Fumitremorgin C

Fumitremorgin C
Molecular Formula
C22H25N3O3
M.W.
379.46
CAS number
118974-02-0
Source
Aspergillus sp.
Fermentek product Code
FUC-001
Brand/grade
For research
Appearance
Crystalline solid
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
255°C - 271°C
Solubility test
Clear colorless solution at 10mg/ml of
Methanol or Acetonitrile.
Names and identifiers

Synonyms:

Chemical names:

IUPAC:               (5aS,12S,14aS)-9-Methoxy-12-(2-methyl-1-propen-1-yl)-1,2,3,5a,6,11,12,14a-octahydro-5H,14H-pyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,14-dione

RTECS#  UY8709670

EU number
Not listed
Chemical name
Fumitremorgin C
Description

Fumitremorgin C is a tremorgenic mycotoxin isolated from Aspergillus fumigatus. Recent research has recognized Fumitremorgin C as a potent and specific inhibitor of the breast cancer resistance protein (BCRP/ABCG2) multidrug transporter. It reverses multidrug resistance mediated by BCRP and increases cytotoxicity of several anticancer agents in vitro.

InChl Key
DBEYVIGIPJSTOR-FHWLQOOXSA-N
Canonical SMILES
CC(=CC1C2=C(CC3N1C(=O)C4CCCN4C3=O)C5=C(N2)C=C(C=C5)OC)C
Isomeric SMILES
CC(=C[C@H]1C2=C(C[C@@H]3N1C(=O)[C@@H]4CCCN4C3=O)C5=C(N2)C=C(C=C5)OC)C
Solubility ( literature )

Soluble in Ethanol, Methanol, DMF, DMSO Chloroform.

Negligible solubility ( 35 mg in 1 liter water @25°C) has been reported.

Compound Classification

Breast cancer resistance protein inhibitor

Mammalian cell cycle inhibitors

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Protect from light !
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous goods. Nor regulated
Signal to sort
F

Verruculogen

Verruculogen
Molecular Formula
C27H33N3O7
M.W.
511.57
CAS number
12771-72-1
Source
Penicillium simplicissimum
Fermentek product Code
VRR-001
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥97% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
227°C -233°C
Names and identifiers

IUPAC NAME:

(5S,10S,10aR,14aS,15bS)-10,10a-Dihydroxy-7-methoxy-2,2-dimethyl-5-(2-methyl-1-propen-1-yl)-1,10,10a,14,14a,15b-hexahydro-12H-3,4-dioxa-5a,11a,15a-triazacycloocta[1,2,3-lm]indeno[5,6-b]fluorene-11,15(2 H,13H)-dione

 

EU number
634-189-1
Description

Verruculogen is a tremorgenic mycotoxin, affecting CNS functions, arresting mammary carcinoma cells in vitro, affecting potassium channels. Verruculogen decreases GABA levels in CNS. Tremorgenic doses of verruculogen increase the number and decrease the affinity of DHP receptors in rat cortex. Verruculogen is a potent inhibitor of high conductance Ca activated K (maxi-K) channel.

InChl Key
LRXYHMMJJCTUMY-KZXQSYCZSA-N
Canonical SMILES
CC(=CC1N2C3=C(C=CC(=C3)OC)C4=C2C(CC(OO1)(C)C)N5C(=O)C6CCCN6C(=O)C5(C4O)O)C
Isomeric SMILES
CC(=C[C@H]1N2C3=C(C=CC(=C3)OC)C4=C2[C@H](CC(OO1)(C)C)N5C(=O)[C@@H]6CCCN6C(=O)[C@@]5([C@H]4O)O)C
Solubility ( literature )

Soluble in benzene, ethyl acetate, and acetone; slightly soluble in ethanol; very soluble in CHCI;

Compound Classification

Tremorgenic neurotoxin affecting central neural system.

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Protect from moisture! Hygroscopic substance.
Retest time
3 Years
Applications

Verruculogen decreases GABA levels in CNS. Tremorgenic doses of verruculogen increase the number and decrease the affinity of DHP receptors in rat cortex.Verruculogen is a potent inhibitor of high conductance Ca activated K (maxi-K) channel.

Disclaimer
For Research use only.
Warnings

Warning or harmful

  • Acute toxicity (oral, dermal, inhalation), category 4
  • Skin irritation, categories 2, 3
  • Eye irritation, category 2A
  • Skin sensitization, category 1
  • Specific target organ toxicity following single exposure, category 3
    • Respiratory tract irritation
    • Narcotic effects
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous for transport
Fermentek Product Category
Signal to sort
V

Penitrem A

Penitrem A
Molecular Formula
C37H44ClNO6
M.W.
634.20
CAS number
12627-35-9
MSDS
Source
Penicillium palitans
Fermentek product Code
PEA-001
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥96% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
224°C-231°C with decomposition
Solubility test
Clear colorless solution at 10mg/ml of Methanol
Names and identifiers

Synonyms: Tremortin A

RTECS:       RY7535000

 
Description

Penitrem A, also known as Tremortin-A , is a tremorgenic toxin, potent inhibitor of smooth muscle high-conductance calcium-activated potassium channels.

InChl Key
JDUWHZOLEDOQSR-UHFFFAOYSA-N
Canonical SMILES
CC(=C)C1C(C2C3(O2)C(O1)CCC4(C3(CCC5C4(C6=C7C5OC(C8CC9C8(C1=C7C(=CC(=C1CC9=C)Cl)N6)O)(C)C)C)O)C)O
Solubility ( literature )

Acetone, Methanol, and DMSO.

Compound Classification

Chemical classification:

  • indole alkaloid

Classification by Biological activities

  • Neurotoxin
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Retest time
3 Years
Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Available since
Fermentek Product Category
Signal to sort
P

Paxilline

Paxilline
Molecular Formula
C27H33NO4
M.W.
435.56
CAS number
57186-25-1
MSDS
Source
Penicillium paxilli
Fermentek product Code
PAX-001
Brand/grade
For research
Appearance
White crystalline powder
Purity by HPLC
≥97% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Solubility test
Clear colorless solution at 100mg/ml DMSO; Clear colorless solution at 5mg/ml Acetone
Names and identifiers

*** Disambiguation: ***
Paxilline, a mycotoxin of penicillium origin, should not be confused with
Paxillin, a signal transducing adaptor protein involved in cell migration (MESH).

IUPAC name
(2R,​4bS,​6aS,​12bS,​12cR,​14aS)-​4b-​hydroxy-​2-​(1-​hydroxy-​1-​methylethyl)-​12b,​12c-​dimethyl-​5,​6,​6a,​7,​12,​12b,​12c,​13,​14,​14a-​decahydro-​2H-​chromeno​[5',6':​6,7]​indeno​[1,2-​b]​indol-​3(4bH)-​one

RTECSDJ2830000

EU number
637-206-0
Description

Paxilline: a selective blocker of high-conductance Ca2+-activated (Maxi-K) potassium channels

InChl Key
ACNHBCIZLNNLRS-UBGQALKQSA-N
Canonical SMILES
CC12CCC3C(=CC(=O)C(O3)C(C)(C)O)C1(CCC4C2(C5=C(C4)C6=CC=CC=C6N5)C)O
Isomeric SMILES
C[C@]12CC[C@H]3C(=CC(=O)[C@H](O3)C(C)(C)O)[C@@]1(CC[C@@H]4[C@@]2(C5=C(C4)C6=CC=CC=C6N5)C)O
Solubility ( literature )

Acetone, Methanol, and DMSO.

Compound Classification
  • tremorgen mycotoxin
  • Potassium chanells blocker
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Protect from light !
Store under argon.
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Applications

Potassium channels blocker

Disclaimer
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Pg III
Signal to sort
P