Staurosporine, English name: Staurosporine, CAS: 6 2996-74 - 1, Chemical formula: C28H26N4O3, Molecular weight: 466.54, Density: 1.56 ± 0.1 g/cm3 (Predicted), Melting point: 270 °
62996-74-1
Staurosporine
CAS: 62996-74-1
Chemical formula: C28H26N4O3
<"" ="xl" "">| Chinese name | Sclerosporin |
| English name | Staurosporine |
| alias | Cruciparine astrocystin Cruciferine Sclerosporin Astrosporin Streptomyces cruciferine Streptomyces cruciferine molecular biology reagent STAUROSPORINE |
| English alias | CS-2206 AM-2282 CGP 39360 CCRIS 3272 Staurosporin Staurosporine Antibiotic 230 (+)-Staurosporine Antibiotic AM 2282 Staurosporineinsolution Staurosporine, Antibiotic AM-2282 Alkaloid AM-2282 from Streptomyces (5R,6S,7S)-6-methoxy-5-methyl-7-(methylamino)-6,7,8,9,15,16-hexahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacen-14-one (5S,6R,7R,9R)-6-methoxy-N,5-dimethyl-14-oxo-6,7,8,9,15,16-hexahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacen-7-aminium (5S,6R,7R,9R)-6-methoxy-5-methyl-7-(methylamino)-6,7,8,9,15,16-hexahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacen-14-one 8,12-Epoxy-1H,8H-2,7b,12a-triazadibenzo(a,g)cyclonona(cde)trinden-1-one, 2,3,9,10,11,12-hexahydro-9-methoxy-8-methyl-10-(methylamino)-, (8alpha,9beta,10beta,12alpha)-(+)- (5R,6S,7S,9S)-6-methoxy-5-methyl-7-(methylamino)-6,7,8,9,15,16-hexahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacen-14-one |
| CAS | 62996-74-1 |
| EINECS | 613-127-7 |
| chemical formula | C28H26N4O3 |
| molecular weight | 466.54 |
| InChI | InChI=1/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/p+1/t17-,20-,26-,28+/m1/s1 |
| InChIKey | HKSZLNNOFSGOKW-WIFUGMKFSA-N |
| density | 1.56±0.1 g/cm3(Predicted) |
| melting point | 270°C |
| Boiling Point | 677.5±55.0 °C(Predicted) |
| specific rotation | D25 +35.0° (c = 1 in methanol); D22 +56.1° (c = 0.14 in methanol) |
| flash point | 363.6°C |
| Water Solubility | Soluble in DMSO or ethanol.Soluble in dimethyl sulfoxide , dimethyl formamide, ethyl acetate, hot acetone and ethanol. Slightly soluble in chloroform and methanol. Insoluble in water. |
| vapor pressure | 3.25E-18mmHg at 25°C |
| solubility | DMSO: soluble |
| acidity coefficient | 14.25±0.70(Predicted) |
| storage conditions | 2-8°C |
| stability | Stable for 1 year from the date of purchase provided. The solution in DMSO can be stored at -20 ° C for up to 4 months. |
| appearance | White to pale yellow solid |
| color | Off white to pale yellow |
| BRN | 1060573 |
| MDL number | MFCD00077402 |
| in vitro study | Staurosporine also strongly inhibited HeLa S3 cells with an IC50 of 4 nM. Staurosporine also inhibited a variety of other protein kinases, including PKA, PKG, phosphokinase, S6 kinase, myosin light chain kinase (MLCK), CAM PKII, cdc2, v-Src, Lyn, c-Fgr, and Syk, with IC50 of 15 nM, 18 nM, 3 nM, 5 nM, 21 nM, 20 nM, 9 nM, 6 nM, 20 nM, 2 nM, and 16 nM, respectively. Staurosporine (1 μM) induced more than 90% apoptosis in PC12 cells, which was inhibited by overexpressed Bcl-2 or zVAD-fmk, cycloheximide (10 μM) and actinomycin D (5 μM) treatments. Correspondingly, Staurosporine treatment induced intracellular free calcium levels [Ca activated by caspase-8 and Bid division, and functional caspase-3 expression enhanced Staurosporine-induced MCF7 cell death. 1 μM Staurosporine treatment only partially inhibited IL-3-stimulated Bcl-2 phosphorylation, while PKC-regulated Bcl-2 phosphorylation was completely blocked. Staurosporine induces apoptosis in human foreskin fibroblasts AG-1518, cytochrome c release and caspase activation regulated by lysosomal cathepsin D. In addition to activating the traditional mitochondrial apoptotic pathway, Staurosporine triggers a novel intrinsic apoptotic pathway that relies on the activation of caspase-9 in the presence of Apaf-1. |
| in vivo research | Pretreatment of gerbils and rat models with Staurosporine (0.1-10 ng) before local anemia prevented nerve cell damage in a dose-dependent manner, suggesting that PKC is involved in CAl pyramidal cell death. |
| Dangerous goods sign | Xn - Hazardous Items T - Toxic Substances Xi - Irritants |
| Risk Terminology | R40 - Few reports of carcinogenic consequences. R45 - May cause cancer. R36/37/38 - Irritating to eyes, respiratory system and skin. R46 - May cause hereditary genetic damage. |
| security terms | S36/37 - Wear appropriate protective clothing and gloves. S53 - Avoid contact and obtain special instructions before use. S36 - Wear appropriate protective clothing. S26 - After accidental eye contact, immediately rinse with plenty of water and seek medical advice. S45 - In the event of an accident or discomfort, seek medical attention immediately (if possible, show their label). |
| Dangerous Goods Shipping Number | ONE 2811 6.1 / PGII |
| WGK Germany | 2 |
| RTECS | KD5084000 |
| FLUKA BRAND F CODES | 8-10 |
| Customs number | 29419090 |
| Hazard Class | 3 |
| References, expand to view | 1. [IF=6.023] Zhuang Hong et al."Rosmarinic acid attenuates acrylamide induced apoptosis of BRL-3A cells by inhibiting oxidative stress and endoplasmic reticulum stress."Food Chem Toxicol. 2021 May;151:112156 |
62996-74-1 - brief introduction
Starsporin is a naturally occurring antibiotic that belongs to the macrolide family. Its chemical name is 14,15-dihydrostarsporin. Starsporin is a white crystalline solid, odorless, soluble in some organic solvents but insoluble in water.Sclerosporin has broad-spectrum antimicrobial activity, especially against Gram-positive bacteria and some Gram-negative bacteria. It is widely used in medicine to treat diseases such as respiratory tract, skin and soft tissue infections.
The production method of starsporin is mainly produced by microbial fermentation, generally using the production of Starspora strain Streptomyces avermitilis. This strain can produce the raw material of starsporin, and then produce high-purity starsporin by chemical synthesis.
Starsporin is a toxic substance that poses certain hazards to the environment and human body. During use, relevant safety operating procedures should be followed to avoid inhalation, ingestion and contact with the skin. Waste needs to be properly stored and disposed of to avoid pollution to the environment.
Last Updated: 2024-04-10 22:29:15
