Beclomethasone dipropionate
A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Beclomethasone dipropionate are summarized together with 3D and 2D structures and relevant physico-chemical properties.
Table of Contents
What is the Beclomethasone dipropionate?
The molecule Beclomethasone dipropionate presents a molecular formula of C28H37ClO7 and its IUPAC name is [2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate.
Beclomethasone dipropionate (BDP) is a medication of the corticosteroid type. It is a prodrug of the free form of beclomethasone (BAF), which is an active metabolite of beclomethasone. BDP was first synthesized in 1964..
BDP is used as an inhalation aerosol to treat the symptoms of asthma. BDP is a highly potent corticosteroid with a long duration of action. The therapeutic effect of BDP is achieved through the reduction of inflammation in the airways. BDP has a high affinity for the glucocorticoid receptor, which is the main mechanism of action of BDP..
The free form of BDP is rapidly metabolized in the liver to the active metabolite, beclomethasone. Beclomethasone has a high affinity for the glucocorticoid receptor and a long duration of action. The therapeutic effect of BDP is achieved through the reduction of inflammation in the airways..
The most common side effect of BDP is hoarseness. Other side effects include, but are not limited to, cough, throat irritation, and headache..
BDP is a highly potent corticosteroid with a long duration of action. The therapeutic effect of BDP is achieved through the reduction of inflammation in the airways. BDP has a high affinity for the glucocorticoid receptor, which is the main mechanism of action of BDP..
3D structure
Cartesian coordinates
Geometry of Beclomethasone dipropionate in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.
2D drawing
Molecule descriptors
| IUPAC name | [2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate |
| InChI code | InChI=1S/C28H37ClO7/c1-6-23(33)35-15-22(32)28(36-24(34)7-2)16(3)12-20-19-9-8-17-13-18(30)10-11-25(17,4)27(19,29)21(31)14-26(20,28)5/h10-11,13,16,19-21,31H,6-9,12,14-15H2,1-5H3/t16-,19-,20-,21-,25-,26-,27-,28-/m0/s1 |
| InChI Key | KUVIULQEHSCUHY-XYWKZLDCSA-N |
| SMILES | CCC(=O)OCC(=O)[C@@]1(OC(=O)CC)[C@@H](C)C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@@]21C |
Other names (synonyms)
IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.
One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.
Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.
In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.
- (11beta,16beta)-9-chloro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)pregna-1,4-diene-3,20-dione
- (11beta,16beta)-9-chloro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl dipropanoate
- (8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-[2-(propionyloxy)acetyl]-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl propionate
- 2-[(1R,2S,10S,11S,13S,14R,15S,17S)-1-chloro-17-hydroxy-2,13,15-trimethyl-5-oxo-14-(propanoyloxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl]-2-oxoethyl propanoate
- 534B098
- 5534-09-8
- 5B307S63B2
- 9-Chloro-11.beta.,17,21-trihydroxy-16.beta.-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate
- 9-Chloro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate
- 9-Chloro-11beta-hydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate
- 9-chloro-16beta-methyl-11beta,17,21-trihydroxypregna-1,4-diene-3,20-dione 17,21-dipropionate
- 9alpha-chloro-16beta-methyl-3,20-dioxo-1,4-pregnadiene-11beta,17,21-triol 17,21-dipropionate
- AC-2159
- Aerobec
- Alanase
- Aldecin
- Aldecina
- Aldecine
- Anceron
- Atomase
- B4464
- BECLOMETASONE DIPROPIONATE ANHYDROUS
- BECLOMETASONE DIPROPIONATE, ANHYDROUS
- BECLOMETHASONE 17,21-DIPROPIONATE
- BECLOMETHASONE 17,21-DIPROPRIONATE
- BECLOMETHASONE DIPROPIONATE
- BETAMETHASONE DIPROPIONATE IMPURITY E
- BPBio1_000957
- BSPBio_000869
- Beclacin
- Beclate
- Beclazone
- Beclazone 250
- Beclocort Nasel
- Becloforte
- Beclomet
- Beclomet Nasal
- Beclometasone 17,21-dipropionate
- Beclometasone dipropionate
- Beclometasone dipropionate (JP17)
- Beclometasone dipropionato
- Beclomethasone dipropionate
- Beclorhinol
- Becloturmant
- Becloval
- Beclovent
- Becodisks
- Beconase
- Beconase AQ
- Beconasol
- Becotide
- Belchlorhinol
- Benconase
- C07813
- CCG-220855
- CLENIL A
- CPD001233361
- CS-1503
- Clenil
- Clenil-A
- D00689
- D89082
- DB00394
- DSSTox_CID_28656
- DSSTox_GSID_48730
- DSSTox_RID_82926
- Entyderma
- GTPL5894
- HMS1570L11
- HMS2097L11
- HMS2235O23
- HMS3259H03
- HMS3714L11
- HY-13571A
- Inalone
- Inalone O
- Inalone R
- KW-053
- Korbutone
- MFCD00135613
- MLS002154034
- Menaderm
- NASOBEC
- NC00610
- NCGC00094596-03
- NCGC00179392-01
- NSC 755901
- NSC-755901
- ORBESHIELD
- Pregna-1,4-diene-3,20-dione, 9-chloro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11.beta.,16.beta.)-
- Pregna-1,4-diene-3,20-dione, 9-chloro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11beta,16beta)-
- Pregna-1,4-diene-3,20-dione, 9-chloro-16-beta-methyl-11-beta,17,21-trihydroxy-, 17,21-dipropionate
- Prestwick0_000855
- Prestwick1_000855
- Prestwick2_000855
- Prestwick3_000855
- Prestwick_990
- Propaderm
- Propaderm Forte
- Propionic acid beclomethasone
- Q421475
- QNASL
- QVAR 40
- Qvar
- Qvar 80
- Respocort
- Rhino Clenil
- Rhinosol
- Rino-clenil
- SCH 18020W
- SCH 8020W
- SCH-18020W
- SGX-201
- SGX-202
- SGX-203
- SMR001233361
- Sanasthmax
- Sanasthmyl
- Sanasthymyl
- Spir
- TOPSTER
- TRIMBOW COMPONENT BECLOMETHASONE DIPROPIONATE
- Turbinal
- Vancenase
- Vancenase AQ
- Vanceril
- Vanceril Double Strength
- Ventolair
- Viarex
- Viarox
- [(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-(2-propanoyloxyacetyl)-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
- [2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate
- beclomethasone dipropionate anhydrous
- beclomethasone-dipropionate
- orBec
- s3078
Reference codes for other databases
There exist several different chemical codes commonly used in orded to identify molecules:- CAS number (Chemical Abstracts Service Registry Number) is a unique identifier is assigned to every chemical compound indexed in the CAS database.
- Beilstein: The Beilstein database is a comprehensive source of information on organic chemistry, including information on chemical structures, properties, and reactions. The Beilstein database assigns unique identifiers which can be used to identify compounds in scientific literature and other sources.
- ChEBI (Chemical Entities of Biological Interest): ChEBI is a database of small chemical molecules that are of interest in the field of biology.
- PubChem CID (Compound Identifier): PubChem is a database of chemical compounds that is maintained by the National Institutes of Health (NIH).
- RTECS number (Registry of Toxic Effects of Chemical Substances): The RTECS is a database of information on the toxic effects of chemicals, including information on their structures and properties.
- ChEMBL (Compound Bioactivity Data): ChEMBL is a database of bioactivity data for small molecules, including information on their properties and structures.
- CompTox Dashboard (Environmental Protection Agency): The CompTox Dashboard is a database of information on the toxicology and environmental effects of chemicals.
- ZINC3938744
- CAS-5534-09-8
- UNII-5B307S63B2
- AKOS015951275
- BRD-K97810537-001-03-7
- BRD-K97810537-001-13-6
- DTXSID3048730
- CHEMBL1200500
- CHEBI:3002
- Tox21_113168
- EINECS 226-886-0
- SPBio_002790
- SCHEMBL6890
Physico-Chemical properties
| IUPAC name | [2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate |
| Molecular formula | C28H37ClO7 |
| Molecular weight | 521.042 |
| Melting point (ºC) | |
| Boiling point (ºC) | |
| Density (g/cm3) | |
| Molar refractivity | 135.79 |
| LogP | 4.1 |
| Topological polar surface area | 107.0 |
LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.
The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.
TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.
In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.
For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.