Details
Stereochemistry | ACHIRAL |
Molecular Formula | C15H12O3 |
Molecular Weight | 240.254 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CC(O)=C2C(=O)C3=C(CC2=C1)C=CC=C3O
InChI
InChIKey=ZZBWSNKBZKPGAK-UHFFFAOYSA-N
InChI=1S/C15H12O3/c1-8-5-10-7-9-3-2-4-11(16)13(9)15(18)14(10)12(17)6-8/h2-6,16-17H,7H2,1H3
Molecular Formula | C15H12O3 |
Molecular Weight | 240.254 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionCurator's Comment: Description was created based on several sources, including
http://www.drugfuture.com/chemdata/chrysarobin.html | http://www.google.com/patents/US4007271 | http://www.henriettes-herb.com/eclectic/kings/chrysarobin.html | https://www.ncbi.nlm.nih.gov/pubmed/1401327 | https://www.ncbi.nlm.nih.gov/pubmed/3135955 | https://www.ncbi.nlm.nih.gov/pubmed/3986797
Curator's Comment: Description was created based on several sources, including
http://www.drugfuture.com/chemdata/chrysarobin.html | http://www.google.com/patents/US4007271 | http://www.henriettes-herb.com/eclectic/kings/chrysarobin.html | https://www.ncbi.nlm.nih.gov/pubmed/1401327 | https://www.ncbi.nlm.nih.gov/pubmed/3135955 | https://www.ncbi.nlm.nih.gov/pubmed/3986797
Chrysarobin was originally extracted from Goa powder, a substance deposited in the wood of Andira Araroba, Aguiar (Nat. Ord.—Leguminosae). Chrysarobin (1,8-dihydroxy-3-methyl-9-anthrone) has enol tautomer of 1,8,9-trihydroxy-3-methyl-anthracene. Chrysarobin exerts antipsoriatic action. The use of chrysarobin has a number of quite serious disadvantages, not the least of which is that it can result in severe staining and irritation of the skin. Chrysarobin is an anthrone skin tumor promoter.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: GO:0005154 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2401043 |
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Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Mechanism of mouse skin tumor promotion by chrysarobin. | 1985 Jun |
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Modulation of chrysarobin skin tumor promotion. | 1988 Aug |
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History of the treatment of psoriasis. | 1992 Oct |
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Toxicity of structurally related anthraquinones and anthrones to mammalian cells in vitro. | 1994 Jun |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20692923
Curator's Comment: In V79 cells, the concentration of anthraquinones and structurally related compounds including chrysarobin causing 50% inhibition ranged from 0.21 to 21.6 mug/ml for cloning efficiency and from 0.86 to 14.6 mug/ml for MTT reduction.
Unknown
Substance Class |
Chemical
Created
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admin
on
Edited
Fri Dec 15 15:20:30 UTC 2023
by
admin
on
Fri Dec 15 15:20:30 UTC 2023
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Record UNII |
6307EF51M1
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Record Status |
Validated (UNII)
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C761
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C514
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