3-Butylidenephthalide

Names

[ CAS No. ]:
551-08-6

[ Name ]:
3-Butylidenephthalide

[Synonym ]:
1(3H)-Isobenzofuranone, 3-butylidene-, (3Z)-
MFCD00047319
1(3H)-Isobenzofuranone, 3-butylidene-
3-butylidene-3H-isobenzofuran-1-one
Bdph
N-BUTYLIDENEPHTHALIDE
ligusticumlactone
3-Butylidenephtalide
3-butylidene-phthalid
(3Z)-3-Butylidene-2-benzofuran-1(3H)-one
3-Butylidene Phthalide
BUTYLIDENE PHTHALIDE
EINECS 208-991-3

Biological Activity

[Description]:

3-Butylidenephthalide (Butylidenephthalide) is a phthalic anhydride derivative identified in Ligusticum chuanxiong Hort, and has larvicidal activity (LC50 of 1.56 mg/g for Spodoptera litura larvae)[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Yi Y, et al. Z-Ligustilide Exerted Hormetic Effect on Growth and Detoxification Enzymes of Spodoptera lituraLarvae. Evid Based Complement Alternat Med. 2018 Jul 2;2018:7104513.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
312.0±35.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₂H₁₂O₂

[ Molecular Weight ]:
188.223

[ Flash Point ]:
127.9±23.4 °C

[ Exact Mass ]:
188.083725

[ PSA ]:
26.30000

[ LogP ]:
3.72

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.631

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TI3692500

CHEMICAL NAME :: Phthalide, 3-butylidene-

CAS REGISTRY NUMBER :: 551-08-6

LAST UPDATED :: 199709

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C12-H12-O2

MOLECULAR WEIGHT :: 188.24

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 21,659,1983 ** ACUTE TOXICITY DATA **

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1850 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 21,659,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 21,659,1983

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S23

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
TI3692500

Precursor & DownStream

Precursor

DownStream

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The chemical composition of essential oil extracted from Uncaria Hook ("Chotoko" in Japanese), the branch with curved hook of the herbal medicine Uncaria rhynchophylla has been investigated by GC and ...

Cinidium officinale and its Bioactive Compound, Butylidenephthalide, Inhibit Laser-Induced Choroidal Neovascularization in a Rat Model.

Molecules 20 , 20699-708, (2015)

Choroidal neovascularization (CNV) is a common pathology in age-related macular degeneration. In this study, we evaluated in a rat model the effect of an extract of Cinidium officinale Makino and its ...

(Z)-3-butylidenephthalide from Ligusticum porteri , an α-glucosidase inhibitor.

J. Nat. Prod. 74 , 314-20, (2011)

An extract from the roots of Ligusticum porteri, orally administered to groups of normal and diabetic mice, showed significant hypoglycemic and antihyperglycemic effects. Experimental type-II DM was a...