Ascomycin structure, CAS 104987-12-4

Ascomycin

CAS Number104987-12-4

Synonymsimmunomycin; (1S)-1-(9-deazahypoxanthin-9-yl)-1,4-dideoxy-1,4-iMino-D-ribitol,iMMucillin H; Ascomycin; (1S)-1-(9-deazahypoxanthin-9-yl)-1,4-dideoxy-1,4-imino-D-ribitol; Isopamphos; Immucillin-H; 1,4-dideoxy-(1S)-1-C-(4-hydroxypyrrolo[3,2-d]pyrimidin-7-yl)-1,4-imino-D-ribitol; MFCD00467131; Fodosine

Molecular FormulaC43H69NO12

Molecular Weight792.01

Purity98.00%

Density1.2±0.1 g/cm3

Boiling Point868.3±75.0 °C at 760 mmHg

Melting Point153-157ºC

Flash Point

Appearanceliquid

EINECS200-835-2

MSDSChineseEnglish

Symboltransportation

Signal WordWarning

Cat. No.: 2A-9050155 Purity: 98.00%
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Quality Control of [ 104987-12-4 ] Purity: 98.00% SDS Specification MoL

Chemical & Physical Properties
CAS Number104987-12-4
Catalog No.2A-9050155
Chinese Name长川霉素
Synonymsimmunomycin; (1S)-1-(9-deazahypoxanthin-9-yl)-1,4-dideoxy-1,4-iMino-D-ribitol,iMMucillin H; Ascomycin; (1S)-1-(9-deazahypoxanthin-9-yl)-1,4-dideoxy-1,4-imino-D-ribitol; Isopamphos; Immucillin-H; 1,4-dideoxy-(1S)-1-C-(4-hydroxypyrrolo[3,2-d]pyrimidin-7-yl)-1,4-imino-D-ribitol; MFCD00467131; Fodosine
Molecular FormulaC43H69NO12
Molecular Weight792.01
Purity98.00
Density1.2±0.1 g/cm3
Boiling Point868.3±75.0 °C at 760 mmHg
Melting Point153-157ºC
Appearanceliquid
Water SolubilitySoluble in DMSO at 65mg/ml; soluble in ethanol at
Storage Condition−20°C
ApplicationAscomycin (Immunomycin, FR-900520, FK520) is an analog of tacrolimus (FK506) and a strong immunosuppressant.
EINECS200-835-2
HTC29419090
SMILESCCC1\C=C(C)\CC(C)CC(OC)C2OC(O)(C(C)CC2OC)C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)C(O)CC1=O)\C(C)=C\C4CCC(O)C(C4)OC
InChI1S/C43H69NO12/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)44-16-12-11-13-31(44)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-32(45)35(22-29)52-7/h18,20,25,27-33,35-39,45-46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+
InChI KeyZDQSOHOQTUFQEM-AMASXYNMSA-N
NACRES CodeNA.24
UNSPSC41116107
Hazard Symbolstransportation
MSDSmsds/50155_1_104987_12_4.pdf
BioactivityAscomycin(Immunomycin, FR-900520, FK520) is an ethyl analog of tacrolimus (FK506) with strong immunosuppressant properties. IC50 Value: 0.55 nM [1]Target: in vitro: When we used either CD4+CD8+ thymocytes or peripheral T cells activated by phorbol ester and ionomycin, the cell surface induction of CD5 was also partially blocked by CsA, FK-520 and rapamycin [2]. Ascomycinalso had a 3-fold lower immunosuppressive potency in a popliteal lymph node hyperplasia assay, resulting in an equivalent therapeutic index consistent with a common mechanistic dependence on calcineurin inhibition [3].in vivo: In 14-day studies, nephrotoxicity was not induced by continuous i.p. infusion of ascomycin at 10 mg/kg/day or daily oral administration (up to 50 mg/kg/day) in rats on a normal diet, nor by continuous i.v. infusion (up to 6 mg/kg/day) in rats on a low salt diet to enhance susceptibility [3]. Related Catalog Signaling Pathways >> Anti-infection >> Fungal Research Areas >> Infection Natural Products >> Others References [1]. Hatanaka H, Kino T, Miyata S, FR-900520 and FR-900523, novel immunosuppressants isolated from a Streptomyces. II. Fermentation, isolation and physico-chemical and biological characteristics. J Antibiot (Tokyo). 1988 Nov;41(11):1592-601. [2]. Teutsch M, Higer M, Wang D, Induction of CD5 on B and T cells is suppressed by cyclosporin A, FK-520 and rapamycin. Int Immunol. 1995 Mar;7(3):381-92. [3]. Mollison KW, Fey TA, Krause RA, Nephrotoxicity studies of the immunosuppressants tacrolimus (FK506) and ascomycin in rat models. Toxicology. 1998 Feb 6;125(2-3):169-81. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 868.3±75.0 °C at 760 mmHg Melting Point 153-157ºC Molecular Formula C43H69NO12 Molecular Weight 792.008 Flash Point 478.9±37.1 °C Exact Mass 791.481995 PSA 178.36000 LogP 3.81 Vapour Pressure 0.0±0.6 mmHg at 25°C Index of Refraction 1.546 InChIKey ZDQSOHOQTUFQEM-JMVRLGAHSA-N SMILES CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C(O)CC1=O)C(C)CC2OC Storage condition −20°C Water Solubility Soluble in DMSO at 65mg/ml; soluble in ethanol at 50mg/m; with warming. Very poorly soluble in water
Use ofProperties Articles28 Name ascomycin Synonym More Synonyms Ascomycin Biological Activity Related Catalog Signaling Pathways >> Anti-infection >> Fungal Research Areas >> Infection Natural Products >> Others References [1]. Hatanaka H, Kino T, Miyata S, FR-900520 and FR-900523, novel immunosuppressants isolated from a Streptomyces. II. Fermentation, isolation and physico-chemical and biological characteristics. J Antibiot (Tokyo). 1988 Nov;41(11):1592-601. [2]. Teutsch M, Higer M, Wang D, Induction of CD5 on B and T cells is suppressed by cyclosporin A, FK-520 and rapamycin. Int Immunol. 1995 Mar;7(3):381-92. [3]. Mollison KW, Fey TA, Krause RA, Nephrotoxicity studies of the immunosuppressants tacrolimus (FK506) and ascomycin in rat models. Toxicology. 1998 Feb 6;125(2-3):169-81. Chemical & Physical Properties Molecular Formula C43H69NO12 Exact Mass 791.481995 PSA 178.36000 Index of Refraction 1.546 InChIKey ZDQSOHOQTUFQEM-JMVRLGAHSA-N
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Danger Regulations: 1648 International Maritime Transport Danger Regulations: 1648 International Air Transport Danger Regulations: 1648 14.2 United Nations shipping name European land transport hazard code: ACETONITRILE, solution IMDG Code: ACETONITRILE, solution IMDG: Acetonitrile, solution 14.3 Transport hazard categories European land transport Dangerous Regulations: 3 International sea transport Dangerous Regulations: 3 International air transport Dangerous Regulations: 3 14.4 Package group European Dangerous Regulations for land transport: II International Dangerous Regulations for sea transport: II International Dangerous Regulations for air transport: II 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available
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