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Merck
CN
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文件

329967

Sigma-Aldrich

(+)-松萝酸

98%

别名:

(+)-地衣酸 来源于松萝, (+)-Usnic acid 来源于松萝, D-2,6-二乙酰基-7,9-二羟基-8,9b-二甲基-1,3(2H,9bH)-二苯并呋喃二酮

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About This Item

经验公式（希尔记法）:
C18H16O7
CAS号:
7562-61-0
分子量:
344.32
Beilstein:
96698
EC 号:
231-456-0
MDL编号:
MFCD00191041
UNSPSC代码:
12352106
PubChem化学物质编号:
24859825
NACRES:
NA.22

质量水平

100

检测方案

98%

形式

powder

旋光性

[α]25/D +488°, c = 0.7% in chloroform

mp

201-203 °C (lit.)

SMILES字符串

C[C@](C1=C(O)C(C)=C(O)C(C(C)=O)=C1O2)(C(C3C(C)=O)=O)C2=CC3=O

InChI

1S/C18H16O7/c1-6-14(22)12(8(3)20)16-13(15(6)23)18(4)10(25-16)5-9(21)11(7(2)19)17(18)24/h5,22-24H,1-4H3/t18-/m1/s1

InChI key

ICTZCAHDGHPRQR-GOSISDBHSA-N

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相关类别

一般描述

(+)-松萝酸是一种生物活性化合物，主要作为地衣的次生代谢产物而被发现。

应用

(+)-松萝酸已进行以下研究：
  • 在细菌细胞中的抗微生物活性机理。
  • 针对抗A组链球菌（GAS）的抗生物被膜剂能力。
  • 作为针对白色念珠菌的有一种效抗毒性化合物的能力。
  • 对于肝细胞毒性作用的机理。
  • 抑制肺癌细胞移动性的能力。

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H302

预防措施声明

P301 + P312 + P330

危险分类

Acute Tox. 4 Oral

WGK

WGK 1

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

分析证书(COA)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

  5. Do you offer any interpretation of the IR spectrum of Product 329967, (+)-Usnic acid?

    Although we do not perform any detailed analysis of IR spectrum as part of our routine QC testing for this product, we can say that the broad stretch around  3000 cm-1is due to hydrogen-bonded hydroxyl (OH) groups and the band at 1700 cm-1 is due to the carbonyl (C=O).

  6. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Antibacterial activity of lichen secondary metabolite usnic acid is primarily caused by inhibition of RNA and DNA synthesis.
Maciag-Dorszynska M, et al.
FEMS Microbiology Letters, 353(1), 57-62 (2014)
Usnic acid inhibits biofilm formation and virulent morphological traits of Candida albicans.
Nithyanand P, et al.
Microbiological research, 179, 20-28 (2015)
Usnic acid, a lichen secondary metabolite inhibits Group A Streptococcus biofilms.
Nithyanand P, et al.
Antonie van Leeuwenhoek, 107(1), 263-272 (2015)
Sohaila Erfani et al.
Iranian journal of basic medical sciences, 23(9), 1225-1231 (2020-09-24)
Cerebral ischemia/reperfusion causes complex pathological mechanisms that lead to brain tissue damage. Usnic acid is a lichen secondary metabolite that has many different biological properties including anti-inflammatory and anti-oxidant activities. Therefore, the objective of the current study was to investigate
Michal Goga et al.
Ecology and evolution, 8(5), 2781-2787 (2018-03-14)
Lichens and mosses often share the same environmental conditions where they compete for substrate and other essential factors. Lichens use secondary metabolites as allelochemicals to repel surrounding plants and potential rivals. In mosses, endoreduplication leads to the occurrence of various
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