4549-02-4

4549-02-4 structure

Name: Maculosin
Chemical Name: maculosin
CAS Number: 4549-02-4
Molecular Formula: C₁₄H₁₆N₂O₃
Molecular Weight: 260.29
Catalog: Biochemical Amino acids and their derivatives Proline derivatives
Create Date: 2018-08-25 18:00:18
Modify Date: 2025-08-25 18:17:37
Maculosin is a host-specific phytotoxin for spotted knapweed from Alternaria alternata. Maculosin is a quorum-sensing molecule involved in cell-cell communication by Pseudomonas aeruginosa. Maculosin also acts as a signaling molecule regulating virulence gene expression in Lactobacillus reuteri. Maculosin shows antioxidant, anti-cancer and non-toxicity properties. Maculosin shows cytotoxic activity against the human liver cancer cell lines, with an IC50 of 48.90 µg/mL[1][2][3].

Name	maculosin
Synonyms	(3S,8aS)-3-[(4-hydroxyphenyl)methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione TYP CYCLO-(L-TYROSINE-L-PROLINE) INHIBITOR cyclo-L-Tyr-L-Pro cyclo(D-Pro-D-Tyr) (3s,8as)-3-(4-hydroxybenzyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione cycl(L-pro-L-tyr) 1w1y cyclo(L-prolinyl-L-tyrosine) (3S,8AR)-3-(4-HYDROXYBENZYL)HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE Cyclo(L-pro-L-tyr) Maculosin Cyclo-(Pro-Tyr)

Description	Maculosin is a host-specific phytotoxin for spotted knapweed from Alternaria alternata. Maculosin is a quorum-sensing molecule involved in cell-cell communication by Pseudomonas aeruginosa. Maculosin also acts as a signaling molecule regulating virulence gene expression in Lactobacillus reuteri. Maculosin shows antioxidant, anti-cancer and non-toxicity properties. Maculosin shows cytotoxic activity against the human liver cancer cell lines, with an IC50 of 48.90 µg/mL[1][2][3].
Related Catalog	Research Areas >> Cancer Signaling Pathways >> Others >> Others
References	[1]. Lee W, et al. Vibrio vulnificus quorum-sensing molecule cyclo(Phe-Pro) inhibits RIG-I-mediated antiviral innate immunity. Nat Commun. 2018 Apr 23;9(1):1606. [2]. Stierle AC, et al. Maculosin, a host-specific phytotoxin for spotted knapweed from Alternaria alternata. Proc Natl Acad Sci U S A. 1988 Nov;85(21):8008-11. [3]. Paudel B, et al. Maculosin, a non-toxic antioxidant compound isolated from Streptomyces sp. KTM18. Pharm Biol. 2021 Dec;59(1):933-936.

Hazard Codes	T+
HS Code	2933990090

82609-80-1

~84%

4549-02-4

Literature: Thajudeen, Habeebullah; Park, Kyungseok; Moon, Surk-Sik; Hong, In Seok Tetrahedron Letters, 2010 , vol. 51, # 9 p. 1303 - 1305

3978-80-1

4549-02-4

Literature: Milne, P. J.; Oliver, D. W.; Roos, H. M. Journal of Crystallographic and Spectroscopic Research, 1992 , vol. 22, # 6 p. 643 - 649

85676-37-5

4549-02-4

Literature: Sasaki; Akutsu; Matsui; Suzuki; Sakurada; Sato; Kisara Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 12 p. 4435 - 4443

41324-66-7

4549-02-4

Literature: Sasaki; Akutsu; Matsui; Suzuki; Sakurada; Sato; Kisara Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 12 p. 4435 - 4443

7531-52-4

4549-02-4

Literature: Milne, P. J.; Oliver, D. W.; Roos, H. M. Journal of Crystallographic and Spectroscopic Research, 1992 , vol. 22, # 6 p. 643 - 649

74201-47-1

4549-02-4

Literature: Milne, P. J.; Oliver, D. W.; Roos, H. M. Journal of Crystallographic and Spectroscopic Research, 1992 , vol. 22, # 6 p. 643 - 649

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%