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Cochliodinol

Names

[ CAS No. ]:
11051-88-0

[ Name ]:
Cochliodinol

[Synonym ]:
2,5-dihydroxy-3,6-bis-[5-(3-methyl-but-2-enyl)-indol-3-yl]-[1,4]benzoquinone
Cochliodinol
3,6-Bis(5-(3-methyl-2-butenyl)indol-3-yl)-2,5-dihydroxy-p-benzoquinone
p-Benzoquinone,3,6-bis(5-(3-methyl-2-butenyl)indol-3-yl)-2,5-dihydroxy
chochliodinol
2,5-Cyclohexadiene-1,4-dione,2,5-dihydroxy-3,6-bis(5-(3-methyl-2-butenyl)-1H-indol-3-yl)
2,5-Dihydroxy-3,6-bis(5-(3-methyl-2-butenyl)-1H-indol-3-yl)-2,5-cyclohexadiene-1,4-dione

Biological Activity

[Description]:

Cochliodinol (compound 1) is a metabolite derived from the Apis mellifera ligustica. Cochliodinol has strong free radical scavenging activity of 2, 2-diphenyl-1-picrohydrazine (DPPH) (IC50=3.06 μg/mL)[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Metabolic Disease

[References]

[1]. Cui P, et al. Community composition, bacterial symbionts, antibacterial and antioxidant activities of honeybee-associated fungi. BMC Microbiol. 2022 Jun 27;22(1):168.  

Chemical & Physical Properties

[ Density]:
1.344g/cm3

[ Boiling Point ]:
790ºC at 760mmHg

[ Molecular Formula ]:
C32H30N2O4

[ Molecular Weight ]:
506.59

[ Flash Point ]:
431.6ºC

[ Exact Mass ]:
506.22100

[ PSA ]:
106.18000

[ LogP ]:
7.05680

[ Vapour Pressure ]:
2.66E-26mmHg at 25°C

[ Index of Refraction ]:
1.73

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DK3529000
CHEMICAL NAME :
p-Benzoquinone, 3,6-bis(5-(3-methyl-2-butenyl)indol-3-yl)-2,5-dihydro xy-
CAS REGISTRY NUMBER :
11051-88-0
BEILSTEIN REFERENCE NO. :
5188623
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C32-H30-N2-O4
MOLECULAR WEIGHT :
506.64
WISWESSER LINE NOTATION :
T56 BMJ G1U1Y1&1 D- BL6V DVJ CQ FQ E- DT56 BMJ G1U1Y1&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 :
221 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: 3,310,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
41 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: 3,310,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
147 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: 3,310,1980

Synthetic Route

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Precursor & DownStream

Precursor

DownStream