Basic information
- CAS
30361-37-6- Standard SMILES
CC(=O)C1=C[C@]2(O[C@H]3CC[C@@](O)(C(=O)CO)[C@H](C)O3)C(=O)c3c(cc4cccc(O)c4c3O)C[C@@H]2[C@@H](O)[C@H]1O- InChIKey
XMNPIXXDFQBHOJ-CCQMQQQZSA-N- Molecular formula
- C28H30O11
- Average molar mass
- 542.5 g/mol
- Monoisotopic mass
- 542.17881177
Overview
anthracycline glycoside; member of group with daunomycin & adriamycin
Names & identifiers
- Preferred name
- (1R,2S,4aR,12aR)-3-Acetyl-2,4a,12,12a-tetrahydro-1,2,6,7-tetrahydroxy-4a-(((2S,5S,6S)-tetrahydro-5-hydroxy-5-(2-hydroxyacetyl)-6-methyl-2H-pyran-2-yl)oxy)-5(1H)-naphthacenone
- IUPAC
- (1R,2S,4aR,12aR)-3-acetyl-1,2,6,7-tetrahydroxy-4a-[(2S,5S,6S)-5-hydroxy-5-(2-hydroxyacetyl)-6-methyloxan-2-yl]oxy-1,2,12,12a-tetrahydrotetracen-5-one
- English name
- (1R,2S,4aS,12aR)-3-acetyl-1,2,6,7-tetrahydroxy-4a-[(2S,5S,6S)-5-hydroxy-5-(2-hydroxyacetyl)-6-methyl-oxan-2-yl]oxy-1,2,12,12a-tetrahydrotetracen-5-one
- Molecular formula
- C28H30O11
- Molecular weight
- 542.53
Names & synonyms
Pillaromycin A30361-37-6RefChem:905693(1R,2S,4aR,12aR)-3-Acetyl-2,4a,12,12a-tetrahydro-1,2,6,7-tetrahydroxy-4a-(((2S,5S,6S)-tetrahydro-5-hydroxy-5-(2-hydroxyacetyl)-6-methyl-2H-pyran-2-yl)oxy)-5(1H)-naphthacenonePillaromycin-ANSC 102812BRN 13611385(1H)-Naphthacenone, 2,4a,12,12a-tetrahydro-3-acetyl-4a-((tetrahyro-5-hydroxy-5(hydroxyacetyl)-6-methyl-2H-pyran-2-yl)oxy)-1,2,6,7-tetrahydroxy-, (1R-(1-alpha,2-alpha,4a-alpha(2S*,5S*,6S*),12a-alpha))-5-18-04-00243 (Beilstein Handbook Reference)orb3024498SCHEMBL29885205HY-N14677
Show more names
(1R)-2,4a,12,12aβ-Tetrahydro-3-acetyl-4aβ-[[(2S,5S,6S)-tetrahydro-5-hydroxy-5-(hydroxyacetyl)-6-methyl-2H-pyran-2-yl]oxy]-1,2β,6,7-tetrahydroxy-5(1H)-naphthacenone(1R,12aβ)-3-Acetyl-2,4a,12,12a-tetrahydro-1β,2β,6,7-tetrahydroxy-4aβ-[[(2S,5S,6S)-tetrahydro-5-hydroxy-5-hydroxyacetyl-6-methyl-2H-pyran-2-yl]oxy]naphthacen-5(1H)-one
Properties
Computed structural properties
- XLogP
- 1.7
- Topological polar surface area
- 191 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 5
- Heavy atoms
- 39
- Formal charge
- 0
- Complexity
- 1,040
Chemistry & industry
Applications
UsesPillaromycin A has anti-mycobacteria, Gram-positive bacteria and Gram-negative bacteria effects, but the effect of anti-Gram-negative bacteria is weak. Pillaromycin A also has antitumor activity[1].
Suppliers3 total
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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