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53755-58-1

53755-58-1 structure
53755-58-1 structure
  • Name: Drupanin
  • Chemical Name: (E)-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]prop-2-enoic acid
  • CAS Number: 53755-58-1
  • Molecular Formula: C14H16O3
  • Molecular Weight: 232.27500
  • Catalog: Research Areas Cancer
  • Create Date: 2017-07-10 09:43:52
  • Modify Date: 2024-01-04 19:45:57
  • Drupanin is a compound isolated from green propolis. Drupanin can selectively inhibit the AKR1C3 enzyme. Drupanin has the potential for the research of breast cancer[1].

Name (E)-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]prop-2-enoic acid
Synonyms (E)-3-[4-hydroxy-3-(3-methylbutenyl)phenyl]-2-propenoic acid
(E)-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]acrylic acid
4-hydroxy-3-prenylcinnamic acid
3-prenyl-4-hydroxycinnamic acid
(E)-3-(4-Hydroxy-3-(3-methyl-2-butenyl)phenyl)-2-propenoic acid
2-Propenoic acid,3-(4-hydroxy-3-(3-methyl-2-butenyl)phenyl)-,(2E)
(E)-3-prenyl-p-coumaric acid
drupanin
Description Drupanin is a compound isolated from green propolis. Drupanin can selectively inhibit the AKR1C3 enzyme. Drupanin has the potential for the research of breast cancer[1].
Related Catalog
References

[1]. Rodrigues DM, et al. Synthesis, antitumor activity and in silico analyses of amino acid derivatives of artepillin C, drupanin and baccharin from green propolis. Bioorg Med Chem. 2021;47:116372.

Density 1.165g/cm3
Boiling Point 393.3ºC at 760 mmHg
Molecular Formula C14H16O3
Molecular Weight 232.27500
Flash Point 205.8ºC
Exact Mass 232.11000
PSA 57.53000
LogP 2.99870
Index of Refraction 1.608

~87%

53755-58-1 structure

53755-58-1

Literature: Menon, Sanjay R.; Patel, Vishal K.; Mitscher, Lester A.; Shih, Peter; Pillai, Segaran P.; Shankel, Delbert M. Journal of Natural Products, 1999 , vol. 62, # 1 p. 102 - 106

~60%

53755-58-1 structure

53755-58-1

Literature: Tani, Hiroko; Hasumi, Keiko; Tatefuji, Tomoki; Hashimoto, Ken; Koshino, Hiroyuki; Takahashi, Shunya Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 1 p. 151 - 157

~82%

53755-58-1 structure

53755-58-1

Literature: Bates, Roderick W.; Gabel, Christine J.; Ji, Jianhua; Rama-Devi, Thota Tetrahedron, 1995 , vol. 51, # 30 p. 8199 - 8212

~%

53755-58-1 structure

53755-58-1

Literature: Uto, Yoshihiro; Ae, Shutaro; Koyama, Daisuke; Sakakibara, Mitsutoshi; Otomo, Naoki; Otsuki, Mamoru; Nagasawa, Hideko; Kirk, Kenneth L.; Hori, Hitoshi Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 16 p. 5721 - 5728

~%

53755-58-1 structure

53755-58-1

Literature: Uto, Yoshihiro; Ae, Shutaro; Koyama, Daisuke; Sakakibara, Mitsutoshi; Otomo, Naoki; Otsuki, Mamoru; Nagasawa, Hideko; Kirk, Kenneth L.; Hori, Hitoshi Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 16 p. 5721 - 5728

~%

53755-58-1 structure

53755-58-1

Literature: Uto, Yoshihiro; Ae, Shutaro; Koyama, Daisuke; Sakakibara, Mitsutoshi; Otomo, Naoki; Otsuki, Mamoru; Nagasawa, Hideko; Kirk, Kenneth L.; Hori, Hitoshi Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 16 p. 5721 - 5728

~%

53755-58-1 structure

53755-58-1

Literature: Uto, Yoshihiro; Ae, Shutaro; Koyama, Daisuke; Sakakibara, Mitsutoshi; Otomo, Naoki; Otsuki, Mamoru; Nagasawa, Hideko; Kirk, Kenneth L.; Hori, Hitoshi Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 16 p. 5721 - 5728

~%

53755-58-1 structure

53755-58-1

Literature: Menon, Sanjay R.; Patel, Vishal K.; Mitscher, Lester A.; Shih, Peter; Pillai, Segaran P.; Shankel, Delbert M. Journal of Natural Products, 1999 , vol. 62, # 1 p. 102 - 106

~%

53755-58-1 structure

53755-58-1

Literature: Menon, Sanjay R.; Patel, Vishal K.; Mitscher, Lester A.; Shih, Peter; Pillai, Segaran P.; Shankel, Delbert M. Journal of Natural Products, 1999 , vol. 62, # 1 p. 102 - 106