Skip to Content
Merck
All Photos(2)

Documents

Safety Information

119792

Sigma-Aldrich

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)

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

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

Quality Level

100

Assay

98%

form

solid

optical activity

[α]20/D +133°, c = 4 in ethanol

mp

193-196 °C (lit.)

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)

Related Categories

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

119792-1G:
119792-100MG:
119792-BULK:
119792-VAR:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 4

1 of 4

Nimbidiol ≥95% (LC/MS-ELSD)

Sigma-Aldrich

SMB00209

Nimbidiol

Rosin ≥95% (HPLC)

Sigma-Aldrich

SMB00582

Rosin

Sclareol 98%

Sigma-Aldrich

357995

Sclareol

Steviol hydrate ≥98% (HPLC), powder

Sigma-Aldrich

H8664

Steviol hydrate

Yong-Mei Cui et al.
Bioorganic & medicinal chemistry letters, 18(19), 5197-5200 (2008-09-16)
We found that the podocarpic acid structure provides a new scaffold for chemical modulators of large-conductance calcium-activated K(+) channels (BK channels). Structure-activity analysis indicates the importance of both the arrangement (i.e., location and orientation) of the carboxylic acid functionality of
D J Bennett et al.
Current medicinal chemistry, 15(2), 195-209 (2008-01-29)
The Liver X Receptor (LXR) alpha and beta isoforms are members of the type II nuclear receptor family which function as a heterodimer with the Retinoid X Receptor (RXR). Upon agonist binding, the formation of the LXR/RXR heterodimer takes place
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
K A Staschke et al.
Virology, 248(2), 264-274 (1998-08-29)
Entry of influenza virus into the host cell is dependent on the fusion of the viral envelope with the endosomal membrane and is mediated by a low-pH-induced change of the viral hemagglutinin (HA) to a conformation that is fusogenic. A
Weiguo Liu et al.
Bioorganic & medicinal chemistry letters, 15(20), 4574-4578 (2005-08-30)
A series of podocarpic acid amides were identified as potent agonists for Liver X receptor alpha and beta subtypes, which are members of a nuclear hormone receptor superfamily that are involved in the regulation of a variety of metabolic pathways
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service