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Austroinulin

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Identification
Molecular formula
C17H22O6
CAS number
15181-10-3
IUPAC name
(1R,2R,5S,8S,9S,10R,11S,12S)-5,12-dihydroxy-11-methyl-6-methylene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-13-ene-9-carboxylic acid
State
State

At room temperature, Austroinulin is typically a solid. It has a relatively high melting point, indicative of a stable crystalline structure.

Melting point (Celsius)
225.00
Melting point (Kelvin)
498.15
Boiling point (Celsius)
395.00
Boiling point (Kelvin)
668.15
General information
Molecular weight
332.36g/mol
Molar mass
332.3600g/mol
Density
1.4500g/cm3
Appearence

Austroinulin appears as a white crystalline solid. It is typically found in herbal medicines and has a distinctive crystalline structure that is often used for identification purposes.

Comment on solubility

Solubility of (1R,2R,5S,8S,9S,10R,11S,12S)-5,12-dihydroxy-11-methyl-6-methylene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-13-ene-9-carboxylic acid

The solubility of complex organic compounds, such as (1R,2R,5S,8S,9S,10R,11S,12S)-5,12-dihydroxy-11-methyl-6-methylene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-13-ene-9-carboxylic acid, can vary significantly based on several factors. Here are key points to consider:

  • Hydrophilicity vs. Hydrophobicity: The presence of hydroxyl groups (-OH) suggests potential hydrophilic characteristics, which may enhance solubility in polar solvents. However, the overall bulky structure may also contribute to hydrophobic interactions, complicating solubility.
  • Solvent Polarity: Solubility can greatly depend on the choice of solvent; for instance, it may dissolve more readily in organic solvents like ethanol or methanol rather than in water.
  • pH Influence: As a carboxylic acid, the solubility could increase at higher pH levels where it may dissociate into a carboxylate ion, thus increasing its affinity for the solvent.
  • Temperature Effects: Increased temperature might enhance solubility due to increased molecular movement, which could break intermolecular forces within the compound.

In summary, while the hydroxyl groups may contribute to solubility in polar environments, the compound's significant structural complexity and bulky profile can lead to varying solubility behavior. Thus, further empirical experimentation is essential for determining specific solubility characteristics.

Interesting facts

Interesting Facts about 5,12-Dihydroxy-11-methyl-6-methylene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-13-ene-9-carboxylic Acid

This intriguing chemical compound showcases the incredible complexity and diversity found in organic chemistry. As a member of the pentacyclic family, this compound has a unique structure which makes it stand out. Here are some engaging facts that highlight its significance:

  • Chirality and Stereochemistry: The notation in its name reveals multiple stereocenters, suggesting that it can exist in various isomeric forms. This chirality is crucial for its biological activity, as different enantiomers can have drastically different effects.
  • Natural Origins: Compounds similar to this one are often found in nature, with roles in plant defense mechanisms and as pigments. The intricate structure may be key to its function in biological processes.
  • Potential Applications: The unique functional groups present in this compound might lend themselves to various applications in pharmaceuticals or materials science. Research into its reactivity could uncover new pathways for creating synthetic analogs or derivatives.
  • Structural Complexity: The multiple rings and functional groups suggest a fascinating pathway for synthesis. Chemists might explore novel ways to construct such a complex structure, drawing on various synthetic strategies.
  • Research Interest: Due to its elaborate structure, this compound presents a rich subject for study in the field of natural product chemistry, especially concerning its synthesis and potential therapeutic uses.

In summary, this compound not only reflects the beauty of chemical diversity but also offers vast potential for exploration in both scientific inquiry and practical applications. As one delves deeper into its properties, the possibilities seem endless.

Synonyms
GIBBERELLIC ACID
Gibberellin A3
77-06-5
Gibberellin
Berelex
Brellin
Gibberellin X
Gib-Tabs
Gib-Sol
Gibberellic acid GA3
Cekugib
Gibreskol
Grocel
Pro-Gibb
Pro-Gibb Plus
Gibberellins A4A7
Gibrescol
Gibefol
Regulex
Ryzup
Gibberellinsaeure
Activol GA
Pgr-iv
Acide gibberellique
Gibberellins
GA3
(+)-Gibberellic Acid
Caswell No. 467
Gibbrel
Gibberelic acid
CHEBI:28833
gibberellin 3
UNII-BU0A7MWB6L
BU0A7MWB6L
NCI-C55823
Gibb-3-ene-1,10-dicarboxylic acid, 2,4a,7-trihydroxy-1-methyl-8-methylene-, 1,4a-lactone, (1alpha,2beta,4aalpha,4bbeta,10beta)-
MFCD00079329
CCRIS 4820
HSDB 712
DTXSID0020656
AI3-52922
Acide gibberellique [ISO-French]
EINECS 201-001-0
NSC 14190
NSC-14190
EPA Pesticide Chemical Code 043801
BRN 0054346
GA [Plant Growth Regulator]
Gibberellic acid [BSI:ISO]
DTXCID40656
GIBBERELLIC ACID, 90%
5-18-09-00269 (Beilstein Handbook Reference)
2,4a,7-Trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-dicarboxylic acid 1,4a-lactone
Gibb-3-ene-1,10-dicarboxylic acid, 2,4a,7-trihydroxy-1-methyl-8-methylene-, 1,4a-lactone
(1alpha,2beta,4aalpha,4bbeta,10beta)-2,4a,7-Trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-dicarboxylic acid 1,4a-lactone
(3S,3aR,4S,4aS,7S,9aR,9bR,12S)-7,12-Dihydroxy-3-methyl-6-methylene-2-oxoperhydro-4a,7-methano-9b,3-propenoazuleno(1,2-b)furan-4-carboxylic acid
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno(1,2-b)furan-4-carboxylic acid
(3S,3aS,4S,4aS,6S,8aS,8bS,11S)-6,11-Dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno(1,2-b)furan-4-carboxylic acid
(3S,3aS,4S,4aS,7S,9aR,9bR,12S)-7,12-Dihydroxy-3-methyl-6-methylene-2-oxoperhydro-4a,7-methano-9b,3-propeno(1,2-b)furan-4-carboxylic acid
2beta,4aalpha,7-Trihydroxy-1beta-methyl-8-methylene-4aalpha,4bbeta-gibb-3-ene-1alpha,10beta-dicarboxylic acid 1,4a-lactone
2beta,4alpha,7-Trihydroxy-1-methyl-8-methylene-4aalpha,4bbeta-gibb-3-ene-1alpha,10beta-dicarboxylic acid 1,4a-lactone
2beta,4alpha,7-Trihydroxy-1-methylene-4aalpha,4bbeta-gibb-3-ene-1alpha,10beta-dicarboxylic acid 1,4a-lactone
NCGC00091033-01
Gibberellic acid 100 microg/mL in Acetonitrile
Gibberellate
2,4alpha,7-Trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10 beta-dicarboxylic acid 1,4alpha-lactone
GA (Plant Growth Regulator)
GIBBERELLIC ACID (USP-RS)
GIBBERELLIC ACID [USP-RS]
GA3 gibberellin
GIBERELLIN
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-Dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
2beta,7alpha-dihydroxy-1beta-methyl-8-methylidene-13-oxo-4a,1alpha-epoxymethano-4aalpha,4bbeta-gibb-3-ene-10beta-carboxylic acid
GA(3) gibberellin
Gibberelate
Gibberelin
Gibberillate
Gibberellic acid [ISO:BSI]
Ralex
NSC14190
NSC19450
Gibberillic acid
Gibb-tabs
Gibberellic A3
Pro-Vide
Release LC
4psb
2,7-Trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-carboxylic acid 1-4-lactone
CAS-77-06-5
Gibberellin (GA)
(1R,2R,5S,8S,9S,10R,11S,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo(9.3.2.1(5,8).0(1,10).0(2,8))heptadec-13-ene-9-carboxylic acid
(1R,2R,5S,8S,9S,10R,11S,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1(5,8).0(1,10).0(2,8)]heptadec-13-ene-9-carboxylic acid
(1S,2S,4aR,4bR,7S,9aS,10S,10aR)-2,7-dihydroxy-1-methyl-8-methylene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid
Gibb-3-ene-1, 2,4a,7-trihydroxy-1-methyl-8-methylene-, 1,4a-lactone, (1.alpha.,2.beta.,4a.alpha.,4b.beta.,10.beta.)-
Gibb-3-ene-1,10-dicarboxylic acid, 2,4a,7-trihydroxy-1-methyl-8-methylene-, 1,4a-lactone, (1.alpha.,2.beta.,4a.alpha.,4b.beta.,10.beta.)-
Gibberellin A3;GA3
GIBERILLIC ACID
(+)-Gibberellin A3
Spectrum_000628
4q0k
SpecPlus_000148
2b-Hydroxygibberellin 1
GibberellinsA currencyure
PS49_SUPELCO
Prestwick0_000965
Prestwick1_000965
Prestwick2_000965
Prestwick3_000965
Spectrum2_000311
Spectrum3_001301
Spectrum4_001444
Spectrum5_000027
gibberellic acid (ga-3)
bmse000317
SCHEMBL15577
BSPBio_000969
BSPBio_002961
KBioGR_001927
KBioSS_001108
MLS001055447
MLS002154076
DivK1c_006244
G7645_SIGMA
GIBBERELLIC ACID [MI]
SPBio_000302
SPBio_002890
GIBBERELLIC ACID [ISO]
BPBio1_001067
MEGxm0_000440
GIBBERELLIC ACID [HSDB]
CHEMBL1232952
ACon0_000224
ACon1_000551
BCBcMAP01_000012
KBio1_001188
KBio2_001108
KBio2_003676
KBio2_006244
KBio3_002181
HMS1571A11
HMS2098A11
HMS2231J16
HMS3039M06
HY-N1964
Tox21_202052
Tox21_303023
BDBM50561592
GEO-04261
MD-920
NSC-19450
s4766
AKOS024464812
AKOS025310145
CCG-208472
DB07814
FG30500
SMP1_000136
USEPA/OPP Pesticide Code: 043801
NCGC00091033-02
NCGC00091033-03
NCGC00091033-04
NCGC00091033-05
NCGC00091033-06
NCGC00091033-07
NCGC00091033-09
NCGC00256446-01
NCGC00259601-01
AS-14216
NCI60_000922
SMR000686070
SMR001233386
AB00513979
CS-0018282
A11801
Gibberellin, 80% gibberellin A3 basis (TLC)
Gibberellic acid 1000 microg/mL in Acetonitrile
EN300-19631964
Q411138
TU 64-3-103-75
Gibberellic acid, 90% gibberellin A3 basis (HPLC)
Gibberellic acid, PESTANAL(R), analytical standard
BRD-K92758126-001-05-5
BRD-K92758126-001-06-3
BRD-K92758126-001-17-0
BRD-K92758126-001-18-8
6F94D8A8-3230-4AB5-93C1-46F5E84FE343
2,4A,7-TRIHYDROXY-1-METHYL-8-METHYLENEGIBB-3-ENE-1,10-CARBOXYLIC ACID 1,4-LACTONE
2,4a,7-Trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-carboxylic acid 1-4-lactone
Gibberellic Acid, Pharmaceutical Secondary Standard; Certified Reference Material
(1.ALPHA.,2.BETA.,4A.ALPHA.,4B.BETA.,10.BETA.)-2,4A,7-TRIHYDROXY-1-METHYL-8-METHYLENEGIBB-3-ENE-1,10-DICARBOXYLIC ACID 1,4A-LACTONE
(1R,2R,5S,8S,9S,10R,11S,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadec-13-ene-9-carboxylic acid
(1R,2R,5S,8S,9S,10R,11S,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-13-ene-9-carboxylic acid
(1S,2S,4aR,4bR,7S,9aS,10S,10aR)-2,7-dihydroxy-1-methyl-8-methylidene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid
(3S,3aR,4S,4aS,7S,9aR,9bR,12S)-7,12-Dihydroxy-3-methyl-6-methylene-2-oxoperhydro-4a,7-methano-9b,3-propenoazuleno
(3S,3aS,4S,4aS,6S,8aS,8bS,11S)-6,11-Dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno
(3S,3aS,4S,4aS,7S,9aR,9bR,12S)-7,12-Dihydroxy-3-methyl-6-methylene-2-oxoperhydro-4a,7-methano-9b,3-propeno
2,4 alpha,7-trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10 beta-dicarboxylic acid 1,4 alpha-lactone
2,4.ALPHA.,7-TRIHYDROXY-1-METHYL-8-METHYLENEGIBB-3-ENE-1,10-DICARBOXYLIC ACID 1,4-.ALPHA.-LACTONE
2,4alpha,7-TRIHYDROXY-1-METHYL-8-METHYLENEGIBB-3-ENE-1,10-DICARBOXYLIC ACID 1,4-alpha-LACTONE
201-001-0
2Beta,4aAlpha,7-trihydroxy-1Beta-methyl-8-methylene-4aAlpha,4bBeta-gibb-3-ene-1alpha,10Beta-dicarboxylic acid 1-4a lactone
2Beta,4Alpha,7-Trihydroxy-1-methyl-8-methylene-4aAlpha,4bBeta-gibb-3-ene-1alpha, 10beta-dicarboxylic acid 1,4a-lactone
3S,3aS,4S, 4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3, 8b-prop-l-enoperhydroindeno-(1,2-b)furan-4-carboxylic acid
4A,1-(EPOXYMETHANO)-7,9A-METHANOBENZ(A)AZULENE, GIBB-3-ENE-1,10-DICARBOXYLIC ACID DERIV.
Gibberellic acid, plant cell culture tested, BioReagent, >=90% gibberellin A3 basis (of total gibberellins.)