Name | 4-Benzoxazolecarboxylic acid, 5-(methylamino)-2-[[3,9,11-trimethyl-8-[1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-, [6S-[6α (2S*,3S*),8β (R*),9β ,11α ]]- |
Synonyms | A23187 CALCIMYCIN CALCIMYCIN A23187 IONOPHORE A-23187 A23187 (CalciMycin) CALCIUM IONOPHORE III CALCIUM IONOPHORE A23187 5-(Methylamino)-2-[[(2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(1S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)-ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic acid Bis[5-methylamino-2-[[(6S)-3β,9α,11β-trimethyl-8α-[(S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2β-yl]methyl]-4-benzoxazolecarboxylic acid]calcium salt |
CAS | 52665-69-7 |
EINECS | 2580841 |
InChI | InChI=1/C29H37N3O6/c1-15-10-11-29(17(3)13-16(2)27(38-29)18(4)26(33)20-7-6-12-31-20)37-22(15)14-23-32-25-21(36-23)9-8-19(30-5)24(25)28(34)35/h6-9,12,15-18,22,27,30-31H,10-11,13-14H2,1-5H3,(H,34,35)/t15-,16-,17-,18-,22-,27+,29+/m1/s1 |
Molecular Formula | C29H37N3O6 |
Molar Mass | 523.62 |
Density | 1.28±0.1 g/cm3(Predicted) |
Melting Point | 187-190°C |
Boling Point | 710.3±55.0 °C(Predicted) |
Specific Rotation(α) | D25 -56° (c = 1 in chloroform) |
Flash Point | 383.391°C |
Solubility | Soluble in DMSO with warming or sonication. Also soluble in ethanol or ethyl acetate |
Vapor Presure | 0mmHg at 25°C |
Appearance | Solid |
Color | white to light yellow |
Merck | 13,1639 |
BRN | 1096801 |
pKa | pKa1 6.9 in 90% DMSO |
Storage Condition | 2-8°C |
Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 4 months. |
Refractive Index | 1.611 |
In vitro study | Calcimycin (A-23187) mediates mycobacterial killing by inducing intracellular calcium-regulated autophagy in a P2RX7 dependent manner. |
In vivo study | Calcimycin (A-23187) (2.5 or 7.5 nM; intrapleurally) induces protein leakage. Animal Model: Mice (ICR, 25-30 g) Dosage: 2.5 or 7.5 nM Administration: Intrapleurally Result: Two hours after 2.5 nM, or three hours after 7.5 nM, challenge the protein levels in the pleural cavity were equivalent to about a half of their corresponding peak values. |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
RTECS | DM4676000 |
FLUKA BRAND F CODES | 8 |
HS Code | 29349990 |
Toxicity | LD50 i.p. in mice: 10 mg/kg (Gale) |