SMB00089
脱氢枞酸
别名:
松香酸-8,11,13-三烯-18-酸, 脱氢碳酸酯
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关于此项目
经验公式（希尔记法）:
C20H28O2
化学文摘社编号:
分子量:
300.44
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352205
EC Number:
217-102-8
MDL number:
InChI key
NFWKVWVWBFBAOV-MISYRCLQSA-N
InChI
1S/C20H28O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,8,12-13,17H,5,7,9-11H2,1-4H3,(H,21,22)/t17-,19-,20-/m1/s1
SMILES string
CC(C)c1ccc2c(CC[C@H]3[C@@](C)(CCC[C@]23C)C(O)=O)c1
form
solid
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
General description
脱氢枞酸（DHA 或 DAA）是一种具有生物活性的双萜类植物化学物质，存在于各种松属物种中。它是树脂酸和松香酸（AA）的衍生物。
Application
脱氢枞酸可用作以下应用的参考标准物：
- 使用傅里叶变换红外光谱（FTIR）研究松树脂的老化过程
- 通过拉曼光谱分析和红外光谱相结合的方法研究松属植物成分随年龄的变化
- 估计在地中海白松(Pinus halepensis)的化学防御中作为代替物对生物胁迫的抗性。
Biochem/physiol Actions
脱氢枞酸（DHA）具有抗癌症、抗衰老、抗菌、抗溃疡、胃保护和细胞毒性等多种生物活性。它是一种有效的抗炎剂和过氧化物酶体增殖物激活受体 α 和 γ（PPAR α/γ）的双重激活剂。DHA 具有抗衰老作用，是一种去乙酰化酶 1（SIRT 1）激活化合物。它对耐多药菌株具有抗菌特性。脱氢枞酸及其衍生物具有胃保护作用和细胞毒性作用。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
Daryl J Smith et al.
Journal of bacteriology, 186(11), 3631-3639 (2004-05-20)
Diterpenoids are naturally occurring plant compounds which have pharmaceutical properties. We have sequenced a 10.4-kbp extension of the dit cluster in Pseudomonas abietaniphila BKME-9, containing genes involved in abietane diterpenoid biodegradation. The ditQ gene was found to encode a cytochrome
Teris A van Beek et al.
Journal of natural products, 70(2), 154-159 (2007-02-24)
Dehydroabietic acid (DHA) (1) is one of the main compounds in Scots pine wood responsible for aquatic and microbial toxicity. The degradation of 1 by Trametes versicolor and Phlebiopsis gigantea in liquid stationary cultures was followed by HPLC-DAD-ELSD. Both fungi
Estefanía Suárez-Vidal et al.
American journal of botany, 108(1), 102-112 (2021-01-30)
Persistence of tree populations in the face of global change relies on their capacity to respond to biotic and abiotic stressors through plastic or adaptive changes. Genetic adaptation will depend on the additive genetic variation within populations and the heritability
Yong-Mei Cui et al.
Bioorganic & medicinal chemistry letters, 18(19), 5201-5205 (2008-09-16)
A series of dehydroabietic acid (DHAA, 2) derivatives was synthesized and evaluated as BK channel openers in an assay system of CHO-K1 cells expressing hBKalpha channels. Systematic modifications of the peripheral functionality of ring C of DHAA showed that the
Dehydroabietic acid, a diterpene, improves diabetes and hyperlipidemia in obese diabetic KK-Ay mice.
Min-Sook Kang et al.
BioFactors (Oxford, England), 35(5), 442-448 (2009-09-16)
Terpenoids, which are contained in a large number of dietary and herbal plants, have many biological effects. In this study, the effects of dehydroabietic acid (DAA), a diterpene, on glucose and lipid metabolism were examined using obese diabetic KK-Ay mice.
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