Meleagrin

Meleagrin
Molecular Formula
C23H23N5O4
M.W.
433.46
CAS number
71751-77-4
Source
Penicillium chrysogenum
Fermentek product Code
MEG-001
Brand/grade
For research
Appearance
Light yellow powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Solubility test
Clear light yellow solution at 10mg/ml of Methanol
Names and identifiers

Synonyms: 6-O-Methyloxaline

Chemical names:

IUPAC: (3E,7aS,12aR)-6-hydroxy-3-(1H-imidazol-4-ylmethylidene)-12-methoxy-7a-(2-methylbut-3-en-2-yl)-7a,12-dihydro-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione

RTECS#

Chemical name
Meleagrin
Description

Meleagrin, a fungal alcaloide antibiotic, posesses antitumor and antibiotic activity. Meleagrin has been identified as an inhibitor of the bacterial enoyl-acyl carrier protein reductase.

Meleagrin, CAS 71751-77-4, the fungal alcaloide, should not be confused with the low molecular weight peptide cas 121272-63-7, which is isolated from turkey also called meleagrin.

 

InChl Key
JTJJJLSLKZFEPJ-YVLHZVERSA-N
Canonical SMILES
CC(C)(C=C)C12C=C(C(=O)N3C1(NC(=O)C3=CC4=CN=CN4)N(C5=CC=CC=C25)OC)O
Isomeric SMILES
CC(C)(C=C)[C@]12C=C(C(=O)N\3[C@@]1(NC(=O)/C3=C\C4=CN=CN4)N(C5=CC=CC=C25)OC)O
Solubility ( literature )

Ethanol, methanol, DMF or DMSO. Poor water solubility

Compound Classification

Alcaloide antibiotic

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
Applications

Inhibitor of:  Enoyl-[acyl-carrier-protein] reductase [NADH] FabI

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
Lot 001 special tests
Value
NMR: complies with structure
Title
Transport information
Value
Not dangerous goods.
Title
Enzyme affected
Value
A Fabl inhibitor
Title
Research fields
Value
Immunology, Inflamation,
Title
madcow category
Value
V=veg fermentation
Signal to sort
M

Tropodithietic acid (TDA)

Tropodithietic acid (TDA)
Molecular Formula
C8H4O3S2
M.W.
212.25
CAS number
750590-18-2
Source
Phaeobacter gallaeciensis
Fermentek product Code
TDA-001
Brand/grade
For research
Appearance
Orange powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
207°C-213°C
Solubility test
Clear yellow solution at 1 mg/ml of Dichloromethane.
Clear yellow solution at 0.5 mg/ml of Methanol
Names and identifiers

Synonyms:             TDA

Chemical names:   Tropodithietic acid

IUPAC:                    3-Oxo-8,9-dithiabicyclo[5.2.0]nona-1,4,6-triene-2-carboxylic acid

RTECS#                   Not available

 

EU number
806-061-7
Chemical name
Tropodithietic acid
Description

A sulphur containing antibiotic from marine bacteria, responsible for the probiotic proprties of some of these.  Tropodithietic acid It is active against Gram-positive and Gram-negative bacteria, some phytopathogens and mycoplasma. It also has anti-plasmodium activity.

InChl Key
BLFCMITWMARUSM-UHFFFAOYSA-N
Canonical SMILES
C1=CC(=O)C(=C2C(=C1)SS2)C(=O)O
Solubility ( literature )

Soluble in polar organic solvents, such as DMSO, Methanol, Acetone

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Protect from moisture
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
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
Title
source
Value
Phaeobacter gallaeciensis
Signal to sort
T

10,11-Dehydrocurvularin

10,11-Dehydrocurvularin
Molecular Formula
C16H18O5
M.W.
290.31
CAS number
21178-57-4
MSDS
Source
Penicillium citrinum
Fermentek product Code
DEH-001
Brand/grade
For research
Appearance
White to Off-White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
220°C-223°C
Solubility test
Clear colorless solution at 10mg/ml of Methanol
Names and identifiers

Synonyms:

  • Trans-Dehydrocurvularin
  • Dehydrocurvularin
  • 10,11-dehydrocurvularin
  • alpha,beta-Dehydrocurvularin
  • 1095588-70-7

Comment: There are two CAS Registration numbers, corresponding to the name  Dehydrocurvularin1095588-70-7, 21178-57-4 These numbers are not "synonyms." The represent two stereo isomers.

Chemical names: 10,11-Dehydrocurvularin

IUPAC:  (5S,9E)-13,15-dihydroxy-5-methyl-4-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraene-3,11-dione                             

RTECS#

Chemical name
10,11-Dehydrocurvularin
Description

10,11-Dehydrocurvularin is an inhibitor of cell division shown to have antimalarial activity, antibacterial proprerties.

 

InChl Key
AVIRMQMUBGNCKS-RWCYGVJQSA-N
Canonical SMILES
CC1CCCC=CC(=O)C2=C(C=C(C=C2CC(=O)O1)O)O
Isomeric SMILES
C[C@H]1CCC/C=C/C(=O)C2=C(C=C(C=C2CC(=O)O1)O)O
Compound Classification

Natural antibiotic, anti-bacterial, antifungal, phytotoxic.

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
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
Transport safety: Not Dangerous Goods; Not Regulated
Available since
Title
Transport information
Value
Not hazardous for transport.
Signal to sort
D

Filipin III

Filipin III
Molecular Formula
C35H58O11
M.W.
654.83
CAS number
480-49-9
Source
Streptomyces filipinensis
Fermentek product Code
FLP-002
Brand/grade
For research
Appearance
White to slight yellow
Purity by HPLC
≥95% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Solubility test
Clear colorless solution at 10mg/ml of Methanol
Names and identifiers

Synonyms:

  • Desoxylagosin
  • Filimarisin
  • Filipin

Chemical names:

IUPAC: (17E,19E,21E,23E,25E)-4,6,8,10,12,14,16,27-octahydroxy-3-(1-hydroxyhexyl)-17,28-dimethyl-1-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one

RTECS# RN9800000

EU number
637-175-3
Description

Filipin III, a polyene (pentaene) macrocyclic lactone broad spectrum antifungal antibiotic,  also exhibits antitumor and antiviral activities. It acts by binding cell membrane sterols, disrupting membrane integrity.  Filipin III, the most abundant component of  Filipin complex is offered in pure form.

InChl Key
IMQSIXYSKPIGPD-YQRUMEKGSA-N
Canonical SMILES
CCCCCC(C1C(CC(CC(CC(CC(CC(CC(C(=CC=CC=CC=CC=CC(C(OC1=O)C)O)C)O)O)O)O)O)O)O)O
Isomeric SMILES
CCCCCC(C1C(CC(CC(CC(CC(CC(CC(/C(=C/C=C/C=C/C=C/C=C/C(C(OC1=O)C)O)/C)O)O)O)O)O)O)O)O
Compound Classification

 

Warning! This substance causes serious eye irritation, causes skin irritation and may cause respiratory irritation.

 

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Store under argon.
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
Warnings
Ingredient type
Fermentek product
Available since

Curvularin

Curvularin
Molecular Formula
C16H20O5
M.W.
292.33
CAS number
10140-70-2
Source
Penicillium citrinum
Fermentek product Code
CUR-001
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
201°C-208°C
Solubility test
Clear colorless solution at 10mg/ml of Methanol
Names and identifiers

Synonyms:

Chemical names: Curvularin;

IUPAC:  (4S)-11,13-Dihydroxy-4-methyl-4,5,6,7,8,9-hexahydro-2H-3-benzoxacyclododecine-2,10(1H)-dione                             

RTECS  n.a.

EU number
806-033-4
Chemical name
Curvularin
Description

Curvularin, an antibiotic from penicillium fungus, when added to cattle feed, may promote growth and increase feed efficiency.

InChl Key
VDUIGYAPSXCJFC-UHFFFAOYSA-N
Canonical SMILES
CC1CCCCCC(=O)C2=C(C=C(C=C2CC(=O)O1)O)O
Solubility ( literature )

Curvularin is reported to be soluble in ethanol, methanol, DMF and DMSO.

Compound Classification

Natural antibiotic, anti-bacterial, antifungal, phytotoxic.

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
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 for transport
Title
Deleted CAS numbers
Value
1401-99-6
Fermentek Product Category
Signal to sort
C

Filipin complex

Filipin complex
Molecular Formula
C35H58O11
M.W.
654.80
CAS number
11078-21-0
Source
Streptomyces filipinensis
Fermentek product Code
FLP-001
Brand/grade
For research
Appearance
Yellow powder
Purity by HPLC
≥95% as complex ; refer to CoA for more data
Solubility test
Clear to hazy yellow solution at 10mg/ml of Methanol
Names and identifiers

Synonyms:   

  • 14-Deoxylagosin
  • Filimirasin
  • Filipin complex
  • Filmirisin

Chemical names:

IUPAC:

RTECS# LK4400000

EU number
631-260-9
Description

A complex of polyene (pentaene) macrocyclic lactones antibiotics obtained from Streptomyces filipinensis. Filipin complex is a potent broad spectrum antifungal agent that also exhibits antitumor and antiviral activities. Filipin complex acts by binding cell membrane sterols, disrupting membrane integrity.inhibits mitochondrial respiration.
In the product of Fermentek, Filipin III is the most abundant component of  the bulk complex (>>70%) of the complex.

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Store under argon.
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
Warnings
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous for transport
Title
Animal rawmat
Value
No
Signal to sort
F

Helvolic acid

Helvolic acid (Fumigacin)
Molecular Formula
C33H44O8
M.W.
568.70
CAS number
29400-42-8
Source
Cephalosporium caerulens
Fermentek product Code
HEV-001
Brand/grade
For research
Appearance
White to Off-White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
210°C-215°C
Solubility test
Clear colorless solution at 10mg/ml of DMSO;
Clear colorless solution at 10mg/ml of EtOAc
Names and identifiers

Synonyms: Helvolic acid;   Fumigacin; 

Chemical names:

IUPAC:  (2Z)-2-[(4S,5S,6S,8S,9S,10R,13R,14S,16S)-6,16-diacetyloxy-4,8,10,14-tetramethyl-3,7-dioxo-5,6,9,11,12,13,15,16-octahydro-4H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid

RTECS#:   RC1370000

EU number
N.A.
Chemical name
Fumigacin
Description

Helvolic acid (Fumigacin). A naturally occurring steroidal antibiotic from Aspergillus and related fungi. Helvolic acid is a mycotoxin with antibacterial activity.

InChl Key
MDFZYGLOIJNNRM-OAJDADRGSA-N
Canonical SMILES
CC1C2C(C(=O)C3(C(C2(C=CC1=O)C)CCC4C3(CC(C4=C(CCC=C(C)C)C(=O)O)OC(=O)C)C)C)OC(=O)C
Isomeric SMILES
C[C@H]1[C@@H]2[C@@H](C(=O)[C@]3([C@H]([C@]2(C=CC1=O)C)CC[C@@H]\4[C@@]3(C[C@@H](/C4=C(/CCC=C(C)C)\C(=O)O)OC(=O)C)C)C)OC(=O)C
Solubility ( literature )

DMSO, Acetone, Chloroform

Compound Classification

Mycotoxin

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
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
Deleted CAS Numbers
Value
1403-63-0
Title
Transport information
Value
NDG
Title
Animal rawmat
Value
yes
Signal to sort
H

Altenuene

Altenuene
Molecular Formula
C15H16O6
M.W.
292.28
CAS number
29752-43-0
MSDS
Source
Alternaria sp.
Fermentek product Code
ALT-001
Brand/grade
For research
Appearance
White to Off-White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
185°C-190°C
Solubility test
Clear colorless solution at 5mg/ml of Acetone or Methanol
Names and identifiers

Synonyms:

Chemical names:

Systematic name: 6H-Dibenzo(b,d)pyran-6-one, 2,3,4,4a-tetrahydro-2,3,7-trihydroxy-9-methoxy-4a-methyl-, (2-alpha,3-beta,4a-beta)-(+-)-

IUPAC: (2S,3S,4aS)-2,3,7-Trihydroxy-9-methoxy-4a-methyl-2,3,4,4a-tetrahydro-6H-benzo[c]chromen-6-one                              

RTECS#  HP8758000

EU number
814-111-4
Description

Mycotoxin from Alternaria moulds.

InChl Key
MMHTXEATDNFMMY-WBIUFABUSA-N
Canonical SMILES
CC12CC(C(C=C1C3=CC(=CC(=C3C(=O)O2)O)OC)O)O
Isomeric SMILES
C[C@]12C[C@@H]([C@H](C=C1C3=CC(=CC(=C3C(=O)O2)O)OC)O)O
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Protect from moisture
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Store under argon.
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 for transport
Title
Deleted CAS Numbers
Value
916665-00-4; 31273-73-1;
Title
CAS comments
Value
Two distinct compounds: 889101-41-1 (-)(-)Altenuene from alternaria and 29752-43-0
Signal to sort
A

Chaetoglobosin A

Chaetoglobosin A
Molecular Formula
C32H36N2O5
M.W.
528.64
CAS number
50335-03-0
MSDS
Source
Chaetomium globosum
Fermentek product Code
CHA-001
Brand/grade
For research
Appearance
Yellow to slight yellow powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
165°C-170°C
Solubility test
Clear yellow solution at 10mg/ml of Methanol
Names and identifiers

Synonyms:

  • Chaetoglobosins;
  • Chaetoglobosin A;
  • CHAETOGLOBOSIN A;
  • CHAETOGLOBOSIN;
  • CHAETOGLOBOSINB;

Chemical names:

IUPAC:

(1E,4S,5E,7R,9E,11aR,14S,14aR,15S,15aR,16aS,16bR)-7-Hydroxy-14-(1H-indol-3-ylmethyl)-4,6,15,15a-tetramethyl-4,7,14,14a,15,15a,16a,16b-octahydro-3H-cyclotrideca[d]oxireno[f]isoindole-8,11,12(13H)-trion e

 

RTECS#:

  • HA530500
EU number
not assigned
Chemical name
Chaetoglobosin A
Description

Antibiotic agent.

Phytotoxin. Cytochalasin analog

  • Targets filamentous actin and induces apoptosis.
  • Shows cytotoxic effects against cancer cell lines.
  • Shows antibacterial and nematicidal effects.
  • Induces tissue necrosis in vivo
InChl Key
OUMWCYMRLMEZJH-VOXRAUTJSA-N
Canonical SMILES
CC1CC=CC2C3C(O3)(C(C4C2(C(=O)C=CC(=O)C(C(=C1)C)O)C(=O)NC4CC5=CNC6=CC=CC=C65)C)C
Isomeric SMILES
C[C@H]1[C@H]2[C@@H](NC(=O)[C@@]23[C@@H](/C=C/CC(/C=C(/[C@H](C(=O)/C=C/C3=O)O)\C)C)[C@H]4[C@@]1(O4)C)CC5=CNC6=CC=CC=C65
Solubility ( literature )

Soluble in DMSO , Ethanol, Methanol

Compound Classification

Chemical classification:

  • Indole Alkaloids

Bioactivity classiification:

  • antibacterial
  • cytotoxic
  • Apoptosos inducer
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Protect from moisture
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 for transport
Title
toxicity by RTECS
Value
Rodent - rat; Oral LD50 - = >400 mg/kg
Signal to sort
C

Equisetin

Equisetin
Molecular Formula
C22H31NO4
M.W.
373.49
CAS number
57749-43-6
MSDS
Source
Fusarium equiseti
Fermentek product Code
EQU-001
Brand/grade
For research
Appearance
Light tan to tan or off-white powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Solubility test
Clear colorless solution at 10 mg/ml of Methanol or DMSO
Names and identifiers

IUPAC:

(2S)-4-({(1S,2R,4aS,6R,8aR)-1,6-Dimethyl-2-[(1E)-1-propen-1-yl]-1,2,4a,5,6,7,8,8a-octahydro-1-naphthalenyl}carbonyl)-5-hydroxy-2-(hydroxymethyl)-1-methyl-1,2-dihydro-3H-pyrrol-3-one

RTECS KD7986000

EU number
303-396-6
Description

Antibiotic from Fusarium equiseti; derivative of N-methyl-2,4-pyrollidone

InChl Key
QNQBPPQLRODXET-HMHJLHGTSA-N
Canonical SMILES
CC=CC1C=CC2CC(CCC2C1(C)C(=C3C(=O)C(N(C3=O)C)CO)O)C
Isomeric SMILES
C/C=C/[C@@H]1C=C[C@@H]2C[C@@H](CC[C@H]2[C@]1(C)/C(=C\3/C(=O)[C@@H](N(C3=O)C)CO)/O)C
Solubility ( literature )

Equisetin is reported to be soluble in DMF or DMSO, moderately soluble in methanol or ethanol and poorly soluble in water.

Equisetin solubility as reported in an original patent,

  • in acetone of 660 mg./ml.,
  • in ethanol of 330 mg./ml.,
  • in methanol of 220 mg./ml.,
  • in hexane of 0.8 mg./ml.,
  • in water of 0.3 mg./ml.

Elemental analysis: C, 70.95; H, 8.39; N, 3.14;

Compound Classification

Chemical classification:

Tetramic acid class antibiotic.

Classification by Bioactivity:

HIV-integrase inhibitor

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.
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Applications

Equisetin inhibits some ATPases, and affects several energy related mitochondrial enzymes.

Equisetin was also shown to inhibit (in-vitro) HIV-1 integrase.

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
Amber-glass vial.
Available since
Title
Transport
Value
Not regulated
Title
Animal rawmat
Value
No
Signal to sort
E