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19345

Supelco

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
MDL number:
MFCD00210558
UNSPSC Code:
85151701
PubChem Substance ID:
329751845
NACRES:
NA.24

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

SMILES string

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

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

InChI key

QFVOYBUQQBFCRH-VQSWZGCSSA-N

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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 Code

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)
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
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
Etienne Jooken et al.
Journal of agricultural and food chemistry, 60(42), 10606-10612 (2012-10-02)
As steviol glycosides are now allowed as a food additive in the European market, it is important to assess the stability of these steviol glycosides after they have been added to different food matrices. We analyzed and tested the stability
Valerio Pieri et al.
Journal of agricultural and food chemistry, 59(9), 4378-4384 (2011-03-23)
The use of (1)H NMR spectroscopy for the characterization of Stevia rebaudiana extracts is presented. The developed method allows qualitative and quantitative determination of the major steviol glycosides in purified extracts and fractions obtained from various stages of the purification
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