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Key Documents

H8664

Sigma-Aldrich

Steviol hydrate

≥98% (HPLC), powder

Synonym(s):

(4α)-13-Hydroxykaur-16-en-18-oic acid hydrate

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About This Item

Empirical Formula (Hill Notation):
C20H30O3 · xH2O
CAS Number:
Molecular Weight:
318.45 (anhydrous basis)
MDL number:
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

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

InChI

1S/C20H30O3.H2O/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);1H2/t14-,15-,17+,18+,19+,20-;/m0./s1

InChI key

SGPAFVVDOPSBEU-CRRYNOPCSA-N

Biochem/physiol Actions

Steviol is an inhibitor of hOAT1 and hOAT3 organic anion transporters. Human organic anion transporter hOAT1 belongs to a superfamily of organic anion transporters, which play critical roles in the body disposition of clinically important drugs including anti-HIV therapeutics, anti-tumor drugs, antibiotics, anti-hypertensives, and anti-inflammatories. Steviol is a useful tool for studying renal drug clearance.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Ravil N Khaybullin et al.
Bioorganic & medicinal chemistry letters, 22(22), 6909-6913 (2012-10-11)
New derivatives of steviol 1, the aglycone of the glycosides of Stevia rebaudiana, including a novel class of semisynthetic diterpenoids, namely macrocyclic ent-kauranes were synthesized. These compounds possess antituberculosis activity inhibiting the in vitro growth of Mycobacterium Tuberculosis (H37R(V) strain)
Vikas Jaitak et al.
Journal of pharmaceutical and biomedical analysis, 47(4-5), 790-794 (2008-05-06)
A high-performance thin-layer chromatographic (HPTLC) method was developed and validated as per ICH (International Conferences on Harmonization) guidelines for simultaneous quantification of three steviol glycosides, i.e. steviolbioside, stevioside and rebaudioside-A in Stevia rebaudiana leaves. For achieving good separation, mobile phase
Hitesh Kumar et al.
Gene, 492(1), 276-284 (2011-11-01)
Stevia [Stevia rebuaidana (Bertoni); family: Asteraceae] is known to yield diterpenoid steviol glycosides (SGs), which are about 300 times sweeter than sugar. The present work analyzed the expression of various genes of the SGs biosynthesis pathway in different organs of
M S Melis et al.
Brazilian journal of biology = Revista brasleira de biologia, 69(2), 371-374 (2009-08-14)
Stevia rebaudiana, a South American plant normally used as a natural herbal sweetener, has been suggested as exerting beneficial effects on human health, including as an antihypertensive and antihyperglycemic. The present experiment was undertaken to evaluate the renal excretion of

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