ACEVALTRATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H32O10
Molecular Weight	480.5049
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12[C@H](OC(=O)CC(C)C)OC=C(COC(C)=O)C1=C[C@H](OC(=O)CC(C)(C)OC(C)=O)[C@]23CO3

InChI

InChIKey=FWKBQAVMKVZEOT-STCFVSJZSA-N

InChI=1S/C24H32O10/c1-13(2)7-19(27)33-22-21-17(16(11-30-22)10-29-14(3)25)8-18(24(21)12-31-24)32-20(28)9-23(5,6)34-15(4)26/h8,11,13,18,21-22H,7,9-10,12H2,1-6H3/t18-,21+,22-,24+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C24H32O10
Molecular Weight	480.5049
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21567360 | https://www.ncbi.nlm.nih.gov/pubmed/12502349

Acevaltrate is an iridoid found in variable amounts in Valerianaceae and might be among the bioactive compounds which confer anxiolytic properties to the Valeriana species. Acevaltrate inhibited total H⁺/K⁺-ATPase activity (60.7 ± 7.3 %) from rat gastric epithelium. Acevaltrate inhibited Na⁺/K⁺-ATPase with IC₅₀ value of 22.8 uM. Na⁺/K⁺-ATPase might be one of their molecular targets of Acevaltrate in vivo.

Approval Year

PubMed

Title	Date	PubMed
Iridoids from the rhizomes and roots of Valeriana jatamansi.	2002 Dec	12502349
In vitro effect of valepotriates isolated from Valeriana glechomifolia on rat P-type ATPases.	2011 Oct	21567360

Patents

Sample Use Guides

In Vitro Use Guide

Valepotriates of the diene type (valtrate, isovaltrate and acevaltrate) displayed the highest cytotoxicity, with IC50 values of 1-6 uM, following continuous incubation.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:25:57 GMT 2023` Edited by `admin` on `Sat Dec 16 16:25:57 GMT 2023`
Record UNII	S9MFK45GY9
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ACEVALTRATE

Official Name

English

ACEVALTRATE [MART.]

Common Name

English

BUTANOIC ACID, 3-(ACETYLOXY)-3-METHYL-, (1S,2'R,6S,7AS)-4-((ACETYLOXY)METHYL)-6,7A-DIHYDRO-1-(3-METHYL-1-OXOBUTOXY)SPIRO(CYCLOPENTA(C)PYRAN-7(1H),2'-OXIRAN)-6-YL ESTER

Common Name

English

1,7A-DIHYDRO-1,6-DIHYDROXYSPIRO(CYCLOPENTA(C)PYRAN-7(6H), 2'-OXIRANE)-4-METHANOL 4-ACETATE 1(OR 6)-ISOVALERATE 6(OR 1)-(3-HYDROXY-3-METHYLBUTYRATE, ACETATE)

Common Name

English

acevaltrate [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29756