ChemicalBook > CAS DataBase List > SEDANOLIDE

SEDANOLIDE

Product Name: SEDANOLIDE
CAS No.: 6415-59-4
Chemical Name: SEDANOLIDE
Synonyms: SEDANOLIDE;neocnidilide;Neocindilide;cis-Sedanolide;trans-Sedanolide;fromceleryseedsoil;(3S)-3aβ,4,5,6-Tetrahyd;Sedanolide, 10 mM in DMSO;SEDANOLIDE FROM CELERY SEEDS OIL;SECO-ISOLARICIRESINOL DIGLUCOSIDE(SDG)(SH)
CBNumber: CB5675984
Molecular Formula: C12H18O2
Formula Weight: 194.27
MOL File: 6415-59-4.mol

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SEDANOLIDE Property

Melting point:: 30～31℃
Boiling point:: 342.0±11.0 °C(Predicted)
Density: 1.03
storage temp.: Store at -20°C, protect from light
solubility: insoluble in H2O; ≥52.8 mg/mL in EtOH; ≥6.65 mg/mL in DMSO
form: White to off-white solid.
color: White to off-white
Odor: at 100.00 %. herbal celery
Odor Type: herbal
LogP: 2.756 (est)
CAS DataBase Reference: 6415-59-4(CAS DataBase Reference)

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 17166
Product name: Sedanolide
Purity: ≥95%
Packaging: 50mg
Price: $89
Updated: 2024/03/01

Cayman Chemical

Product number: 17166
Product name: Sedanolide
Purity: ≥95%
Packaging: 100mg
Price: $151
Updated: 2024/03/01

Cayman Chemical

Product number: 17166
Product name: Sedanolide
Purity: ≥95%
Packaging: 500mg
Price: $622
Updated: 2024/03/01

TRC

Product number: S241500
Product name: Sedanolide
Packaging: 50mg
Price: $70
Updated: 2021/12/16

Usbiological

Product number: 361887
Product name: Trans-Sedanolide
Packaging: 10mg
Price: $632
Updated: 2021/12/16

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SEDANOLIDE Chemical Properties,Usage,Production

Chemical Properties

White powder, soluble in organic solvents such as methanol, ethanol, and DMSO. It comes from the rhizome of Ligusticum chuanxiong Hort.

Uses

Sedanolide is a natural phthalide isolates from seed oil of Umbelliferae family. It induces the expression of glutathione S-transferase and reduces chemical induced carcinogenesis in mice.

Definition

ChEBI: Sedanolide is a member of 2-benzofurans.

Biological Activity

sedanolide is a natural compound produced in edible umbelliferous plants, such as celery seed oil [1].in hepg2 and caco-2 cells, treatment with sedanolide (7-500 μm) for 24h showed no effect on cell viability. in hepg2 cells cultured in sedanolide-free medium, sedanolide (500 μm) treatment for 72h decreased cell viability. pretreatment with sedanolide (100 μm) for 24 h and exposement to either h2o2 or tbooh did not exhibit statistically significant difference in viability from controls. in hepg2 following 24-h incubation with 500 μm sedanolide, a significant increase in dna strand breaks was observed. sedanolide did not modulate h2o2- and tbooh-induced dna damage. sedanolide was relatively nontoxic to cells in culture [1]. sedanolide (sn) possesses antioxidant effects. in human liver cancer (j5) cells, treatment with sedanolide suppressed j5 cell viability by inducing autophagy. sedanolide decreased protein expression levels of phosphoinositide 3-kinase (pi3k)-i, mammalian target of rapamycin (mtor) and akt and increased pi3k-iii, lc3-ii and beclin-1 protein levels. sedanolide increased the cytosolic phosphorylation of inhibitor of kappa b (iκb) and nuclear p65 and the dna-binding activity of nf-κb. sedanolide induced j5 cell autophagy by regulating pi3k, p53 and nf-κb autophagy-associated signaling pathways in j5 cells [2]. sedanolide (100 μg/ml) inhibited cyclooxygenases-1 and -2 at 250 pg/ml and blocked topoisomerase-i and-ii activity [3].

in vivo

Sedanolide increases the activity of glutathione-S-transferase (GST) in the liver, small intestinal mucosa, and forestomach of A/J mice^[1].

References

[1] woods j a, jewell c, o'brien n m. sedanolide, a natural phthalide from celery seed oil: effect on hydrogen peroxide and tert-butyl hydroperoxide-induced toxicity in hepg2 and caco-2 human cell lines[j]. in vitro & molecular toxicology: a journal of basic and applied research, 2001, 14(3): 233-240.
[2] hsieh s l, chen c t, wang j j, et al. sedanolide induces autophagy through the pi3k, p53 and nf-κb signaling pathways in human liver cancer cells[j]. international journal of oncology, 2015, 47(6): 2240-2246
[3] momin r a, nair m g. antioxidant, cyclooxygenase and topoisomerase inhibitory compounds from apium graveolens linn. seeds[j]. phytomedicine, 2002, 9(4): 312-318.

SEDANOLIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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6415-59-4, SEDANOLIDERelated Search:

VINYL NEONONANOATE SB 415286 1-AZAKENPAULLONE KAHWEOL S-[N-(3-PHENYLPROPYL)(THIOCARBAMOYL)]-L-CYSTEINE CAFESTOL 2-THIO(3-IODOBENZYL)-5-(1-PYRIDYL)-[1,3,4]-OXADIAZOLE Neocnidilide BUTYL TIGLATE 1-Cyclohexene-1-carboxylic acid SEDANOLIDE Whiskey lactone Tulipalin A Methyl 1-cyclohexene-1-carboxylate 2-N-PROPYL-2(E)-PENTENOICACID SEDANOLIDE(P),SEDANOLIDE(SH) SEDANOLIDE(PRIMARY STANDARD) SEDANOLIDE(SECONDARY STANDARD)

SEDANOLIDE

3-BUTYL-3A,4,5,6-TETRAHYDRO-1(3H)-ISOBENZOFURANON

3-BUTYL-3A,4,5,6-TETRAHYDRO-1(3H)-ISOBENZOFURANONE

3-BUTYL-3ALPHA,4,5,6-TETRAHYDRO-1(3H)-ISOBENZOFURANONE

SEDANOLIDE FROM CELERY SEEDS OIL

fromceleryseedsoil

neocnidilide

SECO-ISOLARICIRESINOL DIGLUCOSIDE(SDG)(SH)

(3S)-3aβ,4,5,6-Tetrahydro-3β-butylisobenzofuran-1(3H)-one

(3S)-3β-Butyl-1,3,3aβ,4,5,6-hexahydroisobenzofuran-1-one

trans-Sedanolide

cis-Sedanolide

(3S)-3aβ,4,5,6-Tetrahyd

Neocindilide

3-butyl-3a,4,5,6-tetrahydro-3H-isobenzofuran-1-one

3-butyl-3a,4,5,6-tetrahydro-3H-2-benzofuran-1-one

Sedanolide, 10 mM in DMSO

6415-59-4

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