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micafungin

CHEBI:CHEBI_600520

Definition

A cyclic hexapeptide echinocandin antibiotic which exerts its effect by inhibiting the synthesis of 1,3-beta-D-glucan, an integral component of the fungal cell wall. It is used as the sodium salt for the treatment of invasive candidiasis, and of aspergillosis in patients who are intolerant of other therapy.

Chemical Information

Molecular Formula
C56H71N9O23S
Molecular Mass
1270.27400
Charge
0
SMILES
CCCCCOc1ccc(cc1)-c1cc(no1)-c1ccc(cc1)C(=O)N[C@H]1C[C@@H](O)[C@@H](O)NC(=O)[C@@H]2[C@@H](O)[C@@H](C)CN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@@H](NC1=O)[C@@H](C)O)[C@H](O)[C@@H](O)c1ccc(O)c(OS(O)(=O)=O)c1)[C@H](O)CC(N)=O
InChI
InChI=1S/C56H71N9O23S/c1-4-5-6-17-86-32-14-11-28(12-15-32)39-21-33(63-87-39)27-7-9-29(10-8-27)49(75)58-34-20-38(70)52(78)62-54(80)45-46(72)25(2)23-65(45)56(82)43(37(69)22-41(57)71)60-53(79)44(48(74)47(73)30-13-16-36(68)40(18-30)88-89(83,84)85)61-51(77)35-19-31(67)24-64(35)55(81)42(26(3)66)59-50(34)76/h7-16,18,21,25-26,31,34-35,37-38,42-48,52,66-70,72-74,78H,4-6,17,19-20,22-24H2,1-3H3,(H2,57,71)(H,58,75)(H,59,76)(H,60,79)(H,61,77)(H,62,80)(H,83,84,85)/t25-,26+,31+,34-,35-,37+,38+,42-,43-,44-,45-,46-,47-,48-,52+/m0/s1
InChIKey
PIEUQSKUWLMALL-YABMTYFHSA-N

Alternative Names

  • micafungin
  • Mycamine
  • 5-[(1S,2S)-2-{(2R,6S,9S,11R,12R,14aS,15S,16S,20S,23S,25aS)-20-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-2,11,12,15-tetrahydroxy-6-[(1R)-1-hydroxyethyl]-16-methyl-5,8,14,19,22,25-hexaoxo-9-[(4-{5-[4-(pentyloxy)phenyl]isoxazol-3-yl}benzoyl)amino]tetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-23-yl}-1,2-dihydroxyethyl]-2-hydroxyphenyl hydrogen sulfate
  • 5.1:6-anhydro{(4R,5R)-4,5-dihydroxy-N(2)-(4-{5-[4-(pentyloxy)phenyl]isoxazol-3-yl}benzoyl)-L-ornithyl-L-threonyl-(4R)-4-hydroxy-L-prolyl-(4S)-4-hydroxy-4-[4-hydroxy-3-(sulfooxy)phenyl]-L-threonyl-(3R)-3-hydroxy-L-glutaminyl-(3S,4S)-3-hydroxy-4-methyl-L-proline}

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
325887
oboInOwl#hasDbXref
PMID:17785512
core#notation
CHEBI:600520

Additional References

🔍 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

oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
325887
oboInOwl#hasDbXref
PMID:17785512
oboInOwl#hasAlternativeId
CHEBI:533785
oboInOwl#id
CHEBI:600520
generic_name
Micafungin sodium
brand_name
MICAFUNGIN
brand_name_base
MICAFUNGIN
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
dosage_form
INJECTION, POWDER, LYOPHILIZED, FOR SOLUTION
labeler_name
Yung Shin Pharm. Ind. Co., Ltd.
product_ndc
16436-0114
application_number
ANDA216438
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
core#notation
CHEBI:600520
pharm_class_epc
Echinocandin Antifungal [EPC]
pharm_class
Lipopeptides [CS]
pharm_class_cs
Lipopeptides [CS]
nui
N0000175507
active_ingredient_strength
50 mg/50mL
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
rxcui
2667653
manufacturer_name
Xellia Pharmaceuticals USA LLC
package_marketing_start_date
20-APR-18
active_ingredient_name
MICAFUNGIN
unii
R10H71BSWG
spl_set_id
29f17423-5787-47d0-a83b-bbdc0198fbfa
package_description
1 VIAL in 1 CARTON (72572-427-01) / 1 INJECTION, POWDER, LYOPHILIZED, FOR SOLUTION in 1 VIAL
listing_expiration_date
20241231
route
INTRAVENOUS
marketing_start_date
20050316
spl_id
2c927d2c-2602-43f0-997a-34e89d59e4a1
package_ndc
16436-0114-0
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect29725
owl#annotatedSource
t255989
owl#someValuesFrom
t2910529