4549-02-4

4549-02-4 structure
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: 2024-01-05 10:11:02
  • 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
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.

Density 1.36g/cm3
Boiling Point 581.4ºC at 760mmHg
Melting Point 156-159 °C
Molecular Formula C14H16N2O3
Molecular Weight 260.29
Flash Point 305.4ºC
Exact Mass 260.11600
PSA 69.64000
LogP 0.69080
Index of Refraction 1.644
Storage condition -15°C
Hazard Codes T+
HS Code 2933990090
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%