Compound: HYDRASTINE
SMILES: O=C1O[C@H]([C@@H]2N(CCc3c2cc4OCOc4c3)C)c5c1c(OC)c(OC)cc5
InChIKey: JZUTXVTYJDCMDU-MOPGFXCFSA-N
Synonyms: HYDRASTINE, 118-08-1, (-)-Hydrastine, NSC-757430, DTXSID9025409, DTXCID905409, 8890V3217X, (3S)-6,7-dimethoxy-3-[(5R)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one, 6,7-Dimethoxy-3-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo(4,5-g)isoquinoline-5-yl)-1(3H)-isobenzo furan, Isocoryne, (3S)-6,7-dimethoxy-3-((5R)-6-methyl-7,8-dihydro-5H-(1,3)dioxolo(4,5-g)isoquinolin-5-yl)-3H-2-benzofuran-1-one, RefChem:39364, 204-233-0, beta-Hydrastine, (-)-beta-Hydrastine, HYDRASTINE (1R, 9S), (+/-)-b-Hydrastine, (+/-)-beta-Hydrastine, (3S)-6,7-Dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone, CHEBI:69919, l-Hydrastine, 60594-55-0, (3S)-6,7-dimethoxy-3-[(5R)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-isobenzofuran-1-one, 3-((5R)-6-methyl(5,6,7,8-tetrahydro-2H-1,3-dioxoleno[4,5-g]isoquinolin-5-yl))( 3S)-6,7-dimethoxy-3-hydroisobenzofuran-1-one, Hydrastine [USP], Phthalide, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, EINECS 204-233-0, (1R,9S)-beta-Hydrastine, BRN 0098575, Hydrastin, NSC646664, UNII-8890V3217X, (3S)-rel-6,7-Dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone; (+/-)-Hydrastine;, Hydrastine (Standard), HYDRASTINE [MI], Prestwick0_000581, Prestwick1_000581, Prestwick2_000581, Prestwick3_000581, (-)-.BETA.-Hydrastine, HYDRASTINE [USP-RS], HYDRASTINE [WHO-DD], BSPBio_000422, 4-27-00-06833 (Beilstein Handbook Reference), HYDRASTINE (1R 9S), SCHEMBL337253, SPBio_002641, BPBio1_000466, orb1146487, orb1296164, orb3139481, CHEMBL1256919, SCHEMBL29549868, HY-B0927R, JZUTXVTYJDCMDU-MOPGFXCFSA-N, HMS2092I18, Pharmakon1600-01500687, HY-B0927, TNP00262, Tox21_200686, (1R,9S)-(-)- beta -Hydrastine, (1R,9S)-(-)-.beta.-Hydrastine, BDBM50027777, EBC-97111, MSK157723, NSC757430, AKOS024282347, CCG-208523, CS-4396, FH61654, NSC 757430, NCGC00017326-01, NCGC00258240-01, CAS-118-08-1, NCI60_003057, ST055760, SBI-0206699.P002, HYDRASTINE (CONSTITUENT OF GOLDENSEAL) [DSC], BRD-K02715688-001-01-3, BRD-K02715688-003-03-5, Hydrastine, United States Pharmacopeia (USP) Reference Standard, (3S)-6,7-Dimethoxy-3-[(5R)-6-methyl-5,6,7,8-tetrahydro-2H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-2-benzofuran-1(3H)-one, (S)-6,7-Dimethoxy-3-(R)-(6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)isobenzofuran-1(3H)-one, 6,7-dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-, (3S)-, PHTHALIDE (S)-6,7-DIMETHOXY-3-(R)-(5,6,7,8-TETRAHYDRO-6-METHYL-1,3-DIOXOLO(4,5-G)ISOQUINOLIN-5-YL)-
Theoretical properties:
molecular_formula: C21H21NO6
molecular_weight: 383.4 g/mol
exact_mass: 383.13688739 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 3
heavy_atom_count: 28
topological_polar_surface_area: 66.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Hydrastine is a natural product found in Hydrastis canadensis. It has a role as a metabolite.
chebi: A natural product found in <em>Hydrastis canadensis</em>.
chembl: HYDRASTINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase -1.0.
wikipedia: Hydrastine is an isoquinoline alkaloid which was discovered in 1851 by Alfred P. Durand. Nitric acid induced hydrolysis of hydrastine yields hydrastinine, which was patented by Bayer as a haemostatic drug in the early 1900s. It is present in Hydrastis canadensis (thus the name) and other plants of the family Ranunculaceae.