2D Structure
3D Structure
| Properties | |
|---|---|
| PID | PID00113 |
| Mol. Weight | 150.177 g/mol |
| LogP | 2.06 |
| Water solubility | 5900 mg/L at 20 °C |
| Hydrogen Bond Donor | 1 |
| Hydrogen Bond Acceptor | 2 |
| Rotatable Bonds | 3 |
| XLogP3 | 1.8 |
| Identifiers | |
|---|---|
| Formula | C9H10O2 |
| PubChem CID | 107 |
| FEMA | 2889 |
| Flavor Profile | / |
| Smiles | O=C(O)CCc1ccccc1 |
| InChl Key | XMIIGOLPHOKFCH-UHFFFAOYSA-N |
| InChl | InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11) |
| CAS Registry Number | 501-52-0 |
| IUPAC Systematic Name | 3-phenylpropanoic acid |
Organ Location Map/System Distribution of Pungent Flavor Compounds’ Targets
Note: Known Targets (Gene) from 6952 literatures, DrugBank (http://www.drugbank.ca/), STITCH (http://stitch.embl.de/), ChEMBL (https://www.ebi.ac.uk/chembl/), Therapeutic Target Database (http://bidd.nus.edu.sg/group/ttd/), and Comparative Toxicogenomics Database (CTD, http://ctdbase.org/)
| English Name | Pinyin Name (Chinese Name) | Latin Name | Properties in TCM | merdians | View Graph |
|---|---|---|---|---|---|
| Chinese Star Anise | Ba Jiao Hui Xiang (八角茴香) | Anisi Stellati Fructus | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
| Long Pepper | Bi Ba (荜茇) | Piperis Longi Fructus | Hot,Pungent | Large Intestine, Stomach | View Graph |
| Aquilaria agallocha | Chen Xiang(沉香) | Eaglewood Equivalent plant: Aquilaria sinensis | Warm,Pungent,Bitter | Lung,Spleen,Liver | View Graph |
| Cassiabarktree Twig | Gui Zhi (桂枝) | Cinnamomi Ramulus | Warm, Pungent, Sweet | Lung, Bladder, Heart | View Graph |
| Safflower | Hong Hua (红花) | Carthami Flos | Warm,Pungent | Spleen, Stomach, Kidney, Lung | View Graph |
3 - P h e n y l p r o p i o n i c A c i d i s a w h i t e , c r y s t a l l i n e s o l i d w i t h a s w e e t , f l o r a l s c e n t a t r o o m t e m p e r a t u r e . 3 - P h e n y l p r o p i o n i c A c i d i s w i d e l y u s e d f o r f l a v o r i n g , f o o d a d d i t i v e s , s p i c e s , f r a g r a n c e , a n d m e d i c i n e s a s i t a c t s a s a f i x a t i v e a g e n t , o r a p r e s e r v a t i v e . 3 - P h e n y l p r o p i o n i c A c i d i s u s e d i n t h e f o o d i n d u s t r y t o p r e s e r v e a n d m a i n t a i n t h e o r i g i n a l a r o m a q u a l i t y o f f r o z e n f o o d s . I t c a n a l s o b e u s e d t o a d d o r r e s t o r e o r i g i n a l c o l o r t o f o o d . S h e l v e d f o o d s a r e p r o t e c t e d f r o m m i c r o o r g a n i s m b y a d d i n g p h e n y l p r o p a n o i c a c i d t o p r e v e n t d e t e r i o r a t i o n t o t h e f o o d b y m i c r o o r g a n i s m s a s w e l l a s a c t i n g a s a n a n t i o x i d a n t t o p r o l o n g s h e l f l i f e f o o d s . T h i s c o m p o u n d i s u s e d a s a s w e e t e n e r a s w e l l t o s w e e t e n f o o d a n d c a n b e f o u n d i n t a b l e t o p s w e e t e n e r s . I t c a n a l s o a c t a s a n e m u l s i f i e r , t o k e e p o i l a n d w a t e r m i x t u r e s s e p a r a t e d . P h e n y l p r o p a n o i c a c i d i s a l s o a d d e d t o f o o d f o r t e c h n o l o g i c a l p u r p o s e s i n a w i d e v a r i e t y i n c l u d i n g m a n u f a c t u r i n g , p r o c e s s i n g , p r e p a r a t i o n , t r e a t m e n t , p a c k a g i n g , t r a n s p o r t a t i o n o r s t o r a g e , a n d f o o d a d d i t i v e s . I t a l s o p r o v i d e s f l a v o r i n g s f o r i c e c r e a m , b a k e r y , a n d c o n f e c t i o n e r y . 3 - P h e n y l p r o p i o n i c A c i d i s u s e d f r e q u e n t l y i n c o s m e t i c p r o d u c t s s u c h a s p e r f u m e s , b a t h g e l s , d e t e r g e n t p o w d e r s , l i q u i d d e t e r g e n t s , f a b r i c s o f t e n e r s , a n d s o a p s a s i t g i v e s o f f a f l o r a l s c e n t . T h e a c i d i s c o m m o n l y u s e d a s f l a v o r i n g f o r t o o t h p a s t e s a n d m o u t h w a s h e s i n a d d i t i o n t o p r o v i d i n g f l o r a l s c e n t s a n d p o s s i b l e f r u i t y , m i n t y , s p e a r m i n t , s t r a w b e r r y , l y c h e e , a n d h e r b a l f l a v o r i n g s .
Note: Click anywhere in the blank, you can drag the whole dynamic diagram. Click on a node, you can drag his location to see it more clearly. The blue circle represents pharmacology, toxicology, or daily use. Orange hexagon represents the pungent compounds.
1 . h t t p s : / / e n . w i k i p e d i a . o r g / w i k i / P h e n y l p r o p a n o i c _ a c i d
2 . K o r n e e v S M . H y d r o c i n n a m i c a c i d s : a p p l i c a t i o n a n d s t r a t e g y o f s y n t h e s i s [ J ] . S y n t h e s i s , 2 0 1 3 , 4 5 ( 0 8 ) : 1 0 0 0 - 1 0 1 5 .
3 . " H y d r o c i n n a m i c a c i d " . F o o d & B e v e r a g e O n l i n e . R e t r i e v e d 1 9 O c t o b e r 2 0 1 2 .
4 . " H y d r o c i n n a m i c A c i d O r g a n i c I n t e r m e d i a t e K o s h e r R e a c h ( C A S N O . : 5 0 1 - 5 2 - 0 ) " . M a d e - i n - C h i n a . c o m . R e t r i e v e d 1 6 N o v e m b e r 2 0 1 2 .
5 . C a s t r o , J . L . , R a m i r e z , M . L . , A r e n a s , J . F . , O t e r o , J . C . V i b r a t i o n a l s p e c t r a o f 3 - p h e n y l p r o p i o n i c a c i d a n d L - p h e n y l a l a n i n e [ J ] . J o u r n a l o f M o l e c u l a r S t r u c t u r e , 2 0 0 5 , 7 4 4 : 8 8 7 - 8 9 1 .
6 . B o n n e t M C , M o n t e i r o A L , T k a t c h e n k o I . C a r b o n y l a t i o n . 6 . R e g i o s e l e c t i v e s y n t h e s i s o f 3 - p h e n y l p r o p i o n i c a c i d a n d d e r i v a t i v e s b y c a t a l y t i c c a r b o n y l a t i o n o f b e n z y l i c s u b s t r a t e s [ J ] . C o m p t e s R e n d u s d e l ' A c a d m i e d e s S c i e n c e s - S e r i e s I I C - C h e m i s t r y , 1 9 9 8 , 1 ( 1 0 ) : 6 0 3 - 6 0 7 .
7 . F u W , O r i e l P . D e g r a d a t i o n o f 3 - p h e n y l p r o p i o n i c a c i d b y H a l o f e r a x s p . D 1 2 2 7 [ J ] . E x t r e m o p h i l e s , 1 9 9 9 , 3 ( 1 ) : 4 5 - 5 3 .
8 . I w a h a s h i , M . , T a k e b a y a s h i , S . , U m e h a r a , A . , K a s a h a r a , Y . , M i n a m i , H . , M a t s u z a w a , H . , T a k a h a s h i , H . D y n a m i c a l d i m e r s t r u c t u r e a n d l i q u i d s t r u c t u r e o f f a t t y a c i d s i n t h e i r b i n a r y l i q u i d m i x t u r e : d o d e c a n o i c a n d 3 - p h e n y l p r o p i o n i c a c i d s s y s t e m [ J ] . C h e m i s t r y a n d p h y s i c s o f l i p i d s , 2 0 0 4 , 1 2 9 ( 2 ) : 1 9 5 - 2 0 8 .
9 . W a n g , D . H . , E n g l e , K . M . , S h i , B . F . , Y u , J . Q . L i g a n d - e n a b l e d r e a c t i v i t y a n d s e l e c t i v i t y i n a s y n t h e t i c a l l y v e r s a t i l e a r y l C H o l e f i n a t i o n [ J ] . S c i e n c e , 2 0 1 0 , 3 2 7 ( 5 9 6 3 ) : 3 1 5 - 3 1 9 .
1 0 . R i n a l d o , P . , O ' s h e a , J . J . , W e l c h , R . D . , T a n a k a , K . T h e e n z y m a t i c b a s i s f o r t h e d e h y d r o g e n a t i o n o f 3 - p h e n y l p r o p i o n i c a c i d : i n v i t r o r e a c t i o n o f 3 - p h e n y l p r o p i o n y l - C o A w i t h v a r i o u s a c y l - C o A d e h y d r o g e n a s e s [ J ] . P e d i a t r i c r e s e a r c h , 1 9 9 0 , 2 7 ( 5 ) : 5 0 1 .