Compound: Alizarin
SMILES: O=C1c2c(O)c(O)ccc2C(=O)c3c1cccc3
InChIKey: RGCKGOZRHPZPFP-UHFFFAOYSA-N
Synonyms: Alizarin, 72-48-0, 1,2-dihydroxyanthracene-9,10-dione, 1,2-Dihydroxyanthraquinone, Mordant Red 11, 1,2-Dihydroxy-9,10-anthracenedione, Turkey Red, ALIZARINE, Alizarin B, Alizarine Red, 1,2-Anthraquinonediol, Alizarine B, Alizarina, Eljon Madder, Alizarine NAC, Alizarine Red B, Alizarine Red L, Alizerine NAC, Eljon Madder M, 1,2-Dihydroxy-9,10-anthraquinone, Alizarine 3B, Alizarine L paste, Alizarine Red IP, Turkey Red W, Alizarine indicator, Alizarine Red B2, Certiqual Alizarine, Alizarine Red IPP, Alizerine Red IPP, Mitsui Alizarine B, Sanyo Carmine L2B, Mitsui Alizarine BS, Certiqual Alizarine D, Alizarine Lake Red 2P, Alizarine Lake Red 3P, Alizarine Lake Red IPX, C.I. Mordant Red 11, C.I. Mordant Red 11C, D And C Orange Number 15, C.I. 58000, D and C Orange Number 15D, Deep Crimson Madder 10821, 9,10-Anthracenedione, 1,2-dihydroxy-, Deep Crimson Madder 10821E, 1,2-Dihydroxyanthrachinon, Alizarine paste 20% bluish, Alizarine Paste 20 percent Bluish, C.I. 58000C, D and C Orange No. 15, DTXSID5045960, NSC7212, CI 58000, 60MEW57T9G, CHEBI:16866, NSC-7212, DTXCID3025960, ROUGE COVALAC W 3514, DIHYDROXY-9,10-ANTHRACENEDIONE, RefChem:26851, 200-782-5, Alizarin Red, 1,2-Dihydroxyanthra-9,10-quinone, 1,2-Dihydroxy-anthraquinone, Anthraquinonic, 1322-60-7, MFCD00001201, Anthraquinone, 1,2-dihydroxy-, 1,2-dihydroxy-9,10-dihydroanthracene-9,10-dione, CHEMBL55814, NCGC00095227-01, 1,2-Dihydroxy anthraquinone, Az, Turkey Red (VAN), CAS-72-48-0, CCRIS 3530, 1,2-Dihydroxyanthrachinon [Czech], NSC 7212, EINECS 200-782-5, BRN 1914037, UNII-60MEW57T9G, Hystazarin, Pincoffin, AI3-18244, Lizarinic acid;, Madder;, Alizarin, p.a., Alizarin (Standard), Sanyo Carmine l2BT, ATHRAQUINONES A, Spectrum_000386, SpecPlus_000320, 9, 1,2-dihydroxy-, ALIZARIN [MI], Spectrum2_000397, Spectrum3_000262, Spectrum4_001555, Spectrum5_000150, Epitope ID:116187, SCHEMBL18614, BSPBio_001704, CBDivE_014227, KBioGR_002050, KBioSS_000866, SPECTRUM210850, 140861-55-8, 4-08-00-03256 (Beilstein Handbook Reference), MLS002207283, DivK1c_006416, Alizarin, Dye content 97 %, SPBio_000613, orb1304810, SCHEMBL29373337, HY-N0563R, KBio1_001360, KBio2_000866, KBio2_003434, KBio2_006002, KBio3_001204, HMS1923C03, HMS3651P05, 1,10-dihydroxy-2,9-anthraquinone, 2,9-dihydroxy-1,10-anthraquinone, 9,10-dihydroxy-1,2-anthraquinone, HY-N0563, Tox21_111486, BBL027327, BDBM50206434, CCG-38668, MSK160876, s2526, SBB006481, STK801841, AKOS001639988, Tox21_111486_1, 1,2-Dihydroxyanthra-9,10-quinone #, 9,10-Anthraquinone, 1,2-dihydroxy-, EBC-459100, FA39740, FS-3935, LN: L C666 BV IVJ EQ FQ1, MSK160876-100M, SDCCGMLS-0066502.P001, D&C ORANGE NO. 15 (DELISTED), NCGC00095227-02, NCGC00095227-03, NCGC00095227-04, NCGC00095227-06, AC-11708, DA-50329, NCI60_041501, SMR001306798, ST055352, SY012985, CS-0009103, D0242, NS00013520, SW101224-2, C01474, EN300-136088, F17721, AE-641/00185064, F240923, Q267813, SR-05000002485, SR-05000002485-1, BRD-K73191876-001-04-7, BRD-K73191876-001-11-2, BRD-K73191876-001-12-0, F0905-1727, 1,2-Dihydroxyanthraquinone Solution in Methanol, 100ug/mL, InChI=1/C14H8O4/c15-10-6-5-9-11(14(10)18)13(17)8-4-2-1-3-7(8)12(9)16/h1-6,15,18
Theoretical properties:
molecular_formula: C14H8O4
molecular_weight: 240.21 g/mol
exact_mass: 240.04225873 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 0
heavy_atom_count: 18
topological_polar_surface_area: 74.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Alizarin is a dihydroxyanthraquinone that is anthracene-9,10-dione in which the two hydroxy groups are located at positions 1 and 2. It has a role as a chromophore, a dye and a plant metabolite.
chebi: A dihydroxyanthraquinone that is anthracene-9,10-dione in which the two hydroxy groups are located at positions 1 and 2.
chembl: ATHRAQUINONES A is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Alizarin (also known as 1,2-dihydroxyanthraquinone, Mordant Red 11, C.I. 58000, and Turkey Red) is an organic compound with formula C14H8O4 that has been used throughout history as a red  dye, principally for dyeing textile fabrics. Historically it was derived from the roots of plants of the madder genus. In 1869, it became the first natural dye to be produced synthetically.
Alizarin is the main ingredient for the manufacture of the madder lake pigments known to painters as rose madder and alizarin crimson. Alizarin in the most common usage of the term has a deep red color, but the term is also part of the name for several related non-red dyes, such as Alizarine Cyanine Green and Alizarine Brilliant Blue. A use of alizarin in modern times is as a staining agent in biological research because it stains free calcium and certain calcium compounds a red or light purple color. Alizarin continues to be used commercially as a red textile dye, but to a lesser extent than in the past.