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Decursinol

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Decursinol Basic information

Product Name:
Decursinol
Synonyms:
  • (7S)-7α-Hydroxy-8,8-dimethyl-7,8-dihydro-2H,6H-benzo[1,2-b:5,4-b']dipyran-2-one
  • (S)-7,8-Dihydro-7-hydroxy-8,8-dimethyl-2H,6H-benzo[1,2-b:5,4-b']dipyran-2-one
  • Decursinol
  • (3S)-3-Hydroxy-2,2-dimethyl-3,4-dihydropyrano[3,2-g]chromen-8-one
  • 2H,6H-Benzo[1,2-b:5,4-b']dipyran-2-one,7,8-dihydro-7-hydroxy-8,8-dimethyl-, (7S)-
  • ecursinol
  • Decursinol,inhibit,Inhibitor
  • (S)-7-Hydroxy-8,8-dimethyl-7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-2-one
CAS:
23458-02-8
MF:
C14H14O4
MW:
246.26
Mol File:
23458-02-8.mol
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Decursinol Chemical Properties

Melting point:
178 °C
Boiling point:
433.6±45.0 °C(Predicted)
Density 
1.293±0.06 g/cm3(Predicted)
storage temp. 
4°C, protect from light
solubility 
DMF: 30 mg/ml; DMSO: 15 mg/ml; Ethanol: slightly soluble
form 
A solid
pka
13.87±0.40(Predicted)
color 
White to off-white
Cosmetics Ingredients Functions
SKIN CONDITIONING
ANTIOXIDANT
InChI
1S/C14H14O4/c1-14(2)12(15)6-9-5-8-3-4-13(16)17-10(8)7-11(9)18-14/h3-5,7,12,15H,6H2,1-2H3/t12-/m0/s1
InChIKey
BGXFQDFSVDZUIW-LBPRGKRZSA-N
SMILES
[o]1c2c(cc3c(c2)OC([C@H](C3)O)(C)C)cc[c]1=O
CAS DataBase Reference
23458-02-8
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Safety Information

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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Decursinol Usage And Synthesis

Uses

Decursinol, isolated from the roots of Angelica gigas, possesses antinociceptive effect with orally bioavailability. Decursinol possesses anti-tumor and anti-metastasis activity[1].

Definition

ChEBI: An organic heterotricyclic compound that is 7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-2-one substituted by a beta-hydroxy group at position 7 and two methyl groups at position 8. It is isolat d from the roots of Angelica gigas and has been found to possess significant inhibitory activity against acetylcholinesterase enzyme (EC 3.1.1.7).

References

[1] Choi SS, et al. Antinociceptive mechanisms of orally administered decursinol in the mouse. Life Sci. 2003 Jun 13;73(4):471-85. DOI:10.1016/s0024-3205(03)00311-4
[2] Son SH, et al. Decursin and decursinol from Angelica gigas inhibit the lung metastasis of murine colon carcinoma. Phytother Res. 2011 Jul;25(7):959-64. DOI:10.1002/ptr.3372

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