anthrone

{{chembox

| Watchedfields = changed

| verifiedrevid = 443392881

| ImageFile_Ref = {{chemboximage|correct|??}}

| ImageFile = Anthrone.png

| ImageSize = 180

| ImageName = Skeletal formula

| ImageFile1 = Anthrone-3D-balls.png

| ImageSize1 = 210

| ImageName1 = Ball-and-stick model

| PIN = Anthracen-9(10H)-one

| OtherNames = {{bulletedlist|Carbothrone| 9-Oxoanthracene}}

|Section1={{Chembox Identifiers

| InChIKey = RJGDLRCDCYRQOQ-UHFFFAOYAA

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 124440

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = RJGDLRCDCYRQOQ-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 90-44-8

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = FP0FJ7K744

| PubChem = 7018

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 33835

| SMILES = O=C2c1c(cccc1)Cc3c2cccc3

| InChI = 1/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID =6751

}}

|Section2={{Chembox Properties

| C=14|H=10|O=1

| Appearance = White to light yellow needles

| Density =

| MeltingPtC = 155 to 158

| MeltingPt_notes =

| BoilingPtC =

| BoilingPt_notes =

| Solubility = Insoluble

}}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt =

}}

}}

Anthrone is a tricyclic aromatic ketone. It is used for a common cellulose assay and in the colorimetric determination of carbohydrates.{{cite journal | title = Determination of Yeast Carbohydrates with the Anthrone Reagent | journal = Nature | volume = 170 | pages = 626–627 | year = 1952 | doi = 10.1038/170626a0 | author = Trevelyan, W. E. | pmid = 13002392 | last2 = Forrest | first2 = RS | last3 = Harrison | first3 = JS | issue = 4328| bibcode = 1952Natur.170..626T| s2cid = 4184596 }}

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.{{Citation |last=Niaz |first=Kamal |title=Chapter 3 - Analysis of polyphenolics |date=2020-01-01 |work=Recent Advances in Natural Products Analysis |pages=39–197 |editor-last=Sanches Silva |editor-first=Ana |url=https://www.sciencedirect.com/science/article/pii/B9780128164556000032 |access-date=2024-06-01 |publisher=Elsevier |doi=10.1016/b978-0-12-816455-6.00003-2 |isbn=978-0-12-816455-6 |last2=Khan |first2=Fazlullah |editor2-last=Nabavi |editor2-first=Seyed Fazel |editor3-last=Saeedi |editor3-first=Mina |editor4-last=Nabavi |editor4-first=Seyed Mohammad|url-access=subscription }} 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.