Basic information
- CAS
490-96-0- Standard SMILES
CC(C)CC(=O)O[C@@H]1CC2C[C@@H](O)C(C1)N2C- InChIKey
APLLVFVOTXZBFO-RUJICJSRSA-N- Molecular formula
- C13H23NO3
- Average molar mass
- 241.33 g/mol
- Monoisotopic mass
- 241.1677936
Overview
Valeroidine is a tropane alkaloid.
Names & identifiers
- Preferred name
- Valeroidine
- IUPAC
- [(3R,6R)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3-methylbutanoate
- English name
- [(3R,7R)-7-hydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 3-methylbutan oate
- Molecular formula
- C13H23NO3
- Molecular weight
- 241.33
Names & synonyms
Valeroidine490-96-0[(3R,6R)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3-methylbutanoateDTXSID40332039((3R,6R)-6-hydroxy-8-methyl-8-azabicyclo(3.2.1)octan-3-yl) 3-methylbutanoate(1R,3R,5R,6S)-6-Hydroxy-8-methyl-8-azabicyclo(3.2.1)octan-3-yl 3-methylbutanoic acid(1R,3R,5R,6S)-6-Hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbutanoic acidRefChem:193557DTXCID40283133C10869(3R,6R)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbutanoateAC1L9DUZ
Show more names
Solanesine[(3R,7R)-7-hydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 3-methylbutan oateButanoic acid,3-methyl-, (1S,3R,5S,6R)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester
CHEBI:9923orb2279455AKOS040734850T124782Q27108519
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 49.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 292
Physicochemical properties
- Melting point
- 85 °C · 85°C
- Boiling point
- 163 · 163-167 °C(Press: 2 Torr)
- Density
- 1.11 · 1.11±0.1 g/cm3(Predicted)
- pka
- 14.33 · 14.33±0.40(Predicted)
Chemistry & industry
Applications
DescriptionAn alkaloid found in Duboisia myoporoides, the base crystallizes from EtOH in colourless, nacreous plates and has [α]20D - 9.0° (c 5.0, EtOH), or - 4.0° (c 5.0, H2O). It yields a crystalline hydrobromide as colourless needles, m.p. l70-2°C; [α]20D + 5.0° (c 20.0, H20); picrate, m.p. lS2-3°C; methiodide, m.p. 20S.SoC and the acetyl derivative, characterized as the hydrobromide, m.p. 197°C. The isovaleryl ester forms a hydrochloride, m.p. l24-SoC; [α]D + 2.6° (c 3.78, EtOH) and a hydrobromide, m.p. l76-7°C. Treatment of the hydrobromide with thionyl chloride gives norvaleroidine due to demethylation, a colourless syrup which furnishes a crystalline hydrobromide, m.p. 270°C; [α]20D + 1 ° (c 20.0, H20). On hydrolysis with aqueous Ba(OHh, the base gives dihydroxytropane and isovaleric acid while oxidation with KMn04 furnishes norvalieroidine and a base C13H190 4N, m.p. 136°C; [α]20D - 16.6° (c 7.4, EtOH).
Suppliers6 total
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
上海澄绍生物科技有限公司021-61847300 13341622919 · [email protected]
浙江联硕生物科技有限公司18616526224 · [email protected]
上海抚生实业有限公司021-52961053 13524666654 · [email protected]
Additional notes
DefinitionChEBI: Valeroidine is a tropane alkaloid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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