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