Deacetylasperulosidic acid

Technopedia Center

Faculty of Engineering and Computer Science
S1 Informatics S1 Information Systems S1 Information Technology S1 Computer Engineering S1 Electrical Engineering S1 Civil Engineering

faculty of Economics and Business
S1 Management S1 Accountancy

Faculty of Letters and Educational Sciences
S1 English literature S1 English language education S1 Mathematics education S1 Sports Education

Deacetylasperulosidic acid - Wikipedia

From Wikipedia, the free encyclopedia

Deacetylasperulosidic acid
Names

IUPAC name (1S,4aS,5S,7aS)-5-Hydroxy-7-(hydroxymethyl)-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
Other names 10-Deacetylasperulosidic acid; 10-Desacetylasperulosidic acid
Identifiers
CAS Number	14259-55-3^Y
3D model (JSmol)	Interactive image
ChemSpider	10232875^N
PubChem CID	44153559
UNII	00399V6E44^Y
CompTox Dashboard (EPA)	DTXSID10931538
InChI InChI=1S/C16H22O11/c17-2-5-1-7(19)10-6(14(23)24)4-25-15(9(5)10)27-16-13(22)12(21)11(20)8(3-18)26-16/h1,4,7-13,15-22H,2-3H2,(H,23,24)/t7-,8+,9+,10-,11+,12-,13+,15-,16-/m0/s1^N Key: ZVXWFPTVHBWJOU-YYFGDFGFSA-N^N InChI=1/C16H22O11/c17-2-5-1-7(19)10-6(14(23)24)4-25-15(9(5)10)27-16-13(22)12(21)11(20)8(3-18)26-16/h1,4,7-13,15-22H,2-3H2,(H,23,24)/t7-,8+,9+,10-,11+,12-,13+,15-,16-/m0/s1 Key: ZVXWFPTVHBWJOU-YYFGDFGFBO
SMILES O=C(O)C1=CO[C@@H](O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@]3([H])[C@]1([H])[C@@H](O)C=C3CO
Properties
Chemical formula	C₁₆H₂₂O₁₁
Molar mass	390.341 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Deacetylasperulosidic acid is an iridoid compound found in a few medicinal plants, such as Morinda citrifolia.^[1] Some in vitro and in vivo bioactivities of deacetylasperulosidic acid include anti-inflammatory, analgesic, anti-cancer, antioxidant, anti-arthritic, anti-mutagenic, anti-clastogenic, and hepatoprotection.^[2]^[3]^[4]^[5]^[6]

References

^ Potterat O, Von Felten R, Dalsgaard PW, Hamburger M (2007). "Identification of TLC markers and quantification by HPLC-MS of various constituents in noni fruit powder and commercial noni-derived products". J. Agric. Food Chem. 55 (18): 7489–7494. doi:10.1021/jf071359a. PMID 17696360.
^ Akihisa, T; Matsumoto, K; Tokuda, H; Yasukawa, K; Seino, K; Nakamoto, K; Kuninaga, H; Suzuki, T; Kimura, Y (2007). "Anti-inflammatory and potential cancer chemopreventive constituents of the fruits of Morinda citrifolia (Noni)". Journal of Natural Products. 70 (5): 754–7. doi:10.1021/np068065o. PMID 17480098.
^ Liu, G; Bode, A; Ma, WY; Sang, S; Ho, CT; Dong, Z (2001). "Two novel glycosides from the fruits of Morinda citrifolia (noni) inhibit AP-1 transactivation and cell transformation in the mouse epidermal JB6 cell line". Cancer Research. 61 (15): 5749–56. PMID 11479211.
^ Ling, SK; Tanaka, T; Kouno, I (2003). "Effects of iridoids on lipoxygenase and hyaluronidase activities and their activation by beta-glucosidase in the presence of amino acids" (PDF). Biological & Pharmaceutical Bulletin. 26 (3): 352–6. doi:10.1248/bpb.26.352. PMID 12612446.
^ Kim DH, Lee HJ, Oh YJ, Kim MJ, Kim SH, Jeong TS, Baek NI (2005). "Iridoid glycosides isolated from Oldenlandia diffusa inhibit LDL-oxidation". Arch Pharm Res. 28 (10): 1156–1160. doi:10.1007/BF02972979. PMID 16276972. S2CID 11924214.
^ Nakamura, T; Nakazawa, Y; Onizuka, S; Satoh, S; Chiba, A; Sekihashi, K; Miura, A; Yasugahira, N; Sasaki, YF (1997). "Antimutagenicity of Tochu tea (an aqueous extract of Eucommia ulmoides leaves): 1. The clastogen-suppressing effects of Tochu tea in CHO cells and mice". Mutation Research. 388 (1): 7–20. doi:10.1016/s1383-5718(96)00096-4. PMID 9025787.

This article about an alkene is a stub. You can help Wikipedia by expanding it.

Categories:

Hidden categories: