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Steviol

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Identification
Molecular formula
C20H30O3
CAS number
471-80-7
IUPAC name
(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
State
State

Steviol is typically a solid at room temperature.

Melting point (Celsius)
198.50
Melting point (Kelvin)
471.65
Boiling point (Celsius)
940.00
Boiling point (Kelvin)
1 213.15
General information
Molecular weight
318.45g/mol
Molar mass
318.4500g/mol
Density
1.2000g/cm3
Appearence

Steviol appears as a white crystalline solid.

Comment on solubility

Solubility Profile

The compound (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid is an intriguing chemical due to its unique structure and potential solubility characteristics.

Solubility Considerations

When analyzing the solubility of such compounds, several key factors come into play:

  • Functional Groups: The presence of the carboxylic acid group (-COOH) suggests that this compound may be soluble in polar solvents such as water and alcohol due to its ability to form hydrogen bonds.
  • Hydrophobic Alkyl Chains: The long hydrophobic alkyl chains present in the structure may limit its solubility in polar solvents, leading to a complex interplay between the hydrophilic and hydrophobic properties.
  • Temperature Influence: Solubility can be significantly affected by temperature; generally, increased temperatures enhance solubility of solid compounds.
  • Concentration Factors: As with many compounds, there may be a saturation point where increasing concentration leads to decreased solubility.

In conclusion, the solubility of this compound might be described as partially soluble in water due to the balance of hydrophilic and hydrophobic characteristics. Further experimental evaluation would be essential to determine the exact solubility parameters and behavior in various solvents.

Interesting facts

Interesting Facts about (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

This compound, commonly referred to by its IUPAC name, is an intricate example of organic chemistry that showcases the beauty of cyclic structures and stereochemistry. The following points highlight its fascinating attributes:

  • Complex Structure: With multiple chiral centers, this compound exhibits a high degree of stereoisomerism. Each stereocenter contributes to the overall 3D conformation, influencing its reactivity and interactions.
  • Biological Significance: Compounds with similar structures often participate in biological pathways, serving functions in metabolism, signaling, or as precursors for larger biomolecules. Exploring this compound could unveil potential applications in pharmaceuticals or biochemistry.
  • Synthetic Challenge: The synthesis of such a complex molecule poses significant challenges within organic synthesis, making it a subject of interest for chemists striving to develop more efficient synthetic methodologies.
  • Potential Applications: Given its structural components, this compound may find utility in designing compounds with specific biological activities, possibly leading to new drugs or therapeutic agents.

As one delves deeper into the realm of complex compounds like this, one cannot help but marvel at the intricate dance of atoms and the profound implications such molecules may hold in diverse fields such as medicinal chemistry, molecular biology, and materials science.

In the words of renowned chemist Linus Pauling, "Chemistry is the study of the relationship of the physical properties of substances to their chemical structure." This compound serves as a testament to that philosophy.

Synonyms
OLEANOLIC ACID
508-02-1
Oleanic acid
Caryophyllin
Astrantiagenin C
Giganteumgenin C
Virgaureagenin B
Oleanol
oleonolic acid
3beta-Hydroxyolean-12-en-28-oic acid
3-beta-Hydroxyolean-12-en-28-oic acid
CCRIS 6493
NSC-114945
UNII-6SMK8R7TGJ
6SMK8R7TGJ
Gledigenin 1
EINECS 208-081-6
(3-beta)-3-Hydroxyolean-12-en-28-oic acid
NSC 114945
CHEBI:37659
Olean-12-en-28-oic acid, 3beta-hydroxy-
Olean-12-en-28-oic acid, 3-beta-hydroxy-
DTXSID50858790
Olean-12-en-28-oic acid, 3-hydroxy-, (3-beta)-
OLEANOLIC ACID (USP-RS)
OLEANOLIC ACID [USP-RS]
DTXCID701474453
(3beta)-3-hydroxyolean-12-en-28-oic acid
OLEANOLIC ACID (CONSTITUENT OF BANABA LEAF)
OLEANOLIC ACID (CONSTITUENT OF HOLY BASIL LEAF)
208-081-6
(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
OleanolicAcid
NSC114945
Olean-12-en-28-oic acid, 3-hydroxy-, (3beta)-
MFCD00064914
(4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid
(4aS,5S,6aS,6bR,8R,8aR,10S,12aR,12bR,14bS)-10-Hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid
SMR000445561
OLEANOLIC_ACID
CHEMBL168
(3.beta.)-3-Hydroxyolean-12-en-28-oic acid
Olean-12-en-28-oic acid, 3-hydroxy-, (3.beta.)-
oleanolic-acid
Caryophyllin;Oleanol
OleanolsA currencyure
Oleanoic Acid Hydrate
Olean-12-en-28-oic acid, 3.beta.-hydroxy-
Oleanolic acid (Standard)
Oleanolic acid, >=97%
OLEANOLIC ACID [MI]
SCHEMBL71070
MLS000697656
MLS002207133
GTPL3306
OLEANOLIC ACID [WHO-DD]
HY-N0156R
GLXC-06699
HMS2232D15
Oleanolic acid (OA)(Compound 1)
Oleanolic acid, analytical standard
EX-A1991
HY-N0156
MSK40102
BDBM50346601
3-beta-Hydroxyolean-12-en-28-oate
3beta-hydroxy-Olean-12-en-28-oate
AKOS015951416
AC-8026
CCG-208530
CS-3800
FO71102
LMPR0106150004
3.beta.-hydroxy-Olean-12-en-28-oate
3beta-hydroxy-Olean-12-en-28-oic acid
NCGC00017222-10
NCGC00017222-13
(2S,5S,10S,18S,1R,14R,15R,20R)-18-hydroxy-1,2,8,8,15,19,19-heptamethylpentacyc lo[12.8.0.0<2,11>.0<5,10>.0<15,20>]docos-11-ene-5-carboxylic acid
1ST40102
AS-35338
BP-25410
(3-beta)-3-Hydroxyolean-12-en-28-oate
3.beta.-hydroxy-Olean-12-en-28-oic acid
NS00019728
(3.beta.)-3-hydroxy-Olean-12-en-28-oate
C17148
EN300-342251
(3.beta.)-3-hydroxy-Olean-12-en-28-oic acid
(3.beta.)-3-beta-hydroxy-Olean-12-en-28-oate
3.BETA.-HYDROXYOLEAN-12-EN-28-OIC ACID
Q418628
(3.beta.)-3-beta-hydroxy-Olean-12-en-28-oic acid
BRD-K90647725-001-06-5
BRD-K90647725-001-07-3
Oleanolic acid, primary pharmaceutical reference standard
C7EE6ACC-7175-4947-B524-FF8479525DA1
OLEANOLIC ACID (CONSTITUENT OF BANABA LEAF) [DSC]
OLEANOLIC ACID (CONSTITUENT OF HOLY BASIL LEAF) [DSC]
Oleanolic acid, United States Pharmacopeia (USP) Reference Standard
(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylicacid
(4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid