SANTONIC ACID

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H20O4
Molecular Weight	264.3169
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12[C@H](C)C(=O)C[C@@]3([H])[C@]1(C)CC[C@@]3([C@H](C)C(O)=O)C2=O

InChI

InChIKey=UNPYYTKZOHYHMZ-DQMQVFGMSA-N

InChI=1S/C15H20O4/c1-7-9(16)6-10-14(3)4-5-15(10,8(2)13(18)19)12(17)11(7)14/h7-8,10-11H,4-6H2,1-3H3,(H,18,19)/t7-,8-,10+,11+,14+,15+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C15H20O4
Molecular Weight	264.3169
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12645053
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/18329884

Santonic acid is an organic compound containing both carboxylic acid and ketone functionality. It is a transformation product of santonin discovered by Hvoslev in 1863, and rediscovered some ten years later by Cannizzaro and Sestini. Hvoslev had found that the action of concentrated sodium hydroxide on santonin gave rise to an acid, isomeric with santoninic acid, named santonic acid in in 1863. Biological studies indicated that a new copper(II) complex of santonic acid displays interesting potential antitumoral actions.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Tumor cell growth 2 Target ID: Tumor cell growth Sources: https://www.ncbi.nlm.nih.gov/pubmed/18329884	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cancer 592 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18329884	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
The stories of santonin and santonic acid.	2003 Mar 17	12645053
Potential antitumoral properties of a new copper complex with santonic acid.	2008 Apr 15	18329884

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

The copper complex of Santonic acid (500 uM) inhibited 55% of basal tumoral osteoblasts (UMR106) cell proliferation.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 19:07:16 GMT 2023` Edited by `admin` on `Sat Dec 16 19:07:16 GMT 2023`
Record UNII	0735572T0M
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SANTONIC ACID

Common Name

English

SANTONIC ACID, (-)-

Common Name

English

NSC-138622

Code

English

NSC-13862

Code

English

1,4-METHANO-1H-INDENE-1-ACETIC ACID, OCTAHYDRO-.ALPHA.,3A,5-TRIMETHYL-6,8-DIOXO-, (.ALPHA.S,1R,3AS,4R,5S,7AS)-

Systematic Name

English

HEXAHYDRO-.ALPHA.,3A,5-TRIMETHYL-6,8-DIOXO-1,4-METHANOINDAN-1-ACETIC ACID

Common Name

English

SANTONIC ACID [MI]

Common Name

English

(-)-SANTONIC ACID

Common Name

English

SODIUM SANTONINATE [JAN]

Common Name

English

Code System Code Type Description

WIKIPEDIA

Santonic acid