Compound: Chrysophanol
SMILES: O=C1c2c(O)cc(C)cc2C(=O)c3c1c(O)ccc3
InChIKey: LQGUBLBATBMXHT-UHFFFAOYSA-N
Synonyms: Chrysophanol, CHRYSOPHANIC ACID, 481-74-3, 1,8-dihydroxy-3-methylanthracene-9,10-dione, 3-Methylchrysazin, 1,8-Dihydroxy-3-methylanthraquinone, 1,8-Dihydroxy-3-methyl-9,10-anthracenedione, C.I. Natural Yellow 23, 4,5-Dihydroxy-2-methylanthraquinone, 3-Methyl-1,8-dihydroxyanthraquinone, 2-Methyl-4,5-dihydroxyanthraquinone, C.I. 75400, DTXSID6024832, N1ST8V8RR2, NSC-37132, NSC-646567, CHEBI:3687, Anthraquinone, 1,8-dihydroxy-3-methyl-, 1,8-dihydroxy-3-methyl-9,10-anthraquinone, DTXCID704832, RefChem:32517, 207-572-2, Turkey rhubarb, NSC 37132, Crysophanol, NSC 646567, Crysophanic acid, 1,8-Dihydroxy-3-Methyl-Anthraquinone, Rumicin, MFCD00001208, Chrysophanic acid (Chrysophanol), 1,8-dihydroxy-3-methyl-anthracene-9,10-dione, 9,10-Anthracenedione, 1,8-dihydroxy-3-methyl-, NSC646567, Chrysophanic acid (1,8-dihydroxy-3-methylanthraquinone), 1,8-Dihydroxy-3-methylanthra-9,10-quinone, CCRIS 3525, EINECS 207-572-2, UNII-N1ST8V8RR2, chirysophanol, Archinin, Chrysophansaeure, Archinin;, Rheic acid;, Chrysophanic acid;, 3-Methylchrysazin;, Spectrum_000792, Chrysophanol (Standard), SpecPlus_000321, Spectrum2_000043, Spectrum3_001183, Spectrum4_001477, Spectrum5_000153, BSPBio_002825, KBioGR_002053, KBioSS_001272, SPECTRUM300545, MLS000574888, CHEMBL41092, DivK1c_006417, SCHEMBL308131, SPBio_000165, CHRYSOPHANIC ACID [MI], orb1304759, orb3139659, 9, 1,8-dihydroxy-3-methyl-, SCHEMBL29364442, SCHEMBL29730935, SCHEMBL30457995, Chrysophanol, analytical standard, HSDB 8483, KBio1_001361, KBio2_001272, KBio2_003840, KBio2_006408, KBio3_002325, HMS3656G17, CHRYSOPHANIC ACID [WHO-DD], EX-A6777, NSC37132, Tox21_202499, 1,8-DIHYDROXY-3-METHYL-9,10-DIHYDROANTHRACENE-9,10-DIONE, Anthraquinone,8-dihydroxy-3-methyl-, BDBM50455992, CCG-38348, EBC-99039, HY-13595R, LMPK13040006, MSK000528, s2406, SBB012460, STL564344, 3-Methyl-1, 8-dihydroxyanthraquinone, 4, 5-Dihydroxy-2-methylanthraquinone, AKOS015905000, AC-7980, DS-9706, FC20424, MSK000528-100Y, SDCCGMLS-0066504.P001, NCGC00091823-01, NCGC00091823-02, NCGC00091823-03, NCGC00091823-04, NCGC00091823-05, NCGC00260048-01, CAS-481-74-3, HY-13595, SMR000156239, ST072177, 1,8-Dihydroxy-3-methylanthraquinone, 98%, 8,9-dihydroxy-6-methyl-1,10-anthraquinone, C2505, Chrysophanol Solution in Ethanol, 100ug/mL, NS00021170, SW219732-1, 1,8-Dihydroxy-3-methylanthra-9,10-quinone #, EN300-7401332, F032375, SR-01000712223, 1,8-Dihydroxy-3-methyl-9,10-anthracenedione, 9CI, SR-01000712223-2, BRD-K59284035-001-02-0, BRD-K59284035-001-03-8, BRD-K59284035-001-07-9, Q15410875, 9,10-Anthracenedione, 1,8-dihydroxy-3-methyl- (9CI)
Theoretical properties:
molecular_formula: C15H10O4
molecular_weight: 254.24 g/mol
exact_mass: 254.05790880 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 0
heavy_atom_count: 19
topological_polar_surface_area: 74.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Yellow hexagonal or monoclinic needles
color: Yellow hexagonal or monoclinic needles
boiling_point: Sublimes
melting_point: 385 °F (sublimes) (NTP, 1992)
density: 0.92 g/cm cu at 25 °C
solubility: less than 1 mg/mL at 64 °F (NTP, 1992)
Descriptions:
pubchem: Chrysophanol is a trihydroxyanthraquinone that is chrysazin with a methyl substituent at C-3. It has been isolated from Aloe vera and exhibits antiviral and anti-inflammatory activity. It has a role as an antiviral agent, an anti-inflammatory agent and a plant metabolite. It is functionally related to a chrysazin.
chebi: A trihydroxyanthraquinone that is chrysazin with a methyl substituent at C-3. It has been isolated from <em>Aloe vera</em> and exhibits antiviral and anti-inflammatory activity.
chembl: CHRYSOPHANOL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 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.
Chrysophanol (other names; 1,8-dihydroxy-3-methyl-anthraquinone and chrysophanic acid) was found commonly within Chinese medicine and is a naturally occurring anthraquinone. 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.
Its most common effects are of chemotherapeutic and neuroprotective properties.