Catalpol

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Names

[ CAS No. ]:
2415-24-9

[ Name ]:
Catalpol

[Synonym ]:
EINECS 219-324-0
catalpinoside
des-p-hydroxybenzoyl-catalposid
CATAPOL
6-Hydroxy-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-2-yl hexopyranoside
Hexopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl
catalposide
methyl iridoid glycoside

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
675.6±55.0 °C at 760 mmHg

[ Melting Point ]:
203-205ºC

[ Molecular Formula ]:
C15H22O10

[ Molecular Weight ]:
362.329

[ Flash Point ]:
362.4±31.5 °C

[ Exact Mass ]:
362.121307

[ PSA ]:
161.60000

[ LogP ]:
-4.15

[ Vapour Pressure ]:
0.0±4.7 mmHg at 25°C

[ Index of Refraction ]:
1.679

[ Storage condition ]:
?20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LZ5776816
CHEMICAL NAME :
beta-D-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-hydroxy- 1a-(hydroxymethyl)oxireno(4,5)cyclopenta(1,2-c)pyran- 2-yl, (1aS-(1a-alpha,1b-beta,2-beta,5a- beta,6-beta,6a-alpha))-
CAS REGISTRY NUMBER :
2415-24-9
LAST UPDATED :
199806
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C15-H22-O10

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 64,93,1968
TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 64,93,1968

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
LZ5776816

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • rehmannioside B
  • 2',3',4',6,6',10-Hexaacetylcatalpol
  • 2',3',4',6',10-Pentaacetyl-6-(4-acetylvanilloyl)catalpol
  • [(1aS,1bS,2S,5aR,6S,6aS)-2-(β-D-glucopyranosyloxy)-1b,5a,6,6a-tetrahydro-6-methoxyoxireno[4,5]cyclopenta[1,2-c]pyran-1a(2H)-yl]methyl 3,4-dimethoxybenzoate

DownStream

Articles

HPLC-APCI-MS/MS method for the determination of catalpol in rat plasma and cerebrospinal fluid: application to an in vivo pharmacokinetic study.

J. Pharm. Biomed. Anal. 70 , 337-43, (2012)

Catalpol is a Chinese herb ingredient with potential for the treatment of neurodegenerative disorders. A high-performance liquid chromatography-atmospheric pressure chemical ionization-tandem mass spe...

[Simultaneous determination and optimization of extraction process of catalpol and acteoside from rehmanniae radix].

Zhong Yao Cai 35(8) , 1318-22, (2012)

To establish a method for simultaneously quantification of the Catalpol and Acteoside from Rehmanniae Radix and optimize the extraction process from Rehmanniae Radix by response surface methodology (R...

Synergistic effects of iridoid glycosides on the survival, development and immune response of a specialist caterpillar, Junonia coenia (Nymphalidae).

J. Chem. Ecol. 38(10) , 1276-84, (2012)

Plants use a diverse mix of defenses against herbivores, including multiple secondary metabolites, which may affect herbivores synergistically. Chemical defenses also can affect natural enemies of her...


More Articles

Related Compounds

  • Hexaacetylcatalpol
  • Vanilloyl catalpol
  • 6-O-Cinnamoyl Catalpol
  • 6-O-rhamnopyranosyl-catalpol
  • Hexaacetyl-6-vanilloylcatalpol
  • 10-O-Trans-p-methoxycinnamoylcatalpol
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 4-{[(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)pentanamido]methyl}oxane-4-carboxylic acid
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine
  • 4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide