Lunularic acid

For research use only. Not for therapeutic Use.

  • CAT Number: I031150
  • CAS Number: 23255-59-6
  • Molecular Formula: C15H14O4
  • Molecular Weight: 258.27
  • Purity: 98%
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Lunularic acid(Cat No.:I031150) is a bioactive chemical. If you need, please feel free to contact us, we will reply to you within 24 hours.


Catalog Number I031150
CAS Number 23255-59-6
Synonyms

Lunularic acid

Molecular Formula C15H14O4
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Room Temperature
IUPAC Name Benzoic acid, 2-hydroxy-6-(2-(4-hydroxyphenyl)ethyl)-
InChI InChI=1S/C15H14O4/c16-12-8-5-10(6-9-12)4-7-11-2-1-3-13(17)14(11)15(18)19/h1-3,5-6,8-9,16-17H,4,7H2,(H,18,19)
InChIKey GFSQDOUEUWXRSL-UHFFFAOYSA-N
SMILES O=C(O)C1=C(CCC2=CC=C(O)C=C2)C=CC=C1O
Reference

1: Mukkamala R, Hossain A, Singh Aidhen I. Valuable building block for the synthesis of lunularic acid, hydrangeic acid and their analogues. Nat Prod Res. 2017 May;31(9):1085-1090. doi: 10.1080/14786419.2016.1274891. Epub 2017 Jan 3. PubMed PMID: 28044457.
2: Ghosh TK, Kaneko M, Akter K, Murai S, Komatsu K, Ishizaki K, Yamato KT, Kohchi T, Takezawa D. Abscisic acid-induced gene expression in the liverwort Marchantia polymorpha is mediated by evolutionarily conserved promoter elements. Physiol Plant. 2016 Apr;156(4):407-20. doi: 10.1111/ppl.12385. Epub 2015 Oct 12. PubMed PMID: 26456006.
3: Fang X, Lin X, Liang S, Zhang WD, Feng Y, Ruan KF. Two new compounds from Hicriopteris glauca and their potential antitumor activities. J Asian Nat Prod Res. 2012;14(12):1175-9. doi: 10.1080/10286020.2012.739615. Epub 2012 Nov 19. PubMed PMID: 23157308.
4: Zhou K, Wu B, Zhuang Y, Ding L, Liu Z, Qiu F. [Chemical constituents of fresh celery]. Zhongguo Zhong Yao Za Zhi. 2009 Jun;34(12):1512-5. Chinese. PubMed PMID: 19777835.
5: Nguyen TH, Castanet AS, Mortier J. Directed ortho-metalation of unprotected benzoic acids. Methodology and regioselective synthesis of useful contiguously 3- and 6-substituted 2-methoxybenzoic acid building blocks. Org Lett. 2006 Feb 16;8(4):765-8. PubMed PMID: 16468762.
6: Bertl E, Becker H, Eicher T, Herhaus C, Kapadia G, Bartsch H, Gerhäuser C. Inhibition of endothelial cell functions by novel potential cancer chemopreventive agents. Biochem Biophys Res Commun. 2004 Dec 3;325(1):287-95. PubMed PMID: 15522231.
7: Eckermann C, Schröder G, Eckermann S, Strack D, Schmidt J, Schneider B, Schröder J. Stilbenecarboxylate biosynthesis: a new function in the family of chalcone synthase-related proteins. Phytochemistry. 2003 Feb;62(3):271-86. PubMed PMID: 12620338.
8: Yoshikawa H, Ichiki Y, Sakakibara KD, Tamura H, Suiko M. The biological and structural similarity between lunularic acid and abscisic acid. Biosci Biotechnol Biochem. 2002 Apr;66(4):840-6. PubMed PMID: 12036058.
9: Nakayama T, Fukushi Y, Mizutani J, Tahara S. Inhibiting Effects of Lunularic Acid Analogs on the Growth of Liverwort, Watercress, and Timothy Grass. Biosci Biotechnol Biochem. 1996 Jan;60(5):862-5. doi: 10.1271/bbb.60.862. PubMed PMID: 27281146.
10: Wurzel G, Becker H, Eicher T, Tiefensee K. Molluscicidal properties of constituents from the liverwort Ricciocarpos natans and of synthetic lunularic acid derivatives. Planta Med. 1990 Oct;56(5):444-5. PubMed PMID: 2077548.
11: Imoto SA, Ohta Y. Intracellular Localization of Lunularic Acid and Prelunularic Acid in Suspension Cultured Cells of Marchantia polymorpha. Plant Physiol. 1985 Nov;79(3):751-5. PubMed PMID: 16664486; PubMed Central PMCID: PMC1074965.
12: Pryce RJ. Lunularic acid, a common endogenous growth inhibitor of liverworts. Planta. 1971 Dec;97(4):354-7. doi: 10.1007/BF00390214. PubMed PMID: 24493279.

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