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476-70-0

476-70-0 structure
476-70-0 structure
  • Name: Boldine
  • Chemical Name: (6aS)-1,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
  • CAS Number: 476-70-0
  • Molecular Formula: C19H21NO4
  • Molecular Weight: 327.374
  • Catalog: Natural product Alkaloid
  • Create Date: 2018-05-15 08:00:00
  • Modify Date: 2024-01-02 21:25:03
  • Boldine is an aporphine isoquinoline alkaloid extracted from the root of Litsea cubeba and also possesses these properties, including antioxidant, anti-inflammatory and cytoprotective effects. Boldine suppresses osteoclastogenesis, improves bone destruction by down-regulating the OPG/RANKL/RANK signal pathway and may be a potential therapeutic agent for rheumatoid arthritis[1].

Name (6aS)-1,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
Synonyms Boldine chloroform
4H-Dibenzo[de,g]quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy-6-methyl-
Boldin
2,6-dihydroxy-3,5-dimethoxyaporphine
5,6,6a,7-Tetrahydro-1,10-dimethoxy-6-methyl-4H-dibenzo[de,g]quinoline-2,9-diol
EINECS 207-509-9
1,10-dimethoxy-2,9-dihydroxyaporphine
Uniboldina
MFCD00135040
2,9-Dihydroxy-1,10-dimethoxyaporphine
1,10-Dimethoxy-6aa-aporphine-2,9-diol
dl-Boldine
Boldine
1,10-Dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
Description Boldine is an aporphine isoquinoline alkaloid extracted from the root of Litsea cubeba and also possesses these properties, including antioxidant, anti-inflammatory and cytoprotective effects. Boldine suppresses osteoclastogenesis, improves bone destruction by down-regulating the OPG/RANKL/RANK signal pathway and may be a potential therapeutic agent for rheumatoid arthritis[1].
Related Catalog
Target

OPG/RANKL/RANK[1]

References

[1]. Zhao H , et al. Boldine isolated from Litsea cubeba inhibits bone resorption by suppressing the osteoclast differentiation in collagen-induced arthritis. Int Immunopharmacol. 2017 Oct;51:114-123.

Density 1.3±0.1 g/cm3
Boiling Point 529.3±50.0 °C at 760 mmHg
Melting Point 162-164ºC
Molecular Formula C19H21NO4
Molecular Weight 327.374
Flash Point 273.9±30.1 °C
Exact Mass 327.147064
PSA 62.16000
LogP 2.32
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.639

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CE0750000
CHEMICAL NAME :
6a-alpha-Aporphine-2,9-diol, 1,10-dimethoxy-
CAS REGISTRY NUMBER :
476-70-0
BEILSTEIN REFERENCE NO. :
0094036
LAST UPDATED :
199703
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C19-H21-N-O4
MOLECULAR WEIGHT :
327.41
WISWESSER LINE NOTATION :
T C6666 1A Q KN&TT&J EO1 FQ K1 PQ QO1

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 :
450 mg/kg
TOXIC EFFECTS :
Cardiac - change in rate Vascular - BP lowering not characterized in autonomic section Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
145 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
90 mg/kg
TOXIC EFFECTS :
Cardiac - change in rate Vascular - BP lowering not characterized in autonomic section Lungs, Thorax, or Respiration - other changes

MUTATION DATA

TYPE OF TEST :
Gene conversion and mitotic recombination
TEST SYSTEM :
Yeast - Saccharomyces cerevisiae
DOSE/DURATION :
100 mg/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 260,145,1991
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Precautionary Statements P301 + P312 + P330
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn:Harmful;
Risk Phrases R22
Safety Phrases 1-20-24/25-45-36-26
RIDADR UN 1544
WGK Germany 3
RTECS CE0750000
Packaging Group III
Hazard Class 6.1(b)

~%

476-70-0 structure

476-70-0

Literature: Nakasato; Nomura Chemical and Pharmaceutical Bulletin, 1959 , vol. 7, p. 780,784 Chem.Abstr., 1960 , p. 4646
Precursor  2

DownStream  1