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119792

Podocarpic acid

98%

Synonym(s):

(+)-Podocarpic acid, (1S)-1,2,3,4,4a,9,10,10a-Octahydro-6-hydroxy-1,4a-dimethyl-1-phenanthrenecarboxylic acid, (1S,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-6-hydroxy-1,4a-dimethyl-1-phenanthrenecarboxylic acid, Podocarpic acid (resin acid)

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About This Item

Empirical Formula (Hill Notation):
C17H22O3
CAS Number:
5947-49-9
Molecular Weight:
274.35
NACRES:
NA.22
PubChem Substance ID:
24847299
UNSPSC Code:
12352002
EC Number:
227-706-3
MDL number:
MFCD00074825
Assay:
98%
Form:
solid
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Quality Level

100

assay

98%

form

solid

optical activity

[α]20/D +133°, c = 4 in ethanol

mp

193-196 °C (lit.)

functional group

carboxylic acid

SMILES string

[H][C@@]12CCc3ccc(O)cc3[C@@]1(C)CCC[C@]2(C)C(O)=O

InChI

1S/C17H22O3/c1-16-8-3-9-17(2,15(19)20)14(16)7-5-11-4-6-12(18)10-13(11)16/h4,6,10,14,18H,3,5,7-9H2,1-2H3,(H,19,20)/t14-,16-,17+/m1/s1

InChI key

VJILEYKNALCDDV-OIISXLGYSA-N

Gene Information

human ... TNF(7124)

Application

  • (+)-Podocarpic acid as chiral template in the synthesis of aphidicolane, stemodane and stemarane diterpenoids: This article reviews the use of (+)-podocarpic acid in the synthesis of various diterpenoids, showcasing its utility in complex organic syntheses (La Bella et al., 2016).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
02409HJ
10519LW

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E J Parish et al.
Journal of pharmaceutical sciences, 73(5), 694-696 (1984-05-01)
As a class, octahydrophenanthrene lactones, podolactones , and related podocarpic acid derivatives have been reported to possess a wide variety of biological activities, including antileukemic activity, inhibition of plant cell growth, and hormonal and anti-inflammatory properties. In the present study
W He et al.
Bioorganic & medicinal chemistry letters, 9(3), 469-474 (1999-03-26)
Podocarpic acid derivatives as cytokine (IL-1beta) release inhibitors are discussed.
Hany Nashaat Baraka
Planta medica, 76(8), 815-817 (2010-01-15)
Podocarpic acid was metabolized by Mucor ramannianus ATCC 9628, and Beauveria bassiana ATCC 7159 to afford two new metabolites, 2 alpha-hydroxy podocarpic acid and 11-hydroxy podocarpic acid, along with the known metabolite 13-hydroxy podocarbic acid. The identity of these metabolites
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Global Trade Item Number

SKUGTIN
119792-100MG04061833278703
119792-1G04061826661413