Basic information
- CAS
88580-27-2- Standard SMILES
C=Cc1cc(OC)c2c(c1)c(=O)oc1c2cc(OC)c2c(O)ccc([C@H]3O[C@H](C)[C@@H](O)[C@@H](N(C)C)[C@@H]3O)c21- InChIKey
ZHXCTIMNNKVMJM-JSPLCZCHSA-N- Molecular formula
- C29H31NO8
- Average molar mass
- 521.6 g/mol
- Monoisotopic mass
- 521.20496695
Overview
Desacetylravidomycin has been reported in Streptomyces with data available.
Names & identifiers
- Preferred name
- Desacetylravidomycin
- IUPAC
- 4-[(2R,3S,4R,5S,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyloxan-2-yl]-8-ethenyl-1-hydroxy-10,12-dimethoxynaphtho[1,2-c]isochromen-6-one
- English name
- desacetylravidomycin
- Molecular formula
- C29H31NO8
- Molecular weight
- 521.56
Names & synonyms
DesacetylravidomycinDeacetylravidomycin88580-27-24-[(2R,3S,4R,5S,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyloxan-2-yl]-8-ethenyl-1-hydroxy-10,12-dimethoxynaphtho[1,2-c]isochromen-6-one4-((2R,3S,4R,5S,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyloxan-2-yl)-8-ethenyl-1-hydroxy-10,12-dimethoxynaphtho(1,2-c)isochromen-6-oneRefChem:132123AY-26,6236H-Benzo(d)naphtho(1,2-b)pyran-6-one, 4-(3,6-dideoxy-3-(dimethylamino)-alpha-altopyranosyl)-10,12-dimethoxy-8-ethenyl-1-hydroxy-SCHEMBL29887099DTXSID4010082414-((2R,3S,4R,5S,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)-1-hydroxy-10,12-dimethoxy-8-vinyl-6H-dibenzo[c,h]chromen-6-one(1R)-1,5-Anhydro-3,6-dideoxy-3-(dimethylamino)-1-(8-ethenyl-1-hydroxy-10,12-dimethoxy-6-oxo-6H-benzo[d]naphtho[1,2-b]pyran-4-yl)-D-altritol
Show more names
AY-26623WK-6326-M7Antibiotic AY-26623O-Deacetylravidomycin4-[3-(Dimethylamino)-3,6-dideoxy-α-D-altropyranosyl]-8-ethenyl-1-hydroxy-10,12-dimethoxy-6H-benzo[d]naphtho[1,2-b]pyran-6-one
Properties
Computed structural properties
- XLogP
- 3.4
- Topological polar surface area
- 118 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 5
- Heavy atoms
- 38
- Formal charge
- 0
- Complexity
- 870
Physicochemical properties
- Boiling point
- 791.956 · 791.956±60.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.404 · 1.404±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Soluble in DMSO
- form
- A solid
- pka
- 8.522 · 8.522±0.20(predicted)
Chemistry & industry
Applications
UsesO-Deacetylravidomycin is the more active and stable analogue of the ravidomycin complex produced by Streptomyces ravidus. The metabolite shows potent, light-dependent antitumour activity. O-Deacetylravidomycin, like the related gilvocarcins and chrysomycins, is thought to act as a topoisomerase II inhibitor.
UsesO-Deacetylravidomycin is a more active and stable analogue of the ravidomycin complex.
Suppliers14 total
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Related reactions
0 records
No reaction records under the current filter.
Compound notes
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