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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
(1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-one
State
State

Erythromycin is a solid at room temperature. It is typically used in its crystalline form as a powder.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.00
Boiling point (Celsius)
585.00
Boiling point (Kelvin)
858.00
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2400g/cm3
Appearence

Erythromycin is a white crystalline powder. It is odorless or has a faint characteristic odor and has a slightly bitter taste.

Comment on solubility

Solubility of (1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-one

The solubility of complex organic compounds like (1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-one can be influenced by several factors:

  • Polarity: The presence of multiple hydroxyl groups (–OH) in the structure typically increases the compound's ability to form hydrogen bonds with water, enhancing solubility in polar solvents.
  • Hydrophobic Regions: The tetradecane structure lends a hydrophobic character that may limit solubility in water, often leading to better solubility in non-polar solvents.
  • Molecular Weight: Higher molecular weight can create steric hindrance that could affect the interaction with solvent molecules, potentially reducing solubility.
  • Amine Groups: The bis(methylamino) moieties can impart some degree of solubility in aqueous conditions, as these groups can ionize in certain pH ranges.

In summary, while the compound's polar functional groups suggest a tendency towards hydrophilicity, structural attributes like hydrophobic regions and molecular weight significantly complicate its overall solubility profile. Understanding these interactions is crucial for predicting its behavior in various solvents.

Interesting facts

Interesting Facts about (1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-Trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-one

This compound, a complex triol, belongs to a fascinating class of chemicals known for their intricate structures and diverse biological activities. Here are some key points to consider:

  • Chirality and Stereoisomers: The notation (1R,3S,5R,8R,10R,11S,12S,13R,14S) indicates that this molecule possesses multiple chiral centers. This chirality can lead to varying interactions with biological systems, making stereochemistry an essential factor in pharmaceutical development.
  • Hydroxyl Groups: With its three hydroxyl groups located at the 8th, 12th, and 14th positions, this compound has the potential for significant hydrogen bonding, which can enhance its solubility in biological systems and influence its reactivity.
  • Bioactivity: Compounds that feature a high degree of functional groups, such as this one, often exhibit interesting biological properties. Many such molecules are investigated for their potential as therapeutics in treating various diseases, including cancers and inflammatory conditions.
  • Complex Structure: The tricyclic framework and multiple functional groups make this compound a subject of interest in synthetic organic chemistry. Researchers often explore innovative synthetic routes to create such complex architectures.
  • Research and Applications: While specific applications may still be under investigation, the versatility of such compounds opens pathways for development in fields such as drug discovery, agrochemicals, and materials science.

As researchers continue to unravel the complexities of such compounds, they remind us of the intricate connections within chemistry that can lead to groundbreaking discoveries. As Carl Sagan once said, “Somewhere, something incredible is waiting to be known.” Each new compound, especially those as intricate as this one, brings us one step closer to unlocking the mysteries of molecular interactions and biological significance.

Synonyms
Spectinomycin
1695-77-8
Espectinomicina
Spectam
Trobicin
Togamycin
Antibiotic 2233wp
Spectinomycine
Spectinomycinum
Adspec
Prospec
Spectinomicina [Italian]
Actinospectacina
Actinospectacina [Italian]
Spectinomycine [INN-French]
Spectinomycinum [INN-Latin]
Espectinomicina [INN-Spanish]
Spectinomycin [INN:BAN]
Stanilo
U 18409 E
UNII-93AKI1U6QF
Spectinomycin HCl/ Sulphate
EINECS 216-911-3
93AKI1U6QF
M-141
Prospec (TN)
Adspec (TN)
BRN 2171701
CHEBI:9215
Spectinomycin (INN)
CHX-3101
SPECTINOMYCIN [MI]
SPECTINOMYCIN [INN]
SPECTINOMYCIN [VANDF]
SPECTINOMYCIN [MART.]
SPECTINOMYCIN [WHO-DD]
DTXSID9023592
SPECTINOMYCIN [GREEN BOOK]
4H-Pyrano(2,3-b)(1,4)benzodioxin-4-one, decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-
4H-Pyrano[2,3-b][1,4]benzodioxin-4-one, decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-, (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-
U-18409E
Trobicin (TN)
U18409
Spectinomycine (INN-French)
Spectinomycinum (INN-Latin)
U-18409
(2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)decahydro-4H-pyrano[2,3-b][1,4]benzodioxin-4-one
4H-Pyrano(2,3-b)(1,4)benzodioxin-4-one, decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-, (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-
SPECTINOMYCIN (MART.)
Espectinomicina (INN-Spanish)
Ferkel Spectam
Salmosan-T
(1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.0^{3,8}]tetradecan-7-one
(2R-(2.ALPHA.,4A.BETA.,5A.BETA.,6.BETA.,7.BETA.,8.BETA.,9.ALPHA.,9A.ALPHA.,10A.BETA.))-DECAHYDRO-4A,7,9-TRIHYDROXY-2-METHYL-6,8-BIS(METHYLAMINO)-4H-PYRANO(2,3-B)(1,4)BENZODIOXIN-4-ONE
SalmosanT
Spectam Injectable
Spectam Scour-Halt
(1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo(8.4.0.0^(3,8))tetradecan-7-one
(2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)decahydro-4H-pyrano(2,3-b)(1,4)benzodioxin-4-one
4H-Pyrano[2,3-b][1,4]benzodioxin-4-one, decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-, [2R-(2.alpha.,4a.beta.,5a.beta.,6.beta.,7.beta.,8.beta.,9.alpha.,9a.alpha.,10a.beta.)]-
SpectoGard Scour-Chek
Spectinomycin Valdar Brand
Spectinomycin Pharmacia Brand
4H-Pyrano(2,3-b)(1,4)benzodioxin-4-one, decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-, (2R-(2alpha,4abeta,5abeta,6beta,7beta,8beta,9alpha,9aalpha,10abeta))-
Valdar Brand of Spectinomycin
DTXCID803592
SpectoGard Water Soluble Powder
Pharmacia Brand of Spectinomycin
J01XX04
Anhydrous Spectinomycin Dihydrochloride
Pharmacia Spectinomycin Dihydrochloride
Dihydrochloride, Pharmacia Spectinomycin
Spectinomycin Dihydrochloride, Pharmacia
Aspen Brand of Spectinomycin Dihydrochloride
CEVA Brand of Spectinomycin Dihydrochloride
Osborn Brand of Spectinomycin Dihydrochloride
Sanofi Brand of Spectinomycin Dihydrochloride
Chevita Brand of Spectinomycin Dihydrochloride
Pharmacia Brand of Spectinomycin Dihydrochloride
Interpharm Brand of Spectinomycin Dihydrochloride
Pharmacia Spain Brand of Spectinomycin Dihydrochloride
4HPyrano(2,3b)(1,4)benzodioxin4one, decahydro4a,7,9trihydroxy2methyl6,8bis(methylamino)
(2R-(2ALPHA,4ABETA,5ABETA,6BETA,7BETA,8BETA,9ALPHA,9AALPHA,10ABETA))-DECAHYDRO-4A,7,9-TRIHYDROXY-2-METHYL-6,8-BIS(METHYLAMINO)-4H-PYRANO(2,3-B)(1,4)BENZODIOXIN-4-ONE
216-911-3
unfwwihtnxnpbv-wxkvuwsesa-n
SCM
(1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-one
M 141
U 18409
XK 43-1
SR-05000001868
(2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-3,5a,6,7,8,9,9a,10a-octahydro-2H-benzo[[?]]pyrano[[?]][1,4]dioxin-4-one
NSC132679
Spectrum_000954
Prestwick0_000804
Prestwick1_000804
Prestwick2_000804
Prestwick3_000804
Spectrum2_001315
Spectrum3_000898
Spectrum4_000993
Spectrum5_001407
SCHEMBL3533
CHEMBL1167
BSPBio_000667
KBioGR_001425
KBioSS_001434
DivK1c_000137
SPBio_001409
SPBio_002588
BPBio1_000735
Actinospectacin; Antibiotic 2233wp; Espectinomicina;Togamycin; Trobicin
GTPL11127
KBio1_000137
KBio2_001434
KBio2_004002
KBio2_006570
KBio3_001816
NINDS_000137
HMS2089C03
HY-B1828
AKOS015961272
CCG-208273
DB00919
IDI1_000137
SMP1_000276
NCGC00017354-02
NCGC00017354-03
NCGC00017354-04
NCGC00142531-01
NCGC00142531-02
AC-13570
NCI60_000023
SBI-0051514.P003
CS-0013897
C02078
D08526
AB00642548-10
AB00642548-11
AB00642548_12
AB00642548_13
Q416154
ACTINOSPECTACIN; ESPECTINOMICINA; CHX-3101
SR-05000001868-4
BRD-K11905747-300-08-9
BRD-K11905747-300-09-7
BRD-K11905747-300-10-5
(2r,4ar,5ar,6s,7s,8r,9s,9ar,10as)-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)octahydro-2h-benzo[b]pyrano[2,3-e][1,4]dioxin-4(3h)-one