(+)-Ophiobolin A

Modify Date: 2024-01-05 19:23:42

(+)-Ophiobolin A Structure
(+)-Ophiobolin A structure
Common Name (+)-Ophiobolin A
CAS Number 4611-05-6 Molecular Weight 400.551
Density 1.1±0.1 g/cm3 Boiling Point 539.4±50.0 °C at 760 mmHg
Molecular Formula C25H36O4 Melting Point N/A
MSDS Chinese USA Flash Point 177.8±23.6 °C
Symbol GHS06
GHS06
Signal Word Danger

 Use of (+)-Ophiobolin A


Ophiobolin A, a fungal metabolite and a phytotoxin, is a potent and irreversibly inhibitor of calmodulin-activated cyclic nucleotide phosphodiesterase, with an IC50 value of 9 μM. Ophiobolin A antimicrobial and anticancer activity[1].

 Names

Name ophiobolin A
Synonym More Synonyms

 (+)-Ophiobolin A Biological Activity

Description Ophiobolin A, a fungal metabolite and a phytotoxin, is a potent and irreversibly inhibitor of calmodulin-activated cyclic nucleotide phosphodiesterase, with an IC50 value of 9 μM. Ophiobolin A antimicrobial and anticancer activity[1].
Related Catalog
Target

IC50: 9 μM (calmodulin-activated cyclic nucleotide phosphodiesterase)[1].

References

[1]. Leung PC, et al. Ophiobolin A. A natural product inhibitor of calmodulin. J Biol Chem. 1984 Mar 10;259(5):2742-7

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 539.4±50.0 °C at 760 mmHg
Molecular Formula C25H36O4
Molecular Weight 400.551
Flash Point 177.8±23.6 °C
Exact Mass 400.261353
PSA 63.60000
LogP 3.75
Vapour Pressure 0.0±3.3 mmHg at 25°C
Index of Refraction 1.554

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RL1576000
CHEMICAL NAME :
Ophiobola-7,19-dien-25-al, 14,18-epoxy-3-hydroxy-5-oxo-, (18R)-
CAS REGISTRY NUMBER :
4611-05-6
LAST UPDATED :
198211
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C25-H36-O4
MOLECULAR WEIGHT :
400.61
WISWESSER LINE NOTATION :
L C585 FV LX HUTJ A1 DQ D1 HVH L-& BT5OXTJ C1 E1UY1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
238 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 6,143,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
21 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 6,143,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
73 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 6,143,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
12 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 6,143,1981

 Safety Information

Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301-H312 + H332
Precautionary Statements Missing Phrase - N15.00950417-P261-P280
Hazard Codes Xn
Risk Phrases 20/21/22
Safety Phrases S36
RIDADR UN 2811 6.1/PG 3
RTECS RL1576000

 Synonyms

COCHLIOBOLIN A
(18R)-3-Hydroxy-5-oxo-14,18-epoxyophiobola-7,19-diene-25-al
18-epoxy-3-hydroxy-5-oxo-19-dien-25-a(18r)-ophiobola-14
Ophiobolin A
cochliobolin
ophiobolin
Ophiobolin,Helminthosporium sp.
orphiobolin A
(7E,18R)-3-Hydroxy-5-oxo-14,18-epoxyophiobola-7,19-dien-25-al
Spiro[dicyclopenta[a,d]cyclooctene-3(2H),2'(3'H)-furan]-6-carboxaldehyde, 1,3a,4,4',5',6a,7,8,9,9a,10,10a-dodecahydro-9-hydroxy-3',9,10a-trimethyl-5'-(2-methyl-1-propen-1-yl)-7-oxo-, (3S,3'S,3aR,5E,5'R,6aS,9R,9aS,10aR)-
(18R)-14,18-Epoxy-3-hydroxy-5-oxoophiobola-7,19-dien-25-al