SANDARACOPIMARIC ACID

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H30O2
Molecular Weight	302.451
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12CC[C@](C)(C=C)C=C1CC[C@@]3([H])[C@@](C)(CCC[C@]23C)C(O)=O

InChI

InChIKey=MHVJRKBZMUDEEV-KRFUXDQASA-N

InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15-,16+,18-,19+,20+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C20H30O2
Molecular Weight	302.451
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24959678 | https://www.ncbi.nlm.nih.gov/pubmed/12567284

Commiphora opobalsamum is a Traditional Chinese Medicine used to treat traumatic injury, mainly by relaxing blood vessels; sandaracopimaric acid (SA) (also known as Cryptopimaric acid) was obtained from it. During investigation of SA properties was found that it was effective against phenylephrine-induced contraction of pulmonary artery rings in a concentration-dependent manner. In addition, SA showed strong inhibitory effect on Epstein-Barr virus early antigen (EBV-EA) induction (100 % inhibition at 1000 mol ratio/TPA).

Approval Year

Targets

Primary Target	Pharmacology	Potency
GABA A receptor alpha-2/beta-2/gamma-2 6 Target ID: CHEMBL2111413 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21793559	Modulator 828	364.8 µM [EC50]
GABA A receptor alpha-1/beta-1/gamma-2 7 Target ID: CHEMBL2111392 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21793559	Modulator 828	289.5 µM [EC50]
GABA(A) receptor α₅β₂γ(2S) 1 Target ID: GABA(A) receptor α₅β₂γ(2S) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21793559	Modulator 828	317.0 µM [EC50]
Epstein-Barr virus early antigen (EBV-EA) 1 Target ID: Epstein-Barr virus early antigen (EBV-EA) Sources: https://www.ncbi.nlm.nih.gov/pubmed/12502340	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Diterpenes from the berries of Juniperus excelsa.	1999 Apr	10234860
Antimycobacterial plant terpenoids.	2001 Nov	11731906
[Study on chemical constituents from petroleum ether-soluble parts of cones of Platycladus orientalis].	2012 Oct	23627129

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Pulmonary artery rings were pretreated with phenylephrine (PE) (10−6 M), and then andaracopimaric acid (Cryptopimaric acid) (5, 10, 20, 40, 80 μM) was accumulatively added to the bath. It was found that SA was effective against PE-induced contraction of pulmonary artery rings in a concentration-dependent manner.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:27:04 GMT 2023` Edited by `admin` on `Sat Dec 16 08:27:04 GMT 2023`
Record UNII	P4BJH0IA3Z
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

SANDARACOPIMARIC ACID

Common Name

English

ISODEXTROPIMARIC ACID

Common Name

English

.DELTA.8(14)-ISOPIMARIC ACID

Common Name

English

1-PHENANTHRENECARBOXYLIC ACID, 7-ETHENYL-1,2,3,4,4A,4B,5,6,7,9,10,10A-DODECAHYDRO-1,4A,7-TRIMETHYL-, (1R,4AR,4BS,7R,10AR)-

Systematic Name

English

NSC-6435

Code

English

PODOCARP-8(14)-EN-15-OIC ACID, 13.BETA.-METHYL-13-VINYL-

Common Name

English

(-)-SANDARACOPIMARIC ACID

Common Name

English

SANDARAKOPIMARIC ACID

Common Name

English

7-EPIPIMARA-8(14),18-DIENOIC ACID

Common Name

English

CRYPTOPIMARIC ACID

Common Name

English

Code System Code Type Description

PUBCHEM

221580