Isopimpinellin

Modify Date: 2024-01-02 11:54:52

Isopimpinellin Structure
Isopimpinellin structure
Common Name Isopimpinellin
CAS Number 482-27-9 Molecular Weight 246.215
Density 1.4±0.1 g/cm3 Boiling Point 448.7±45.0 °C at 760 mmHg
Molecular Formula C13H10O5 Melting Point 150-151ºC
MSDS Chinese USA Flash Point 225.1±28.7 °C
Symbol GHS06
GHS06
Signal Word Danger

 Use of Isopimpinellin


Isopimpinellin, an orally active compound isolated from the roots of Pimpinella saxifrage. Isopimpinellin blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene. Isopimpinellin possesses anti-leishmania effect[1].

 Names

Name isopimpinellin
Synonym More Synonyms

 Isopimpinellin Biological Activity

Description Isopimpinellin, an orally active compound isolated from the roots of Pimpinella saxifrage. Isopimpinellin blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene. Isopimpinellin possesses anti-leishmania effect[1].
Related Catalog
In Vivo Isopimpinellin (oral gavage, 35-150 mg/kg) inhibits B[a]P-DNA adduct formation and DMBA–DNA adduct formation in SENCAR mice with skin tumor[1]. Animal Model: Female SENCAR mice (7-9 weeks of age) were fed AIN-76A semi-purified diet (Dyets, Bethlehem, PA) for 2 weeks prior to and during the study[1]. Dosage: 35–150 mg/kg. Administration: Oral gavage, suspended in 0.1 mL corn oil at 24 h and 2 h prior to topical treatment with [3H]B[a]P (200 nmol, 1 Ci/mmol) or [3H]DMBA (10 nmol, 10 Ci/mmol) (each in 0.2 mL acetone). Result: Significantly inhibited B[a]P-DNA adduct formation by 37 and 26%, respectively. Isopimpinellin (35, 70 and 150 mg/kg) blocked DMBA–DNA adduct formation by 23, 56 and 69%, respectively
References

[1]. Kleiner HE, et al. Oral administration of the citrus coumarin, isopimpinellin, blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene in SENCAR mice. Carcinogenesis. 2002 Oct;23(10):1667-75.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 448.7±45.0 °C at 760 mmHg
Melting Point 150-151ºC
Molecular Formula C13H10O5
Molecular Weight 246.215
Flash Point 225.1±28.7 °C
Exact Mass 246.052826
PSA 61.81000
LogP 2.31
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.612
Storage condition 2-8°C

 Safety Information

Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H300
Precautionary Statements P264-P301 + P310
Hazard Codes T+
Risk Phrases 20/21/22
Safety Phrases 22-36/37/39-45-36/37-28
RIDADR UN 2811 6.1 / PGII
RTECS LV1049200

 Synthetic Route

~80%

Isopimpinellin Structure

Isopimpinellin

CAS#:482-27-9

Literature: Bioorganic and Medicinal Chemistry, , vol. 20, # 2 p. 784 - 788

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Isopimpinellin Structure

Isopimpinellin

CAS#:482-27-9

Literature: Journal of Organic Chemistry, , vol. 24, p. 523,525

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Isopimpinellin Structure

Isopimpinellin

CAS#:482-27-9

Literature: Journal of Organic Chemistry, , vol. 24, p. 523,525

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Isopimpinellin Structure

Isopimpinellin

CAS#:482-27-9

Literature: Journal of the Chemical Society, , p. 4163,4168 Chemische Berichte, , vol. 71, p. 344,351 Yakugaku Zasshi, , vol. 58, p. 370,377 Monatshefte fuer Chemie, , vol. 72, p. 179,187 Yakugaku Zasshi, , vol. 60, p. 57,61 Chem.Abstr., , p. 3717

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Isopimpinellin Structure

Isopimpinellin

CAS#:482-27-9

Literature: Journal of Organic Chemistry, , vol. 24, p. 523,525

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Isopimpinellin Structure

Isopimpinellin

CAS#:482-27-9

Literature: Monatshefte fuer Chemie, , vol. 59, p. 161,170

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Isopimpinellin Structure

Isopimpinellin

CAS#:482-27-9

Literature: Journal of the Indian Chemical Society, , vol. 25, p. 139,141

 Articles1

More Articles
Application of the equivalency factor concept to the phototoxicity and –genotoxicity of furocoumarin mixtures

Food Chem. Toxicol. 68 , 257-66, (2014)

• The photo-cytotoxic, -mutagenic, and -clastogenic properties in V79 cells of thirteen furocoumarins (FCs), were analyzed. • Nine FC mixtures including one mixture ‘representing’ FCs in Angelica arch...

 Synonyms

5,8-Dimethoxypsoralen
4,9-Dimethoxy-furo[3,2-g]chromen-7-one
4,9-Dimethoxyfuro[3,2-g]benzopyran-7-one
4,9-Dimethoxy-7H-furo[3,2-g][1]benzopyran-7-one
4,9-dimethoxyfuro[3,2-g]chromen-7-one
4,9-Dimethoxy-7H-furo[3,2-g]chromen-7-one
MFCD00017407
7H-Furo[3,2-g][1]benzopyran-7-one, 4,9-dimethoxy-
Isopimpinellin
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