Hexahydroxydiphenic acid

Hexahydroxydiphenic acid
Names
	Preferred IUPAC name 4,4′,5,5′,6,6′-Hexahydroxy[1,1′-biphenyl]-2,2′-dicarboxylic acid
	Other names HHDP; 3,4,5,3′,4′,5′-Hexahydroxydiphenate; 3,4,5,3′,4′,5′-Hexahydroxydiphenic acid
Identifiers
CAS Number	128785-08-0;
3D model (JSmol)	Interactive image;
ChemSpider	8490515 ;
PubChem CID	10315050;
CompTox Dashboard (EPA)	DTXSID901029565 ;
	InChI InChI=1S/C14H10O10/c15-5-1-3(13(21)22)7(11(19)9(5)17)8-4(14(23)24)2-6(16)10(18)12(8)20/h1-2,15-20H,(H,21,22)(H,23,24) Key: MFTSECOLKFLUSD-UHFFFAOYSA-N ; InChI=1/C14H10O10/c15-5-1-3(13(21)22)7(11(19)9(5)17)8-4(14(23)24)2-6(16)10(18)12(8)20/h1-2,15-20H,(H,21,22)(H,23,24) Key: MFTSECOLKFLUSD-UHFFFAOYAZ;
	SMILES O=C(O)c2cc(O)c(O)c(O)c2c1c(O)c(O)c(O)cc1C(=O)O;
Properties
Chemical formula	C14H10O10
Molar mass	338.224 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Hexahydroxydiphenic acid is an organic compound with the formula [(HO)₃C₆HCO₂H]₂. It is the oxidatively coupled derivative of gallic acid^[2] It is a white solid, although samples are typically brown owing to oxidation.

Occurrence

Luteic acid and ellagic acid are the mono- and dilactone of hexahydroxydiphenic acid, respectively. Hexahydroxydiphenic acid is a component of some ellagitannins,^[3] such as casuarictin.

References

^ "MetaCyc hexahydroxydiphenic acid". biocyc.org.
^ Haslam, E.; Cai, Y. (1994). "Plant polyphenols (vegetable tannins): Gallic acid metabolism". Natural Product Reports. 11 (1): 41–66. doi:10.1039/NP9941100041. PMID 15206456.
^ Feldman, Ken S.; Iyer, Malliga R.; Liu, Yanze (2003). "Ellagitannin Chemistry. Studies on the Stability and Reactivity of 2,4-HHDP-Containing Glucopyranose Systems". The Journal of Organic Chemistry. 68 (19): 7433–7438. doi:10.1021/jo034495x. PMID 12968897.

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[1] "MetaCyc hexahydroxydiphenic acid". biocyc.org.

[Haslam_and_Cai-2] Haslam, E.; Cai, Y. (1994). "Plant polyphenols (vegetable tannins): Gallic acid metabolism". Natural Product Reports. 11 (1): 41–66. doi:10.1039/NP9941100041. PMID 15206456.

[3] Feldman, Ken S.; Iyer, Malliga R.; Liu, Yanze (2003). "Ellagitannin Chemistry. Studies on the Stability and Reactivity of 2,4-HHDP-Containing Glucopyranose Systems". The Journal of Organic Chemistry. 68 (19): 7433–7438. doi:10.1021/jo034495x. PMID 12968897.

[1]

[2]

[3]

Names

Preferred IUPAC name 4,4′,5,5′,6,6′-Hexahydroxy[1,1′-biphenyl]-2,2′-dicarboxylic acid
Other names HHDP 3,4,5,3′,4′,5′-Hexahydroxydiphenate 3,4,5,3′,4′,5′-Hexahydroxydiphenic acid
Identifiers
CAS Number	128785-08-0^[1]
3D model (JSmol)	Interactive image
ChemSpider	8490515^N
PubChem CID	10315050
CompTox Dashboard (EPA)	DTXSID901029565
InChI InChI=1S/C14H10O10/c15-5-1-3(13(21)22)7(11(19)9(5)17)8-4(14(23)24)2-6(16)10(18)12(8)20/h1-2,15-20H,(H,21,22)(H,23,24)^N Key: MFTSECOLKFLUSD-UHFFFAOYSA-N^N InChI=1/C14H10O10/c15-5-1-3(13(21)22)7(11(19)9(5)17)8-4(14(23)24)2-6(16)10(18)12(8)20/h1-2,15-20H,(H,21,22)(H,23,24) Key: MFTSECOLKFLUSD-UHFFFAOYAZ
SMILES O=C(O)c2cc(O)c(O)c(O)c2c1c(O)c(O)c(O)cc1C(=O)O
Properties
Chemical formula	C₁₄H₁₀O₁₀
Molar mass	338.224 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Hexahydroxydiphenic acid

Occurrence

See also

References

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