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Merck
CN

19345

Steviol

analytical standard

Synonym(s):

(4α)-13-Hydroxykaur-16-en-18-oic acid, ent-13-Hydroxykauran-16-en-19-oic acid, NSC 226902

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About This Item

Empirical Formula (Hill Notation):
C20H30O3
CAS Number:
471-80-7
Molecular Weight:
318.45
NACRES:
NA.24
PubChem Substance ID:
329751845
UNSPSC Code:
85151701
MDL number:
MFCD00210558

Key Documents

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InChI

1S/C20H30O3/c1-13-11-19-9-5-14-17(2,7-4-8-18(14,3)16(21)22)15(19)6-10-20(13,23)12-19/h14-15,23H,1,4-12H2,2-3H3,(H,21,22)/t14-,15-,17+,18+,19+,20-/m0/s1

SMILES string

C[C@@]12CCC[C@](C)([C@H]1CC[C@]34CC(=C)[C@](O)(CC[C@@H]23)C4)C(O)=O

InChI key

QFVOYBUQQBFCRH-VQSWZGCSSA-N

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤5.0% water (Karl Fischer)

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

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General description

Steviol, a diterpenoiic carboxylic alcohol is an aglycone of sweet glycosides which is accumulated in Stevia rebaudiana. ent-kaurenoic acident-KA undergoes hydroxylation reaction in presence of molecular oxygen and NADPH, to yield steviol.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Steviol may have been used as reference standard to compare retention time and UV spectra in HPLC analysis for the quantification of steviol in Aconitum heterophyllum plant extract.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ5104
BCCH9042
BCCH0745
BCCG4392
BCCG1112

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Molecular dissection of pathway components unravel atisine biosynthesis in a non-toxic Aconitum species, A. heterophyllum Wall.
Kumar, Varun, et al.
3 Biotech, 6.1, 1-10 (2016)
K K Kim et al.
Archives of biochemistry and biophysics, 332(2), 223-230 (1996-08-15)
The diterpenoic compound steviol (ent-kaur-16-en-13-ol-19-oic acid) is the aglycone of sweet glycosides accumulated in Stevia rebaudiana Bertoni. This compound is the hydroxylated form of ent-kaurenoic acid (ent-kaur-16-en-19-oic acid; ent-KA). The hydroxylation of ent-KA to form steviol requiring NADPH and molecular
H Shibata et al.
Plant physiology, 95(1), 152-156 (1991-01-01)
To evaluate and characterize stevioside biosynthetic pathway in Stevia rebaudiana Bertoni cv Houten, two enzyme fractions that catalyze glucosylation of steviol (ent-13-hydroxy kaur-16-en-19-oic acid) and steviol-glucosides (steviol-13-O-glucopyranoside, steviolbioside and stevioside), utilizing UDP-glucose as the glucose donor, were prepared from the
Paola Montoro et al.
Food chemistry, 141(2), 745-753 (2013-06-26)
Liquid chromatography electro-spray tandem mass spectrometry (LC-ESI/MS/MS) was applied to the determination of sweet glycosides (steviol glycosides), and toxic aglycon steviol in 24 samples of Stevia rebaudiana (Bertoni) aerial parts, which had been experimentally cultivated in Italy, although derived from
J Isabella Zhang et al.
The Analyst, 137(13), 3091-3098 (2012-05-19)
Leaf spray mass spectrometry is explored as a fast and simple way for direct analysis of sweet glycosides in fresh untreated Stevia leaves without sample pretreatment. In this technique, a fresh triangular piece of Stevia leaf serves as both sample
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