Compound: Chartreusin
SMILES: O=c1oc2c3c(c(=O)oc4c3c1c(O)c5c4c(O[C@@H]6O[C@@H]([C@H](O)[C@@H]([C@H]6O[C@H]7O[C@@H]([C@H](O)[C@@H]([C@H]7O)OC)C)O)C)ccc5)c(C)cc2
InChIKey: PONPPNYZKHNPKZ-RYBWXQSLSA-N
Synonyms: Chartreusin, 6377-18-0, Antibiotic X-465A, HS0H395E3O, DTXSID20930431, Benzo(h)(1)benzopyrano(5,4,3-cde)(1)benzopyran-5,12-dione, 10-((6-deoxy-2-O-(6-deoxy-3-O-methyl-alpha-D-galactopyranosyl)-beta-D-galactopyranosyl)oxy)-6-hydroxy-1-methyl-, NSC-5159, 3-[(2S,3R,4S,5R,6R)-3-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-8-hydroxy-15-methyl-11,18-dioxapentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(19),2(7),3,5,8,12(20),13,15-octaene-10,17-dione, 3-((2S,3R,4S,5R,6R)-3-((2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4,5-dihydroxy-6-methyloxan-2-yl)oxy-8-hydroxy-15-methyl-11,18-dioxapentacyclo(10.6.2.02,7.09,19.016,20)icosa-1(19),2(7),3,5,8,12(20),13,15-octaene-10,17-dione, RefChem:125068, DTXCID901359158, (1R,2R,3aS,8aR)-1-((Z)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl)-1-(hydroxymethyl)-2,5-dimethyl-2,3,4,7,8,8a-hexahydroazulene-3a-carbaldehyde, Lambdamycin, Chartreusin, dihydrate, NSC 5159, X 465A, U-7257, BRN 0075649, UNII-HS0H395E3O, 10-[[6-Deoxy-2-O-(6-deoxy-3-O-methyl-alpha-D-galactopyranosyl)-beta-D-galactopyranosyl]oxy]-6-hydroxy-1-methylbenzo[h][1]benzopyrano[5,4,3-cde][1]benzopyran-5,12-dione; Antibiotic X 465A; Lambdamycin; NSC 5159;, CHARTREUSIN [MI], CHARTREUSIN, (-)-, 4-19-00-03078 (Beilstein Handbook Reference), SCHEMBL973723, CHEBI:3580, orb1703611, CHEMBL1554674, SCHEMBL29556535, PONPPNYZKHNPKZ-RYBWXQSLSA-N, Benzo(h)(1)benzopyrano(5,4,3-cde)(1)benzopyran-5,12-dione, 10-((6-deoxy-2-O-(6-deoxy-3-O-methyl-.alpha.-D-galactopyranosyl)-.beta.-D-galactopyranosyl)oxy)-6-hydroxy-1-methyl-, AKOS040745662, CCG-208644, NCGC00163668-01, Benzo(h)(1)benzopyrano(5,4,3-cde)(1)benzopyran-5,12-dione, 10-((6-deoxy-2-O-(6-deoxy-3-O-methyl-alpha-D-galactopyranosyl)-beta-D-galactopyranosyl)oxy)-6-hydroxy-1-methyl- (9CI), DA-62258, HY-121136, CS-0079527, NS00011744, C09181, G91333, M01618, Q15410881, [(2S,3R,4S,5R,6R)-3-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-hydroxy-methyl-[?]dione, 10-{3-[2-(3,5-Dihydroxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-ethoxy]-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yloxy}-6-hydroxy-1-methyl-benzo[h!chromeno[5,4,3-cde!chromene-5,12-dione, 6-Hydroxy-1-methyl-5,12-dioxo-5,12-dihydrobenzo[g][2]benzopyrano[5,4,3-cde][2]benzopyran-10-yl 6-deoxy-2-O-(6-deoxy-3-O-methyl-alpha-D-galactopyranosyl)-beta-D-galactopyranoside
Theoretical properties:
molecular_formula: C32H32O14
molecular_weight: 640.6 g/mol
exact_mass: 640.17920569 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 5
hydrogen_bond_acceptor_count: 14
rotatable_bond_count: 5
heavy_atom_count: 46
topological_polar_surface_area: 200 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Chartreusin is a glycoside and a benzochromenone.
chembl: CHARTREUSIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Chartreusin is an antibiotic originally isolated from the bacteria Streptomyces Chartreusis. The crystalline compound itself has a yellow-green colour, as per its name, and is stable at room temperature for several hours. Chartreusin is chemically related to elsamitrucin, as the two share an aglycone chartarin structure, though they differ in their sugar moieties. Both chartreusin and elsamitrucin were found to have anticancer activity.