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Pravastatin

CHEBI:CHEBI_63618

Definition

A carboxylic ester resulting from the formal condensation of (S)-2-methylbutyric acid with the hydroxy group adjacent to the ring junction of (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6,8-dihydroxy-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid. Derived from microbial transformation of mevastatin, pravastatin is a reversible inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA). The sodium salt is used for lowering cholesterol and preventing cardiovascular disease. It is one of the lower potency statins, but has the advantage of fewer side effects compared with lovastatin and simvastatin.

Chemical Information

Molecular Formula
C23H36O7
Molecular Mass
424.52770
Charge
0
SMILES
[H][C@]12[C@H](C[C@H](O)C=C1C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O)OC(=O)[C@@H](C)CC
InChI
InChI=1S/C23H36O7/c1-4-13(2)23(29)30-20-11-17(25)9-15-6-5-14(3)19(22(15)20)8-7-16(24)10-18(26)12-21(27)28/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28)/t13-,14-,16+,17+,18+,19-,20-,22-/m0/s1
InChIKey
TUZYXOIXSAXUGO-PZAWKZKUSA-N

Alternative Names

  • (+)-(3R,5R)-3,5-dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(S)-2-methylbutyryl]oxy}-1,2,6,7,8,8a-hexahydro-1-naphthyl]heptanoic acid
  • (3R,5R)-3,5-dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid
  • pravastatin
  • pravastatin acid
  • pravastatina
  • pravastatine
  • pravastatinum

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
42463
oboInOwl#hasDbXref
Wikipedia:Pravastatin
core#notation
CHEBI:63618

Additional References

Wikipedia:Pravastatin

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

package_ndc
16729-010-17
package_description
60 TABLET in 1 BOTTLE (63629-9163-2)
product_ndc
0904-5892
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
42463
oboInOwl#hasDbXref
Wikipedia:Pravastatin
oboInOwl#id
CHEBI:63618
oboInOwl#hasAlternativeId
CHEBI:8360
generic_name
pravastatin sodium
brand_name
pravastatin sodium
brand_name_base
pravastatin sodium
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_25212
chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_63655
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_63660
package_marketing_start_date
01-NOV-08
product_type
BULK INGREDIENT
dosage_form
POWDER
marketing_category
BULK INGREDIENT
labeler_name
CIPLA USA INC.
marketing_start_date
20120210
application_number
ANDA203367
route
ORAL
spl_id
0d6fa0b8-bef8-42ff-8b4e-ea21b291a8e2
listing_expiration_date
20241231
rxcui
904481
manufacturer_name
CIPLA USA INC.
unii
3M8608UQ61
spl_set_id
8dbdc80d-9d8c-4e22-9108-d87a77e07a6b
has_treatment
http://purl.obolibrary.org/obo/DOID_3145
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect30616
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_63660
owl#annotatedSource
t262897
owl#someValuesFrom
t1044499
active_ingredient_strength
100 kg/100kg
active_ingredient_name
PRAVASTATIN SODIUM
upc
0372789161303
core#notation
CHEBI:63618
pharm_class
Hydroxymethylglutaryl-CoA Reductase Inhibitors [MoA]
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class