Compound: staurosporine
SMILES: O=C1NCc2c1c3c4n([C@@H]5O[C@](n6c4c2c7c6cccc7)([C@H](OC)[C@@H](C5)NC)C)c8c3cccc8
InChIKey: HKSZLNNOFSGOKW-FYTWVXJKSA-N
Synonyms: staurosporine, Staurosporin, 62996-74-1, Antibiotic 230, Antibiotic AM 2282, AM-2282, H88EPA0A3N, DTXSID6041131, CHEBI:15738, CGP-39360, 8,12-Epoxy-1H,8H-2,7b,12a-triazadibenzo(a,g)cyclonona(cde)trinden-1-one, 2,3,9,10,11,12-hexahydro-9-methoxy-8-methyl-10-(methylamino)-, (8alpha,9beta,10beta,12alpha)-(+)-, (2S,3R,4R,6R)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8,10,12,14,19,21,23,25,27-nonaen-16-one, NSC618487, (2S,3R,4R,6R)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo(12.12.2.1^(2,6).0^(7,28).0^(8,13).0^(15,19).0^(20,27).0^(21,26))nonacosa-8,10,12,14(28),15(19),20(27),21,23,25-nonaen-16-one, (2S,3R,4R,6R)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo(12.12.2.12,6.07,28.08,13.015,19.020,27.021,26)nonacosa-8,10,12,14,19,21,23,25,27-nonaen-16-one, (2S,3R,4R,6R)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.1^{2,6}.0^{7,28}.0^{8,13}.0^{15,19}.0^{20,27}.0^{21,26}]nonacosa-8,10,12,14(28),15(19),20(27),21,23,25-nonaen-16-one, RefChem:889116, DTXCID201340061, (9alpha,10beta,11beta,13alpha)-(+)-2,3,10,11,12,13-Hexahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H-9H-diindolo(1,2,3-gh:3',2',1'-lm)pyrrolo(3,4-j)(1,7)benzodiazonin-1-one, 1-((2R,3S,4S,6S)-3-methoxy-2-methyl-16-oxo-29-oxa-1,7,17-triazaoctacyclo(12.12.2.12,6.07,28.08,13.015,19.020,27.021,26)nonacosa-8,10,12,14,19,21,23,25,27-nonaen-4-yl)-1-methylurea, (+)-Staurosporine, CCRIS 3272, Alkaloid AM-2282 from Streptomyces, (5S,6R,7R,9R)-6-methoxy-5-methyl-7-(methylamino)-6,7,8,9,15,16-hexahydro-5H,14H-17-oxa-4b,9a,15-triaza-5,9-methanodibenzo[b,h]cyclonona[jkl]cyclopenta[e]-as-indacen-14-one, CHEMBL388978, C28H26N4O3, (5S,6R,7R,9R)-6-methoxy-5-methyl-7-(methylamino)-6,7,8,9,15,16-hexahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacen-14-one, (5S,6R,7R,9R)-6-methoxy-5-methyl-7-methylamino-6,7,8,9,15,16-hexahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacen-14-one, UNII-H88EPA0A3N, methoxy-methyl-(methylamino)[?]one, SR-00000001485, Staurosporin, 4, 1nvr, 1stc, 1xbc, 1xjd, 1yhs, 2gcd, Staurosporine, 8, CGP 39360, Staurosporine & TNF, Staurosporine (GMP), 1q3d, 1sm2, 2dq7, Antibiotic AM-2282, GlyTouCan:G80718VN, STAUROSPORINE [MI], MolMap_000047, SCHEMBL8157, CBiol_001978, BSPBio_001146, GTPL346, BDBM2579, MEGxm0_000307, SCHEMBL29369772, GNF-PF-1389, 1u59, Bio1_000264, Bio1_000753, Bio1_001242, HMS1990J07, HMS3650B17, EX-A1777, G80718VN, AM2282, HY-15141G, MFCD00077402, NSC755774, s1421, Staurosporin and Antibiotic AM-2282, AKOS015897119, AM 2282, AS27871, CCG-208052, DB02010, EBC-371056, NSC-755774, QTL1_000078, NCGC00162400-01, NCGC00162400-02, NCGC00162400-03, NCGC00162400-04, NCGC00162400-05, NCGC00162400-06, NCGC00162400-09, (5R,7R,8R,9S)-8-methoxy-9-methyl-7-(methylamino)-6,7,8,9,14,15-hexahydro-5H,16H-17-oxa-4b,9a,15-triaza-5,9-methanodibenzo[b,h]cyclonona[jkl]cyclopenta[e]-as-indacen-16-one, 9,13-Epoxy-1H,9H-diindolo(1,2,3-gh:3',2',1'-lm)pyrrolo(3,4-j)(1,7)-benzodiazonin-1-one, 2,3,10,11,12,13-hexahydro-10-methoxy-9-methyl-11-(methylamino)-, (9S-(9alpha,10beta,11beta,13alpha)-, AC-35765, HY-15141, SY019415, NS00011817, ST50826371, Staurosporine & Tumor necrosis factor (TNF), T4000, F795841, Q5957181, SR-00000001485-4, BRD-K17953061-001-02-8, BRD-K17953061-001-04-4, BRD-K17953061-001-05-1, BRD-K17953061-001-08-5, BRD-K17953061-001-10-1, BRD-K17953061-001-11-9, (2S,3R,4R,6R)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo [12.12.2.1<2,6>.0<7,28>.0<8,13>.0<15,19>.0<20,27>.0<21,26>]nonacosa-8(13),9,11 ,14(28),15(19),20(27),21(26),22,24-nonaen-16-one, (2S,3R,4R,6R)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.1^{2,6}.0^{7,28}.0^{8,13}.0^{15,19}.0^{20,27}.0^{21,26}]nonacosa-8(13),9,11,14(28),15(19),20(27),21(26),22,24-nonaen-16-one, (9S,10R,11R,13R)- 2,3,10,11,12,13-HEXAHYDRO-10-METHOXY-9-METHYL-11-(METHYLAMINO)-9,13-EPOXY-1H,9H-DIINDOLO(1,2,3-GH:3',2',1'-LM)PYRROLO(3,4-J)(1,7)BENZODIAZONIN-1-ONE, 109189-95-9, 9,13-Epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one, 2,3,10,11,12,13-hexahydro-10-methoxy-9-methyl-11-(methylamino)-, (9S,10R,11R,13R)- & Tumor necrosis factor (TNF), 9,13-Epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one, 2,3,10,11,12,13-hexahydro-10-methoxy-9-methyl-11-(methylamino)-, (9S,10R,11R,13R)- (9CI), 9,13-Epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one, 2,3,10,11,12,13-hexahydro-10-methoxy-9-methyl-11-(methylamino)-, [9S-(9alpha,10beta,11beta,13alpha)]-
Theoretical properties:
molecular_formula: C28H26N4O3
molecular_weight: 466.5 g/mol
exact_mass: 466.20049070 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 35
topological_polar_surface_area: 69.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Staurosporine is an indolocarbazole alkaloid and an organic heterooctacyclic compound. It has a role as a geroprotector, an EC 2.7.11.13 (protein kinase C) inhibitor, an apoptosis inducer and a bacterial metabolite. It is a conjugate base of a staurosporinium.
chembl: STAUROSPORINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Staurosporine (antibiotic AM-2282 or STS) is a natural product originally isolated in 1977 from the bacterium Streptomyces staurosporeus.
It was the first of over 50 alkaloids that were discovered to share this type of bis-indole chemical structure. The chemical structure of staurosporine was elucidated by X-ray crystalography in 1994.
Staurosporine was discovered to have biological activities ranging from anti-fungal to anti-hypertensive.
The interest in these activities resulted in a large investigative effort in chemistry and biology and the discovery of the potential for anti-cancer treatment.