Trichodesmine

Catalog Number	ACM548903-1
CAS Number	548-90-3
Description	Trichodesmine is an n-oxide that is a major metabolite of the neurotoxin trichothecene. It has been shown to have toxic effects in tissue culture, including neuronal death and cell membrane damage. Trichodesmine can react with p-hydroxybenzoic acid (PHBA) to form reactive intermediates that may be responsible for its carcinogenic potential. This compound also inhibits glutamate pyruvate transaminase and causes liver lesions in rats. Trichodesmine can also inhibit the enzyme matrix effect, which is involved in the breakdown of protein in the liver cells. Analysis of this compound has not been established, but it has been detected using HPLC and GC/MS techniques. The molecular weight of trichodesmine is 292.3 g/mol.
Synonyms	(3R,4R,5R,8a1R,13aR)-4,5-Dihydroxy-3-isopropyl-4,5-dimethyl-4,5,8,8a1,10,12,13,13a-octahydro-2H-[1,6]dioxacycloundecino[2,3,4-gh]pyrrolizine-2,6(3H)-dione
Molecular Weight	353.41 g/mol
Molecular Formula	C18H27NO6
Canonical SMILES	CC(C)[C@H]1C(=O)O[C@@H]2CCN3[C@@H]2C(=CC3)COC(=O)[C@]([C@]1(C)O)(C)O
InChI	InChI=1S/C18H27NO6/c1-10(2)13-15(20)25-12-6-8-19-7-5-11(14(12)19)9-24-16(21)18(4,23)17(13,3)22/h5,10,12-14,22-23H,6-9H2,1-4H3/t12-,13+,14-,17-,18+/m1/s1
InChI Key	SOODLZHDDSGRKL-FOOXYVKASA-N
Melting Point	160-161 °C
Purity	95%+
Storage	store at 2℃-8℃, close container well
Complexity	617
Covalently-Bonded Unit Count	1
Defined Atom Stereocenter Count	5
Exact Mass	353.18383758
Harmonized Tariff Code	Switzerland: 29397900 - USA: 2939790000 - Slovakia: 2939799090 - UK: 2939799090 - China: 2939799099
Heavy Atom Count	25
Hydrogen Bond Acceptor Count	7
Hydrogen Bond Donor Count	2
Isomeric SMILES	CC(C)[C@H]1C(=O)O[C@@H]2CCN3[C@@H]2C(=CC3)COC(=O)[C@]([C@]1(C)O)(C)O
Monoisotopic Mass	353.18383758
PhysicalState	Powder
Rotatable Bond Count	1
Topological Polar Surface Area	96.3 Ų

Custom Q&A

What is the chemical formula of Trichodesmine?

The chemical formula of Trichodesmine is C18H27NO6.

What is the molecular weight of Trichodesmine?

The molecular weight of Trichodesmine is 353.41.

At what temperature does Trichodesmine melt?

Trichodesmine melts at 160-10°C (dec.).

What is the natural source of Trichodesmine?

Trichodesmine is naturally found in Crotolaria argyptiaca, a shrub plant native to the south eastern desert of Egypt.

What are the effects of Trichodesmine?

Trichodesmine has neurotoxic effects and toxic effects on pyrrole binding and Glutathione metabolism in rats.

How has the structure of Trichodesmine been elucidated?

The structure of Trichodesmine has been elucidated from chemical and spectroscopic data.

What type of alkaloid is Trichodesmine?

Trichodesmine is a pyrrolizidine alkaloid.

What is the research reference for information on Trichodesmine?

The research reference is Rashkes, Abdullaev, Yunusov, Khim. Prir. Soedin., 10,40 (1974).

In which type of plant is Trichodesmine naturally found?

Trichodesmine is naturally found in the shrub plant Crotolaria argyptiaca.

What are some of the toxic effects of Trichodesmine in rats?

Trichodesmine has toxic effects on pyrrole binding and Glutathione metabolism in rats.

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