Obtusifolin

Modify Date: 2025-08-20 12:06:34

Obtusifolin Structure
Obtusifolin structure
 Common Name Obtusifolin
CAS Number 477-85-0 Molecular Weight 284.263
Density 1.448±0.06 g/cm3 Boiling Point 528.0±50.0 °C at 760 mmHg
Molecular Formula C16H12O5 Melting Point 242-243ºC
MSDS N/A Flash Point 202.2±23.6 °C

 Use of Obtusifolin


Obtusifolin, isolated from the seeds of Cassia obtusifolia, regulates the gene expression and production of MUC5AC mucin in airway epithelial cells via inhibiting NF-kB pathway[1]. Obtusifolin suppresses phthalate esters-induced breast cancer bone metastasis by targeting parathyroid hormone-related protein[2].

 Names

Name 2,8-dihydroxy-1-methoxy-3-methylanthracene-9,10-dione
Synonym More Synonyms

 Obtusifolin Biological Activity

Description Obtusifolin, isolated from the seeds of Cassia obtusifolia, regulates the gene expression and production of MUC5AC mucin in airway epithelial cells via inhibiting NF-kB pathway[1]. Obtusifolin suppresses phthalate esters-induced breast cancer bone metastasis by targeting parathyroid hormone-related protein[2].
Related Catalog
Target

NF-κB

In Vitro Obtusifolin (1, 10, 100 μM) inhibits MUC5AC gene expression induced by EGF, PMA, or TNF-α in NCI-H292 cells[1].
References

[1]. Choi BS, et al. Obtusifolin isolated from the seeds of Cassia obtusifolia regulates the gene expression and production of MUC5AC mucin in airway epithelial cells via affecting NF-κB pathway. Phytother Res. 2019 Apr;33(4):919-928.

[2]. Hsu YL, et al. Obtusifolin suppresses phthalate esters-induced breast cancer bone metastasis by targeting parathyroid hormone-related protein. J Agric Food Chem. 2014 Dec 10;62(49):11933-40.

 Chemical & Physical Properties

Density 1.448±0.06 g/cm3
Boiling Point 528.0±50.0 °C at 760 mmHg
Melting Point 242-243ºC
Molecular Formula C16H12O5
Molecular Weight 284.263
Flash Point 202.2±23.6 °C
Exact Mass 284.068481
PSA 83.83000
LogP 4.18
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.678
Storage condition -20℃
Water Solubility Insuluble (2.6E-3 g/L) (25 ºC)

 Synthetic Route

(1R,4aS,9aR)-9a-chloro-8-hydroxy-1-methoxy-3-methyl-1,2-bis((trimethylsilyl)oxy)-1,4,4a,9a-tetrahydroanthracene-9,10-dione structure

(1R,4aS,9aR)-9a...

CAS#:108637-81-6

~0%

Obtusifolin Structure

Obtusifolin

CAS#:477-85-0

1,2,8-TRIHYDROXY-3-METHYLANTHRAQUINONE structure

1,2,8-TRIHYDROX...

CAS#:58322-78-4

Literature: Cameron, Donald W.; Feutrill, Geoffrey I.; Gamble, Glenn B.; Stavrakis, John Tetrahedron Letters, 1986 , vol. 27, # 41 p. 4999 - 5002
methyl 3-methyl-2-trimethylsilyloxybut-2-enoate structure

methyl 3-methyl...

CAS#:108637-71-4

~%

Obtusifolin Structure

Obtusifolin

CAS#:477-85-0

Literature: Cameron, Donald W.; Feutrill, Geoffrey I.; Gamble, Glenn B.; Stavrakis, John Tetrahedron Letters, 1986 , vol. 27, # 41 p. 4999 - 5002
N/A structure

N/A

CAS#:127042-39-1

~98%

Obtusifolin Structure

Obtusifolin

CAS#:477-85-0

Literature: Camerom, Donald W.; Feutrill, Geoffrey I.; Keep, Philip L. C. Tetrahedron Letters, 1989 , vol. 30, # 38 p. 5173 - 5176
(1S,4aR,9aS)-8-hydroxy-1-methoxy-3-methyl-1,2-bis((trimethylsilyl)oxy)-1,4,4a,9a-tetrahydroanthracene-9,10-dione structure

(1S,4aR,9aS)-8-...

CAS#:108637-77-0

~60%

Obtusifolin Structure

Obtusifolin

CAS#:477-85-0

1,2,8-TRIHYDROXY-3-METHYLANTHRAQUINONE structure

1,2,8-TRIHYDROX...

CAS#:58322-78-4

Literature: Cameron, Donald W.; Feutrill, Geoffrey I.; Gamble, Glenn B.; Stavrakis, John Tetrahedron Letters, 1986 , vol. 27, # 41 p. 4999 - 5002
1-Methoxy-3-methyl-1,2-bis(trimethylsiloxy)-1,3-butadiene structure

1-Methoxy-3-met...

CAS#:108637-73-6

~%

Obtusifolin Structure

Obtusifolin

CAS#:477-85-0

Literature: Cameron, Donald W.; Feutrill, Geoffrey I.; Gamble, Glenn B.; Stavrakis, John Tetrahedron Letters, 1986 , vol. 27, # 41 p. 4999 - 5002
2,3-dichloro-5-methoxy-1,4-naphthoquinone structure

2,3-dichloro-5-...

CAS#:71700-71-5

~%

Obtusifolin Structure

Obtusifolin

CAS#:477-85-0

Literature: Camerom, Donald W.; Feutrill, Geoffrey I.; Keep, Philip L. C. Tetrahedron Letters, 1989 , vol. 30, # 38 p. 5173 - 5176
(E)-3-methyl-4-methoxy-2-[(trimethylsilyl)oxy]-1,3-butadiene structure

(E)-3-methyl-4-...

CAS#:72476-03-0

~%

Obtusifolin Structure

Obtusifolin

CAS#:477-85-0

Literature: Camerom, Donald W.; Feutrill, Geoffrey I.; Keep, Philip L. C. Tetrahedron Letters, 1989 , vol. 30, # 38 p. 5173 - 5176
(3R,4S,4aS,9aR)-4a,9a-dichloro-4,8-dimethoxy-3-methyl-3,4,4a,9a-tetrahydroanthracene-2,9,10(1H)-trione structure

(3R,4S,4aS,9aR)...

CAS#:127042-37-9

~%

Obtusifolin Structure

Obtusifolin

CAS#:477-85-0

Literature: Camerom, Donald W.; Feutrill, Geoffrey I.; Keep, Philip L. C. Tetrahedron Letters, 1989 , vol. 30, # 38 p. 5173 - 5176
Juglone structure

Juglone

CAS#:481-39-0

1-Methoxy-3-methyl-1,2-bis(trimethylsiloxy)-1,3-butadiene structure

1-Methoxy-3-met...

CAS#:108637-73-6

~%

Obtusifolin Structure

Obtusifolin

CAS#:477-85-0

Literature: Krohn, Carsten; Khanbabaee, Karamali Liebigs Annalen der Chemie, 1993 , # 8 p. 905 - 910

 Synonyms

Anthraquinone,2,8-dihydroxy-1-methoxy-3-methyl
2,8-dihydroxy-1-methoxy-3-methyl-anthraquinone
Anthraquinone, 2,8-dihydroxy-1-methoxy-3-methyl-
9,10-Anthracenedione, 2,8-dihydroxy-1-methoxy-3-methyl-
2,8-Dihydroxy-1-methoxy-3-methyl-anthrachinon
obtusifoline
Obtusifolin (anthraquinone)
1,7-Dihydroxy-8-methoxy-6-methyl-9,10-anthraquinone
2,8-Dihydroxy-1-methoxy-3-methyl-9,10-anthraquinone
Obtusifolin
2,8-dihydroxy-1-methoxy-3-methylanhraquinone
2,8-Dihydroxy-1-methoxy-3-methyl-9,10-anthracenedione
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