ChemicalBook > CAS DataBase List > Santonin

Santonin

Product Name
Santonin
CAS No.
481-06-1
Chemical Name
Santonin
Synonyms
Semenen;SANTONIN;NSC 4900;A-SANTONIN;l-Santonin;α-santonin;Santonin>SANTONIN, A-;SANTONIN 97%;Santonin CRS
CBNumber
CB2331234
Molecular Formula
C15H18O3
Formula Weight
246.3
MOL File
481-06-1.mol
More
Less

Santonin Property

Melting point:
172-173 °C(lit.)
Boiling point:
329.3°C (rough estimate)
Density 
1.5900
refractive index 
-172.5 ° (C=2, CHCl3)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly)
form 
Solid
color 
White to Off-White
Water Solubility 
0.2g/L(17.5 ºC)
Merck 
14,8361
BRN 
89489
Stability:
Hygroscopic
LogP
1.600 (est)
CAS DataBase Reference
481-06-1(CAS DataBase Reference)
EPA Substance Registry System
Santonin (481-06-1)
More
Less

Safety

Hazard Codes 
Xn,Xi,T+
Risk Statements 
22-36/37/38-26/27/28
Safety Statements 
22-24/25-45-37-36-28-26
RIDADR 
2811
WGK Germany 
3
RTECS 
LE3150000
HS Code 
2932.99.7000
HazardClass 
6.1(a)
PackingGroup 
II
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Precautionary statements

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

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL80931
Product name
α-Santonin
Purity
phyproof?ReferenceSubstance
Packaging
100mg
Price
$262
Updated
2024/03/01
Sigma-Aldrich
Product number
S1250
Product name
(?)-α-Santonin
Purity
≥99%
Packaging
5g
Price
$51.7
Updated
2022/05/15
Sigma-Aldrich
Product number
53653
Product name
(?)-α-Santonin
Purity
analytical standard
Packaging
10mg
Price
$118
Updated
2022/05/15
TCI Chemical
Product number
S0521
Product name
Santonin
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$80
Updated
2024/03/01
TCI Chemical
Product number
S0521
Product name
Santonin
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$316
Updated
2024/03/01
More
Less

Santonin Chemical Properties,Usage,Production

Description

Santonin is a lactone compound extracted from the flower bud of Artemisia cina Berg in Compositae, crown daisy chrysanthemum or other plants in Artemisia. It has been recorded in ancient China . Its English name is santonica wormseed, Chinese alias is ‘quhaosu’ and Latin name is Seriphidium cinum (Berg ex Poljak.) Pol-jak. . Santonica wormseed, a variant name for Artemisia cina Berg, is the leaf and anthotaxy of Artemisia cina Berg in sagebrush plants in Compositae. There are more than 100 plus in sagebrush, in which about 30 plus live in China, and parts of them can be used medicinally.
Santonica wormseed, used as raw material to extract and manufacture santonin, lives in cold, dry sandy loam. The place of origin is the Southern Central Asia in the former Soviet Union. China introduced the earliest cultivation in Xinjiang, and now it is introduced and cultivated in the North, Northeast and Northwest China. Santonica wormseed mainly contains hispidulin, quercetin and caffeic acid, and its flower contains 1–3.5% α-santonin, 1–3% artemisinin and volatile oil (mainly is 1, 8-cineole) and so on. Leaf also contains a small amount of α-santonin. In addition, it also contains β-cintonin, 3,4,5,7-tetrahydroxy-3-methoxyflavone7- glucoside and aglucone.

Physical properties

Appearance: a colourless prism crystal or white crystalline powder, odourless, a little taste bitter and turning yellow in the sunlight. Solubility: hardly soluble in water, sparingly soluble in ethanol, freely soluble in boiling ethanol and chloroform and slightly soluble in diethyl ether. Melting point: 170–174 °C. Specific optical rotation: ?170 to ?175°, determined on 1% ethanol solution at 25 °C.
Santonin is a kind of ketolide with two double bonds. It forms a salt by the ring opening when dissolving in alkaline solutions and reforms ketolide by acidification.

History

The study on the chemical properties and structure of santonin was carried out at the end of the nineteenth century all the earliest research works were from the Italian scholars, such as Cannizzaro, Andreocci, Gucci, Francesconi, etc. The chemical structures determined before 1910 were all not exactly correct. Until 1929–1930, British scholars, Clemo, Haworth and Walton, finally determined the exact structure of santonin for the transformation from synthesized santonin into desmotroposanto nin and santonous acid. However, until 1940, there were no reports on structural configuration. Chinese scholars, Huang Minglong et al., basically completed the research work on the structural configuration of santonin in 1951, and the results were proved by Japanese scholars, Abe, Y. and Harukawa et al. in 1954.

Uses

anthelmintic

Uses

(-)-Santonin is a sesquiterpene lactone derivative which acts as an anti-pyretic agent when tested with subjects antagonized by haloperidol. Causes a decrease in temperature of mammals.

Uses

(?)-α-Santonin has been used as a eudesmane-type sesquiterpene to study its effects on impairment of 231MFP breast cancer cell survival.

Definition

ChEBI: A santonin that is 3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione substituted by methyl groups at positions 3, 5a and 9.

Indications

As a kind of deworming drug, santonin was effective for the treatment of human roundworm infection, but it is no longer in use at present because of the development of more effective medicines.

World Health Organization (WHO)

Santonin, a crystalline lactone obtained from flowerheads of species of Artemisia, was formerly used as an anthelminthic. Its use was associated with a range of adverse effects, mainly involving the sense organs and the central nervous system, some of which were fatal. It has been superseded by other less toxic and more effective anthelminthics.

General Description

(?)-α-Santonin is a sesquiterpene lactone. It is found in the genus Artemisia.

Biochem/physiol Actions

(?)-α-Santonin exhibits anti-helminthic properteis. It exhibits therapeutic effects against intestinal round worms.

Pharmacology

Santonin has a roundworm-expelling effect. It can excite worm’s ganglion which leads the worm not to be adsorbed in the intestinal wall, and then the worm is excreted out of the body after using laxatives. The effect is limited to the round worm, and it has little effect on other helminth. Excessive application can cause toxic effect. When it is excreted in urine, it can make the urine dark yellow or pink. It can be used in the treatment of ascariasis. During the medication, grease should be avoided, and laxative needs to be used such as salts. Patients with hepatosis, nephrosis and acute gastritis must contraindicate its use. The lethal dose 50 (LD50) injected under the skin of mice is 250–400 mg/kg.

Clinical Use

Santonin has been used for a long time as a kind of deworming drug. Its mechanism is between inhibitory effect on γ-GABA and excitatory effect of cholinergic func tion. It also acts on the human central nervous system and can cause some adverse effects, such as dizziness, leipopsychia, headache, epilepsy, xanthopsia, paresthesia and so on
Santonin is easily dissolved and absorbed in the intestine due to alkaline intesti nal fluid and solvent effect of bile salts. Especially, it can cause severe toxic reaction more easily for increasing absorption because intake of fatty food promotes bile production, secretion and release.
Santonin has obvious central nervous system toxicity. A small amount can cause colour deficiency, and a large amount can cause epileptiform, excessive excitement turning into severe repression and even coma. Santonin is a highly toxic substance. Children’s lethal dose is 0.15 g; adults’ lethal dose is about 1 g. Santonin has already been phased out for the toxicity.

Santonin Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Santonin Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9658
Advantage
60
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4940
Advantage
60
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22514
Advantage
55
More
Less

View Lastest Price from Santonin manufacturers

NanJing Spring & Autumn Biological Engineering CO., LTD.
Product
Santonin 481-06-1 481-06-1
Price
US $15.00/g
Min. Order
1g
Purity
≥98%
Supply Ability
1000.00 kgs
Release date
2019-07-15
Dideu Industries Group Limited
Product
SANTONIN 481-06-1
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-06-18
Shaanxi Dideu Medichem Co. Ltd
Product
Santonin 481-06-1
Price
US $0.00-0.00/Kg
Min. Order
1KG
Purity
99.0%
Supply Ability
500 tons
Release date
2020-04-27

481-06-1, SantoninRelated Search:


  • SANTONIN
  • SANTONIN, A-
  • (-)-Santonine
  • [3S-(3alpha,3aalpha,5abeta,9bbeta)]-3a,5,5a,9b-Tetrahydro-3,5a,9-trimethylnaphtho[1,2-b]furan-2,8(3H,4H)dione
  • 1,2,3,4,4a,7-Hexahydro-1-hydroxy-alpha, 4a,8-trimethyl-7-oxo-2-naphthaleneacetic acid gamma-lactone
  • 11-Epiisoeusantona-1,4-dienic acid, 6alpha-hydroxy-3-oxo-, gamma-lactone
  • 2-b)puran-2,8(3h,4h)-dione,3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-naphtho(
  • 2-b]furan-2,8(3h,4h)-dione,3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-naphtho[
  • 3,5a,9-Trimethyl-3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione
  • 3a,5,5a,9b-Tetrahydro-3,5a,9-trimethylnap-hthol[1,2-b]-furan-2,8(3H,4H)-dione
  • 3aalpha,5abeta,9bbeta)]-[3s-(3alph
  • (3S,3AS,5AS,9BS)-3,5A,9-TRIMETHYL-3A,5,5A,9B-TETRAHYDRO-3H,4H-NAPHTHO[1,2-B]FURAN-2,8-DIONE
  • (3S,3AS,5AS,9BS)-3A,5,5A,9B-TETRAHYDRO-3,5A,9-TRIMETHYLNAPHTHO[1,2-B]FURAN-2,8(3H,4H)-DIONE
  • (3S,5AS,9BS)-3A,5,5A,9B-TETRAHYDRO-3,5A,9-TRIMETHYLNAPHTHOL[1,2-B]FURAN-2,8(3H,4H)DIONE
  • (-)-ALPHA-SANTONIN
  • ALPHA-SANTONIN
  • (3S,3aS,5aS,9bS)-2,3,3a,4,5,5a,8,9b-octahydro-3,5a,9-trimethylnaphtho(1,2-b)furan-2,8-dione
  • SANTONIN 97%
  • A-SANTONIN
  • (3s,5as,9bs)-3a,5,5a,9b-tetrahydro-3,5a,9-trimethylnaphtho[1,2-b]furan-2,8(3h,4h)dione
  • SANTONIN, a-(RG)
  • 1,2,3,4,4a,7-Hexahydro-1-hydroxy-a,4a,8-trimethyl-7-oxo-2-naphthaleneacetic acid g-lactone
  • Eudesma-1,4-dien-12-oic acid, 6a-hydroxy-3-oxo-, g-lactone, (11S)- (8CI)
  • Naphtho[1,2-b]furan-2,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-, (3S,3aS,5aS,9bS)- (9CI)
  • Naphtho[1,2-b]furan-2,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-, [3S-(3a,3aa,5ab,9bb)]-
  • NSC 4900
  • 3,5a,9-trimethyl-2,3,3a,4,5,5a,8,9b-octahydronaphtho[1,2-b]furan-2,8-dione
  • (3S)-3aβ,5,5a,9bα-Tetrahydro-3β,5aα,9-trimethylnaphtho[1,2-b]furan-2,8(3H,4H)-dione
  • (3S)-3β,5aα,9-Trimethyl-3aβ,4,5,9bα-tetrahydronaphtho[1,2-b]furan-2,8(3H,5aH)-dione
  • 4-dienicacid,6alpha-hydroxy-3-oxo-11-epiisoeusantona-gamma-lactone
  • 6-alpha-hydroxy-3-oxo-,gamma-lactone,(11s)-(-eudesma-4-dien-12-oicacid
  • 6-alpha-hydroxy-3-oxo-,gamma-lactone,(11s)-eudesma-4-dien-12-oicacid
  • Eudesma-1,4-dien-12-oic acid, 6alpha-hydroxy-3-oxo-, gamma-lactone, (11S)-
  • l-alpha-Santonin
  • l-Santonin
  • Naphtho(1,2-b)furan-2,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-
  • Naphtho[1,2-b]furan-2,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-, [3S-(3alpha,3aalpha,5abeta,9bbeta)]-
  • Santoninic anhydride
  • santoninicanhydride
  • Semenen
  • 3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g]benzofuran-2,8-dione
  • 3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g]benzofuran-2,8-quinone
  • 3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-naphtho[7,8-d]furan-2,8-dione
  • Eudesma-1,4-dien-12-oic acid, 6.alpha.-hydroxy-3-oxo-, .gamma.-lactone, (11R)-
  • Naphtho(1,2-b)furan-2,8
  • Santonin 481-06-1
  • Santonin&gt
  • Santonin CRS
  • Naphtho[1,2-b]furan-2,8(3H,4H)-dione,3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-, (3S,3aS,5aS,9bS)-
  • (-)-Santonin
  • SANTONIN USP/EP/BP
  • α-santonin
  • (3S,3aS,5aS,9bS)-3,5a,9-Trimethyl-3a,4,5,5a-tetrahydronaphtho[1,2-b]furan-2,8(3H,9bH)-dione
  • (-)-alpha-santonin
  • 2-Dihexadecanoyl-sn-glycero-3-phosphoethanolamine
  • 2-Dimyristoyl-sn-glycero-3-PE
  • α-Santonin-RM
  • 481-06-1