MICAFUNGIN

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
ATC J02AX05
UNII R10H71BSWG

Structure

InChI Key PIEUQSKUWLMALL-YABMTYFHSA-N
Smiles CCCCCOc1ccc(-c2cc(-c3ccc(C(=O)N[C@H]4C[C@@H](O)[C@@H](O)NC(=O)[C@@H]5[C@@H](O)[C@@H](C)CN5C(=O)[C@H]([C@H](O)CC(N)=O)NC(=O)[C@H]([C@H](O)[C@@H](O)c5ccc(O)c(OS(=O)(=O)O)c5)NC(=O)[C@@H]5C[C@@H](O)CN5C(=O)[C@H]([C@@H](C)O)NC4=O)cc3)no2)cc1
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C56H71N9O23S
Molecular Weight 1270.29
AlogP None
Hydrogen Bond Acceptor None
Hydrogen Bond Donor None
Number of Rotational Bond None
Polar Surface Area None
Molecular species None
Aromatic Rings None
Heavy Atoms None
Assay Description Organism Bioactivity Reference
Inhibition of glucan synthase in Aspergillus fumigatus R21 Aspergillus fumigatus 0.0037 ug.mL-1
Inhibition of glucan synthase in Aspergillus fumigatus R21 in presence of 10% human serum Aspergillus fumigatus 0.0062 ug.mL-1
Inhibition of glucan synthase in Aspergillus fumigatus R21 in presence of 20% human serum Aspergillus fumigatus 0.0103 ug.mL-1
Inhibition of glucan synthase in Aspergillus fumigatus R21 in presence of 50% human serum Aspergillus fumigatus 0.0232 ug.mL-1
Inhibition of glucan synthase in Aspergillus fumigatus MF5668 Aspergillus fumigatus 0.0022 ug.mL-1
Inhibition of glucan synthase in Aspergillus fumigatus MF5668 in presence of 10% human serum Aspergillus fumigatus 0.0032 ug.mL-1
Inhibition of glucan synthase in Aspergillus fumigatus MF5668 in presence of 20% human serum Aspergillus fumigatus 0.0033 ug.mL-1
Inhibition of glucan synthase in Aspergillus fumigatus MF5668 in presence of 50% human serum Aspergillus fumigatus 0.0076 ug.mL-1
Inhibition of glucan synthase in Aspergillus fumigatus ATCC 13073 Aspergillus fumigatus 0.002 ug.mL-1
Inhibition of glucan synthase in Aspergillus fumigatus ATCC 13073 in presence of 10% human serum Aspergillus fumigatus 0.0047 ug.mL-1
Inhibition of glucan synthase in Aspergillus fumigatus ATCC 13073 in presence of 20% human serum Aspergillus fumigatus 0.0075 ug.mL-1
Inhibition of glucan synthase in Aspergillus fumigatus ATCC 13073 in presence of 50% human serum Aspergillus fumigatus 0.0098 ug.mL-1
Inhibition of glucan synthase in Candida albicans ATCC 90028 Candida albicans 0.018 ug.mL-1
Inhibition of glucan synthase in Candida albicans ATCC 90028 in presence of 10% human serum Candida albicans 0.0284 ug.mL-1
Inhibition of glucan synthase in Candida albicans ATCC 90028 in presence of 20% human serum Candida albicans 0.0501 ug.mL-1
Inhibition of glucan synthase in Candida albicans ATCC 90028 in presence of 50% human serum Candida albicans 0.0902 ug.mL-1
Inhibition of glucan synthase in Candida albicans ATCC 36082 Candida albicans 0.0108 ug.mL-1
Inhibition of glucan synthase in Candida albicans ATCC 36082 in presence of 10% human serum Candida albicans 0.0237 ug.mL-1
Inhibition of glucan synthase in Candida albicans ATCC 36082 in presence of 20% human serum Candida albicans 0.0314 ug.mL-1
Inhibition of glucan synthase in Candida albicans ATCC 36082 in presence of 50% human serum Candida albicans 0.057 ug.mL-1
Inhibition of glucan synthase in Candida albicans SC5314 Candida albicans 0.0269 ug.mL-1
Inhibition of glucan synthase in Candida albicans SC5314 in presence of 10% human serum Candida albicans 0.0326 ug.mL-1
Inhibition of glucan synthase in Candida albicans SC5314 in presence of 20% human serum Candida albicans 0.0506 ug.mL-1
Inhibition of glucan synthase in Candida albicans SC5314 in presence of 50% human serum Candida albicans 0.0897 ug.mL-1
Inhibition of wild-type 1,3-beta-D-glucan synthase KU80delta from Aspergillus fumigatus assessed as incorporation of [3H]glucose Aspergillus fumigatus 0.00063 ug.mL-1
Inhibition of 1,3-beta-D-glucan synthase EMFR-S678P mutant from Aspergillus fumigatus assessed as incorporation of [3H]glucose Aspergillus fumigatus 0.01261 ug.mL-1
Inhibition of 1,3-beta-D-glucan synthase EMFR-S678P/WT mutant from Aspergillus fumigatus assessed as incorporation of [3H]glucose Aspergillus fumigatus 0.0005 ug.mL-1
Inhibition of Candida tropicalis ATCC 750 wild type FKS Candida tropicalis 0.007545 ug.mL-1
Inhibition of Candida tropicalis CT-C1 FKS1 T227C mutant Candida tropicalis 0.4059 ug.mL-1
Inhibition of Candida glabrata ATCC 90030 wild type FKS Candida glabrata 0.00071 ug.mL-1
Inhibition of Candida glabrata CG-C2 FKS1 T1885C mutant Candida glabrata 15.14 ug.mL-1
Inhibition of Candida glabrata CG-C3 FKS2 T1987C mutant Candida glabrata 11.42 ug.mL-1
Inhibition of Candida albicans ATCC 90028 wild type FKS Candida albicans 0.0188 ug.mL-1
Inhibition of Candida albicans 177 FKS1 T1922C mutant Candida albicans 1.435 ug.mL-1
Inhibition of Candida albicans 205 FKS1 T1933C mutant Candida albicans 1.088 ug.mL-1
Inhibition of Candida tropicalis CT-C1 wild type FKS Candida tropicalis 0.4014 ug.mL-1
Inhibition of Candida parapsilosis ATCC 22019 glucan synthase by assessed as [3H]UDPG incorporation Candida parapsilosis 0.2453 ug.mL-1 Inhibition of Candida parapsilosis ATCC 22019 glucan synthase by assessed as [3H]UDPG incorporation Candida parapsilosis 476.0 ng/ml
Inhibition of Candida parapsilosis H4 glucan synthase assessed as [3H]UDPG incorporation Candida parapsilosis 0.3408 ug.mL-1 Inhibition of Candida parapsilosis H4 glucan synthase assessed as [3H]UDPG incorporation Candida parapsilosis 486.0 ng/ml
Inhibition of Candida parapsilosis H5 glucan synthase assessed as [3H]UDPG incorporation Candida parapsilosis 0.4936 ug.mL-1 Inhibition of Candida parapsilosis H5 glucan synthase assessed as [3H]UDPG incorporation Candida parapsilosis 261.0 ng/ml
Inhibition of Candida orthopsilosis H10 glucan synthase assessed as [3H]UDPG incorporation Candida orthopsilosis 0.1527 ug.mL-1 Inhibition of Candida orthopsilosis H10 glucan synthase assessed as [3H]UDPG incorporation Candida orthopsilosis 177.5 ng/ml
Inhibition of Candida orthopsilosis 981224 glucan synthase assessed as [3H]UDPG incorporation Candida orthopsilosis 0.07752 ug.mL-1 Inhibition of Candida orthopsilosis 981224 glucan synthase assessed as [3H]UDPG incorporation Candida orthopsilosis 248.0 ng/ml
Inhibition of Candida metapsilosis am-2006-0113 glucan synthase assessed as [3H]UDPG incorporation Candida metapsilosis 0.07032 ug.mL-1 Inhibition of Candida metapsilosis am-2006-0113 glucan synthase assessed as [3H]UDPG incorporation Candida metapsilosis 266.0 ng/ml
Inhibition of Candida metapsilosis 960161 glucan synthase assessed as [3H]UDPG incorporation Candida metapsilosis 0.1137 ug.mL-1 Inhibition of Candida metapsilosis 960161 glucan synthase assessed as [3H]UDPG incorporation Candida metapsilosis 382.5 ng/ml
Inhibition of Saccharomyces cerevisiae BY4742 glucan synthase assessed as [3H]UDPG incorporation Saccharomyces cerevisiae 0.1594 ug.mL-1 Inhibition of Saccharomyces cerevisiae BY4742 glucan synthase assessed as [3H]UDPG incorporation Saccharomyces cerevisiae 179.01 ng/ml
Inhibition of Saccharomyces cerevisiae BY4742-FKS1P649A mutant glucan synthase assessed as [3H]UDPG incorporation Saccharomyces cerevisiae 5.199 ug.mL-1
Inhibition of FKS1 deficient Saccharomyces cerevisiae BY4742 glucan synthase assessed as [3H]UDPG incorporation Saccharomyces cerevisiae 27.47 ng/ml
Inhibition of Candida albicans Sc5314 glucan synthase assessed as [3H]UDPG incorporation Candida albicans 0.05825 ug.mL-1 Inhibition of Candida albicans Sc5314 glucan synthase assessed as [3H]UDPG incorporation Candida albicans 23.53 ng/ml
Inhibition of Candida albicans ATCC 90028 glucan synthase assessed as [3H]UDPG incorporation Candida albicans 0.0102 ug.mL-1 Inhibition of Candida albicans ATCC 90028 glucan synthase assessed as [3H]UDPG incorporation Candida albicans 15.47 ng/ml
Inhibition of Candida albicans ATCC 36082 glucan synthase assessed as [3H]UDPG incorporation Candida albicans 0.01888 ug.mL-1
Inhibition of Candida albicans M122 glucan synthase assessed as [3H]UDPG incorporation Candida albicans 0.9431 ug.mL-1 Inhibition of Candida albicans M122 glucan synthase assessed as [3H]UDPG incorporation Candida albicans 1.13 ng/ml
Inhibition of Candida glabrata ATCC 90030 glucan synthase assessed as [3H]UDPG incorporation Candida glabrata 0.00068 ug.mL-1
Inhibition of Candida glabrata T51916 glucan synthase assessed as [3H]UDPG incorporation Candida glabrata 0.1123 ug.mL-1 Inhibition of Candida glabrata T51916 glucan synthase assessed as [3H]UDPG incorporation Candida glabrata 510.0 ng/ml
Inhibition of Candida tropicalis ATCC 750 glucan synthase subunit FKS1p at monophasic kinetics Candida tropicalis 0.007545 ug.mL-1
Inhibition of Candida tropicalis T7 blood stream isolate glucan synthase subunit FKS1p at monophasic kinetics Candida tropicalis 0.006168 ug.mL-1
Inhibition of Candida tropicalis T3 blood stream isolate glucan synthase subunit FKS1p with FLTLS/PLRDP mutant at monophasic kinetics Candida tropicalis 0.000149 ug.mL-1
Inhibition of Candida tropicalis T3 blood stream isolate glucan synthase subunit FKS1p with FLTLS/PLRDP mutant at biphasic kinetics Candida tropicalis 0.2898 ug.mL-1
Inhibition of Candida tropicalis T19 blood stream isolate glucan synthase subunit FKS1p with FLTLS/PLRDP mutant at monophasic kinetics Candida tropicalis 0.000217 ug.mL-1
Inhibition of Candida tropicalis T19 blood stream isolate glucan synthase subunit FKS1p with FLTLS/PLRDP mutant at biphasic kinetics Candida tropicalis 0.2838 ug.mL-1
Inhibition of Candida tropicalis T26 blood stream isolate glucan synthase subunit FKS1p with LLTLSLRDP mutant at monophasic kinetics Candida tropicalis 0.07566 ug.mL-1
Inhibition of Candida albicans ATCC 90028 glucan synthase at monophasic kinetics Candida albicans 0.0188 ug.mL-1
Inhibition of Candida albicans 205 glucan synthase subunit FKS1p FLTLPLRDP mutant at monophasic kinetics Candida albicans 1.085 ug.mL-1
Inhibition of Candida albicans SC5314 1,3-beta-D-glucan synthase subunit FKS1p Candida albicans SC5314 0.0582 ug.mL-1 Inhibition of Candida albicans SC5314 1,3-beta-D-glucan synthase subunit FKS1p Candida albicans SC5314 27.47 ng/ml
Inhibition of Candida albicans 36082 1,3-beta-D-glucan synthase subunit FKS1p Candida albicans 0.0102 ug.mL-1 Inhibition of Candida albicans 36082 1,3-beta-D-glucan synthase subunit FKS1p Candida albicans 23.53 ng/ml
Inhibition of Candida albicans 90028 1,3-beta-D-glucan synthase subunit FKS1p Candida albicans 0.0188 ug.mL-1 Inhibition of Candida albicans 90028 1,3-beta-D-glucan synthase subunit FKS1p Candida albicans 15.47 ng/ml
Inhibition of Candida albicans 1002 1,3-beta-D-glucan synthase subunit FKS1p Candida albicans 0.05334 ug.mL-1 Inhibition of Candida albicans 1002 1,3-beta-D-glucan synthase subunit FKS1p Candida albicans 34.52 ng/ml
Inhibition of Candida albicans 3107 1,3-beta-D-glucan synthase subunit FKS1p Candida albicans 0.01472 ug.mL-1 Inhibition of Candida albicans 3107 1,3-beta-D-glucan synthase subunit FKS1p Candida albicans 41.87 ng/ml
Inhibition of Candida albicans 3795 1,3-beta-D-glucan synthase subunit FKS1p Candida albicans 0.03889 ug.mL-1 Inhibition of Candida albicans 3795 1,3-beta-D-glucan synthase subunit FKS1p Candida albicans 58.64 ng/ml
Inhibition of Candida albicans 119 1,3-beta-D-glucan synthase subunit FKS1p T1921C mutant Candida albicans 0.1836 ug.mL-1 Inhibition of Candida albicans 119 1,3-beta-D-glucan synthase subunit FKS1p T1921C mutant Candida albicans 155.9 ng/ml
Inhibition of Candida albicans 177 1,3-beta-D-glucan synthase subunit FKS1p T1922C mutant Candida albicans 1.441 ug.mL-1
Inhibition of Candida albicans 2762 1,3-beta-D-glucan synthase subunit FKS1p T1922C mutant Candida albicans 1.693 ug.mL-1
Inhibition of Candida albicans 205 1,3-beta-D-glucan synthase subunit FKS1p T1933C mutant Candida albicans 1.085 ug.mL-1
Inhibition of Candida albicans 5415 1,3-beta-D-glucan synthase subunit FKS1p T1933C mutant Candida albicans 1.254 ug.mL-1
Inhibition of Candida albicans 89 1,3-beta-D-glucan synthase subunit FKS1p C1934A mutant Candida albicans 2.533 ug.mL-1 Inhibition of Candida albicans 89 1,3-beta-D-glucan synthase subunit FKS1p C1934A mutant Candida albicans 867.13 ng/ml
Inhibition of Candida albicans 85 1,3-beta-D-glucan synthase subunit FKS1p C1934T mutant Candida albicans 0.4498 ug.mL-1
Inhibition of Candida albicans 149 1,3-beta-D-glucan synthase subunit FKS1p G1942T mutant Candida albicans 0.3755 ug.mL-1 Inhibition of Candida albicans 149 1,3-beta-D-glucan synthase subunit FKS1p G1942T mutant Candida albicans 489.23 ng/ml
Inhibition of Candida albicans 122 1,3-beta-D-glucan synthase subunit FKS1p C1946A mutant Candida albicans 0.9246 ug.mL-1
Inhibition of Candida albicans 121 1,3-beta-D-glucan synthase subunit FKS1p G4082A mutant Candida albicans 0.4982 ug.mL-1 Inhibition of Candida albicans 121 1,3-beta-D-glucan synthase subunit FKS1p G4082A mutant Candida albicans 840.48 ng/ml
Inhibition of Candida albicans 194 1,3-beta-D-glucan synthase subunit FKS1p C1934T/G4082R mutant Candida albicans 1.765 ug.mL-1 Inhibition of Candida albicans 194 1,3-beta-D-glucan synthase subunit FKS1p C1934T/G4082R mutant Candida albicans 493.83 ng/ml
Inhibition of Candida albicans 90 1,3-beta-D-glucan synthase subunit FKS1p G4082R mutant Candida albicans 0.07739 ug.mL-1 Inhibition of Candida albicans 90 1,3-beta-D-glucan synthase subunit FKS1p G4082R mutant Candida albicans 264.73 ng/ml
Inhibition of Candida albicans A15 1,3-beta-D-glucan synthase subunit FKS1p T1933Y mutant Candida albicans 0.1773 ug.mL-1
Inhibition of Candida albicans A15-10 1,3-beta-D-glucan synthase subunit FKS1p T1933C mutant Candida albicans 1.194 ug.mL-1
Inhibition of Candida glabrata ATCC 90030 wild type 1,3-beta-D-glucan synthase Candida glabrata 0.00071 ug.mL-1
Inhibition of Candida glabrata isolate 218 wild type 1,3-beta-D-glucan synthase Candida glabrata 0.00056 ug.mL-1
Inhibition of Candida glabrata isolate 3168 wild type 1,3-beta-D-glucan synthase Candida glabrata 0.00129 ug.mL-1
Inhibition of Candida glabrata isolate 42997 1,3-beta-D-glucan synthase Fks1p F625S mutant/wild type Fks2p Candida glabrata 0.1263 ug.mL-1
Inhibition of Candida glabrata isolate 5847 1,3-beta-D-glucan synthase Fks1p S629P mutant/wild type Fks2p Candida glabrata 0.8545 ug.mL-1
Inhibition of Candida glabrata isolate 21900 1,3-beta-D-glucan synthase Fks1p D632G mutant/wild type Fks2p Candida glabrata 0.3434 ug.mL-1
Inhibition of Candida glabrata isolate 3169 1,3-beta-D-glucan synthase Fks1p D632E mutant/wild type Fks2p Candida glabrata 0.4447 ug.mL-1
Inhibition of Candida glabrata isolate 42971 1,3-beta-D-glucan synthase Fks1p D632Y mutant/Fks2p R1377STOP mutant Candida glabrata 0.4134 ug.mL-1
Inhibition of Candida glabrata isolate 31498 1,3-beta-D-glucan synthase wild type Fks1p/Fks2p F659 deletion mutant Candida glabrata 0.1235 ug.mL-1
Inhibition of Candida glabrata isolate 234 1,3-beta-D-glucan synthase wild type Fks1p/Fks2p F659V mutant Candida glabrata 0.1135 ug.mL-1
Inhibition of Candida glabrata isolate 41026 1,3-beta-D-glucan synthase wild type Fks1p/Fks2p F659S mutant Candida glabrata 1.067 ug.mL-1
Inhibition of Candida glabrata isolate 3830 1,3-beta-D-glucan synthase wild type Fks1p/Fks2p S663P mutant Candida glabrata 2.569 ug.mL-1
Inhibition of Candida glabrata isolate 41400 1,3-beta-D-glucan synthase wild type Fks1p/Fks2p D666G mutant Candida glabrata 0.1006 ug.mL-1
Inhibition of Candida glabrata isolate 42031 1,3-beta-D-glucan synthase wild type Fks1p/Fks2p D666E mutant Candida glabrata 0.0887 ug.mL-1
Inhibition of Candida glabrata isolate 51916 1,3-beta-D-glucan synthase wild type Fks1p/Fks2p P667T mutant Candida glabrata 0.1109 ug.mL-1
Inhibition of Candida glabrata isolate 5416 1,3-beta-D-glucan synthase wild type Fks1p/Fks2p W1375L mutant Candida glabrata 0.0507 ug.mL-1
Antifungal activity against Cryptococcus neoformans after 96 hrs by broth micro-dilution method Cryptococcus neoformans 0.1 ug.mL-1
Antifungal activity against Aspergillus niger after 96 hrs by broth micro-dilution method Aspergillus niger 0.1 ug.mL-1
Antifungal activity against Candida albicans after 48 hrs by broth micro-dilution method Candida albicans 0.1 ug.mL-1
Antifungal activity against Trichophyton mentagrophytes after 96 hrs by broth micro-dilution method Trichophyton mentagrophytes 0.1 ug.mL-1

Related Entries

Cross References

Resources Reference
ChEBI 600520
ChEMBL CHEMBL457547
DrugBank DB01141
FDA SRS R10H71BSWG
Human Metabolome Database HMDB0015272
PharmGKB PA164781026
PubChem 477468
SureChEMBL SCHEMBL11893279
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