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Hydrocortisone butyrate

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Identification
Molecular formula
C25H36O6
CAS number
13609-67-1
IUPAC name
[(8S,9S,10R,11S,13S,14S,17R)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] butanoate
State
State

At room temperature, hydrocortisone butyrate is a solid.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.15
Boiling point (Celsius)
477.90
Boiling point (Kelvin)
751.05
General information
Molecular weight
444.57g/mol
Molar mass
444.5770g/mol
Density
1.1800g/cm3
Appearence

Hydrocortisone butyrate is a white to practically white crystalline powder. It is practically insoluble in water, slightly soluble in ethanol, and soluble in acetone.

Comment on solubility

Solubility of [(8S,9S,10R,11S,13S,14S,17R)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] butanoate

The solubility characteristics of [(8S,9S,10R,11S,13S,14S,17R)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] butanoate can be quite complex due to its multi-functional molecular structure. Several factors influence its solubility:

  • Polarity: The presence of hydroxyl groups (like -OH) suggests a potential for higher solubility in polar solvents such as water.
  • Hydrophobic Regions: The structural elements that are hydrophobic can hinder solubility in aqueous environments, promoting compatibility with organic solvents instead.
  • Chain Length: The butanoate moiety indicates that the compound may have enhanced solubility in organic solvents due to its non-polar characteristics.

Researchers often observe that compounds with a balance of polar and non-polar features may exhibit amphiphilic properties. Consequently, they can dissolve in a range of solvents. As noted by many in the field, "the solubility of complex organic compounds is often a delicate interplay between their molecular characteristics and the solvent environment." Thus, proper testing in varying conditions is essential for accurately determining solubility.

In summary, one can expect [(8S,9S,10R,11S,13S,14S,17R)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] butanoate to showcase variability in solubility depending on the specific solvent, highlighting its fascinating chemical behavior.

Interesting facts

Interesting Facts about the Compound

This complex compound, known for its intricate structural features, is a significant player in the realm of organic chemistry and medicinal applications.

Key Characteristics

  • Steroidal Backbone: This compound features a steroidal skeleton, making it an essential reference in the study of steroid hormones.
  • Hydroxyl Groups: The presence of hydroxyl groups contributes to its biological activity and reactivity, highlighting its potential in therapeutic applications.
  • Dimethylation: The dimethyl groups present in its structure suggest opportunities for unique interactions with other molecular entities, which may enhance its effectiveness in drug design.

Biological Significance

This compound's structural complexity allows it to mimic or modulate natural biological processes, especially in the fields of:

  • Endocrinology: Compounds like this can interact with hormone receptors, influencing metabolic pathways.
  • Pharmacology: The potential for use as a therapeutic agent in managing various diseases is a focal point for research.

Research and Development

Scientists continue to explore the utility of this compound through:

  • Drug Development: It holds promise for the development of novel therapies due to its complex functionality.
  • Synthesis Innovations: Techniques for synthesizing such intricate molecules pave the way for advancements in chemistry.

In conclusion, the study of this compound not only enhances our understanding of complex chemical interactions but also opens doors to exciting therapeutic potentials that could impact various medical fields. As a result, it is a prime example of the interplay between chemistry and biology, illustrating how a single molecule can have vast implications for human health.

Synonyms
hydrocortisone butyrate
Hydrocortisone 17-butyrate
Cortisol 17-butyrate
Hydrocortisone-17-butyrate
13609-67-1
Locoid
Hydrocortisone-17alpha-butyrate
Locoid Lipocream
17-O-butyrylcortisol
H-17-B
CHEBI:31674
05RMF7YPWN
11beta,17,21-Trihydroxypregn-4-ene-3,20-dione 17-butyrate
DTXSID4045896
NSC-758433
DTXCID2025896
11-beta,17-alpha,21-Trihydroxy-4-pregnene-3,20-dione 17-alpha-butyrate
11beta,21-dihydroxy-3,20-dioxopregn-4-en-17-yl butanoate
11beta,21-dihydroxy-17alpha-butyryloxy-4-pregnene-3,20-dione
Pregn-4-ene-3,20-dione, 11,21-dihydroxy-17-(1-oxobutoxy)-, (11beta)-
Locoid crelo
Aquax-H
11beta,17,21-Trihydroxypregn-4-ene-3,20-dione 17-butanoate
237-093-4
MLS000028716
Laticort
Alfason
Hycortate
Lacoidon
SMR000058859
Bucort
Lacoid
MFCD00083364
HB(sub 17)
(1S,10S,11S,15S,17S,2R,14R)-17-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl-5-ox otetracyclo[8.7.0.0<2,7>.0<11,15>]heptadec-6-en-14-yl butanoate
CAS-13609-67-1
CORTISOL, 17-BUTYRATE
H.17B
EINECS 237-093-4
UNII-05RMF7YPWN
NCGC00095037-01
locoid (TN)
Cortisol 17-butyrate;Hydrocortisone butyrate
hydrocortisone-butyrate
Opera_ID_188
Hydrocortisone butyrate [USAN:USP:BAN:JAN]
Epitope ID:119710
Pregn-4-ene-3,20-dione, 11,21-dihydroxy-17-(1-oxobutoxy)-, (11-beta)-
SCHEMBL4695
CHEMBL1683
[(8S,9S,10R,11S,13S,14S,17R)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] butanoate
MLS001076086
MLS002207122
HY-B0983R
MSK2249
BMCQMVFGOVHVNG-TUFAYURCSA-N
BDBM323672
HMS2231B16
BCP11925
HY-B0983
Tox21_111397
AC-492
Hydrocortisone butyrate (JP17/USP)
HYDROCORTISONE BUTYRATE [JAN]
s6590
HYDROCORTISONE BUTYRATE [USAN]
AKOS015895443
Hydrocortisone 17-butyrate (Standard)
Pregn-4-ene-3,20-dione, 11,21-dihydroxy-17-(1-oxobutoxy)-, (11.beta.)-
Tox21_111397_1
CS-4474
DB14540
HYDROCORTISONE BUTYRATE [MART.]
HYDROCORTISONE BUTYRATE [VANDF]
NSC 758433
HYDROCORTISONE BUTYRATE [USP-RS]
HYDROCORTISONE BUTYRATE [WHO-DD]
HYDROCORTISONE 17-BUTYRATE [MI]
NCGC00274077-01
US10188667, Example 00013
US10188667, Example 00024
FH167414
ST075194
H1506
HYDROCORTISONE BUTYRATE [ORANGE BOOK]
NS00015430
D01619
HYDROCORTISONE BUTYRATE [USP MONOGRAPH]
EN300-7403907
A807026
Q5954743
BRD-K99199077-001-16-1
Hydrocortisone Butyrate (Hydrocortisone 17-Butyrate)
11.BETA.,17,21-TRIHYDROXYPREGN-4-ENE-3,20-DIONE 17-BUTYRATE
Hydrocortisone butyrate, United States Pharmacopeia (USP) Reference Standard
"MLS001076086-01!11BETA,17,21-TRIHYDROXYPREGN-4-ENE-3,20-DIONE 17-BUTYRATE"
(1R,3aS,3bS,9aR,9bS,10S,11aS)-10-hydroxy-1-(2-hydroxyacetyl)-9a,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl butanoate
(8S,9S,10R,11S,13S,14S,17R)-11-Hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl butanoate
[(8S,9S,10R,11S,13S,14S,17R)-10,13-dimethyl-11-oxidanyl-17-(2-oxidanylethanoyl)-3-oxidanylidene-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] butanoate
butanoic acid [(8S,9S,10R,11S,13S,14S,17R)-11-hydroxy-17-(2-hydroxy-1-oxoethyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] ester