Gilvocarcin V

Gilvocarcin V
Names
	IUPAC name 4-[3,4-Dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]-8-ethenyl-1-hydroxy-10,12-dimethoxynaphtho[1,2-c]isochromen-6-one
	Other names NSC348115, Anandimycin A, Toromycin B, Antibiotic 1072B
Identifiers
CAS Number	77879-90-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	296213;
PubChem CID	334288;
CompTox Dashboard (EPA)	DTXSID80999069 ;
	InChI InChI=1S/C27H26O9/c1-5-12-8-15-19(17(9-12)33-3)14-10-18(34-4)21-16(29)7-6-13(20(21)25(14)36-27(15)32)26-23(31)22(30)24(35-26)11(2)28/h5-11,22-24,26,28-31H,1H2,2-4H3 Key: XCWHINLKQMCRON-UHFFFAOYSA-N;
	SMILES O(C)C1=C2C(=C3C(C=4C(C(=O)O3)=CC(C=C)=CC4OC)=C1)C(=CC=C2O)[C@H]5O[C@@]([C@@H](C)O)([C@H](O)[C@H]5O)[H];
Properties
Chemical formula	C27H26O9
Molar mass	494.496 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

Gilvocarcin V is an antitumor agent and an antibiotic which is active against Gram-positive bacteria with the molecular formula C₂₇H₂₆O₉.^[3]^[4] Gilvocarcin V is produced by the bacterium Streptomyces griseoflavus and other Streptomyces bacteria.^[3]^[4]^[1]^[5]^[6] Gilvocarcin V is a strong inhibitor of the DNA synthesis.^[6]

References

^ ^a ^b ^c "Gilvocarcin V". Pubchem.ncbi.NLM.nih.gov.
^ ^a ^b ^c "Gilvocarcin V (Anandimycin A, Toromycin B, Antibiotic 1072B), CAS [77879-90-4] | BIOZOL". www.biozol.de.
^ ^a ^b Comprehensive Natural Products II: Chemistry and Biology. Elsevier. 5 March 2010. p. 257. ISBN 978-0-08-045382-8.
^ ^a ^b Buckingham, John (1987). Dictionary of Organic Compounds. Taylor & Francis. p. 359. ISBN 978-0-412-17050-8.
^ Fischer, Carsten; Lipata, Fredilyn; Rohr, Jürgen (1 July 2003). "The Complete Gene Cluster of the Antitumor Agent Gilvocarcin V and Its Implication for the Biosynthesis of the Gilvocarcins". Journal of the American Chemical Society. 125 (26): 7818–7819. doi:10.1021/ja034781q. PMC 4480634. PMID 12822997.
^ ^a ^b Progress in Medicinal Chemistry. Elsevier. 1 January 1985. p. 20. ISBN 978-0-08-086270-5.

Gillum, Karen D. (1988). Lethal and Mutagenic Effects of Antitumor Agent Gilvocarcin V Photosensitization on Escherichia Coli K-12/343/120. Texas Southern University.
Publishers, Bentham Science (November 1997). Current Organic Chemistry. Bentham Science Publishers. p. 408.
Transferases—Advances in Research and Application: 2012 Edition. ScholarlyEditions. 26 December 2012. p. 137. ISBN 978-1-4649-9789-1.
Diana, Patrizia; Cirrincione, Girolamo (9 February 2015). Biosynthesis of Heterocycles: From Isolation to Gene Cluster. John Wiley & Sons. p. 585. ISBN 978-1-118-02867-4.

This article about a heterocyclic compound is a stub. You can help Wikipedia by expanding it.

Names

IUPAC name 4-[3,4-Dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]-8-ethenyl-1-hydroxy-10,12-dimethoxynaphtho[1,2-c]isochromen-6-one^[1]
Other names NSC348115,^[1] Anandimycin A,^[2] Toromycin B,^[2] Antibiotic 1072B^[2]
Identifiers
CAS Number	77879-90-4^Y
3D model (JSmol)	Interactive image
ChemSpider	296213
PubChem CID	334288
CompTox Dashboard (EPA)	DTXSID80999069
InChI InChI=1S/C27H26O9/c1-5-12-8-15-19(17(9-12)33-3)14-10-18(34-4)21-16(29)7-6-13(20(21)25(14)36-27(15)32)26-23(31)22(30)24(35-26)11(2)28/h5-11,22-24,26,28-31H,1H2,2-4H3 Key: XCWHINLKQMCRON-UHFFFAOYSA-N
SMILES O(C)C1=C2C(=C3C(C=4C(C(=O)O3)=CC(C=C)=CC4OC)=C1)C(=CC=C2O)[C@H]5O[C@@]([C@@H](C)O)([C@H](O)[C@H]5O)[H]
Properties
Chemical formula	C₂₇H₂₆O₉
Molar mass	494.496 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