L-glycero-b-L-manno-Heptopyranosylamine,4-deoxy-4-[[2-[[(2E,4E)-1-oxo-2,4-tetradecadien-1-yl]amino]acetyl]amino]-N-1H-purin-6-yl-

Modify Date: 2024-01-19 12:44:09

L-glycero-b-L-manno-Heptopyranosylamine,4-deoxy-4-[[2-[[(2E,4E)-1-oxo-2,4-tetradecadien-1-yl]amino]acetyl]amino]-N-1H-purin-6-yl- structure	Common Name	L-glycero-b-L-manno-Heptopyranosylamine,4-deoxy-4-[[2-[[(2E,4E)-1-oxo-2,4-tetradecadien-1-yl]amino]acetyl]amino]-N-1H-purin-6-yl-
	CAS Number	151276-95-8	Molecular Weight	589.68400
	Density	1.34g/cm3	Boiling Point	1007.6ºC at 760 mmHg
	Molecular Formula	C₂₈H₄₃N₇O₇	Melting Point	N/A
	MSDS	N/A	Flash Point	563.2ºC

Use of L-glycero-b-L-manno-Heptopyranosylamine,4-deoxy-4-[[2-[[(2E,4E)-1-oxo-2,4-tetradecadien-1-yl]amino]acetyl]amino]-N-1H-purin-6-yl-

KRN5500 (NSC 650426), a Spicamycin (HY-127130) derivative and a nucleoside-like antibiotic with anti-tumor activity. KRN5500 also induces apoptosis via the down-regulation of Bcl-2 expression. KRN5500 shows a significant efficacy in the human tumor xenograft model in mice[1][2].

Name	(2E,4E)-N-[2-[[2-(1,2-dihydroxyethyl)-4,5-dihydroxy-6-(7H-purin-6-ylamino)oxan-3-yl]amino]-2-oxoethyl]tetradeca-2,4-dienamide
Synonym	More Synonyms

Description	KRN5500 (NSC 650426), a Spicamycin (HY-127130) derivative and a nucleoside-like antibiotic with anti-tumor activity. KRN5500 also induces apoptosis via the down-regulation of Bcl-2 expression. KRN5500 shows a significant efficacy in the human tumor xenograft model in mice[1][2].
Related Catalog	Signaling Pathways >> Apoptosis >> Bcl-2 Family Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Infection
Target	Bcl-2
In Vitro	KRN5500 (10-160 ng/mL; 0-5 d) 有效抑制 NB4、NKM-1 和 HL-60 细胞的增殖和活力[1]。 KRN5500 (40 ng/mL, 160 ng/mL; 48 h) 诱导 NB4、HL-60 和 NKM-1 细胞凋亡[1]。 KRN5500 (40 ng /mL, 80 ng /mL; 36 h) 下调 NB4 细胞中 Bcl-2 的表达[1]。 Cell Viability Assay[1] Cell Line: NB4, HL-60, NKM-1, NOP-1 and Daudi cells Concentration: 10 ng/mL, 20 ng/mL, 40 ng/mL, 80 ng/mL, 160 ng/mL Incubation Time: 0, 1, 2, 3, 4, and 5 days or 72 h Result: Completely inhibited cell proliferation and viability of NB4 and NKM-1 at about 80 ng/mL, of HL-60 at 160 ng/mL. Inhibited cells viability of IC50s of 51.6 ng/mL, 89.7 ng/mL, 66.5 ng/mL, 277.0 ng/mL, 242.1 ng/mL, respectively. Western Blot Analysis[1] Cell Line: NB4 cells Concentration: 40 ng/mL, 80 ng/mL Incubation Time: 36 h Result: Reduced the Bcl-2 expression without affecting Bcl-xL and Bax expression.
In Vivo	KRN5500 (4 mg/kg; 腹腔注射; 每天 1 次，共 5 天) 显示抗肿瘤活性，导致一些小鼠肿瘤和人肿瘤异种抑制模型中的肿瘤重量下降[2]。 Animal Model: Mouse model with murine tumors and human tumor xenografts[2] Dosage: 4 mg/kg Administration: Intraperitoneal injection; once daily for 5 days Result: Prolonged the survival of P388 leukemia- and B16 melanoma-bearing mice but lacked marginally effective on colon adenocarcinoma. Decreased tumor weight in 10 human stomach, 14 colon and 2 esophageal cancers.
References	[1]. Zhang WJ, et al. Spicamycin and KRN5500 induce apoptosis in myeloid and lymphoid cell lines with down-regulation of bcl-2 expression and modulation of promyelocytic leukemia protein. Jpn J Cancer Res. 2000 Jun;91(6):604-11. [2]. Kamishohara M, et al. Antitumor activity of a spicamycin derivative, KRN5500, and its active metabolite in tumor cells. Oncol Res. 1994;6(8):383-90.

Density	1.34g/cm3
Boiling Point	1007.6ºC at 760 mmHg
Molecular Formula	C₂₈H₄₃N₇O₇
Molecular Weight	589.68400
Flash Point	563.2ºC
Exact Mass	589.32200
PSA	214.84000
LogP	1.27360
Vapour Pressure	0mmHg at 25°C
Index of Refraction	1.623

KRN5500

4-Deoxy-N-(7H-purin-6-yl)-4-(((2,4-tetradecadienoylamino)acetyl)amino)heptopyranosylamine

Spicamycin analog

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L-glycero-b-L-manno-Heptopyranosylamine,4-deoxy-4-[[2-[[(2E,4E)-1-oxo-2,4-tetradecadien-1-yl]amino]acetyl]amino]-N-1H-purin-6-yl-

Use of L-glycero-b-L-manno-Heptopyranosylamine,4-deoxy-4-[[2-[[(2E,4E)-1-oxo-2,4-tetradecadien-1-yl]amino]acetyl]amino]-N-1H-purin-6-yl-

Names

Biological Activity

Chemical & Physical Properties

Synonyms

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.