Name: Kigamicin C
Rating: 5 (10 reviews)

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类似物检索

HIT ID:HIT214321883
Cas No:680571-51-1
常用名:Kigamicin C
IUPAC:(6S,8R,9S,17R,23R)-2,6,9,30-tetrahydroxy-8-{[(2S,5S,6R)-5-{[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-23-methyl-11,14,16,24-tetraoxa-27-azaoctacyclo[15.14.1.0^{3,12}.0^{5,10}.0^{13,32}.0^{19,31}.0^{21,29}.0^{23,27}]dotriaconta-1(32),2,5(10),12,19(31),20,29-heptaene-4,28-dione
IUPAC:(6S,8R,9S,17R,23R)-2,6,9,30-tetrahydroxy-8-{[(2S,5S,6R)-5-{[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-23-methyl-11,14,16,24-tetraoxa-27-azaoctacyclo[15.14.1.0^{3,12}.0^{5,10}.0^{13,32}.0^{19,31}.0^{21,29}.0^{23,27}]dotriaconta-1(32),2,5(10),12,19(31),20,29-heptaene-4,28-dione
InChI key:JXSADZFORZMJRI-KUPVXKSBSA-N

分子式:C41H47NO16
分子量:809.818
氢键供体数 (HBD):
氢键受体数 (HBA):
LogP:
SMILES:[H][C@]12Cc3cc4C[C@@]5(C)OCCN5C(=O)c4c(O)c3-c3c(O)c4c(oc5[C@@H](O)[C@@H](C[C@H](O)c5c4=O)O[C@H]4CC[C@H](O[C@H]5C[C@@H](OC)[C@H](O)[C@@H](C)O5)[C@@H](C)O4)c(OCO1)c23
SMILES:[H][C@]12Cc3cc4C[C@@]5(C)OCCN5C(=O)c4c(O)c3-c3c(O)c4c(oc5[C@@H](O)[C@@H](C[C@H](O)c5c4=O)O[C@H]4CC[C@H](O[C@H]5C[C@@H](OC)[C@H](O)[C@@H](C)O5)[C@@H](C)O4)c(OCO1)c23

Kigamicins are natural antitumor antibiotics that selectively kill pancreatic cancer PANC-1 cells only under nutrient-starved conditions. They also show antimicrobial activity against Gram-positive bacteria, including methicillin-resistant S. aureus. Kigamicin C inhibits PANC-1 cell survival in nutrient-deprived media at a 100-fold lower concentration than that required for cells maintained in nutrient-rich media. A related compound, kigamicin D, is active in vivo, suppressing the tumor growth of several pancreatic cancer cell lines in nude mice. It blocks the activation of Akt induced in PANC-1 cells placed in nutrient-deprived media. Kigamicin can also induce necrosis in human myeloma cells, but not normal lymphocytes, maintained in nutrient-rich media (CC50 = 100 nM).

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