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Details

Stereochemistry ABSOLUTE
Molecular Formula C30H48O6
Molecular Weight 504.6985
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TERMINOLIC ACID

SMILES

[H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]3(C)C2=CC[C@]4([H])[C@@]5(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@]5([H])[C@H](O)C[C@@]34C)C(O)=O

InChI

InChIKey=IDQVFXZQPGAVAM-GGVBUJAJSA-N
InChI=1S/C30H48O6/c1-25(2)9-11-30(24(35)36)12-10-28(5)17(18(30)13-25)7-8-21-26(3)14-20(33)23(34)27(4,16-31)22(26)19(32)15-29(21,28)6/h7,18-23,31-34H,8-16H2,1-6H3,(H,35,36)/t18-,19+,20+,21+,22+,23-,26+,27-,28+,29+,30-/m0/s1

HIDE SMILES / InChI

Molecular Formula C30H48O6
Molecular Weight 504.6985
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 11 / 11
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/24697659

Centella asiatica (L. ) Urban is a tropical medicinal plant with a long history of therapeutic uses. Terminolic acid, is a constituent of Centella asiatica, significantly decreases interleukin-8 production in human colon cancer cells. In addition, its inhibitory activity of against promyelocytic leukemia HL-60 and human erythromyeloblastoid leukemia K562 cell lines was also evaluated. It was found, that terminolic acid possesses moderate antibacterial activity against Staphylococcus aureus, Escherichia coli and Enterococcus faecalis

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
[Separation and determination of madecassic acid in triterpenic genins of Centella asiatica by high performance liquid chromatography using beta-cyclodextrin as mobile phase additive].
2007 May
Antibacterial and cytotoxic triterpenoids from the roots of Combretum racemosum.
2016 Apr

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: Terminolic acid exhibited moderate antibacterial activity against Staphylococcus aureus, Escherichia coli and Enterococcus faecalis (MICs within a range of 64 and 256 μg/mL).
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:54:37 UTC 2023
Edited
by admin
on Sat Dec 16 09:54:37 UTC 2023
Record UNII
9Z1542R0IT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TERMINOLIC ACID
Common Name English
TERMINOLIC ACID (CONSTITUENT OF CENTELLA ASIATICA) [DSC]
Common Name English
OLEAN-12-EN-28-OIC ACID, 2,3,6,23-TETRAHYDROXY-, (2.ALPHA.,3.BETA.,4.ALPHA.,6.BETA.)-
Systematic Name English
Code System Code Type Description
FDA UNII
9Z1542R0IT
Created by admin on Sat Dec 16 09:54:37 UTC 2023 , Edited by admin on Sat Dec 16 09:54:37 UTC 2023
PRIMARY
CAS
564-13-6
Created by admin on Sat Dec 16 09:54:37 UTC 2023 , Edited by admin on Sat Dec 16 09:54:37 UTC 2023
PRIMARY
PUBCHEM
12314613
Created by admin on Sat Dec 16 09:54:37 UTC 2023 , Edited by admin on Sat Dec 16 09:54:37 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Constituent of Centella asiatica aerial parts.