gu |first6=Qianqun |date=2008-12-01 |title=Cytotoxic Polyketides from a Marine-derived Fungus Aspergillus glaucus |url=https://pubs.acs.org/doi/10.1021/np800303t |journal=Journal of Natural Products |volume=71 |issue=11 |pages=1837–1842 |doi=10.1021/np800303t |issn=0163-3864}}</ref> and '']''.<ref>{{Cite journal |last=Bu'Lock |first=J. D. |last2=Smith |first2=J. R. |date=1968-01-01 |title=Modified anthraquinones from Penicillium islandicum |url=https://pubs.rsc.org/en/content/articlelanding/1968/j3/j39680001941 |journal=Journal of the Chemical Society C: Organic |language=en |issue=0 |pages=1941–1943 |doi=10.1039/J39680001941 |issn=0022-4952}}</ref><ref>{{Cite journal |last=van Eijk |first=G. W. |date=1973-05-01 |title=Anthraquinones in the fungus ''Talaromyces stipitatus'' |url=https://link.springer.com/article/10.1007/BF01926640 |journal=Experientia |language=en |volume=29 |issue=5 |pages=522–523 |doi=10.1007/BF01926640 |issn=0014-4754}}</ref> Catenarin has been identified in plants and fungi from various ], including '']'',<ref>{{Cite journal |last=Engström |first=Karin |last2=Brishammar |first2=Sture |last3=Svensson |first3=Christer |last4=Bengtsson |first4=Maria |last5=Andersson |first5=Rolf |date=1993-03-01 |title=Anthraquinones from some Drechslera species and Bipolaris sorokiniana |url=https://linkinghub.elsevier.com/retrieve/pii/S0953756209811428 |journal=Mycological Research |volume=97 |issue=3 |pages=381–384 |doi=10.1016/S0953-7562(09)81142-8 |issn=0953-7562}}</ref> '']'',<ref>{{Cite journal |last=Lin |first=L. C. |last2=Chou |first2=C. J. |last3=Kuo |first3=Y. C. |date=May 2001 |title=Cytotoxic principles from Ventilago leiocarpa |url=https://pubmed.ncbi.nlm.nih.gov/11374975/ |journal=Journal of Natural Products |volume=64 |issue=5 |pages=674–676 |doi=10.1021/np000569d |issn=0163-3864 |pmid=11374975}}</ref> '']'',<ref>{{Cite journal |last=Arai |first=Kunizo |last2=Aoki |first2=Yasuji |last3=Yamamoto |first3=Yuzuru |date=1989 |title=Asperinines A and B, Dimeric Tetrahydroanthracene Derivatives from Aspergillus ruber |url=https://www.jstage.jst.go.jp/article/cpb1958/37/3/37_3_621/_article |journal=Chemical & Pharmaceutical Bulletin |volume=37 |issue=3 |pages=621–625 |doi=10.1248/cpb.37.621}}</ref><ref>{{Cite journal |last=Du |first=Lin |last2=Zhu |first2=Tianjiao |last3=Liu |first3=Hongbing |last4=Fang |first4=Yuchun |last5=Zhu |first5=Weiming |last6=Gu |first6=Qianqun |date=2008-12-01 |title=Cytotoxic Polyketides from a Marine-derived Fungus Aspergillus glaucus |url=https://pubs.acs.org/doi/10.1021/np800303t |journal=Journal of Natural Products |volume=71 |issue=11 |pages=1837–1842 |doi=10.1021/np800303t |issn=0163-3864}}</ref> and '']''.<ref>{{Cite journal |last=Bu'Lock |first=J. D. |last2=Smith |first2=J. R. |date=1968-01-01 |title=Modified anthraquinones from Penicillium islandicum |url=https://pubs.rsc.org/en/content/articlelanding/1968/j3/j39680001941 |journal=Journal of the Chemical Society C: Organic |language=en |issue=0 |pages=1941–1943 |doi=10.1039/J39680001941 |issn=0022-4952}}</ref><ref>{{Cite journal |last=van Eijk |first=G. W. |date=1973-05-01 |title=Anthraquinones in the fungus ''Talaromyces stipitatus'' |url=https://link.springer.com/article/10.1007/BF01926640 |journal=Experientia |language=en |volume=29 |issue=5 |pages=522–523 |doi=10.1007/BF01926640 |issn=0014-4754}}</ref>


==References== ==References==

Revision as of 18:22, 21 January 2025

Chemical compound

Catenarin
Names
Preferred IUPAC name 1,4,5,7-tetrahydroxy-2-methylanthracene-9,10-dione
Other names
  • 4-Hydroxyemodin
  • Katenarin
  • Caterarin
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C15H10O6/c1-5-2-8(17)11-12(13(5)19)14(20)7-3-6(16)4-9(18)10(7)15(11)21/h2-4,16-19H,1H3Key: VWDXGKUTGQJJHJ-UHFFFAOYSA-N
SMILES
  • CC1=CC(=C2C(=C1O)C(=O)C3=C(C2=O)C(=CC(=C3)O)O)O
Properties
Chemical formula C15H10O6
Molar mass 286.239 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Catenarin is a derivative chemical compound of anthraquinone. Its formula is C15H10O6. It is a natural product.

Occurrence

Catenarin has been identified in plants and fungi from various genera, including Pyrenophora, Ventilago, Aspergillus, and Talaromyces.

References

  1. Yang WC, Shen MY, Jang YS, Chen ZW, Chang C (May 1, 2012). "Catenarin, an anthraquinone compound, inhibits CXCR4 and CCR5 pathways to protect against type 1 diabetes in NOD mice (72.1)". The Journal of Immunology. 188 (1_Supplement): 72.1. doi:10.4049/jimmunol.188.Supp.72.1. ISSN 0022-1767.
  2. Martorell M, Castro N, Victoriano M, Capó X, Tejada S, Vitalini S, et al. (September 20, 2021). "An Update of Anthraquinone Derivatives Emodin, Diacerein, and Catenarin in Diabetes". Evidence-based Complementary and Alternative Medicine : eCAM. 2021: 3313419. doi:10.1155/2021/3313419. PMC 8476274. PMID 34589130.{{cite journal}}: CS1 maint: PMC format (link) CS1 maint: unflagged free DOI (link)
  3. Engström K, Brishammar S, Svensson C, Bengtsson M, Andersson R (March 1, 1993). "Anthraquinones from some Drechslera species and Bipolaris sorokiniana". Mycological Research. 97 (3): 381–384. doi:10.1016/S0953-7562(09)81142-8. ISSN 0953-7562.
  4. Lin LC, Chou CJ, Kuo YC (May 2001). "Cytotoxic principles from Ventilago leiocarpa". Journal of Natural Products. 64 (5): 674–676. doi:10.1021/np000569d. ISSN 0163-3864. PMID 11374975.
  5. Arai K, Aoki Y, Yamamoto Y (1989). "Asperinines A and B, Dimeric Tetrahydroanthracene Derivatives from Aspergillus ruber". Chemical & Pharmaceutical Bulletin. 37 (3): 621–625. doi:10.1248/cpb.37.621.
  6. Du L, Zhu T, Liu H, Fang Y, Zhu W, Gu Q (December 1, 2008). "Cytotoxic Polyketides from a Marine-derived Fungus Aspergillus glaucus". Journal of Natural Products. 71 (11): 1837–1842. doi:10.1021/np800303t. ISSN 0163-3864.
  7. Bu'Lock JD, Smith JR (January 1, 1968). "Modified anthraquinones from Penicillium islandicum". Journal of the Chemical Society C: Organic (0): 1941–1943. doi:10.1039/J39680001941. ISSN 0022-4952.
  8. van Eijk GW (May 1, 1973). "Anthraquinones in the fungus Talaromyces stipitatus". Experientia. 29 (5): 522–523. doi:10.1007/BF01926640. ISSN 0014-4754.


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