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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
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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

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

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.
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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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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
Stijn Ceunen et al.
Plant science : an international journal of experimental plant biology, 198, 72-82 (2012-12-04)
The effect of photoperiodism on steviol glycoside (SVgly) accumulation was investigated in Stevia rebaudiana. Topped plants were cultivated to develop new branches under a 16h or 8h photoperiod. During different ontogenetic phases, leaves, stems, lateral shoots, roots and reproductive organs
Claudio Gardana et al.
Journal of chromatography. A, 1217(9), 1463-1470 (2010-01-28)
Stevia rebaudiana leaves contain non-cariogenic and non-caloric sweeteners (steviol-glycosides) whose consumption could exert beneficial effects on human health. Steviol-glycosides are considered safe; nonetheless, studies on animals highlighted adverse effects attributed to the aglycone steviol. The aim of the present study
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Global Trade Item Number

SKUGTIN
19345-10MG04061837781209