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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

Molecular Weight:: 342.47

MOL File:: 22733-60-4.mol

MSDS File:: SDS

Modify Date:: 2023/5/21 10:59:17

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Siccanin Properties

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℃)

SAFETY

Risk and Safety Statements

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

Siccanin Chemical Properties,Uses,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.

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

Siccanin Suppliers

Global( 24)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	United States	19892	58	Inquiry
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	China	26165	58	Inquiry
BOC Sciences	16314854226; +16314854226	United States	19743	58	Inquiry
Hangzhou MolCore BioPharmatech Co.,Ltd.	+86-057181025280; +8617767106207	China	49739	58	Inquiry
Aladdin Scientific	+1-+1(833)-552-7181	United States	57511	58	Inquiry
Shanghai Aladdin Bio-Chem Technology Co.,LTD	400-400-6206333 18521732826	China	25014	65	Inquiry
Nantong Hanfang Biotechnology Co. , Ltd.	18616537568	China	30968	58	Inquiry
TargetMol Chemicals Inc.	15002134094	China	28118	58	Inquiry
Cayman Chemical Company	(800) 364-9897	United States	6618	81	Inquiry
Shanghai Yifei Biotechnology Co. , Ltd.	021-65675885 18964387627	China	8740	58	Inquiry

Supplier	Advantage
TargetMol Chemicals Inc.	58
Dideu Industries Group Limited	58
BOC Sciences	58
Hangzhou MolCore BioPharmatech Co.,Ltd.	58
Aladdin Scientific	58
Shanghai Aladdin Bio-Chem Technology Co.,LTD	65
Nantong Hanfang Biotechnology Co. , Ltd.	58
TargetMol Chemicals Inc.	58
Cayman Chemical Company	81
Shanghai Yifei Biotechnology Co. , Ltd.	58

22733-60-4(Siccanin)Related 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