ChemComp-PM0: premithramycin B

Basic information

• Entry: Database: PDB chemical components / ID: PM0
• Name: Name: premithramycin B; Synonyms: (1S,4aS,12aS)-3-acetyl-9-{[2,6-dideoxy-3-O-(2,6-dideoxy-beta-D-arabino-hexopyranosyl)-beta-D-arabino-hexopyranosyl]oxy}

Chemical information

Composition

Formula: C₅₃H₇₂O₂₄ / Number of atoms: 149 / Formula weight: 1093.124 / Formal charge: 0

Others

3pqt
PDB Unreleased entry

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: PM0 / Ideal coordinates details: Corina / Model coordinates PDB-ID: 3PQT

History

Create component	Dec 6, 2010
Modify aromatic flag	Jun 4, 2011
Modify descriptor	Jun 4, 2011
Initial release	Oct 9, 2013
Modify synonyms	Jun 5, 2020

• External links: UniChem / ChemSpider / ChEBI / KEGG_Ligand / Nikkaji / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: O=C8c4c(cc3cc(OC2OC(C)C(O)C(OC1OC(C)C(O)C(O)C1)C2)c(c(O)c3c4O)C)CC9C8(OC7OC(C(O)C(OC6OC(C)C(O)C(OC5OC(C)C(O)C(O)(C)C5)C6)C7)C)C(=O)C(C(=O)C)=C(O)C9OC
• CACTVS 3.370: CO[CH]1[CH]2Cc3cc4cc(O[CH]5C[CH](O[CH]6C[CH](O)[CH](O)[CH](C)O6)[CH](O)[CH](C)O5)c(C)c(O)c4c(O)c3C(=O)[C]2(O[CH]7C[CH](O[CH]8C[CH](O[CH]9C[C](C)(O)[CH](O)[CH](C)O9)[CH](O)[CH](C)O8)[CH](O)[CH](C)O7)C(=O)C(=C1O)C(C)=O
• OpenEye OEToolkits 1.7.0: Cc1c(cc2cc3c(c(c2c1O)O)C(=O)C4(C(C3)C(C(=C(C4=O)C(=O)C)O)OC)OC5CC(C(C(O5)C)O)OC6CC(C(C(O6)C)O)OC7CC(C(C(O7)C)O)(C)O)OC8CC(C(C(O8)C)O)OC9CC(C(C(O9)C)O)O

SMILES CANONICAL

• CACTVS 3.370: CO[C@H]1[C@@H]2Cc3cc4cc(O[C@H]5C[C@@H](O[C@H]6C[C@@H](O)[C@H](O)[C@@H](C)O6)[C@H](O)[C@@H](C)O5)c(C)c(O)c4c(O)c3C(=O)[C@]2(O[C@H]7C[C@@H](O[C@H]8C[C@@H](O[C@H]9C[C@](C)(O)[C@H](O)[C@@H](C)O9)[C@@H](O)[C@@H](C)O8)[C@H](O)[C@@H](C)O7)C(=O)C(=C1O)C(C)=O
• OpenEye OEToolkits 1.7.0: Cc1c(cc2cc3c(c(c2c1O)O)C(=O)[C@]4([C@@H](C3)[C@@H](C(=C(C4=O)C(=O)C)O)OC)O[C@H]5C[C@H]([C@@H]([C@H](O5)C)O)O[C@H]6C[C@H]([C@H]([C@H](O6)C)O)O[C@H]7C[C@]([C@@H]([C@H](O7)C)O)(C)O)O[C@H]8C[C@H]([C@@H]([C@H](O8)C)O)O[C@H]9C[C@H]([C@@H]([C@H](O9)C)O)O

InChI

• InChI 1.03: InChI=1S/C53H72O24/c1-18-29(73-34-14-30(43(58)21(4)69-34)74-33-13-28(55)42(57)20(3)68-33)12-26-10-25-11-27-48(67-9)47(62)38(19(2)54)50(64)53(27,51(65)40(25)46(61)39(26)41(18)56)77-36-16-32(45(60)23(6)71-36)75-35-15-31(44(59)22(5)70-35)76-37-17-52(8,66)49(63)24(7)72-37/h10,12,20-24,27-28,30-37,42-45,48-49,55-63,66H,11,13-17H2,1-9H3/t20-,21-,22-,23-,24-,27+,28-,30-,31-,32-,33+,34+,35+,36+,37+,42-,43-,44+,45-,48+,49-,52+,53-/m1/s1

InChIKey

• InChI 1.03: HCTADUCAPFYREF-OFWAWROCSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: (1S,4aS,12aS)-3-acetyl-9-{[2,6-dideoxy-3-O-(2,6-dideoxy-beta-D-arabino-hexopyranosyl)-beta-D-arabino-hexopyranosyl]oxy}-2,6,7-trihydroxy-1-methoxy-8-methyl-4,5-dioxo-1,5,12,12a-tetrahydrotetracen-4a(4H)-yl 2,6-dideoxy-3-C-methyl-beta-D-ribo-hexopyranosyl-(1->3)-2,6-dideoxy-beta-D-lyxo-hexopyranosyl-(1->3)-2,6-dideoxy-beta-D-arabino-hexopyranoside
• OpenEye OEToolkits 1.7.0: (4S,4aS,12aS)-12a-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4-[(2S,4S,5R,6R)-4,5-dihydroxy-4,6-dimethyl-oxan-2-yl]oxy-5-hydroxy-6-methyl-oxan-2-yl]oxy-5-hydroxy-6-methyl-oxan-2-yl]oxy-8-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyl-oxan-2-yl]oxy-5-hydroxy-6-methyl-oxan-2-yl]oxy-2-ethanoyl-3,10,11-trihydroxy-4-methoxy-9-methyl-4a,5-dihydro-4H-tetracene-1,12-dione

PDB entries

Showing all 1 items

PDB-4k5s:
The crystal structure of premithramycin B in complex with MTMOIV, a baeyer-villiger monooxygenase from the mithramycin biosynthetic pathway in streptomyces argillaceus.