Molecule ID: 5747698

IUPAC Name: [(2S,3R,4R,6S)-6-[(2R,3S,6S)-6-[[(1S,4aS,12aR)-3-acetyl-4,4a,6,12a-tetrahydroxy-9-methoxy-11-methyl-2,5,7,10-tetraoxo-1,12-dihydrotetracen-1-yl]oxy]-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 2-hydroxy-3,6-dimethylbenzoate

Description: The molecule is a carbohydrate-containing antibiotic isolated from the culture broth of Streptomyces sp.MK277-AF1. It exhibits potent antibacterial activity against several Gram-positive bacterial strains and is also found to be cytotoxic against a number of tumour cell lines. It has a role as a metabolite, an antibacterial agent and an antineoplastic agent. It is a carbopolycyclic compound, a glycoside, a member of pyrans, a carbohydrate-containing antibiotic, a member of phenols, an enol, a benzoate ester, a member of p-quinones and a tertiary alpha-hydroxy ketone. It derives from a 3,6-dimethylsalicylic acid.

SMILES: COC1=CC(=O)c2c(O)c3c(c(C)c2C1=O)C[C@@]1(O)[C@H](O[C@H]2CC[C@H](O[C@H]4C[C@@](C)(O)[C@H](OC(=O)c5c(C)ccc(C)c5O)[C@H](C)O4)[C@@H](C)O2)C(=O)C(C(C)=O)=C(O)[C@@]1(O)C3=O

SELFIES: [C][O][C][=C][C][=Branch1][C][=O][C][=C][Branch1][C][O][C][=C][Branch1][N][C][Branch1][C][C][=C][Ring1][Branch2][C][Ring1][=N][=O][C][C@@][Branch1][C][O][C@H1][Branch2][Branch1][O][O][C@H1][C][C][C@H1][Branch2][Ring2][O][O][C@H1][C][C@@][Branch1][C][C][Branch1][C][O][C@H1][Branch2][Ring1][Branch1][O][C][=Branch1][C][=O][C][=C][Branch1][C][C][C][=C][C][Branch1][C][C][=C][Ring1][Branch2][O][C@H1][Branch1][C][C][O][Ring2][Ring1][Branch1][C@@H1][Branch1][C][C][O][Ring2][Ring1][=N][C][=Branch1][C][=O][C][Branch1][=Branch1][C][Branch1][C][C][=O][=C][Branch1][C][O][C@@][Ring2][Ring2][#Branch2][Branch1][C][O][C][Ring2][Branch1][Ring2][=O]

InChI: InChI=1S/C44H48O18/c1-16-9-10-17(2)33(47)28(16)41(53)62-39-21(6)59-27(15-42(39,7)54)60-24-11-12-26(58-20(24)5)61-40-36(50)30(19(4)45)37(51)44(56)38(52)31-22(14-43(40,44)55)18(3)29-32(35(31)49)23(46)13-25(57-8)34(29)48/h9-10,13,20-21,24,26-27,39-40,47,49,51,54-56H,11-12,14-15H2,1-8H3/t20-,21+,24+,26+,27+,39-,40-,42-,43-,44-/m1/s1

Molecular Properties:
- Polar Surface Area: 279.0 Ų
- LogP: 3.8