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(-)-Santonin

(-)-Santonin structure

CAS No:
481-06-1
Formula:
C15H18O3
Chemical Name:
(-)-Santonin
Synonyms:
Naphtho[1,2-b]furan-2,8(3H,4H)-dione,3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-,(3S,3aS,5aS,9bS)-;Eudesma-1,4-dien-12-oic acid,6α-hydroxy-3-oxo-,γ-lactone,(11S)-;Naphtho[1,2-b]furan-2,8(3H,4H)-dione,3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-,[3S-(3α,3aα,5aβ,9bβ)]-;(3S,3aS,5aS,9bS)-3a,5,5a,9b-Tetrahydro-3,5a,9-trimethylnaphtho[1,2-b]furan-2,8(3H,4H)-dione;α-Santonin;Santonin;(-)-α-Santonin;1,2,3,4,4a,7-Hexahydro-1-hydroxy-α,4a,8-trimethyl-7-oxo-2-naphthaleneacetic acid γ-lactone;(-)-Santonin;Semenen;NSC 4900;alpha-Santonin;881738-49-4
Categories:
Active Pharmaceutical Ingredients > Antiparasitic Drugs

Description

Santonin is an active principle of the plant Artemisia cina, which is formely used to treat worms[1].

Alpha-santonin is 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. It has a role as a plant metabolite. It is a botanical anti-fungal agent and a santonin.|Anthelmintic isolated from the dried unexpanded flower heads of Artemisia maritima and other species of Artemisia found principally in Russian and Chinese Turkestan and the Southern Ural region. (From Merck, 11th ed.)

(-)-Santonin Basic Attributes

Molecular Weight：

246.3

Exact Mass：

246.30

EC Number：

207-560-7

UNII：

1VL8J38ERO

NSC Number：

4900

DSSTox ID：

DTXSID7045312

Characteristics

PSA：

43.4

XLogP3：

2.41960

Density：

1.18g/cm3

Melting Point：

175 °C

Boiling Point：

423.4ºC at 760mmHg

Flash Point：

189.7ºC

Refractive Index：

-172.5 ° (C=2, CHCl3)

Water Solubility：

0.2g/L(17.5 ºC)

Storage Conditions：

2-8°C

Vapor Pressure：

2.24E-07mmHg at 25°C

Collision Cross Section：

154.9 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Packing level：

Hazard category：

6.1(a)

Transport codes：

2811

wgk germany：

hazard class code：

22-36/37/38-26/27/28

safety instructions：

22-24/25-45-37-36-28-26

RTECS Number：

LE3150000

Marks：

Xn,Xi,T+

Precautionary statement(s)：

P260-P280-P284-P302 + P350-P305 + P351 + P338-P310

Hazard Statements：

H302-H310-H315-H319-H330-H335

Drug Information

MeSH：

Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice. (See all compounds classified as Antinematodal Agents.)

MeSH Entry Terms：

Santonin

(-)-Santonin Use and Manufacturing

Methods of Manufacturing

It can be extracted from the flower buds of Artemisia arborescens in Asteraceae, as it exists in a genus Artemisia plant. Take the Artemisia arborescens flower buds, add lime milk (pH11-12) to hot water and boil. The resulting extract is neutralized with hydrochloric acid and then reduced in pressure and deepened, cooled, and then adjusted to pH 1-2 with hydrochloric acid. . The ring liquid is sufficiently cooled to precipitate mountain crystals. The crude product obtained is recrystallized from ethanol to obtain the finished product of Yamada.

Uses

anthelmintic

Manufacturing Info：

Naphtho[1,2-b]furan-2,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-, (3S,3aS,5aS,9bS)-: INACTIVE

Use Classification：

Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C15 isoprenoids (sesquiterpenes) [PR0103]

Computed Properties

Molecular Weight:246.30
XLogP3:2.3
Hydrogen Bond Acceptor Count:3
Exact Mass:246.125594432
Monoisotopic Mass:246.125594432
Topological Polar Surface Area:43.4
Heavy Atom Count:18
Complexity:500
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

It can excite the ganglia of roundworms, causing their nerves to contract spasmodically, thus preventing them from attaching to the intestinal wall. When a laxative is given, the roundworms are expelled from the body. It is mainly used clinically to expel roundworms, but has little effect.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Shan Daonian
Indication	Not yet clear.

SANTONINUM- santonin_liquid
Manufacturer	Washington Homeopathic Products

Registered Holders

Yantai Luyin Pharmaceutical Co., Ltd.

China
Active

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Santonin

CAS No.: 481-06-1

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Shaanxi Dideu Medichem Co. Ltd Contact Supplier

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SANTONIN

CAS No.: 481-06-1

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Content: 99%

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