Basic information
- CAS
90996-54-6- Standard SMILES
CO[C@@H](/C(C)=C/C=C/C(C)=C/c1coc(C)n1)[C@@H](C)[C@@H]1C[C@H](O)[C@@]2(C)O[C@@H]2/C=C/[C@@H](C)[C@H]2C[C@H](CC(=O)O2)C[C@@H]2O[C@H]2C(=O)O1- InChIKey
OWPCHSCAPHNHAV-QIPOKPRISA-N- Molecular formula
- C35H47NO9
- Average molar mass
- 625.7 g/mol
- Monoisotopic mass
- 625.32508208
Names & identifiers
- Preferred name
- Rhizoxin
- IUPAC
- (1S,3S,5R,8S,10S,11R,13R,14E,16R,17R)-10-hydroxy-8-[(2S,3R,4E,6E,8E)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-11,16-dimethyl-4,7,12,18-tetraoxatetracyclo[15.3.1.03,5.011,13]henicos-14-ene-6,19-dione
- English name
- RHIZOXIN(S)
- Molecular formula
- C35H47NO9
- Molecular weight
- 625.75
Names & synonyms
Rhizoxin90996-54-6Antibiotic WF-1360WF-1360C1V1Y784E4NSC-332598FR-900216CHEBI:72590DTXSID20897515(1S,3S,5R,8S,10S,11R,13R,14E,16R,17R)-10-hydroxy-8-[(2S,3R,4E,6E,8E)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-11,16-dimethyl-4,7,12,18-tetraoxatetracyclo[15.3.1.03,5.011,13]henicos-14-ene-6,19-dioneNSC332598(1S,3S,5R,8S,10S,11R,13R,14E,16R,17R)-10-hydroxy-8-[(2S,3R,4E,6E,8E)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-11,16-dimethyl-4,7,12,18-tetraoxatetracyclo[15.3.1.0(3,5).0(11,13)]henicos-14-ene-6,19-dione
Show more names
E-87/101RHIZOXIN(S)rhizoxin from rhizopus sp.(2R,3S,5S,7R,8R,9E,11R,12R,13S,15S,16S,17R,18E,20E,22E)-Rhizoxin
(1S,3S,5R,8S,10S,11R,13R,14E,16R,17R)-10-hydroxy-8-((2S,3R,4E,6E,8E)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl)-11,16-dimethyl-4,7,12,18-tetraoxatetracyclo(15.3.1.0(3,5).0(11,13))henicos-14-ene-6,19-dione(1S,3S,5R,8S,10S,11R,13R,14E,16R,17R)-10-hydroxy-8-((2S,3R,4E,6E,8E)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl)-11,16-dimethyl-4,7,12,18-tetraoxatetracyclo(15.3.1.03,5.011,13)henicos-14-ene-6,19-dioneWF1360RefChem:179218DTXCID901326870NSC 332598BRN 5692896UNII-C1V1Y784E4
Properties
Computed structural properties
- XLogP
- 5.5
- Topological polar surface area
- 133 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 7
- Heavy atoms
- 45
- Formal charge
- 0
- Complexity
- 1,210
Experimental & physicochemical properties
Solubility
H2O < 1 (mg/mL)
MeOH > 50 (mg/mL)
CHC13 > 50 (mg/mL)
Optical Rotation(c = 0.5, CH3OH) [a]23D 160 ± 4°
Stability/Shelf Life
Bulk: HPLC analysis indicated that the bulk chemical is unstable under both light and dark conditions at room temperature and at 50 °C. Freezer storage is recommended. Solution: The compound is unstable in a solution of DMF/H (40/60,v/v) through 72 hours. The t was 5.2 hours.
Physicochemical properties
- Melting point
- 131 · 131-135°
- alpha
- 24 · D24 +155.5° (c = 0.8 in methanol)
- Boiling point
- 664.44 °C · 664.44°C (rough estimate)
- Density
- 1.1777 · 1.1777 (rough estimate)
- refractive index
- 1.663 · 1.6630 (estimate)
- storage temp.
- -20 °C · -20°C
- pka
- 13.79 · 13.79±0.70(Predicted)
Safety & regulation
Safety data
- Toxicity
- LD50 intraperitoneal in mouse: 2500ug/kg
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms.
Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
Agents that interact with TUBULIN to inhibit or promote polymerization of MICROTUBULES.
Suppliers6 total
广州伟伯科技有限公司[email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
淄博航宇生物科技发展有限公司+86-0533-2185556 +86-15965530500 · [email protected]
Additional notes
DefinitionChEBI: An macrolide antibiotic isolated from the pathogenic plant fungus Rhizopus microsporus. It also exhibits antitumour and antimitotic activity.
Related reactions
2 records
Compound notes
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