00010
松香酸
technical, ~75% (GC)
别名:
7,13-abietadien-18-oic acid, Abietate, L-Abietic acid, Rosin acid, Sylvic acid, sylvic acid
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关于此项目
经验公式（希尔记法）:
C20H30O2
化学文摘社编号:
分子量:
302.45
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
32150233
UNSPSC Code:
12352002
EC Number:
208-178-3
MDL number:
Beilstein/REAXYS Number:
2221451
产品名称
松香酸, technical, ~75% (GC)
InChI key
RSWGJHLUYNHPMX-ONCXSQPRSA-N
InChI
1S/C20H30O2/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/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1
SMILES string
CC(C)C1=CC2=CC[C@@H]3[C@](C)(CCC[C@@]3(C)C(O)=O)[C@H]2CC1
grade
technical
assay
~75% (GC)
form
solid
optical activity
[α]20/D −85±10°, c = 1% in ethanol
mp
139-142 °C (lit.)
150-165 °C
functional group
carboxylic acid
storage temp.
2-8°C
Quality Level
Gene Information
human ... TNF(7124)
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Application
松香酸可用作以下物质的制备前体：
它还可用作以下物质的总合成起始材料：
- 环氧和石油化工固化剂。
- 具有潜在抗肿瘤、抗真菌和抗病毒活性的脱氢松香酸衍生物。
它还可用作以下物质的总合成起始材料：
- (−)-雷公藤内酯酮和(−)-雷公藤内酯，强效的抗肿瘤剂和免疫抑制剂
- 醌(−)-12-脱氧总状土木香醌，抗利什曼病试剂
- 松香酸衍生儿茶酚（甲基11,12-二羟基松香酸-8,11,13-三烯-18-甲酯，MDTO），潜在的抗氧化剂
Other Notes
天然产物合成的原料；可与 MCPBA 发生环氧化作用
signalword
Warning
hcodes
Hazard Classifications
Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Rosin-based acid anhydrides as alternatives to petrochemical curing agents.
Liu X, et al.
Green Chemistry, 11(7), 1018-1025 (2009)
Structural effects on the bioactivity of dehydroabietic acid derivatives
Gigante B, et al.
Planta Medica, 68(08), 680-684 (2002)
Cytotoxic, immunomodulatory, antimycotic, and antiviral activities of semisynthetic 14-hydroxyabietane derivatives and triptoquinone C-4 epimers
Zapata B, et al.
MedChemComm, 4(9), 1239-1246 (2013)
Antioxidant activity of a catechol derived from abietic acid
Justino GC, et al.
Journal of Agricultural and Food Chemistry, 54(2), 342-348 (2006)
Regioselective routes towards 14-hydroxyabietane diterpenes. A formal synthesis of immunosuppressant (−)-triptolide from (+)-abietic acid.
Alvarez-Manzaneda E, et al.
Tetrahedron, 63(45), 11204-11212 (2007)
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