tetrahydroalstonine
alstonine, 3,4,5,6-tetrahydro- (8CI)
Identification
| Name | tetrahydroalstonine |
| CAS Number | 6474-90-4 |
| EINECS | 229-331-0 |
| FDA UNII | Search |
| Molecular Formula | C21 H24 N2 O3 |
| Molecular Weight | 352.43388000 |
| MDL Number | MFCD00083501 |
| Nikkaji Number | J109.490D |
| Beilstein | 0097270 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 524.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 519.00 °F. TCC ( 270.70 °C. ) (est) |
| logP (o/w) | 2.880 (est) |
| Soluble in | water, 755.9 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | oral-mouse LD > 3000 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for tetrahydroalstonine usage levels up to | not for fragrance use. |
| Recommendation for tetrahydroalstonine flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
alstonine, 3,4,5,6-tetrahydro- (8CI)
alstonine, 3,4,5,6-tetrahydro-, (3alpha)-
methyl (19alpha,20alpha)-16,17-didehydro-19-methyloxayohimban-16-carboxylate
oxayohimban-16-carboxylic acid, 16,17-didehydro-19-methyl-, methyl ester, (19-alpha,20-alpha)-
PubMed:
[Alkaloids of Vinca rosea L. introduced to Western Georgia].
PubMed:
A new monoterpenoid oxindole alkaloid from Hamelia patens micropropagated plantlets.
PubMed:
HPTLC method for the simultaneous determination of four indole alkaloids in Rauwolfia tetraphylla: a study of organic/green solvent and continuous/pulse sonication.
PubMed:
Construction and expression of a dual vector for chemo-enzymatic synthesis of plant indole alkaloids in Escherichia coli.
PubMed:
Improved accumulation of ajmalicine and tetrahydroalstonine in Catharanthus cells expressing an ABC transporter.
PubMed:
New Indole Alkaloids from Amsonia sinensis.
PubMed:
Tetrahydroalstonine from Ophiorrhiza discolor.
PubMed:
Structure of a key intermediate in the synthesis of (-)-5-carboxytetrahydroalstonine and (-)-tetrahydroalstonine.
PubMed:
Alkaloids from Rauwolfia cubana Stem Bark.
PubMed:
Selectivity of raubasine stereoisomers for alpha 1- and alpha 2-adrenoceptors in the rat.
PubMed:
[Differential inhibition of raubasine and tetrahydroalstonine on the vasopressor response to sympathetic nervous stimulation and intravenous noradrenaline in the pithed rat].
PubMed:
Partial purification and characterization of a NADPH dependent tetrahydroalstonine synthase from Catharanthus roseus cell suspension cultures.
PubMed:
Inhibition of the alpha 1 and alpha 2-adrenoceptor-mediated pressor response in pithed rats by raubasine, tetrahydroalstonine and akuammigine.
PubMed:
Effects of raubasine stereoisomers on pre- and postsynaptic alpha-adrenoceptors in the rat vas deferens.
PubMed:
Tetrahydroalstonine from Fruits of Rhazya stricta.
PubMed:
[Monomeric Indole Alkaloids from Kopsia officinalis.].
PubMed:
Alkaloids from Tabernaemontana psorocarpa.
PubMed:
[Evaluation of antimicrobial activity of indol alkaloids].
PubMed:
[Fungal activity of various alkaloids isolated from Catharanthus roseus G. Don].
PubMed:
Catharanthus alkaloids XXXI: isolation of ajmalicine, pericalline, tetrahydroalstonine, vindolinine, and ursolic acid from Catharanthus trichophyllus roots.
PubMed:
Effects of certain nonsteroid anti-inflammatory drugs, tolbutamide, and tetrahydroalstonine on blood glucose and carrageen in-induced pedal edema in rats.
PubMed:
Catharanthus lanceus VII. Isolation of tetrahydroalstonine, lochnerinine, and periformyline.