Anthrone

Anthrone
Names
	Preferred IUPAC name Anthracen-9(10H)-one
	Other names Carbothrone; 9-Oxoanthracene;
Identifiers
CAS Number	90-44-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:33835 ;
ChEMBL	ChEMBL124440 ;
ChemSpider	6751 ;
ECHA InfoCard	100.001.813
PubChem CID	7018;
UNII	FP0FJ7K744 ;
CompTox Dashboard (EPA)	DTXSID1049431 ;
	InChI InChI=1S/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2 Key: RJGDLRCDCYRQOQ-UHFFFAOYSA-N ; InChI=1/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2 Key: RJGDLRCDCYRQOQ-UHFFFAOYAA;
	SMILES O=C2c1c(cccc1)Cc3c2cccc3;
Properties
Chemical formula	C14H10O
Molar mass	194.233 g·mol−1
Appearance	White to light yellow needles
Melting point	155 to 158 °C (311 to 316 °F; 428 to 431 K)
Solubility in water	Insoluble
	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

Anthrone is a tricyclic aromatic ketone. It is used for a common cellulose assay and in the colorimetric determination of carbohydrates.^[1]

Derivatives of anthrone are used in pharmacy as laxative. They stimulate the motion of the colon and reduce water reabsorption. Some anthrone derivatives can be extracted from a variety of plants, including Rhamnus frangula, Aloe ferox, Rheum officinale, and Cassia senna.^[2] Glycosides of anthrone are also found in high amounts in rhubarb leaves, and alongside concentrated amounts of oxalic acid are the reason for the leaves being inedible.

^ Trevelyan, W. E.; Forrest, RS; Harrison, JS (1952). "Determination of Yeast Carbohydrates with the Anthrone Reagent". Nature. 170 (4328): 626–627. Bibcode:1952Natur.170..626T. doi:10.1038/170626a0. PMID 13002392. S2CID 4184596.
^ Niaz, Kamal; Khan, Fazlullah (2020-01-01), Sanches Silva, Ana; Nabavi, Seyed Fazel; Saeedi, Mina; Nabavi, Seyed Mohammad (eds.), "Chapter 3 - Analysis of polyphenolics", Recent Advances in Natural Products Analysis, Elsevier, pp. 39–197, doi:10.1016/b978-0-12-816455-6.00003-2, ISBN 978-0-12-816455-6, retrieved 2024-06-01

[1] Trevelyan, W. E.; Forrest, RS; Harrison, JS (1952). "Determination of Yeast Carbohydrates with the Anthrone Reagent". Nature. 170 (4328): 626–627. Bibcode:1952Natur.170..626T. doi:10.1038/170626a0. PMID 13002392. S2CID 4184596.

[2] Niaz, Kamal; Khan, Fazlullah (2020-01-01), Sanches Silva, Ana; Nabavi, Seyed Fazel; Saeedi, Mina; Nabavi, Seyed Mohammad (eds.), "Chapter 3 - Analysis of polyphenolics", Recent Advances in Natural Products Analysis, Elsevier, pp. 39–197, doi:10.1016/b978-0-12-816455-6.00003-2, ISBN 978-0-12-816455-6, retrieved 2024-06-01

[1]

[2]

Names


Preferred IUPAC name Anthracen-9(10H)-one
Other names Carbothrone 9-Oxoanthracene
Identifiers
CAS Number	90-44-8^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:33835^Y
ChEMBL	ChEMBL124440^Y
ChemSpider	6751^Y
ECHA InfoCard	100.001.813
PubChem CID	7018
UNII	FP0FJ7K744^Y
CompTox Dashboard (EPA)	DTXSID1049431
InChI InChI=1S/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2^Y Key: RJGDLRCDCYRQOQ-UHFFFAOYSA-N^Y InChI=1/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2 Key: RJGDLRCDCYRQOQ-UHFFFAOYAA
SMILES O=C2c1c(cccc1)Cc3c2cccc3
Properties
Chemical formula	C₁₄H₁₀O
Molar mass	194.233 g·mol⁻¹
Appearance	White to light yellow needles
Melting point	155 to 158 °C (311 to 316 °F; 428 to 431 K)
Solubility in water	Insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references