CAS 2469-34-3|Senegenin

Introduction:Basic information about CAS 2469-34-3|Senegenin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameSenegenin
CAS Number2469-34-3Molecular Weight537.128
Density1.3±0.1 g/cm3Boiling Point674.1±55.0 °C at 760 mmHg
Molecular FormulaC30H45ClO6Melting Point290-292ºC
MSDSChineseUSAFlash Point361.5±31.5 °C

Names

Name13-(chloromethyl)-2,3-dihydroxy-4,6a,11,11,14b-pentamethyl-2,3,4a,5,6,7,8,9,10,12,12a,13,14,14a-tetradecahydro-1H-picene-4,8a-dicarboxylic acid
SynonymMore Synonyms

Senegenin BiologicalActivity

DescriptionTenuigenin is a major active component isolated from the root of the Chinese herb Polygala tenuifolia. Tenuigenin protects against S.aureus-induced pneumonia by inhibiting NF-κB activation. Tenuigenin has anti-inflammatory effect[1].
Related CatalogResearch Areas >>InfectionResearch Areas >>Inflammation/Immunology
Target

NF-κB

In VivoTenuigenin (2, 4, 8 mg/kg) significantly attenuates S.aureus-induced lung histopathological changes. Tenuigenin also inhibits lung wet/dry (W/D) ratio, and inflammatory cytokines TNF-α and IL-1β production in Male BALB/c mice[1].
References

[1]. Yu B, et al. Protective effects of tenuigenin on Staphylococcus aureus-induced pneumonia in mice. Microb Pathog. 2017 Sep;110:385-389. 

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point674.1±55.0 °C at 760 mmHg
Melting Point290-292ºC
Molecular FormulaC30H45ClO6
Molecular Weight537.128
Flash Point361.5±31.5 °C
Exact Mass536.290466
PSA115.06000
LogP6.39
Vapour Pressure0.0±4.7 mmHg at 25°C
Index of Refraction1.591
InChIKeyCWHJIJJSDGEHNS-MYLFLSLOSA-N
SMILESCC1(C)CCC2(C(=O)O)CCC3=C(C(CCl)CC4C3(C)CCC3C4(C)CC(O)C(O)C3(C)C(=O)O)C2C1
Storage condition2-8C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RC8815000
CHEMICAL NAME :
27-Noro-13-ene-23,28-dioic acid, 12-(chloromethyl)-2-beta,3-beta-dihydroxy-
CAS REGISTRY NUMBER :
2469-34-3
BEILSTEIN REFERENCE NO. :
2714357
LAST UPDATED :
199612
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C30-H45-Cl-O6
MOLECULAR WEIGHT :
537.20
WISWESSER LINE NOTATION :
L F6 E6 B666 EU- NTJ A1 D1G H1 H1 KVQ O1 SVQ S1 TQ UQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
HBAMAK "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." (Leipzig, Ger. Dem. Rep.) Volume(issue)/page/year: 4,1289,1935
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3 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: 8(2),259,1982
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
HBAMAK "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." (Leipzig, Ger. Dem. Rep.) Volume(issue)/page/year: 4,1289,1935
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
45 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
HBAMAK "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." (Leipzig, Ger. Dem. Rep.) Volume(issue)/page/year: 4,1289,1935

Safety Information

RIDADRNONH for all modes of transport
RTECSRC8815000

Synonyms

Tennifolsaeure
(2S,3R,4S,4aR,6aR,8aS,12aS,13S,14aR,14bR)-13-(Chloromethyl)-2,3-dihydroxy-4,6a,11,11,14b-pentamethyl-2,3,4,4a,5,6,6a,7,8,9,10,11,12,12a,13,14,14a,14b-octadecahydro-4,8a(1H)-picenedicarboxylic acid
13-(Chloromethyl)-2,3-dihydroxy-4,6a,11,11,14b-pentamethyl-2,3,4,4a,5,6,6a,7,8,9,10,11,12,12a,13,14,14a,14b-octadecahydro-4,8a(1H)-picenedicarboxylic acid
4,8a(1H)-Picenedicarboxylic acid, 13-(chloromethyl)-2,3,4,4a,5,6,6a,7,8,9,10,11,12,12a,13,14,14a,14b-octadecahydro-2,3-dihydroxy-4,6a,11,11,14b-pentamethyl-
12-(Chloromethyl)-2,3-dihydroxy-27-norolean-13-ene-23,28-dioic acid,Tenuigenin
Senegenin
tenuifolic acid
(2b,3b,4a,12a)-12-(Chloromethyl)-2,3-dihydroxy-27-norolean-13-ene-23,28-dioic acid
4,8a(1H)-Picenedicarboxylic acid, 13-(chloromethyl)-2,3,4,4a,5,6,6a,7,8,9,10,11,12,12a,13,14,14a,14b-octadecahydro-2,3-dihydroxy-4,6a,11,11,14b-pentamethyl-, (2S,3R,4S,4aR,6aR,8aS,12aS,13S,14aR,14bR)-
Tenuifolsaeure
(2S,3R,4S,4aR,6aR,8aS,12aS,13S,14aR,14bR)-13-(Chloromethyl)-2,3-dihydroxy-4,6a,11,11,14b-pentamethyl-2,3,4,4a,5,6,6a,7,8,9,10,11,12,12a,13,14,14a,14b-octadecahydropicene-4,8a(1H)-dicarboxylic acid
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