2D Structure
3D Structure
| Properties | |
|---|---|
| PID | PID00092 |
| Mol. Weight | 196.29 g/mol |
| LogP | 2.43 |
| Water solubility | 0.000309 mol/L at 20 °C |
| Hydrogen Bond Donor | 0 |
| Hydrogen Bond Acceptor | 2 |
| Rotatable Bonds | 2 |
| XLogP3 | 3.3 |
| Identifiers | |
|---|---|
| Formula | C12H20O2 |
| PubChem CID | 6448 |
| FEMA | 2159 |
| Flavor Profile | Herb, Pine |
| Smiles | CC(=O)OC1CC2CCC1(C)C2(C)C |
| InChl Key | KGEKLUUHTZCSIP-UHFFFAOYSA-N |
| InChl | InChI=1S/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3 |
| CAS Registry Number | 76-49-3, 125-12-2, 5655-61-8, 20347-65-3, 92618-89-8 |
| IUPAC Systematic Name | (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) acetate |
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 |
|---|---|---|---|---|---|
| Illicium difengpi | Di Feng Pi(地枫皮) | Difengpi Anisetree Equivalent plant: Illicium maju | Warm,Slightly Pungent,Punkery | Bladder,Kidney | View Graph |
B o r n y l a c e t a t e i s a c h e m i c a l c o m p o u n d . I t s m o l e c u l a r f o r m u l a i s C 1 2 H 2 0 O 2 a n d i t s m o l e c u l a r w e i g h t i s 1 9 6 . 2 9 g / m o l . I t i s t h e a c e t a t e e s t e r o f b o r n e o l . I t i s u s e d a s a f o o d a d d i t i v e , f l a v o u r i n g a g e n t , a n d o d o u r a g e n t .
I t i s a c o m p o n e n t o f t h e e s s e n t i a l o i l f r o m p i n e n e e d l e s ( f r o m t h e f a m i l y P i n a c e a e ) a n d p r i m a r i l y r e s p o n s i b l e f o r i t s o d o r .
B o r n y l a c e t a t e d o w n r e g u l a t e d t h e l e v e l s o f p r o i n f l a m m a t o r y c y t o k i n e s i n v i t r o a n d i n v i v o ; r e d u c e d t h e n u m b e r o f t o t a l c e l l s , n e u t r o p h i l s , a n d m a c r o p h a g e s i n B A L F ; a t t e n u a t e d t h e h i s t o l o g i c a l t e r a t i o n s i n t h e l u n g ; d e c r e a s e d t h e w e t - t o - d r y w e i g h t r a t i o i n B A L F ; a n d s u p p r e s s e d N F - k a p p a - B i n h i b i t o r a l p h a , e x t r a c e l l u l a r r e g u l a t e d p r o t e i n k i n a s e s , c - J u n N - t e r m i n a l k i n a s e , p 3 8 m i t o g e n - a c t i v a t e d p r o t e i n k i n a s e a c t i v a t i o n .
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 a y w a r d L D . A n e w t h e o r y o f o l f a c t i o n b a s e d o n d i s p e r s i o n - i n d u c e d o p t i c a l a c t i v i t y [ J ] . N a t u r e , 1 9 7 7 , 2 6 7 ( 5 6 1 1 ) : 5 5 4 .
2 . C o e u r C , J a c o b V , F o s t e r P . A e r o s o l f o r m a t i o n f r o m t h e g a s - p h a s e r e a c t i o n o f h y d r o x y l r a d i c a l w i t h t h e n a t u r a l h y d r o c a r b o n b o r n y l a c e t a t e [ J ] . A t m o s p h e r i c E n v i r o n m e n t , 1 9 9 9 , 3 3 ( 1 0 ) : 1 6 1 5 - 1 6 2 0 .
3 . Y a n g L , L i u J , L i Y , Q i , G . ( 2 0 1 8 ) . B o r n y l a c e t a t e s u p p r e s s e s o x - L D L - i n d u c e d a t t a c h m e n t o f T H P - 1 m o n o c y t e s t o e n d o t h e l i a l c e l l s [ J ] . B i o m e d i c i n e P h a r m a c o t h e r a p y , 2 0 1 8 , 1 0 3 : 2 3 4 - 2 3 9 .
4 . B e g u m A , S a n d h y a S , A l i S S , V i n o d , K . R . , R e d d y , S . , B a n j i , D . ( 2 0 1 3 ) . A n i n - d e p t h r e v i e w o n t h e m e d i c i n a l f l o r a R o s m a r i n u s o f f i c i n a l i s ( L a m i a c e a e ) [ J ] . A c t a s c i e n t i a r u m p o l o n o r u m . T e c h n o l o g i a a l i m e n t a r i a , 2 0 1 3 , 1 2 ( 1 ) .
5 . C o e u r C , J a c o b V , F o s t e r P . G a s p h a s e r e a c t i o n o f h y d r o x y l r a d i c a l w i t h t h e n a t u r a l h y d r o c a r b o n b o r n y l a c e t a t e [ J ] . P h y s i c s a n d C h e m i s t r y o f t h e E a r t h , P a r t C : S o l a r , T e r r e s t r i a l & P l a n e t a r y S c i e n c e , 1 9 9 9 , 2 4 ( 5 ) : 5 3 7 - 5 3 9 .
6 . P a r k J H , J e o n Y J , L e e C H , C h u n g , N . , L e e , H . S . ( 2 0 1 7 ) . I n s e c t i c i d a l t o x i c i t i e s o f c a r v a c r o l a n d t h y m o l d e r i v e d f r o m T h y m u s v u l g a r i s L i n . a g a i n s t P o c h a z i a s h a n t u n g e n s i s C h o u & L u . , n e w l y r e c o r d e d p e s t [ J ] . S c i e n t i f i c r e p o r t s , 2 0 1 7 , 7 : 4 0 9 0 2 .
7 . C h e n N , S u n G , Y u a n X , H o u , J . , W u , Q . , S o r o m o u , L . W . , F e n g , H . ( 2 0 1 4 ) . I n h i b i t i o n o f l u n g i n f l a m m a t o r y r e s p o n s e s b y b o r n y l a c e t a t e i s c o r r e l a t e d w i t h r e g u l a t i o n o f m y e l o p e r o x i d a s e a c t i v i t y [ J ] . j o u r n a l o f s u r g i c a l r e s e a r c h , 2 0 1 4 , 1 8 6 ( 1 ) : 4 3 6 - 4 4 5 .
8 . W u X , X i a o F , Z h a n g Z , L i , X . , X u , Z . ( 2 0 0 5 ) . R e s e a r c h o n t h e a n a l g e s i c e f f e c t a n d m e c h a n i s m o f b o r n y l a c e t a t e i n v o l a t i l e o i l f r o m a m o m u m v i l l o s u m [ J ] . Z h o n g y a o c a i = Z h o n g y a o c a i = J o u r n a l o f C h i n e s e m e d i c i n a l m a t e r i a l s , 2 0 0 5 , 2 8 ( 6 ) : 5 0 5 - 5 0 7 .
9 . W a n g X , M a A , S h i W , G e n g , M . , Z h o n g , X . , Z h a o , Y . ( 2 0 1 1 ) . Q u e r c e t i n a n d b o r n y l a c e t a t e r e g u l a t e t - l y m p h o c y t e s u b s e t s a n d i n f - / i l - 4 r a t i o i n u t e r o i n p r e g n a n t m i c e [ J ] . E v i d e n c e - b a s e d c o m p l e m e n t a r y a n d a l t e r n a t i v e m e d i c i n e , 2 0 1 1 , 2 0 1 1 .
1 0 . B u c h b a u e r G , J g e r W , J i r o v e t z L , M e y e r , F . , D i e t r i c h , H . ( 1 9 9 2 ) . E f f e c t s o f v a l e r i a n r o o t o i l , b o r n e o l , i s o b o r n e o l , b o r n y l a c e t a t e a n d i s o b o r n y l a c e t a t e o n t h e m o t i l i t y o f l a b o r a t o r y a n i m a l s ( m i c e ) a f t e r i n h a l a t i o n [ J ] . D i e P h a r m a z i e , 1 9 9 2 , 4 7 ( 8 ) : 6 2 0 - 6 2 2 .
1 1 . B i r u k o v a A A , T i a n Y , M e l i t o n A Y , L e f f , A . R . , W u , T . , B i r u k o v , K . G . ( 2 0 1 2 ) . S t i m u l a t i o n o f R h o s i g n a l i n g b y p a t h o l o g i c m e c h a n i c a l s t r e t c h i s a " s e c o n d h i t " t o R h o - i n d e p e n d e n t l u n g i n j u r y i n d u c e d b y I L - 6 [ J ] . A m e r i c a n J o u r n a l o f P h y s i o l o g y - H e a r t a n d C i r c u l a t o r y P h y s i o l o g y , 2 0 1 2 .
1 2 . L i u W , H u a n g X , C h e n g M J , N i e l s e n , R . J . , G o d d a r d , W . A . , & G r o v e s , J . T . ( 2 0 1 2 ) . O x i d a t i v e a l i p h a t i c C H f l u o r i n a t i o n w i t h f l u o r i d e i o n c a t a l y z e d b y a m a n g a n e s e p o r p h y r i n [ J ] . S c i e n c e , 2 0 1 2 , 3 3 7 ( 6 1 0 0 ) : 1 3 2 2 - 1 3 2 5 .
1 3 . T h a y s e n A C , M o r r i s M . P r e p a r a t i o n o f a g i a n t s t r a i n o f T o r u l o p s i s u t i l i s [ J ] . N a t u r e , 1 9 4 3 , 1 5 2 ( 3 8 6 2 ) : 5 2 6 .
1 4 . B o w e r s W S , B o d e n s t e i n W G . S e x p h e r o m o n e m i m i c s o f t h e A m e r i c a n c o c k r o a c h [ J ] . N a t u r e , 1 9 7 1 , 2 3 2 ( 5 3 0 8 ) : 2 5 9 .