3-butylidene phthalide
3-butylidenephthalide
 
Notes:
Flavouring ingredient
  • Berjé
    • Berje Inc.
      The solution is clear
      Where the world comes to its senses - Berjé is a global distributor of Essential Oils and Aromatic Chemicals.
      Berjé is a family-owned business that has been in operation for six decades. The company's origins and strength lie in a profound understanding of the supply and the quality of the diverse raw materials consumed by the flavor and fragrance industries. This base was expanded upon more than two decades ago to include fragrance production. The company's unparalleled raw material expertise is focused on the supply of essential oils and aromatic chemicals. This is supported by our long-standing relationships with a worldwide fabric of producers ensuring the greatest prospects for uninterrupted supply in markets that are often volatile and unpredictable.
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      Functional Ingredients
      Happening at Berje
      Product(s):
      Butylidene Phthalate
       
  • Frutarom
    • Frutarom Ltd
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      Your preferred partner for flavour and fragrance success.
      At Frutarom, we take pride in our expertise and knowledge of Flavour & Fragrance Ingredients and our thorough understanding of the needs of Flavourists, Perfumers and Food Technologists. Working closely with our customers we have a strong track record of providing unique solutions to fulfil requirements.
      US Email: Info- USA
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      US Voice: +1 513 870 4900
      Products List: View
      Product(s):
      B0950-0 3-BUTYLIDENE PHTHALIDE
       
  • Penta International
    • Penta International Corporation
      Chemistry innovation
      At Penta, our products and services help businesses do business better.
      For over 30 years, Penta Manufacturing Company has played a growing role in worldwide chemistry innovations and applications. As an industry leader, Penta continues to pioneer chemistry-based solutions for practically every area of commerce. Our products and expertise have helped fuel technical advances in dozens of commercial applications including flavoring, coloring, fragrances and chemical processes.
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      US Fax: (973) 740-1839
      Product(s):
      02-62600 3-BUTYLIDENE PHTHALIDE, Kosher
       
  • Treatt
    • R C Treatt and Co Ltd
      Innovative ingredient solutions
      World-leading innovative ingredient solutions provider for the flavour, fragrance and FMCG industries.
      We offer innovative and trend-setting product concepts for our customers, collaborating with them to create true value for their products.
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      Product(s):
      3-Butylidene Phthalide
       
  • Sigma-Aldrich
    • Sigma-Aldrich
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      Sigma-Aldrich is a leading Life Science and High Technology company dedicated to providing high-quality, safe and certified flavor ingredients with transparent and easily accessible documentation to customers around the globe. Sigma-Aldrich also provides a suite of analytical tools that allow food analysts to simplify sample preparation, cleanup and analysis steps, while increasing sensitivity to trace ingredients and harmful substances to meet regulations and quality standards.
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      Certified Food Grade Products
      Product(s):
      W333301 3-Butylidenephthalide, mixture of cis and trans isomers, ≥96%, FG
      SDS
       
  • Synerzine
    • Synerzine, Inc.
      Innovation. Customization. Aroma Ingredients.
      Synerzine is a leading supplier of flavor and fragrance ingredients.
      Synerzine expresses what we have grown to embody as an organization - the synergy and connection between raw ingredients, science, technology, and the final product. Our experienced team is passionate about bringing our customers high-quality innovative ingredients that they can trust.
      Building upon our 44 year history, the Synerzine team provides customers around the globe with convenient access to over 1200 high-quality aroma ingredients. We actively engage with customers to add a wide array of new products and services on a regular basis. Our aim is to delight every customer with our exceptional services, large product selection, customization and the highest quality and safety standards. We provide our customers with true value designed to help them bring their products to market faster.
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      Products List: View
      Product(s):
      W2256 3-Butylidenephthalide
       
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    Flavor Demo Formulas
3-butylidene-2-benzofuran-1-one (Click)
CAS Number: 551-08-6Picture of molecule
ECHA EINECS - REACH Pre-Reg: 208-991-3
FDA UNII: S9178G4B3F
MDL: MFCD00047319
CoE Number: 10083
XlogP3-AA: 3.20 (est)
Molecular Weight: 188.22604000
Formula: C12 H12 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 1170  3-butylidenephthalide
Flavis Number: 10.024 (Old)
DG SANTE Food Flavourings: 10.024  3-butylidenephthalide
FEMA Number: 3333  3-butylidenephthalide
FDA Mainterm: 3-BUTYLIDENEPHTHALIDE
Synonyms   Articles   Notes   Search   Top
Physical Properties:
Appearance: yellow clear oily liquid (est)
Assay: 99.00 to 100.00 % sum of isomers
Food Chemicals Codex Listed: No
Specific Gravity: 1.10300 @  25.00 °C.
Specific Gravity: 1.09800 to 1.10300 @  25.00 °C.
Pounds per Gallon - est.: 9.136 to 9.178
Boiling Point: 319.00 to  321.00 °C. @ 760.00 mm Hg
Boiling Point: 139.00 to  142.00 °C. @ 5.00 mm Hg
Vapor Pressure: 0.001000 mm/Hg @ 25.00 °C. (est)
Flash Point: > 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w): 3.388 (est)
Soluble in:
 alcohol
 water, slightly
 water, 353.5 mg/L @ 25 °C (est)
Insoluble in:
 water
Synonyms   Articles   Notes   Search   Top
Organoleptic Properties:
 
Odor Type: herbal
 
Odor Strength: medium ,
recommend smelling in a 10.00 % solution or less
 
Substantivity: 376 Hour(s)
 
 herbal  lovage  celery  
Odor Description:
at 10.00 % in dipropylene glycol. 
herbal lovage celery
Luebke, William tgsc, (1991)
 
 celery  green  vegetable  lovage  herbal  
Odor Description:
Celery, green, vegetable, lovage-like with a herbal note
Mosciano, Gerard P&F 17, No. 4, 33, (1992)
 
 
Flavor Type: celery
 
 celery  green  vegetable  herbal  
Taste Description:
at 15.00 ppm.  
Celery, green, vegetable-like with a herbal nuance
Mosciano, Gerard P&F 17, No. 4, 33, (1992)
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: perfuming agents
Synonyms   Articles   Notes   Search   Top
Suppliers:
Berjé
Butylidene Phthalate
Happening at Berje
BOC Sciences
For experimental / research use only.
n-Butylidenephthalide
Frutarom
3-BUTYLIDENE PHTHALIDE
Penta International
3-BUTYLIDENE PHTHALIDE, Kosher
Santa Cruz Biotechnology
For experimental / research use only.
n-Butylidenephthalide, (E)+(Z) ≥95%
Sigma-Aldrich
3-Butylidenephthalide, mixture of cis and trans isomers, ≥96%, FG
Certified Food Grade Products
Synerzine
3-Butylidenephthalide
Treatt
3-Butylidene Phthalide
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
S 02 - Keep out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
S 24/25 - Avoid contact with skin and eyes.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Human Experience:
2 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50  1850 mg/kg
(Moreno, 1980n)

oral-rat LD50  2200 mg/kg
(Posternak, 1965)

oral-rat LD50  1850 mg/kg
Food and Chemical Toxicology. Vol. 21, Pg. 659, 1983.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 21, Pg. 659, 1983.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for 3-butylidene phthalide usage levels up to:
  2.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 8.60 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 7.00 (μg/capita/day)
Structure Class: III
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 6
Click here to view publication 6
 average usual ppmaverage maximum ppm
baked goods: -8.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: -5.00000
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: -5.00000
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: -5.00000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: -5.00000
sugar substitutes: --
sweet sauces: --
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Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of lactones used as flavor ingredients.View pdf
European Food Safety Athority(efsa): Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
Flavouring Group Evaluation 27 (FGE.27): One aromatic lactone from chemical group 11[1] - Scientific Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf
Flavouring Group Evaluation 80 (FGE.80) - Consideration of alicyclic, alicyclic-fused and aromatic-fused ring lactones evaluated by JECFA (61st meeting) structurally related to a aromatic lactone evaluated by EFSA in FGE.27 (2008)
View page or View pdf
Flavouring Group Evaluation 80, Revision 1 (FGE.80Rev1): Consideration of alicyclic, alicyclic-fused and aromatic-fused ring lactones evaluated by JECFA (61st meeting) structurally related to a aromatic lactone evaluated by EFSA in FGE.27 (2008)
View page or View pdf
Scientific Opinion on the safety and efficacy of alicyclic and aromatic lactones (chemical group 11) when used as flavourings for all animal species
View page or View pdf
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 551-08-6
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 62368
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 3-butylidene-2-benzofuran-1-one
Chemidplus: 0000551086
RTECS: TI3692500 for cas# 551-08-6
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References:
 3-butylidene-2-benzofuran-1-one
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 551-08-6
Pubchem (cid): 62368
Pubchem (sid): 135020319
Pherobase: View
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
KEGG (GenomeNet): C16924
HMDB (The Human Metabolome Database): HMDB32061
FooDB: FDB008768
Export Tariff Code: 2932.29.6000
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
EFSA Update of results on the monitoring of furan levels in food: Read Report
EFSA Previous report: Results on the monitoring of furan levels in food: Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food: Read Report
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
alliaceous
 dibutyl sulfideFL/FR
 dipropyl disulfideFL/FR
amber
 angelica root oilFL/FR
camphoreous
dextro-camphorFL/FR
 verbenoneFL/FR
caramellic
2-isobutyl-3-methyl pyrazineFL/FR
 fenugreek absoluteFL/FR
 fenugreek oleoresinFL/FR
 mesitene lactoneFR
chocolate
2,4,5-trimethyl thiazoleFL/FR
citrus
 methyl heptenoneFL/FR
4-methyl-2-(1-methyl propyl)-1,3-oxathiane 
 ocimene quintoxideFL/FR
coumarinic
 phthalideFL/FR
ethereal
2-methyl valeraldehydeFL/FR
floral
 hexahydrofarnesyl acetoneFL/FR
 hexyl nonanoateFL/FR
isojasmoneFL/FR
(Z)-jasmoneFL/FR
2-pentadecanoneFL/FR
(Z)-rose oxideFL/FR
fruity
2-heptyl butyrateFL/FR
 methyl nonanoateFL/FR
 tropical thiazoleFL/FR
green
 acetaldehyde butyl phenethyl acetalFL/FR
isobutyl benzyl carbinolFL/FR
isobutyl methyl ketoneFL/FR
2-isobutyl pyrazineFL/FR
2-isobutyl thiazoleFL/FR
 cortex pyridineFL/FR
 cucumber essenceFL/FR
 galbanum decatrieneFL/FR
 geranium thiazoleFL/FR
(Z)-4-heptenalFL/FR
(E)-4-hexen-1-ol 
(Z)-4-hexen-1-olFL/FR
(Z)-2-hexen-1-olFL/FR
(Z)-3-hexen-1-yl (E)-crotonateFL/FR
(Z)-3-hexen-1-yl tiglateFL/FR
4-hexenolFL/FR
(Z)-leaf acetalFL/FR
 methyl heptine carbonateFL/FR
 nerol oxideFL/FR
(Z,Z)-3,6-nonadien-1-olFL/FR
2-octen-1-olFL/FR
1-penten-3-olFL/FR
isopropyl decanoateFL/FR
herbal
 apium graveolens seed oil indiaFL/FR
3-butyl phthalideFL/FR
 celery ketoneFL/FR
 celery leaf oilFL/FR
 celery seed oil CO2 extractFL/FR
 celery undeceneFR
 levisticum officinale herb oilFL/FR
 levisticum officinale root absoluteFL/FR
 levisticum officinale root extractFL/FR
 lovage tinctureFL/FR
curled parsley seed oilFL/FR
3-propylidene phthalideFL/FR
melon
(Z)-6-nonen-1-olFL/FR
minty
 carvyl acetateFL/FR
isopropyl tiglateFL/FR
musty
 cocoa butenalFL/FR
roasted
 fenugreek resinoidFL/FR
spicy
isobutyl angelateFL/FR
 cuminaldehydeFL/FR
 levisticum officinale root oilFL/FR
sulfurous
 grapefruit menthaneFL/FR
3-(methyl thio) hexanolFL/FR
tonka
 whiskey lactoneFL/FR
endo-1,2,3,3-tetramethyl bicyclo(2.2.1)heptan-2-olFR
waxy
 methyl octanoateFL/FR
 propyl decanoateFL/FR
woody
 amber dodecaneFR
alpha-farneseneFL/FR
alpha-farnesene isomerFL/FR
yeasty
2-octen-4-oneFL/FR
 
For Flavor
 
No flavor group found for these
3-butyl phthalideFL/FR
2-isobutyl pyrazineFL/FR
2-ethyl-4,5-dimethyl oxazoleFL
2-heptyl butyrateFL/FR
(Z)-3-hexen-1-yl (E)-crotonateFL/FR
(E)-4-hexenalFL
 hexyl nonanoateFL/FR
2-methyl thiazoleFL
4-(methyl thio) butanolFL
4-methyl-2-(1-methyl propyl)-1,3-oxathiane 
2-methyl-6-propoxypyrazineFL
isopropyl decanoateFL/FR
 propyl decanoateFL/FR
2-isopropyl pyridineFL
2-isopropyl-3-(methyl thio) pyrazineFL
 verbenoneFL/FR
alliaceous
 allyl thiopropionateFL
 cyclopentyl mercaptanFL
 dipropyl disulfideFL/FR
3-tetrahydrothiophenoneFL
 tropical thiazoleFL/FR
amber
isobutyl benzyl carbinolFL/FR
brown
 fenugreek oleoresinFL/FR
caramellic
 fenugreek absoluteFL/FR
 fenugreek resinoidFL/FR
coumarinic
 phthalideFL/FR
fatty
2-octen-1-olFL/FR
2-pentadecanoneFL/FR
fruity
2,4-hexadien-1-olFL
green
 acetaldehyde butyl phenethyl acetalFL/FR
 angelica root oilFL/FR
isobutyl angelateFL/FR
isobutyl methyl ketoneFL/FR
2-isobutyl thiazoleFL/FR
2-isobutyl-3-methyl pyrazineFL/FR
 celery ketoneFL/FR
 cocoa butenalFL/FR
 cortex pyridineFL/FR
 cucumber essenceFL/FR
 dibutyl sulfideFL/FR
 dihydroxyacetophenone (mixed isomers)FL
alpha-farneseneFL/FR
alpha-farnesene isomerFL/FR
 galbanum decatrieneFL/FR
 geranium thiazoleFL/FR
(E)-2-heptenalFL
(Z)-4-heptenalFL/FR
 hexahydrofarnesyl acetoneFL/FR
(E)-4-hexen-1-ol 
(Z)-2-hexen-1-olFL/FR
(Z)-4-hexen-1-olFL/FR
(Z)-3-hexen-1-yl tiglateFL/FR
2-hexyl pyridineFL
 horseradish oilFL
isojasmoneFL/FR
(Z)-leaf acetalFL/FR
 methyl heptenoneFL/FR
 methyl heptine carbonateFL/FR
 methyl octanoateFL/FR
4-methyl thiazoleFL
3-(5-methyl-2-furyl) butanalFL
 nerol oxideFL/FR
 ocimene quintoxideFL/FR
2,4-octadienalFL
4-penten-1-yl acetateFL
1-penten-3-olFL/FR
2-propyl pyrazineFL
isopropyl tiglateFL/FR
 propylene glycol acetone ketalFL
3-propylidene phthalideFL/FR
(Z)-rose oxideFL/FR
herbal
 apium graveolens seed oil indiaFL/FR
 celery leaf oilFL/FR
 celery seed oil CO2 extractFL/FR
 celery seed oleoresinFL
 lovage tinctureFL/FR
curled parsley seed oilFL/FR
medicinal
dextro-camphorFL/FR
metallic
4-hexenolFL/FR
3-(methyl thio) hexanolFL/FR
minty
 carvyl acetateFL/FR
nutty
2,4,5-trimethyl thiazoleFL/FR
spicy
 cuminaldehydeFL/FR
 levisticum officinale herb oilFL/FR
 levisticum officinale oleoresinFL
 levisticum officinale root absoluteFL/FR
 levisticum officinale root extractFL/FR
 levisticum officinale root oilFL/FR
sulfurous
 grapefruit menthaneFL/FR
 methyl benzyl disulfideFL
vegetable
2-methyl valeraldehydeFL/FR
2-octen-4-oneFL/FR
waxy
(Z,Z)-3,6-nonadien-1-olFL/FR
(Z)-6-nonen-1-olFL/FR
winey
 methyl nonanoateFL/FR
woody
(Z)-jasmoneFL/FR
 whiskey lactoneFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 celeryFL/FR
 lovageFL/FR
 molassesFL
 spiceFR
 tomatoFL
 vegetable 
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 celery leaf
Search Trop  Picture
 celery leaf oil
Search Trop  Picture
 celery leaf oil @ 0.90%
Data  GC  Search Trop  Picture
 celery root
Search Trop  Picture
 celery seed oil
Search Trop  Picture
 celery stem oil
Search Trop  Picture
 lovage leaf
Search Trop  Picture
 lovage root
Search Trop  Picture
Synonyms   Articles   Notes   Search   Top
Synonyms:
1(3H)-isobenzofuranone, 3-butylidene-
3-butylidene-1(3H)-isobenzofuranone
3-butylidene-2-benzofuran-1-one
3-butylidene-2-benzofuran-1(3H)-one
3-N-butylidene-phthalide
3-butylidenephthalide
N-butylidenephthalide
 ligusticum lactone
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Antinociceptive activity of Ligusticum porteri preparations and compounds.
PubMed: [Study on the constituents of essential oil of Shunaoxin dropping pills by GC-MS].
PubMed: Targeted and untargeted phytochemistry of Ligusticum canbyi: indoleamines, phthalides, antioxidant potential, and use of metabolomics as a hypothesis-generating technique for compound discovery.
PubMed: Effects of natural phytochemicals in Angelica sinensis (Danggui) on Nrf2-mediated gene expression of phase II drug metabolizing enzymes and anti-inflammation.
PubMed: Online isolation and purification of four phthalide compounds from Chuanxiong rhizoma using high-speed counter-current chromatography coupled with semi-preparative liquid chromatography.
PubMed: Antimycobacterials from lovage root (Ligusticum officinale Koch).
PubMed: (Z)-3-butylidenephthalide from Ligusticum porteri , an α-glucosidase inhibitor.
PubMed: Bioactivity-guided fractionation and GC/MS fingerprinting of Angelica sinensis and Angelica archangelica root components for antifungal and mosquito deterrent activity.
PubMed: Identification and comparison of metabolites after oral administration of essential oil of Ligusticum chuanxiong or its major constituent ligustilide in rats.
PubMed: [Study on fingerprint of rhizoma chuanxiong by HPLC-DAD-MS].
PubMed: Simultaneous analysis of seventeen chemical ingredients of Ligusticum chuanxiong by on-line high performance liquid chromatography-diode array detector-mass spectrometry.
PubMed: Separation and identification of the phthalic anhydride derivatives of Liqusticum Chuanxiong Hort by GC-MS, TLC, HPLC-DAD, and HPLC-MS.
PubMed: Anti-competence effects of synthetic phthalide derivatives on platelet-derived growth factor-induced DNA synthesis in primary cultures of rat aorta smooth muscle cells.
PubMed: The structure-activity relationship between synthetic butylidenephthalide derivatives regarding the competence and progression of inhibition in primary cultures proliferation of mouse aorta smooth muscle cells.
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