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Merck
CN

SMB00452

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
NACRES:
NA.25
PubChem Substance ID:
329825021
UNSPSC Code:
12352200
MDL number:
MFCD28140545

Key Documents

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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

SMILES string

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

InChI key

FNGGIPWAZSFKCN-ACRUOGEOSA-N

assay

≥95% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

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

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
SLBP7677V

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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
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)
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
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
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