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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 of SANDARACOPIMARIC ACID

SMILES

C[C@@]1(CC[C@H]2C(CC[C@@H]3[C@]2(C)CCC[C@@]3(C)C(O)=O)=C1)C=C

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

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

Targets

Primary TargetPharmacologyConditionPotency
364.8 µM [EC50]
289.5 µM [EC50]
Target ID: GABA(A) receptor α₅β₂γ(2S)
317.0 µM [EC50]
Target ID: Epstein-Barr virus early antigen (EBV-EA)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Preparative mass-spectrometry profiling of bioactive metabolites in Saudi-Arabian propolis fractionated by high-speed countercurrent chromatography and off-line atmospheric pressure chemical ionization mass-spectrometry injection.
2014-06-20
[Study on chemical constituents from petroleum ether-soluble parts of cones of Platycladus orientalis].
2012-10
Antimycobacterial plant terpenoids.
2001-11
Diterpenes from the berries of Juniperus excelsa.
1999-04
On cryptopimaric acid and neoisopimaric acid.
1962-10

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
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 Mon Mar 31 22:05:36 GMT 2025
Edited
by admin
on Mon Mar 31 22:05:36 GMT 2025
Record UNII
P4BJH0IA3Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-6435
Preferred Name English
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
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
Created by admin on Mon Mar 31 22:05:36 GMT 2025 , Edited by admin on Mon Mar 31 22:05:36 GMT 2025
PRIMARY
EPA CompTox
DTXSID80893311
Created by admin on Mon Mar 31 22:05:36 GMT 2025 , Edited by admin on Mon Mar 31 22:05:36 GMT 2025
PRIMARY
FDA UNII
P4BJH0IA3Z
Created by admin on Mon Mar 31 22:05:36 GMT 2025 , Edited by admin on Mon Mar 31 22:05:36 GMT 2025
PRIMARY
NSC
6435
Created by admin on Mon Mar 31 22:05:36 GMT 2025 , Edited by admin on Mon Mar 31 22:05:36 GMT 2025
PRIMARY
CAS
471-74-9
Created by admin on Mon Mar 31 22:05:36 GMT 2025 , Edited by admin on Mon Mar 31 22:05:36 GMT 2025
PRIMARY
CHEBI
69240
Created by admin on Mon Mar 31 22:05:36 GMT 2025 , Edited by admin on Mon Mar 31 22:05:36 GMT 2025
PRIMARY