Compound: emodin
SMILES: O=C1c2c(O)cc(O)cc2C(=O)c3c1c(O)cc(C)c3
InChIKey: RHMXXJGYXNZAPX-UHFFFAOYSA-N
Synonyms: emodin, 518-82-1, Emodol, Frangula emodin, 1,3,8-trihydroxy-6-methylanthracene-9,10-dione, Schuttgelb, Rheum emodin, Archin, Frangulic acid, 3-Methyl-1,6,8-trihydroxyanthraquinone, Persian Berry Lake, 1,3,8-Trihydroxy-6-methylanthraquinone, 1,3,8-Trihydroxy-6-methyl-9,10-anthracenedione, 9,10-Anthracenedione, 1,3,8-trihydroxy-6-methyl-, 6-Methyl-1,3,8-trihydroxyanthraquinone, C.I. Natural Yellow 14, 1,3,8-Trihydroxy-6-methyl-9,10-anthraquinone, 4,5,7-Trihydroxy-2-methylanthraquinone, C.I. 75440, KA46RNI6HN, Anthraquinone, 1,3,8-trihydroxy-6-methyl-, NSC408120, DTXSID5025231, 1,3,8-Trihydroxy-6-methylanthra-9,10-quinone, NSC-408120, NSC-622947, DTXCID205231, CHEBI:42223, Emodin, Rheum, Emodin, Frangula, RefChem:35345, 3-Methyl-1,6,8-trihydroxy-antraquinone, 208-258-8, Alatinone, MFCD00001207, NSC 408120, NSC 622947, Emodin-d4, CHEMBL289277, Anthraquinone, 6-methyl-1,3,8-trihydroxy-, 1,3,8-trihydroxy-6-methyl-9,10-dihydroanthracene-9,10-dione, 1,3,8-trihydroxy-6-methyl-anthracene-9,10-dione, NSC622947, 1,3,8-Trihydroxy-6-methyl-anthraquinone, 6-Methyl-1,3,8-trihydroxy-9,10-anthracenedione, EMO, Rheum-emodin, Frangulinic acid, 1,8-Trihydroxy-6-methylanthraquinone, CAS-518-82-1, SMR000326798, CCRIS 3528, HSDB 7093, SR-01000075615, EINECS 208-258-8, UNII-KA46RNI6HN, BRN 1888141, Emdoin, AI3-38286, Rheum-emodin;, Archin;, Emodol;, Frangula emodin;, 3bqc, Frangulinic acid;, Emodin CRS, Emodin (Standard), Diacerein Impurity 1, Diacerein Impurity 9, Spectrum_001954, 1f0q, 3ed0, SpecPlus_000332, EMODIN [HSDB], 1,3,8-tri-hydroxy-6-methyl-anthra-quinone, EMODIN [USP-RS], Spectrum2_000895, Spectrum3_000742, Spectrum4_001757, Spectrum5_000614, EMODIN [MI], Lopac-E-7881, Emodin, analytical standard, NCIMech_000049, Lopac0_000552, BSPBio_002324, KBioGR_002234, KBioSS_002508, MLS000563068, MLS001066370, MLS004257392, MLS006011712, DivK1c_006428, SCHEMBL177689, SPBio_000710, MEGxp0_000460, orb1304909, orb3139664, SCHEMBL29359841, SCHEMBL29480997, SCHEMBL29630363, ACon1_001939, BDBM11318, KBio1_001372, KBio2_002500, KBio2_005068, KBio2_007636, KBio3_001544, 1,3,8-TRIHYDROXY-6-METHYL-9-10-ANTHRACENEDIONE, Emodin - CAS 518-82-1, HMS2230K22, HMS3261P05, HMS3373B16, HMS3655H22, HMS5080J06, EX-A6778, TNP00318, 9, 1,3,8-trihydroxy-6-methyl-, Tox21_202999, Tox21_303218, Tox21_500552, CCG-35263, EBC-11088, HY-14393R, LMPK13040008, MSK000574, s2295, SBB066133, STL581876, 3-Methyl-1,8-trihydroxyanthraquinone, 4,7-Trihydroxy-2-methylanthraquinone, AKOS003348641, AC-1004, CS-1412, DB07715, FE09969, KS-5189, LP00552, SDCCGSBI-0050535.P004, SDCCGSBI-0050535.P008, Anthraquinone,3,8-trihydroxy-6-methyl-, SMP2_000211, NCGC00015420-01, NCGC00015420-02, NCGC00015420-03, NCGC00015420-04, NCGC00015420-05, NCGC00015420-06, NCGC00015420-07, NCGC00015420-08, NCGC00015420-09, NCGC00015420-12, NCGC00015420-22, NCGC00091540-01, NCGC00091540-02, NCGC00091540-03, NCGC00091540-04, NCGC00091540-05, NCGC00257090-01, NCGC00260544-01, NCGC00261237-01, HY-14393, NCI60_003906, ST055355, SY050737, 6-methyl-1,3,8-tri-hydroxy-anthra-quinone, E0500, EU-0100552, NS00014575, SW219906-1, 1,8-Trihydroxy-6-methyl-9,10-anthraquinone, Emodin, from Frangula bark, >=90% (HPLC), E 7881, EN300-179559, K00056, Emodin; 6-Methyl-1,3,8-trihydroxyanthraquinone, 1,3, 8-Trihydroxy-6-methyl-9,10-anthraquinone, 1,3,8-Trihydroxy-6-methylanthra-9,10-quinone #, 1,6,8-trihydroxy-3-methylanthracene-9,10-dione, AC-542/20316001, F032376, Q4348178, SR-01000075615-1, SR-01000075615-6, BRD-K58685305-001-03-0, BRD-K58685305-001-20-4, 1,3,8-Trihydroxy-6-methyl-9,10-anthracenedione, 9CI, 9,10-Anthracenedione, 1,3,8-trihydroxy-6-methyl- (9CI), Emodin, United States Pharmacopeia (USP) Reference Standard, Emodin(Diacerein EP Impurity A)(Discontinued,See C4X-10819)
Theoretical properties:
molecular_formula: C15H10O5
molecular_weight: 270.24 g/mol
exact_mass: 270.05282342 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 0
heavy_atom_count: 20
topological_polar_surface_area: 94.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Orange needles from alcohol or by sublimation at 12 mm
color: Orange needles from alcohol or by sublimation at 12 mm
odor: Orange crystals
boiling_point: Sublimes (NTP, 1992)
melting_point: 493 to 495 °F (NTP, 1992)
solubility: less than 1 mg/mL at 66 °F (NTP, 1992)
Descriptions:
pubchem: Emodin is a trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 3, and 8 and by a methyl group at position 6. It is present in the roots and barks of numerous plants (particularly rhubarb and buckthorn), moulds, and lichens. It is an active ingredient of various Chinese herbs. It has a role as an antineoplastic agent, a tyrosine kinase inhibitor, a laxative and a plant metabolite. It is functionally related to an emodin anthrone. It is a conjugate acid of an emodin(1-).
chebi: A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 3, and 8 and by a methyl group at position 6. It is present in the roots and barks of numerous plants (particularly rhubarb and buckthorn), moulds, and lichens. It is an active ingredient of various Chinese herbs.
chembl: EMODIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Emodin (6-methyl-1,3,8-trihydroxyanthraquinone) is an organic compound.  Classified as an anthraquinone, it can be isolated from rhubarb, buckthorn, and Japanese knotweed (Reynoutria japonica syn. Polygonum cuspidatum). Emodin is particularly abundant in the roots of the Chinese rhubarb (Rheum palmatum), knotweed and knotgrass (Polygonum cuspidatum and Polygonum multiflorum) as well as Hawaii 'au'auko'i cassia seeds or coffee weed (Semen cassia). It is specifically isolated from Rheum palmatum L. It is also produced by many species of fungi, including members of the genera Aspergillus, Pyrenochaeta, and Pestalotiopsis, inter alia. The common name is derived from Rheum emodi, a taxonomic synonym of Rheum australe (Himalayan rhubarb), and synonyms include emodol, frangula emodin, rheum emodin, 3-methyl-1,6,8-trihydroxyanthraquinone, Schüttgelb (Schuttgelb), and Persian Berry Lake.