Page last updated: 2024-11-12

candicidin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Candicidin: Mixture of antifungal heptaene macrolides from Streptomyces griseus or Actinomyces levoris used topically in candidiasis. The antibiotic complex is composed of candicidins A, B, C, and D, of which D is the major component. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

candicidin D : A 38-membered ring lactone containing seven (E)-double bonds between positions 22 and 35 and substituted by hydroxy groups at positions 9, 11, 13, 17 and 19, oxo groups at positions 3, 7 and 15, a carboxy group at position 18, a 3-amino-3,6-dideoxymannopyranosyloxy group at position 21, a methyl group at position 36 and a 7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl group at position 37. It is the major component of candicidin, a mixture of antifungal heptaene macrolides obtained from a strain of Streptomyces griseus. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

candicidin : A mixture of the antifungal heptaene macrolides obtained from a strain of Streptomyces griseus. It is composed of candicidins A, B, C and D, with candicidin D being the major component. Candicidin is active against some fungi of the genus Candida, and has been used in the treatment of vaginal candidiasis. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID10079874
CHEMBL ID1200647
CHEBI ID3349
SCHEMBL ID4250327
MeSH IDM0003252

Synonyms (36)

Synonym
48n2iyj202 ,
candizidin
candicidin [usan:usp:inn:ban]
candicidina
unii-48n2iyj202
candeptin
candicidinum [inn-latin]
einecs 215-763-7
candicidine [inn-french]
candizidin [german]
levorina [inn-spanish]
nsc 94219
candicidina [inn-spanish]
levorine [inn-french]
candimon
levorinum [inn-latin]
1403-17-4
candicidin d1
candicidin d
39372-30-0
candicidin
DB01152
(23e,25e,27e,29e,31e,33e,35e)-22-[(3-amino-3,6-dideoxy-d-mannopyranosyl)oxy]-38-[7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl]-10,12,14,18,20-pentahydroxy-37-methyl-2,4,8,16-tetraoxooxacyclooctatriaconta-23,25,27,29,31,33,35-heptaene-19-carboxyli
CHEBI:3349 ,
CHEMBL1200647
candicidine
candicidinum
SCHEMBL4250327
Q5031709
DTXSID301014435 ,
BCP12479
(23e,25e,27e,29e,31e,33e,35e)-22-(((3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-38-(7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl)-10,12,14,18,20-pentahydroxy-37-methyl-2,4,8,16-tetraoxooxacyclooctatriaconta-23,25,27,2
(23e,25e,27e,29e,31e,33e,35e)-22-[(3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-38-[7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl]-10,12,14,18,20-pentahydroxy-37-methyl-2,4,8,16-tetraoxo-1-oxacyclooctatriaconta-23,25,27,29,31,33,35-hep
EN300-25361157
(23e,25e,27e,29e,31e,33e,35e)-22-{[(3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-38-[7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl]-10,12,14,18,20-pentahydroxy-37-methyl-2,4,8,16-tetraoxo-1-oxacyclooctatriaconta-23,25,27,29,31,33,35-h
AKOS040746665

Research Excerpts

Compound-Compound Interactions

ExcerptReferenceRelevance
" Polyen antibiotics combined with DMSO also demonstrated antineoplastic activity at the animals treated with carcinogenic agent--diethyl nitrosoamine (DENA)."( [Radioprotective and antineoplastic activity of polyene antibiotics combined with dimethyl sulfoxide].
Aliev, DI; Ibragimova, VKh, 2002
)
0.31

Dosage Studied

ExcerptRelevanceReference
" The effect was most prominent in the high dosage (75 mg per kg per day) candicidin group and moderate in the high dosage (400 mg per kg per day) colestipol group."( Effect of candicidin and colestipol on the testes and prostate glands of BIO 87.20 hamsters.
Schaffner, CP; Wang, GM, 1976
)
0.89
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
bacterial metaboliteAny prokaryotic metabolite produced during a metabolic reaction in bacteria.
antifungal drugAny antifungal agent used to prevent or treat fungal infections in humans or animals.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
macrolide antibioticA macrocyclic lactone with a ring of twelve or more members which exhibits antibiotic activity.
polyene antibioticA family of antibiotics containing a conjugated polyene moiety, usuallly isolated from some species of Streptomyces.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (34)

Assay IDTitleYearJournalArticle
AID1136547Antifungal activity against Mucor mucedo ATCC 7941 at pH 5.6 after 5 days in absence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1148885Antifungal activity against Mucor mucedo ATCC 7941 assessed as growth inhibition at pH 7 incubated for 20 hrs in presence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1136553Antifungal activity against Mucor mucedo ATCC 7941 at pH 7 after 5 days in presence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1136557Antifungal activity against Trichophyton mentagrophytes ATCC 9129 at pH 5.6 after 5 days in presence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1136563Antifungal activity against Candida albicans ATCC 10231 at pH 5.6 after 5 days in absence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1136549Antifungal activity against Mucor mucedo ATCC 7941 at pH 5.6 after 5 days in presence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1136541Antifungal activity against Aspergillus niger ATCC 1004 at pH 5.6 after 5 days in presence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1148874Antifungal activity against Candida albicans ATCC 10231 assessed as growth inhibition at pH 7 incubated for 20 hrs in presence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1148878Antifungal activity against Aspergillus niger ATCC 1004 assessed as growth inhibition at pH 5.6 incubated for 5 days in absence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1136559Antifungal activity against Trichophyton mentagrophytes ATCC 9129 at pH 7 after 5 days in absence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1148879Antifungal activity against Aspergillus niger ATCC 1004 assessed as growth inhibition at pH 5.6 incubated for 5 days in presence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1136567Antifungal activity against Candida albicans ATCC 10231 at pH 7 after 5 days in absence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1594145Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Escherichia coli GroES expressed in Escherichia coli BL21 (DE3) assessed as reduction in GroEL/GroES-mediated denatured rhodanese refolding by measuring rhodanese enzyme activity 2019Bioorganic & medicinal chemistry letters, 05-01, Volume: 29, Issue:9
HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules.
AID1148888Antifungal activity against Trichophyton mentagrophytes ATCC 9129 assessed as growth inhibition at pH 7 incubated for 5 days in absence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1136561Antifungal activity against Trichophyton mentagrophytes ATCC 9129 at pH 7 after 5 days in presence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1136565Antifungal activity against Candida albicans ATCC 10231 at pH 5.6 after 5 days in presence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1148877Antifungal activity against Candida albicans ATCC 10231 assessed as growth inhibition at pH 7 incubated for 20 hrs in absence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1136555Antifungal activity against Trichophyton mentagrophytes ATCC 9129 at pH 5.6 after 5 days in absence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1136545Antifungal activity against Aspergillus niger ATCC 1004 at pH 7 after 5 days in presence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1148883Antifungal activity against Mucor mucedo ATCC 7941 assessed as growth inhibition at pH 5.6 incubated for 20 hrs in presence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1136569Antifungal activity against Candida albicans ATCC 10231 at pH 7 after 5 days in presence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1148882Antifungal activity against Mucor mucedo ATCC 7941 assessed as growth inhibition at pH 5.6 incubated for 20 hrs in absence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1148889Antifungal activity against Trichophyton mentagrophytes ATCC 9129 assessed as growth inhibition at pH 7 incubated for 5 days in presence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1148887Antifungal activity against Trichophyton mentagrophytes ATCC 9129 assessed as growth inhibition at pH 5.6 incubated for 5 days in presence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1136551Antifungal activity against Mucor mucedo ATCC 7941 at pH 7 after 5 days in absence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1136571Antifungal activity against Aspergillus niger ATCC 1004 at pH 5.6 after 5 days in absence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1148876Antifungal activity against Candida albicans ATCC 10231 assessed as growth inhibition at pH 5.6 incubated for 20 hrs in presence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1148881Antifungal activity against Aspergillus niger ATCC 1004 assessed as growth inhibition at pH 7 incubated for 5 days in presence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1594144Inhibition of Escherichia coli GroEL expressed in Escherichia coliDH5alpha/Escherichia coli GroES expressed in Escherichia coli BL21 (DE3) assessed as reduction in GroEL/GroES-mediated denatured soluble pig heart MDH refolding by measuring MDH enzyme acti2019Bioorganic & medicinal chemistry letters, 05-01, Volume: 29, Issue:9
HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules.
AID1136543Antifungal activity against Aspergillus niger ATCC 1004 at pH 7 after 5 days in absence of 10% beef serum1977Journal of medicinal chemistry, Apr, Volume: 20, Issue:4
Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds.
AID1148886Antifungal activity against Trichophyton mentagrophytes ATCC 9129 assessed as growth inhibition at pH 5.6 incubated for 5 days in absence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1148884Antifungal activity against Mucor mucedo ATCC 7941 assessed as growth inhibition at pH 7 incubated for 20 hrs in absence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1148880Antifungal activity against Aspergillus niger ATCC 1004 assessed as growth inhibition at pH 7 incubated for 5 days in absence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
AID1148875Antifungal activity against Candida albicans ATCC 10231 assessed as growth inhibition at pH 5.6 incubated for 20 hrs in absence of 10% beef serum1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Antifungal activity of 4-substituted crotonic acid esters.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (242)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990174 (71.90)18.7374
1990's27 (11.16)18.2507
2000's18 (7.44)29.6817
2010's17 (7.02)24.3611
2020's6 (2.48)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 31.50

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index31.50 (24.57)
Research Supply Index5.60 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index42.51 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (31.50)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials7 (2.66%)5.53%
Reviews6 (2.28%)6.00%
Case Studies3 (1.14%)4.05%
Observational0 (0.00%)0.25%
Other247 (93.92%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]