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SMB00452

Sigma-Aldrich

Tabersonine

≥95% (HPLC)

Synonym(s):

(-)-Tabersonine, (5α,12β,19α)-2,3,6,7-Tetrahydro-aspidospermidine-3-carboxylic acid methyl ester, Tabersonin

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About This Item

Empirical Formula (Hill Notation):
C21H24N2O2
CAS Number:
4429-63-4
Molecular Weight:
336.43
MDL number:
MFCD28140545
UNSPSC Code:
12352200
PubChem Substance ID:
329825021
NACRES:
NA.25

Assay

≥95% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

COC(C1=C2NC3=CC=CC=C3[C@]24[C@]5([H])[C@](C=CCN5CC4)(CC)C1)=O

InChI

1S/C21H24N2O2/c1-3-20-9-6-11-23-12-10-21(19(20)23)15-7-4-5-8-16(15)22-17(21)14(13-20)18(24)25-2/h4-9,19,22H,3,10-13H2,1-2H3/t19-,20-,21-/m0/s1

InChI key

FNGGIPWAZSFKCN-ACRUOGEOSA-N

General description

Tabersonine is a terpenoid indole alkaloid (TIA) found in Amsonia elliptica.

Biochem/physiol Actions

Tabersonine shows hypotensive, anti-tumor, hypoglycemic, and diuretic activity.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

监管及禁止进口产品

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Certificates of Analysis (COA)

Lot/Batch Number
SLBP7677V

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Alison Edge et al.
Planta, 247(1), 155-169 (2017-09-13)
Monoterpenoid indole alkaloids (MIAs) have remarkable biological properties that have led to their medical uses for a variety of human diseases. Mutagenesis has been used to generate plants with new alkaloid profiles and a useful screen for rapid comparison of
Zerihun Demessie et al.
Phytochemistry, 140, 118-124 (2017-05-10)
Vinca minor is a herbaceous plant from the Apocynaceae family known to produce over 50 monoterpene indole alkaloids (MIAs). These include several biologically active MIAs that have a range of pharmaceutical activities. The present study shows that the MIAs, vincamine
Amir Akhgari et al.
Molecules (Basel, Switzerland), 20(12), 22621-22634 (2015-12-24)
Rhazya stricta Decne. (Apocynaceae) contains a large number of terpenoid indole alkaloids (TIAs). This study focused on the composition of alkaloids obtained from transformed hairy root cultures of R. stricta employing ultra-performance liquid chromatography-mass spectrometry (UPLC-MS). In the UPLC-MS analyses
Hanqing Wang et al.
Food chemistry, 339, 128111-128111 (2020-11-07)
Licorice is known as a botanical source in medicine and a sweetening agent in food products. Commercial licorice is from the source of wild and cultivated G. uralensis. It was recognized that the material basis of wild and cultivated licorice
Claire Parage et al.
Plant physiology, 172(3), 1563-1577 (2016-10-01)
Expansion of the biosynthesis of plant specialized metabolites notably results from the massive recruitment of cytochrome P450s that catalyze multiple types of conversion of biosynthetic intermediates. For catalysis, P450s require a two-electron transfer catalyzed by shared cytochrome P450 oxidoreductases (CPRs)
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