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Pseudolaric Acid A

$178

  • Brand : BIOFRON

  • Catalogue Number : BF-P4013

  • Specification : 98%(HPLC)

  • CAS number : 82508-32-5

  • Formula : C22H28O6

  • Molecular Weight : 388.46

  • PUBCHEM ID : 6436278

  • Volume : 20mg

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Catalogue Number

BF-P4013

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

388.46

Appearance

White crystalline powder

Botanical Source

Pseudolarix amabilis

Structure Type

Terpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC1=CCC23CCC(C2(CC1)OC(=O)C)C(OC3=O)(C)C=CC=C(C)C(=O)O

Synonyms

(2E,4E)-5-[(1R,7S,8S,9R)-7-Acetoxy-4,9-dimethyl-11-oxo-10-oxatricyclo[6.3.2.0]tridec-3-en-9-yl]-2-methyl-2,4-pentadienoic acid/(2E,4E)-5-[(1R,7S,8S,9R)-7-Acetoxy-4,9-dimethyl-11-oxo-10-oxatricyclo[6.3.2.0]tridec-3-en-9-yl]-2-methylpenta-2,4-dienoic acid/2,4-Pentadienoic acid, 5-[(3R,4S,4aS,9aR)-4a-(acetyloxy)-3,4,4a,5,6,9-hexahydro-3,7-dimethyl-1-oxo-1H-4,9a-ethanocyclohepta[c]pyran-3-yl]-2-methyl-, (2E,4E)-/(2E,4E)-5-[(1R,7R,8S,9S)-7-Acetoxy-4,9-dimethyl-11-oxo-10-oxatricyclo[6.3.2.0]tridec-3-en-9-yl]-2-methyl-2,4-pentadienoic acid/(2E,4E)-5-[(3R,4S,4aS,9aR)-4a-(acetyloxy)-3,7-dimethyl-1-oxo-3,4,4a,5,6,9-hexahydro-4,9a-ethanocyclohepta[c]pyran-3(1H)-yl]-2-methylpenta-2,4-dienoic acid/pseudolaric acid A/2,4-Pentadienoic acid, 5-[(3S,4S,4aR,9aR)-4a-(acetyloxy)-3,4,4a,5,6,9-hexahydro-3,7-dimethyl-1-oxo-1H-4,9a-ethanocyclohepta[c]pyran-3-yl]-2-methyl-, (2E,4E)-/PseudolaricAcid A

IUPAC Name

(2E,4E)-5-[(1R,7S,8S,9R)-7-acetyloxy-4,9-dimethyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl]-2-methylpenta-2,4-dienoic acid

Applications

Pseudolaric Acid A is a diterpene acid isolated from Pseudolarix kaempferi, has antifungal, cytotoxic and antifertile activities[1][2][3].

Density

1.23

Solubility

Methanol; Acetontrile; DMSO

Flash Point

196.6±23.6 °C

Boiling Point

571.5±50.0 °C at 760 mmHg

Melting Point

206-207 ºC

InChl

InChI=1S/C22H28O6/c1-14-7-11-21-12-9-17(22(21,13-8-14)27-16(3)23)20(4,28-19(21)26)10-5-6-15(2)18(24)25/h5-7,10,17H,8-9,11-13H2,1-4H3,(H,24,25)/b10-5+,15-6+/t17-,20+,21+,22-/m0/s1

InChl Key

GOHMRMDXUXWCDQ-MPVZDDSSSA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:82508-32-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

21524082

Abstract

A new strategy for the stereoselective total synthesis of natural product pseudolaric acid A (1) was accomplished in 16 steps from commercially available starting material, featuring a samarium diiodide (SmI(2))-mediated intramolecular alkene-ketyl radical cyclization and a ring-closing metathesis (RCM) reaction to stereoselectively cast the unusual trans-fused [5-7]-bicyclic core of pseudolaric acid A (1).

Title

A concise approach for the total synthesis of pseudolaric acid A.

Author

Xu T1, Li CC, Yang Z.

Publish date

2011 May 20

PMID

16906616

Title

Total synthesis of pseudolaric acid A.

Author

Geng Z1, Chen B, Chiu P.

Publish date

2006 Sep 18

PMID

2236294

Abstract

Pseudolaric acid-A and -B, the novel diterpene acids isolated from Pseudolarix kaempferi, and their related derivatives have been tested for cytotoxicity against KB, A-549, HCT-8, P-388, and L-1210 tumor cells. The results showed that pseudolaric acid-A and -B demonstrated potent cytotoxicity. The selectivity of pseudolaric acid-A and -B which inhibit the growth of particular cell types within the disease-oriented human cancer cell line panels is discussed.

Title

The cytotoxic principles of Pseudolarix kaempferi: pseudolaric acid-A and -B and related derivatives.

Author

Pan DJ1, Li ZL, Hu CQ, Chen K, Chang JJ, Lee KH.

Publish date

1990 Aug