Plant extracts Physical and Chemical Properties Pharmacological effects Botanical insecticides
ChemicalBook > CAS DataBase List > Osthole

Osthole

Plant extracts Physical and Chemical Properties Pharmacological effects Botanical insecticides
Product Name
Osthole
CAS No.
484-12-8
Chemical Name
Osthole
Synonyms
OSTHOL;Chuanxiongzine;Cnidium Monnieri Extract;Ostole;Turnera Aphrodisiaca;Ostol;OSTHOLE;Cnidium;NSC 31868;OSTHOLE(P)
CBNumber
CB7454402
Molecular Formula
C15H16O3
Formula Weight
244.29
MOL File
484-12-8.mol
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Osthole Property

Melting point:
83-84°C
Boiling point:
347.2°C (rough estimate)
Density 
1.1263 (rough estimate)
refractive index 
1.5570 (estimate)
storage temp. 
Sealed in dry,2-8°C
solubility 
methanol: soluble10mg/mL, clear, colorless
form 
powder
color 
white
Odor
at 100.00 %. dry musty herbal
Odor Type
dry
Water Solubility 
12mg/L(25 ºC)
λmax
322nm(MeOH)(lit.)
Merck 
14,6895
InChIKey
MBRLOUHOWLUMFF-UHFFFAOYSA-N
LogP
3.686 (est)
CAS DataBase Reference
484-12-8(CAS DataBase Reference)
NIST Chemistry Reference
Osthole(484-12-8)
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Safety

WGK Germany 
3
RTECS 
GN7700000
HS Code 
29322090
Hazardous Substances Data
484-12-8(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
78889
Product name
Osthole
Purity
analytical standard
Packaging
25mg
Price
$328
Updated
2022/05/15
Sigma-Aldrich
Product number
02150595
Product name
Osthole
Purity
primary pharmaceutical reference standard
Packaging
10mg
Price
$338
Updated
2022/05/15
TCI Chemical
Product number
O0426
Product name
Osthole
Purity
>98.0%(GC)
Packaging
250mg
Price
$35
Updated
2024/03/01
TCI Chemical
Product number
O0426
Product name
Osthole
Purity
>98.0%(GC)
Packaging
1g
Price
$87
Updated
2024/03/01
Cayman Chemical
Product number
19195
Product name
Osthole
Purity
≥98%
Packaging
1g
Price
$138
Updated
2024/03/01
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Osthole Chemical Properties,Usage,Production

Plant extracts

Osthole is a substance extracted from the fruit of the annual Umbelliferae plant Fructus Cnidii. It appears as yellow-green to white crystalline powder. It is insoluble in cold water and petroleum ether, easily soluble in acetone, methanol, ethanol, chloroform and ethyl acetate and soluble in boiling petroleum ether. It has various effects including antispasmodic, hypotensive, anti-arrhythmic, enhancing immune function and broad-spectrum antimicrobial effect. It is clinically mainly used for the treatment of men impotence, scrotal wet itchy, women prurUus Yulvae and cold uterus and infertility, rheumatism, scabies, eczema and trichomonas vaginitis. Osthole can also be used to make field insecticides, fungicides with contact killing action being the primary effect and stomach poisoning being the auxiliary effect. The drug liquid can be absorbed through body surface and enter into the body and further act on the nervous system of pests, causing the non-functional muscle contraction of the pests and eventually leading to death due to energy exhaustion. It has a relative excellent contact-killing effect on various kinds of pests such as cabbage caterpillar, tea looper, cotton bollworm, beet armyworm and any kinds of aphids.

Physical and Chemical Properties

Osthole belongs to coumarin compounds. It is prismatic-like crystals (diethyl ether) and needle-like crystals (Ethanol) with the melting point being 83~84 ℃ and the boiling point being 145~150 ℃. It is soluble in alkaline solution, methanol, ethanol, chloroform, acetone, ethyl acetate, and boiling petroleum ether but insoluble in water and petroleum ether.

Pharmacological effects

Osthole has various kinds of effects of antispasmodic, hypotensive, anti-arrhythmic and enhancing immune function and broad-spectrum antimicrobial effect. Osthole can not only have efficacy such as anti-hypertensive, anti-arrhythmic, anti-inflammatory, anti-tumor and anti-osteoporosis effect, but can also act as a new type of biological pesticides with significant efficacy in treating pests and plant pathogens.
The above information is edited by the chemicalbook of Dai Xiongfeng.

Botanical insecticides

Osthole is a class of natural coumarin compound which had been initially extracted from Umbelliferae plants. The dried ripe fruit of Fructus Cnidii in the Umbelliferae plant, Cnidium monnieri has a relative high content, hence obtaining the name. Related research has shown that Osthole is also presented in other kinds of plants, including Umbelliferae including Angelica, Archangelica Hoffm and Cnidium as well as rutaceous plant such as citrus, clausena, Limonia acidissima and Haplophyllum A. Juss. In addition, it is also distributed in a few species of Asteraceae and legumes.
Osthole has its chemical name being 7-methoxy-8-isopenteylcoumarin with the core structure consisting of benzene and pyrone ring. As a member of coumarins compounds, Osthole, in addition to containing the core structure of coumarin, also has isopentenyl structure. Compound containing isopentenyl structure, as a phytoalexin, plays an important role in fighting against disease.
Osthole, as a kind of botanical pesticide, has contact-killing effect being the primary effect and stomach poisoning effect being the auxiliary effect. The drug liquid can be absorbed into the insect body through body surface and acts on the nervous system of pests, causing non-functional muscle contraction and final death due to energy exhaustion. Indoor activity virulence tests have showed that it has a higher activity against Pieris rapae (LD50 is 6.2258 mg/kg). It is demonstrated through the field efficacy trials that it has excellent efficacy in the treatment of Pieris rapae of cruciferous vegetables and tea and tea looper caterpillar. The drug dosage for prevention and treatment of the Pieris rapae of cruciferous vegetables has the active ingredient be 4.8~7.2g/hm (equals to 80~120 mL per acre if converted to 0.4% Osthole cream commercialized product); the drug dosage against tea mites has the active ingredient be 6 to 7.2 g/hm (equals to 100~120 mL per acre if converted to 0.4% Osthole cream commercialized product). Apply the drug liquid at an amount of 50~75 kg per acre with uniform spray; the period of validity is about 7d. It is safe for crop within the dose range with no drug injury.

Description

Cnidium is a Chinese medicine which is used widely by traditional medicine doctors. Cnidium has been recorded in almost all of the pharmaceutical monographs , including Shen Nong’s Classic Materia Medica, New Materia Medica, Compendium of Materia Medica, etc. Osthole is a major bioactivity compound of the Cnidium, which has the effect of dampness dispelling, insecticidal antipruritic,and aphrodisiac and is used for the treatment for pruritus and eczema, lumbago,kidney impotence, and infertility .
Osthole is derived from Umbelliferae and Rutaceae plants. Osthole is also distributed in Asteraceae and Leguminosae plants. Osthole is present in 14 genera of Umbelliferae plants: danggui (Angelica L.), gudanggui (Archangelica Hoffm.), mianguoqin (Cachrys L.), shechuang (Cnidium Cusson), awei (Ferula L.), duhuo (Heracleum L.), yanfeng (Libanotis Hill), ouqin (Petroselinum Hill), qianhu (Peucedanum L.), huiqin (Pimpinella L.), liangshechuang (Selinum L.). Shuanchiqin (Prangos Lindl), xifengqin (Seseli L.), oufangfeng (Pastinaca L.). Osthole is present in 17 genera of Rutaceae plants: ganju (Citrus L.), huangpi (Clausena Burm. F.), xiangju (Feronia Correa), jupanmu (Flindersia R. Br.), niyunxiang (Haplophyllum A. Juss.), mizhuyu (Melicope J. R. and G. Forst.), xiaoyunmu (Micromelum Bl.), jiulixiang (Murraya Koenig ex L.), zhi (Poncirus Raf.), yinyu (Skimmia Thunb.), Limonia, Myrtopsis, Pentaceras, Phebalium, Pilocarpus, Thamnosma, Ticorea) .

Physical properties

Appearance: white needlelike crystalline powder. Solubility: soluble in methanol. Melting point: 83–84 °C.

History

Cnidium is a Chinese medicine which is used widely by traditional medicine doctors. Osthole was isolated in 1950 and then its chemical structure was determined . Osthole can be extracted by solvent method, acid-base method, ultrasound, and supercritical and other methods. The main methods for the separation of osthole are recrystallization, chromatography, and so on. With the development of modern pharmacological experimental methods and techniques, the pharmacological effects of osthole have been discovered and developed. It is found that osthole has many pharmacological activities such as anti-osteoporosis, antiplatelet aggregation, antiviral, anti-mutation, anti-allergic reaction, and so on. In recent years, it has been found that osthole has obvious antitumor activity. In addition, osthole also has strong insecticidal and antifungal effects. In the future, osthole is expected to be developed as a new kind of low-toxicity, high-efficiency, and lowresidue pesticide.

Uses

Osthole inhibits the PI3K/Akt pathway thus inhibiting insulin-like growth factor-1 (IGF-1)-induced epithelial-to-mesenchymal transition (EMT) in brain cancer. Osthole may be used in the treatment of Glioblastoma multiforme (GBM).

Indications

Impotence, infertility, uterine cold, wet nose with low back pain, vulva eczema, woman vulvae, trichomonas vaginitis

Definition

ChEBI: A natural product found in Peucedanum ostruthium and Angelica pubescens.

Pharmacology

1. Osthole can enhance the non-specific immune function of mice.
2. Osthole exhibits protective effect on the heart and circulatory system. Osthole can dilate blood vessels, reduce blood pressure, reduce blood lipid, and inhibit the formation of venous thrombosis.
3. Osthole has a central sedative effect and can improve the learning and memory function of mice.
4. Osthole presents the effect of relieving asthma by regulating the function of hypothalamus-pituitary-adrenal cortex system.
5. Osthole has antiaging and antioxidant effects, which may be related to the direct scavenging of oxygen free radicals.
6. Osthole reduces osteoporosis and bone resorption in ovariectomized rats and increases bone mass. Osthole can effectively prevent osteoporosis in ovariectomized rats, prevent bone loss, and maintain bone metabolism balance.
7. Osthole can relieve itching, which may be related to blocking the Ca2+ channel of mast cells, decreasing the flow of Ca2+, and inhibiting the release of histamine from mast cells.
8. Osthole is a noncompetitive antagonist of Ca2+, which can inhibit the smooth muscle of the uterus. In addition, osthole has a certain androgen-like, estrogen-like effect.
9. Osthole has anti-inflammatory effects on acute and chronic inflammation models, and its anti-inflammatory mechanism is not through the pituitary-adrenal cortex system, but also with the synthesis of PGE. It may be possible to exert anti-inflammatory effects by enhancing non-specific immune function and/or anti-allergic reactions .
10. Accumulating experimental evidences have shown that osthole exhibited antiproliferative properties and induced apoptosis in various kinds of tumor cells. Besides, osthole has broad-spectrum antibacterial and insecticidal effects.

Clinical Use

In vitro and in vivo experimental results have revealed that osthole demonstrates multiple pharmacological actions including neuroprotective, osteogenic, immunomodulatory,anticancer, hepatoprotective, cardiovascular protective, and antimicrobial activities. Osthole is expected to be used in the treatment of cardiovascular system, central nervous system, and immune system diseases.

Osthole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Osthole manufacturers

BINBO BIOLOGICAL CO.,LTD
Product
Osthole 484-12-8
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000 kg
Release date
2024-04-29
Hebei Kingfiner Technology Development Co.Ltd
Product
Osthole 484-12-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50000kg
Release date
2024-06-20
ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD
Product
Osthole 484-12-8
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5ton/month
Release date
2023-08-22

484-12-8, OstholeRelated Search:

COMMON CNIDIUM FRUIT Methylparaben DODECENYLSUCCINIC ACID Coumarin Bensulfuron methyl SCOPARONE 3-Methyl-1-butene (Trifluoromethoxy)benzene Methyl acrylate Kresoxim-methyl Thiophanate-methyl 7-Methoxycoumarin METHYL THIOPHENE-2-CARBOXYLATE 5-Hydroxytryptophan Icariin L-5-Hydroxytryptophan FructussSophoraeExtract Methyl

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