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Siccanin

Product Name
Siccanin
CAS No.
22733-60-4
Chemical Name
Siccanin
Synonyms
Siccanin;Sicanina;Siccanine;NSC 135048;Siccaninum;CS 280, SI 23548;Siccanin USP/EP/BP;Sicanina [inn-spanish];Siccanine [inn-french];1,2,3,4,4a,5,6,6a,11b,13b-Decahydro-4,4,6a,9-tetramethyl-13H-benzo[a]furo[2,3,4-mn]xanthen-11-ol
CBNumber
CB31120733
Molecular Formula
C22H30O3
Formula Weight
342.47
MOL File
22733-60-4.mol
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Siccanin Property

Melting point:
139-140°
alpha 
D20 -136° (c = 2 in chloroform)
Boiling point:
427.8±45.0 °C(Predicted)
Density 
1.18±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMF: Soluble; DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble
form 
A solid
pka
10.9(at 25℃)
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Safety

Toxicity
LD50 in mice, rats (mg/kg): >6000, >1000 orally; >3000, >600 s.c. or i.p. (Suzuki)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
23654
Product name
Siccanin
Purity
>98%
Packaging
1mg
Price
$310
Updated
2024/03/01
Cayman Chemical
Product number
23654
Product name
Siccanin
Purity
≥98%
Packaging
5 mg
Price
$1082
Updated
2024/03/01
Cayman Chemical
Product number
23654
Product name
Siccanin
Purity
>98%
Packaging
500μg
Price
$168
Updated
2022/04/27
TRC
Product number
S497055
Product name
Siccanin
Packaging
1mg
Price
$230
Updated
2021/12/16
TRC
Product number
S497055
Product name
Siccanin
Packaging
2.5mg
Price
$460
Updated
2021/12/16
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Siccanin Chemical Properties,Usage,Production

Description

Siccanin is an inhibitor of mitochondrial complex II (succinate dehydrogenase; IC50s = 0.87 and 9.3 μM for P. aeruginosa and rat mitochondria, respectively). It inhibits the growth of T. mentagrophytes (IC50 = 0.3 μg/ml) via inhibition of succinate oxidation in the mitochondria. It also inhibits the growth of C. albicans strains with IC50 values ranging from 5-40 and 80-90 μg/ml for aerobic and anaerobic conditions, respectively.

Uses

Siccanin is an unusual, fused, phenolic pentacycle first isolated from Helminthosporium siccans and reported in 1962 as a potent antifungal agent. Siccanin inhibits succinate dehydrogenase in the terminal electron transport system. More recent studies note the proximity of the siccanin binding site to the quinone-binding site of the enzyme. Species-selective inhibition by siccanin is unique among succinate dehydrogenase inhibitors and offers a lead for new chemotherapeutics.

Uses

Siccanin is an antifungal and SDHB (IP) inhibitor.

Definition

ChEBI: Siccanin is an organic heteropentacyclic compound. It has a role as an antifungal drug and a fungal metabolite.

Origin

Siccanin was found in the culture broth of Helminthosporium siccans by Sankyo Co. in 1962.

Biological Activity

Siccanin shows specific and strong ac tivity against the dermatophytes Trichophyton, Epidermophyton, and Microsporum, but ithas almost no activity against other fungi.

Siccanin Preparation Products And Raw materials

Raw materials

Preparation Products

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Siccanin Suppliers

China 17 South Korea 1 United Kingdom 1 United States 6 Global 25
CHEMICAL LAND21
Tel
--
Fax
--
Email
sales21@chemicalland21.com
Country
South Korea
ProdList
6303
Advantage
74
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View Lastest Price from Siccanin manufacturers

Dideu Industries Group Limited
Product
Siccanin 22733-60-4
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-07-19

22733-60-4, SiccaninRelated Search:

Cyclohexyl(phenyl)methanol 4-CHROMANOL CHEMBRDG-BB 9070892 (S)-(-)-1-PHENYL-1-DECANOL Siccanin

  • Siccanin
  • 1,2,3,4,4a,5,6,6a,11b,13b-Decahydro-4,4,6a,9-tetramethyl-13H-benzo[a]furo[2,3,4-mn]xanthen-11-ol
  • 13H-Benzo[a]furo[2,3,4-mn]xanthen-11-ol, 1,2,3,4,4a,5,6,6a,11b,13b-decahydro-4,4,6a,9-tetramethyl- (8CI)
  • 13H-Benzo[a]furo[2,3,4-mn]xanthen-11-ol, 1,2,3,4,4a,5,6,6a,11b,13b-decahydro-4,4,6a,9-tetramethyl-, (4aS,6aS,11bR,13aS,13bS)- (9CI)
  • 13H-Benzo[a]furo[2,3,4-mn]xanthen-11-ol, 1,2,3,4,4a,5,6,6a,11b,13b-decahydro-4,4,6a,9-tetramethyl-, [4aS-(4aa,6aa,11ba,13aR*,13ba)]-
  • NSC 135048
  • (13As)-1,2,3,4,4abeta,5,6,6A,11bbeta,13bbeta-decahydro-4,4,6abeta,9-tetramethyl-13H-benzo(A)furo(2,3,4-mn)xanthen-11-ol
  • 13H-Benzo(A)furo(2,3,4-mn)xanthen-11-ol, 1,2,3,4,4A,5,6,6A,11B,13B-decahydro-4,4,6A,9-tetramethyl-, (4as-(4aalpha,6aalpha,11balpha,13ar*,13balpha))-
  • Sicanina
  • Sicanina [inn-spanish]
  • Siccanine
  • Siccanine [inn-french]
  • Siccaninum
  • CS 280, SI 23548
  • 1H,11bH,13H-Benzo[a]furo[2,3,4-mn]xanthen-11-ol, 2,3,4,4a,5,6,6a,13b-octahydro-4,4,6a,9-tetramethyl-, (4aS,6aS,11bR,13aS,13bS)-
  • Siccanin USP/EP/BP
  • 22733-60-4