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Chrysophanol information


Chrysophanol
Names
Preferred IUPAC name
1,8-Dihydroxy-3-methylanthracene-9,10-dione
Identifiers
CAS Number
  • 481-74-3 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:3687
ChemSpider
  • 9793
ECHA InfoCard 100.006.885 Edit this at Wikidata
KEGG
  • C10315
PubChem CID
  • 10208
UNII
  • N1ST8V8RR2 checkY
CompTox Dashboard (EPA)
  • DTXSID6024832 Edit this at Wikidata
InChI
  • InChI=1S/C15H10O4/c1-7-5-9-13(11(17)6-7)15(19)12-8(14(9)18)3-2-4-10(12)16/h2-6,16-17H,1H3
    Key: LQGUBLBATBMXHT-UHFFFAOYSA-N
  • InChI=1/C15H10O4/c1-7-5-9-13(11(17)6-7)15(19)12-8(14(9)18)3-2-4-10(12)16/h2-6,16-17H,1H3
    Key: LQGUBLBATBMXHT-UHFFFAOYAW
SMILES
  • CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O
Properties
Chemical formula
C15H10O4
Molar mass 254.241 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

Chrysophanol, also known as chrysophanic acid, is a fungal isolate and a natural anthraquinone. It is a C-3 methyl substituted chrysazin of the trihydroxyanthraquinone family.[1]

Chrysophanol (other names; 1,8-dihydroxy-3-methyl-anthraquinone and chrysophanic acid) was found commonly within Chinese medicine and is a naturally occurring anthraquinone.[2] Studies have been conducted on the benefits of chrysophanol and have found that it can aid in preventing cancer, diabetes, asthma, osteoporosis, retinal degeneration, Alzheimer's disease, osteoarthritis, and atherosclerosis.[2]

Its most common effects are of chemotherapeutic and neuroprotective properties.

  1. ^ PubChem. "Chrysophanol". pubchem.ncbi.nlm.nih.gov. Retrieved 2021-05-31.
  2. ^ a b Xie L, Tang H, Song J, Long J, Zhang L, Li X (October 2019). "Chrysophanol: a review of its pharmacology, toxicity and pharmacokinetics". The Journal of Pharmacy and Pharmacology. 71 (10): 1475–1487. doi:10.1111/jphp.13143. PMID 31373015. S2CID 199380101.

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Chrysophanol

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Chrysophanol, also known as chrysophanic acid, is a fungal isolate and a natural anthraquinone. It is a C-3 methyl substituted chrysazin of the trihydroxyanthraquinone...

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Karwinskia humboldtiana

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this plant contain the quinones eleutherin and 7-methoxyeleutherin and chrysophanol and β-amyrin in the fruits that are toxic to humans and livestock. The...

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Methotrexate

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Quercetin

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Cytosine

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Allopurinol

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Purine

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Rubellin B

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enzyme and decarboxylated by the RccH producing the chrysophanol intermediate. The chrysophanol unit then goes through a de-aromatization with the enzyme...

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Adenosine

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Inositol

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Caffeine

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Ticagrelor

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Theobromine

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Uric acid

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Propolis

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Cinnamaldehyde

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Anthraquinones

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Anthraquinone derivatives: rhein, emodin, aloe emodin, parietin (physcion), and chrysophanol extracted from Cassia occidentalis are toxic and known to cause hepatomyoencephalopathy...

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Nucleotide

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Uracil

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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List of dyes

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11320 azo 4438-16-8 Chrysoidine Y Basic orange 2 11270 azo 532-82-1 Chrysophanol Turkey rhubarb Natural yellow 23 75400 anthraquinone 481-74-3 Ciba blue...

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Phenolphthalein

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Ivermectin

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Pyrimidine

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Pentoxifylline

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Phytic acid

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Cilostazol

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Nucleoside

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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Purine metabolism

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GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators...

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