Page last updated: 2024-12-06

filipin

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

Description

Filipin: A complex of polyene antibiotics obtained from Streptomyces filipinensis. Filipin III alters membrane function by interfering with membrane sterols, inhibits mitochondrial respiration, and is proposed as an antifungal agent. Filipins I, II, and IV are less important. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6433194
CHEMBL ID252059
CHEBI ID83267
SCHEMBL ID17210465
MeSH IDM0008473
PubMed CID168313253
MeSH IDM0008473

Synonyms (33)

Synonym
14-deoxylagosin
u-5956
filimarisin
nsc-38092
(3r,4s,6s,8s,10r,12r,14r,16s,17e,19e,21e,23e,25e,27s,28r)-4,6,8,10,12,14,16,27-octahydroxy-3-[(1r)-1-hydroxyhexyl]-17,28-dimethyl-1-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one
15-deoxylagosin
11078-21-0
oxacyclooctacosa-17,19,21,23,25-pentaen-2-one, 4,6,8,10,12,14,16,27-octahydroxy-3-[(1r)-1-hydroxyhexyl]-17,28-dimethyl-, (3r,4s,6s,8s,10r,12r,14r,16s,17e,19e,21e,23e,25e,27s,28r)-
oxacyclooctacosane, filipin iii deriv.
filipin derivative
4,6,8,10,12,14,16,27-octahydroxy-3-(1-hydroxyhexyl)-17,28-dimethyl-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one
D04186
filipin (usan)
tk-336
CHEMBL252059
1',26-dihydroxyfilipin
1'-epi-filipin iv
chebi:83267 ,
filipine
filipinum
filipina
(3r,4s,6s,8s,10r,12r,14r,16s,17e,19e,21e,23e,25e,27s,28r)-4,6,8,10,12,14,16,27-octahydroxy-3-[(1r)-1-hydroxyhexyl]-17,28-dimethyloxacyclooctacosa-17,19,21,23,25-pentaen-2-one
HMS3649M19
SCHEMBL17210465
AKOS032947194
Q2073868
BRD-K91940914-001-01-5
CS-0099763
HY-N6718
F82421
mfcd30742956
BF162726
filipin

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" For long term effect, PIM was the least toxic followed by MED, FZ, and FIL as indicated by 24-hour survival, 72-hour viability, and growth rate of cells."( Polyene macrolide antibiotic cytotoxicity and membrane permeability alterations. I. Comparative effects of four classes of polyene macrolides on mammalian cells.
Bryson, V; Fisher, PB; Schaffner, CP, 1978
)
0.26

Compound-Compound Interactions

ExcerptReferenceRelevance
" Verapamil was effective in combination with 5-FU, VCR or PEP on HSGc and with DTIC, VCR or PEP on KB."( [Chemo-sensitivity of a human salivary adenocarcinoma cell line to several anti-cancer drugs and enhancement of the antitumor effects by combination with filipin or verapamil].
Matsuya, T; Okura, M; Shirasuna, K; Sugiyama, M; Watatani, K, 1989
)
0.28
" cerevisiae cells when combined with a nonpolyene antibiotic, fusidic acid or bleomycin A2."( Classification of polyene antibiotics according to their synergistic effect in combination with bleomycin A2 or fusidic acid.
Akiyama, S; Kaneko, M; Komiyama, S; Kuwano, M; Tabuki, T, 1980
)
0.26
"We compared the in vitro antifungal action of amphotericin B (AmB) used alone or in combination with a second polyene antibiotic or with miconazole or ketoconazole."( Antifungal action of amphotericin B in combination with other polyene or imidazole antibiotics.
Brajtburg, J; Kobayashi, D; Kobayashi, GS; Medoff, G, 1982
)
0.26
[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.
fluorescent probeA role played by a fluorescent molecular entity used to study the microscopic environment by fluorescence spectroscopy.
[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 (3)

ClassDescription
macrolideA macrocyclic lactone with a ring of twelve or more members derived from a polyketide.
polyolA compound that contains two or more hydroxy groups.
olefinic compoundAny organic molecular entity that contains at least one C=C bond.
[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 (12)

Assay IDTitleYearJournalArticle
AID1889503Antifungal activity Candida albicans CMCC(F) 98001 assessed as inhibition of fungal growth incubated for 24 hrs by broth micro dilution method
AID977599Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID312015Antifungal activity against Colletotrichum acutatum at 10 ug/disc after 48 hrs by disc diffusion assay2007Journal of natural products, Dec, Volume: 70, Issue:12
Serinocyclins A and B, cyclic heptapeptides from Metarhizium anisopliae.
AID312016Antifungal activity against Botrytis cinerea at 10 ug/disc after 48 hrs by disc diffusion assay2007Journal of natural products, Dec, Volume: 70, Issue:12
Serinocyclins A and B, cyclic heptapeptides from Metarhizium anisopliae.
AID311176Antifungal activity against Candida albicans ATCC 14053 at 50 ug/disk2007Journal of natural products, Aug, Volume: 70, Issue:8
Solanapyrone analogues from a Hawaiian fungicolous fungus.
AID312017Antifungal activity against Beauveria bassiana at 10 ug/disc after 48 hrs by disc diffusion assay2007Journal of natural products, Dec, Volume: 70, Issue:12
Serinocyclins A and B, cyclic heptapeptides from Metarhizium anisopliae.
AID312014Antibacterial activity against Bacillus cereus at 10 ug/disc after 48 hrs by disc diffusion assay2007Journal of natural products, Dec, Volume: 70, Issue:12
Serinocyclins A and B, cyclic heptapeptides from Metarhizium anisopliae.
AID312018Antifungal activity against Saccharomyces cerevisiae at 10 ug/disc after 48 hrs by disc diffusion assay2007Journal of natural products, Dec, Volume: 70, Issue:12
Serinocyclins A and B, cyclic heptapeptides from Metarhizium anisopliae.
AID312013Antibacterial activity against Escherichia coli at 10 ug/disc after 48 hrs by disc diffusion assay2007Journal of natural products, Dec, Volume: 70, Issue:12
Serinocyclins A and B, cyclic heptapeptides from Metarhizium anisopliae.
AID977602Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID378755Antimicrobial activity against Candida albicans ATCC 10453 at 50 ug/disk by standard disk assay1999Journal of natural products, Feb, Volume: 62, Issue:2
Antifungal and antibacterial metabolites from a sclerotium-colonizing isolate of Mortierella vinacea.
AID1159550Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening2015Nature cell biology, Nov, Volume: 17, Issue:11
6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (756)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990279 (36.90)18.7374
1990's96 (12.70)18.2507
2000's258 (34.13)29.6817
2010's110 (14.55)24.3611
2020's13 (1.72)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews1 (16.67%)6.00%
Reviews21 (2.74%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies19 (2.48%)4.05%
Observational0 (0.00%)0.25%
Observational1 (0.13%)0.25%
Other5 (83.33%)84.16%
Other726 (94.65%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]