Leupeptin hemisulfate

Leupeptin hemisulfate
Molecular Formula
C20H38N6O4 1/2 (H2SO4)
M.W.
475.60
CAS number
103476-89-7
Source
Synthetic
Fermentek product Code
LEU-001
Brand/grade
For research
Appearance
White to Off-White powder
Purity by HPLC
≥96% ; refer to CoA for more data
Solubility test
Clear colorless to faint yellow solution at 50mg/ml of Water
Names and identifiers

Synonyms:

 

  • N-acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate
  • L-Leucinamide, N-acetyl-L-leucyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]-  hemisulfate
  • L-Leucinamide, N-acetyl-L-leucyl-N-[4-[(aminoiminomethyl)amino]-1-formylbutyl]-, (S)-  hemisulfate
  • N-Acetyl-L-leucyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]-L-niacinamide     hemisulfate
  • Acetyl-L-leucyl-L-leucyl-L-argininal
  • Leupeptin hemisulfate
  • 55123-66-5: parent compound CAS number (Leupeptin)

Chemical names:

IUPAC:

(2S)-2-acetamido-N-[(2S)-1-[[(2S)-5-(diamino methylidene amino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methylpentanamide

RTECS#  

EU number
600-443-5
Chemical name
(2S)-2-acetamido-N-[(2S)-1-[[(2S)-5-(diamino methylidene amino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methylpentanamide
Description

Leupeptin is a membrane-permeable reversible protease inhibitor of serine and cysteine proteases. Leupeptin inhibits plasmin, trypsin, papain, kallikrein, cathepsin B, and calpain.
Leupeptin is also a lysosomal inhibitor.

Chemically, Leupeptin is a tripeptide.

 

InChl Key
CIPMKIHUGVGQTG-VFFZMTJFSA-N
Canonical SMILES
CC(C)CC(C(=O)NC(CC(C)C)C(=O)NC(CCCN=C(N)N)C=O)NC(=O)C.CC(C)CC(C(=O)NC(CC(C)C)C(=O)NC(CCCN=C(N)N)C=O)NC(=O)C.OS(=O)(=O)O
Isomeric SMILES
CC(C)C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCN=C(N)N)C=O)NC(=O)C.CC(C)C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCN=C(N)N)C=O)NC(=O)C.OS(=O)(=O)O
Solubility ( literature )

Reportedly, Salts of leupeptin are reported to be soluble in water, ethanol, acetic acid, and DMF.

Compound Classification

Tripeptide

cysteine endopeptidase inhibitor which interferes with the action of any calpain.

A cysteine protease inhibitor that inhibits cathepsin B

A protease inhibitor that restricts the action of a serine protease.

 

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.
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
Shipped at ambient temperature

Melittin

Melittin
Molecular Formula
C131H229N39O31
M.W.
2 846.47
CAS number
20449-79-0
Source
Bee venom powder
Fermentek product Code
MEL-001
Brand/grade
For research
Appearance
White to faint yellow or faint tan powder
Purity by HPLC
≥ 98% ; refer to CoA for more data
Solubility test
Clear colorless to faint yellow solution at 5mg/ml of water
Names and identifiers

Synonyms:

  • Forapine
  • Honeybee melittin
  • Bee venom melittin
  • Melittin I

Chemical names:

IUPAC:

H-Gly-Ile-Gly-Ala-Val-Leu-Lys-Val-Leu-Thr-Thr-Gly-Leu-Pro-Ala-Leu-Ile-Ser-Trp-Ile-Lys-Arg-Lys-Arg-Gln-Gln-NH

RTECS#

EU number
629-303-1
Chemical name
H-Gly-Ile-Gly-Ala-Val-Leu-Lys-Val-Leu-Thr-Thr-Gly-Leu-Pro-Ala-Leu-Ile-Ser-Trp-Ile-Lys-Arg-Lys-Arg-Gln-Gln-NH
Description

Melittin is a pore-forming toxic 26-amino-acid polypeptide that occurs in the venom of honey bees. Melittin constitutes about 40% to 60% (by weight) of that venom. 

InChl Key
VDXZNPDIRNWWCW-JFTDCZMZSA-N
Canonical SMILES
CCC(C)C(C(=O)NCC(=O)NC(C)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NC(CCCCN)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NC(C(C)O)C(=O)NC(C(C)O)C(=O)NCC(=O)NC(CC(C)C)C(=O)N1CCCC1C(=O)NC(C)C(=O)NC(CC(C)C)C(=O)NC(C(C)CC)C(=O)NC(CO)C(=O)NC(CC2=CNC3=CC=CC=C32)C(=O)NC(C(C)CC)C(=O)NC(CCCCN)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCCN)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCC(=O)N)C(=O)NC(CCC(=O)N)C(=O)N)NC(=O)CN
Isomeric SMILES
CC[C@H](C)[C@@H](C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC2=CNC3=CC=CC=C32)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N)NC(=O)CN
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.
Hygroscopic substance
Avoid exposing to strong direct light.
Protect from moisture!
Retest time
3Y
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
Shipped at ambient temperature
Fermentek Product Category

Monascin

Monascin
Molecular Formula
C21H26O5
M.W.
358.43
CAS number
21516-68-7
Source
Monascus purpureus
Fermentek product Code
MON-001
Brand/grade
For research
Purity by HPLC
≥98% ; detection: UV 233nm; refer to CoA for more data
Purity By TLC
Single spot on TLC plates, by multiple methods.
Melting point
143°C-148°C
Solubility test
Clear yellow solution at 10mg/ml of DMSO or Methanol (Slight heating may be needed).
Names and identifiers

Synonyms: 

 

  • Monascin
  • Monascusone B
  • Monascoflavin

Chemical names:

IUPAC: (3S,3aR,9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-3,3a,4,8-tetrahydrofuro[3,2-g]isochromene-2,9-dione

RTECS#

EU number
Not of ECHA as on 11-2022
Chemical name
(3S,3aR,9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-3,3a,4,8-tetrahydrofuro[3,2-g]isochromene-2,9-dione
InChl Key
XXKNHBAFFJINCK-RVEJDSBJSA-N
Canonical SMILES
CCCCCC(=O)C1C2CC3=C(COC(=C3)C=CC)C(=O)C2(OC1=O)C
Isomeric SMILES
CCCCCC(=O)[C@@H]1[C@H]2CC3=C(COC(=C3)/C=C/C)C(=O)[C@@]2(OC1=O)C
Solubility ( literature )

Clear yellow solution at 10mg/ml of Methanol (Slight heating).

 

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.
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
Shipped at ambient temperature
Shipped in amber-glass vials
Fermentek Product Category
Signal to sort
M

Pyocyanin

Pyocyanin
Molecular Formula
C13H10N2O
M.W.
210.23
CAS number
85-66-5
MSDS
Source
Pseudomonas aeruginosa
Fermentek product Code
PYO-001
Brand/grade
For research
Appearance
Blue powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Solubility test
Clear blue solution at 5mg/ml of Ethanol;
Clear blue solution at 5mg/ml of DMSO
Names and identifiers

Synonyms:

  • 5-Methyl-1(5H)-phenazinone
  • Pyocyanine
  • Sanasin
  • Sanazin

Chemical names:

IUPAC:

  • 5-Methylphenazin-1(5H)-one

RTECS#

 
EU number
687-347-7
Description

Pyocyanin is a blue, secondary metabolite froPseudomonas aeruginosa able to oxidise and reduce other molecules. 

InChl Key
YNCMLFHHXWETLD-UHFFFAOYSA-N
Canonical SMILES
CN1C2=CC=CC=C2N=C3C1=CC=CC3=O
Solubility ( literature )

(from literature) soluble in DMSO, acetone, chloroform, ethanol, 1+9 ethanol+Water mix.

Compound Classification

Blue-green pigment belonging to phenazine pigments

UNSPSC  41116100

E - Medical, Laboratory & Test Equipment & Supplies & Pharmaceuticals

  • 41000000 - Laboratory and Measuring and Observing and Testing Equipment
  • 41110000 - Measuring and observing and testing instruments
  • 41116100 - Manual test kits and quality controls and calibrators and standards
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.
Protect from moisture!
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
Shipped at ambient temperature
Shipped in PP / PE bottle.
Transport safety: Not Dangerous Goods; Not Regulated
Available since
Title
MP from chemidplus
Value
133 degC
Signal to sort
P

HC toxin

HC toxin
Molecular Formula
C21H32N4O6
M.W.
436.50
CAS number
83209-65-8
MSDS
Source
Helminthosporium carbonum
Fermentek product Code
HCT-001
Brand/grade
For research
Appearance
White lyophilized 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 10mg/ml of Acetonitrile
Names and identifiers

Synonyms:

  • HC-Toxin
  • Helminthosporium Carbonum Toxin I

Chemical names:

IUPAC: (3S,6R,9S,14aR)-3,6-Dimethyl-9-{6-[(2S)-2-oxiranyl]-6-oxohexyl}decahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10-tetrone

RTECS#

EU number
804-302-0
Chemical name
Cyclo(2-amino-8-oxo-9,10-epoxydecanoic acid-prolyl-alanyl-alanine)
Description

Cyclic tetrapeptide of structure cyclo(D-Pro-L-Ala-D-Ala-L-Aeo), where Aeo stands for 2-amino-9,10-epoxi-8-oxodecanoic acid. HC toxin is a potent, cell-permeable  inhibitor of histone deacetylase (HDAC).

InChl Key
GNYCTMYOHGBSBI-KVUCBBCISA-N
Canonical SMILES
CC1C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N1)C)CCCCCC(=O)C3CO3
Isomeric SMILES
C[C@@H]1C(=O)N[C@H](C(=O)N2CCC[C@@H]2C(=O)N[C@H](C(=O)N1)C)CCCCCC(=O)C3CO3
Compound Classification

Cyclic oligopeptide

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.
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 Registry Numbers
Value
82653-17-6; 89363-02-0; 110114-88-0
Signal to sort
H

Leptomycin A

Leptomycin A
Molecular Formula
C32H46O6
M.W.
526.70
CAS number
87081-36-5
Source
Streptomyces sp
Fermentek product Code
LPA-001
Brand/grade
For research
Appearance
Lyophilized 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 10mg/ml of Methanol
Names and identifiers

Synonyms:

  • Antibiotic ATS 1287A
  • Antibiotic PD 118607
  • Jildamycin

Chemical names:

  • Jildamycin
  • Leptomycin A

IUPAC:

(2E,10E,12E,16Z,18E)-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-19-(3-methyl-6-oxo-2,3-dihydropyran-2-yl)-8-oxononadeca-2,10,12,16,18-pentaenoic acid

RTECS#RA5391000

EU number
N.A.
Description

Unsaturated Fatty Acid polyketide with cytotoxic activity. Leptomycin A is an inhibitor of CRM1 (exportin 1) that blocks CRM1 interaction with nuclear export signals, preventing the nuclear export of a broad range of proteins.

InChl Key
QECBVZBMGUAZDL-SJMSETAHSA-N
Canonical SMILES
CC1C=CC(=O)OC1C=CC(=CC(C)CC=CC(=CC(C)C(=O)C(C)C(C(C)CC(=CC(=O)O)C)O)C)C
Isomeric SMILES
CC1C=CC(=O)OC1/C=C/C(=C\C(C)C/C=C/C(=C/C(C)C(=O)C(C)C(C(C)C/C(=C/C(=O)O)/C)O)/C)/C
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Hygroscopic substance.
Protect from moisture
Protect from light !
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Other vendors may recommend higher temperatures for storage.
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
Shipped at ambient temperature
Shipped in PP / PE bottle.
Available since

Ophiobolin B

Ophiobolin B
Molecular Formula
C25H38O4
M.W.
402.57
CAS number
5601-74-1
Source
Cochliobolus heterostrophus
Fermentek product Code
OPB-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
179°C-185°C
Solubility test
Clear colorless solution at 10mg/ml of DMSO
Names and identifiers

Synonyms:

  • Ophiobolin B
  • Ophiobola-7,19-dien-25-al, 3,14-dihydroxy-5-oxo- 
  • Cochliobolin B
  • Zizanin B

IUPAC:

  •  (7E)-3,14-Dihydroxy-5-oxoophiobola-7,19-dien-25-al

RTECS# : 

Chemical name
Ophiobolin B
Description

Sesterterpene, natural inhibitor of Calmodulin, exhibiting anti-cancer, antibacterial properties. Phytotoxin from a plant pathogen.

InChl Key
CC(CCC=C(C)C)C1(CCC2(C1CC=C(C3C(C2)C(CC3=O)(C)O)C=O)C)O
Canonical SMILES
CC1CC(OC12CCC3(C2CC=C(C4C(C3)C(CC4=O)(C)O)C=O)C)C=C(C)C
Isomeric SMILES
C[C@@H](CCC=C(C)C)[C@]1(CC[C@]2([C@H]1C/C=C(\[C@@H]3[C@H](C2)[C@](CC3=O)(C)O)/C=O)C)O
Solubility ( literature )

Soluble in ethanol, methanol, DMF or DMSO. Poor water solubility

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.
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
Shipped in amber-glass vials
Transport safety: not regulated.
Available since
Title
inhibitor-of
Value
CalModulin (calcium-modulated protein)
Title
Harmonized code (38220090 Diagnostic or laboratory reagents, CRM)
Value
38220090
Title
Deleted CAS Registry Numbers
Value
7072-88-0;11022-23-4;17046-66-1;
Signal to sort
O

Cercosporin

Cercosporin
Molecular Formula
C29H26O10
M.W.
534.51
CAS number
35082-49-6
MSDS
Source
Cercospora kikuchii
Fermentek product Code
CRS-001
Brand/grade
For research
Appearance
Dark red 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-230°C
Solubility test
Clear red solution at 10mg/ml of DMSO, Clear red solution at 10mg/ml of Methanol
Names and identifiers

Synonyms:

  • Isocercosporin
  • Cercosporin

IUPAC:  5,12-Dihydroxy-8,9-bis[(2R)-2-hydroxypropyl]-7,10-dimethoxyperylo[1,12-def][1,3]dioxepine-6,11-dione 

Chemical names:

RTECS#:  N.A.

EU number
n.a.
Description

Cercosporin is a light-induced polyketide phytotoxin reported to produce singlet oxygen when photoactivated. Acts as a potent and specific PKC inhibitor. Competes for the phorbol binding site. Anticancer compound. Also displays antiproliferative; antiparasitic and antimicrobial properties. Cercosporin is a photosensitizing toxin produced by fungal plant pathogens in the genus Cercospora. Cercosporin produces singlet oxygen and superoxide when irradiated by light, and damages plants by causing a peroxidation of the membrane lipids. This membrane damage leads to a loss in membrane fluidity, leakage of nutrients, and rapid death of the plant cell. Cercosporin is toxic to mice and bacteria in addition to plants, and attempts to select plant cells in vitro for resistance to cercosporin have not been successful. A large number of fungal species, however, are resistant to cercosporin. Carotenoids and the fungal cell wall appear to play a critical role in the resistance of fungi to cercosporin.

InChl Key
MXLWQNCWIIZUQT-NFJWQWPMSA-N
Canonical SMILES
CC(CC1=C(C(=C2C(=O)C=C3C4=C5C(=CC(=O)C6=C(C(=C(C(=C56)C1=C42)CC(C)O)OC)O)OCO3)O)OC)O
Isomeric SMILES
C[C@H](CC1=C(C(=C2C(=O)C=C3C4=C5C(=CC(=O)C6=C(C(=C(C(=C56)C1=C42)CC(C)O)OC)O)OCO3)O)OC)O
Solubility ( literature )
  • Soluble in DMSO, ethanol or methanol (lit)
  • Soluble in 1mg/ml ethanol, methanol, DMSO
  • Soluble in 1mg/liter H2O
  • Melting Point: 241℃ lit - Scifinder
Compound Classification
  • Anticancer agent
  • protein kinase C inhibitor

 

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Hygroscopic substance.
Protect from moisture
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.
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
MP lit
Value
241°C scifinder; 225-228℃ ; biolinks
Title
LD50 mouse interperitoneal
Value
LD50 >200 mg​/kg i.p. in mice
Title
activity
Value
anticancer agents and protein kinase C inhibitor
Title
comments CAS
Value
There are Cercosporin 35082-49-6 , Iso-Cercosporin 40501-77-7
Title
PG
Value
none. not hazardous.
Signal to sort
C

Ophiobolin A

Ophiobolin A
Molecular Formula
C25H36O4
M.W.
400.55
CAS number
4611-05-6
Source
Cochliobolus heterostrophus
Fermentek product Code
OPA-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
171°C-180°C
Solubility test
Clear colorless solution at 10mg/ml of DMSO
Names and identifiers

Synonyms:

  • Ophiobola-7,19-dien-25-al, 14,18-epoxy-3-hydroxy-5-oxo-, (18R)- (8CI)
  • Ophiobolin A
  • Cochliobolin
  • Ophiobolin;
  • Cochliobolin A

IUPAC:

  • (7E,18R)-3-Hydroxy-5-oxo-14,18-epoxyophiobola-7,19-dien-25-al

RTECS# : RL1576000.

EU number
636-934-6
Chemical name
Ophiobolin A
Description

Sesterterpene, natural inhibitor of Calmodulin, exhibiting anti-cancer, antibacterial properties. Phytotoxin from a plant pathogen.

InChl Key
MWYYLZRWWNBROW-BDZRSQQBSA-N
Canonical SMILES
CC1CC(OC12CCC3(C2CC=C(C4C(C3)C(CC4=O)(C)O)C=O)C)C=C(C)C
Isomeric SMILES
C[C@H]1C[C@@H](O[C@@]12CC[C@]3([C@H]2C/C=C(\[C@@H]4[C@H](C3)[C@](CC4=O)(C)O)/C=O)C)C=C(C)C
Solubility ( literature )

Soluble in ethanol, methanol, DMF or DMSO. Poor water solubility

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.
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
Shipped in amber-glass vials
Transport safety: not regulated.
Available since
Title
Deleted CAS numbers
Value
1347-57-5; 5843-70-9; 11022-22-3; 17046-71-8
Title
Toxicity estimation
Value
mouse PO 238mg/kg->category III;
Title
inhibitor-of
Value
CalModulin (calcium-modulated protein
Title
Harmonized code (38220090 Diagnostic or laboratory reagents, CRM)
Value
38220090
Title
Safety:
Value
low PO tox
Title
Transport
Value
Not regulated
Signal to sort
O

Swainsonine

Swainsonine
Molecular Formula
C8H15NO3
M.W.
173.20
CAS number
72741-87-8
Source
Metharhizium anisopliae
Fermentek product Code
SWA-001
Brand/grade
For research
Appearance
White to beige to slight yellow lyophilizied powder
Purity By TLC
No impurities visible, by multiple methods.
Solubility test
Clear colorless to light yellow solution at 10mg/ml of Water.
Clear colorless to light yellow solution at 5 mg/ml of Methanol
Names and identifiers

Synonyms:

Swainsonine;           

8A,B-INDOLIZIDINE-1,2A,8B-TRIOL;                  

SWAINSONINE;           

Tridolgosir;

 (1S,2R,8R,8aR)-octahydro-1,2,8-indolizinetriol; 

Chemical names:

IUPAC: (1S,2R,8R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,2,8-triol

RTECS# NM2408666

EU number
615-797-6
Description

An indolizidine alkaloid from fungus Metharhizium anisopliae,  a potent alpha-mannosidase inhibitor.

Swainsonine also exhibits antimetastatic, antiproliferative, and immunomodulatory activity.

InChl Key
FXUAIOOAOAVCGD-WCTZXXKLSA-N
Canonical SMILES
C1CC(C2C(C(CN2C1)O)O)O
Isomeric SMILES
C1C[C@H]([C@@H]2[C@@H]([C@@H](CN2C1)O)O)O
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.
Protect from moisture!
Applications

Swainsonine has a potential for treating cancers such as glioma and gastric carcinoma.
However, a phase II clinical trial of GD0039 (a hydrochloride salt of swainsonine) in 17 patients with renal carcinoma was discouraging.

Swainsonine's activity against tumors is attributed to its stimulation of macrophages.
Swainsonine also has potential uses as an adjuvant for anti-cancer drugs and other therapies in use.
In mice, swainsonine reduces the toxicity of doxorubicin, suggesting that swainsonine might enable use of higher doses of doxorubicin.
Swainsonine may promote restoration of bone marrow damaged by some types of cancer treatments.

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
Signal to sort
S