HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Compound

Agrimophol

HCID 442901
New noteNew reactionRequest quotes
Print preview
Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
65792-05-4
Standard SMILES
CCCC(=O)c1c(O)c(C[C@]2(C)C(=O)C(C(=O)[C@H](C)CC)=C(O)C(C)=C2O)c(O)c(C)c1OC
InChIKey
NQGCBDWQKDAGTK-RYZVSIALSA-N
Molecular formula
C26H34O8
Average molar mass
474.5 g/mol
Monoisotopic mass
474.22536804

Overview

Agrimophol is a carboxylic ester. It is functionally related to a phloroglucinol.

Names & identifiers

Preferred name
Agrimophol
IUPAC
(6S)-6-[(3-butanoyl-2,6-dihydroxy-4-methoxy-5-methylphenyl)methyl]-3,5-dihydroxy-4,6-dimethyl-2-[(2R)-2-methylbutanoyl]cyclohexa-2,4-dien-1-one
English name
AGRIMOPHOL
Molecular formula
C26H34O8
Molecular weight
474.54

Names & synonyms

Agrimophol(6S)-6-[(3-butanoyl-2,6-dihydroxy-4-methoxy-5-methylphenyl)methyl]-3,5-dihydroxy-4,6-dimethyl-2-[(2R)-2-methylbutanoyl]cyclohexa-2,4-dien-1-one(6S)-6-((3-butanoyl-2,6-dihydroxy-4-methoxy-5-methylphenyl)methyl)-3,5-dihydroxy-4,6-dimethyl-2-((2R)-2-methylbutanoyl)cyclohexa-2,4-dien-1-oneRefChem:9152862,4-Cyclohexadien-1-one, 6-((2,6-dihydroxy-4-methoxy-3-methyl-5-(1-oxobutyl)phenyl)methyl)-3,5-dihydroxy-4,6-dimethyl-2-(2-methyl-1-oxobutyl)-CHEBI:2518SCHEMBL27823180DTXSID20984297Q27105699Agrimophol(um)AGRIMOPHOL USP/EP/BP2,4-CYCLOHEXADIEN-1-ONE,6-[[2,6-DIHYDROXY-4-METHOXY-3-METHYL-5-(1-OXOBUTYL)PHENYL]METHYL]-3,5-DIHYDROXY-4,6-DIMETHYL-2-(2-METHYL-1-OXOBUTYL)-
Show more names
2,4-Cyclohexadien-1-one, 6-[[2,6-dihydroxy-4-methoxy-3-methyl-5-(1-oxobutyl)phenyl]methyl]-3,5-dihydroxy-4,6-dimethyl-2-(2-methyl-1-oxobutyl)-AGRIMOPHOL: 2,4-CYCLOHEXADIEN-1-ONE,6-[[2,6-DIHYDROXY-4-METHOXY-3-METHYL-5-(1-OXOBUTYL)PHENYL]METHYL]-3,5-DIHYDROXY-4,6-DIMETHYL-2-(2-METHYL-1-OXOBUTYL)-,

Properties

Computed structural properties

XLogP
4.6
Topological polar surface area
141 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
8
Rotatable bonds
9
Heavy atoms
34
Formal charge
0
Complexity
887

Physicochemical properties

Boiling point
138.5 · 138.5-139.0 °C
Density
1.265 · 1.265±0.06 g/cm3(Predicted)
pka
4.5 · 4.50±1.00(Predicted)
LogP
4.892 · 4.892 (est)
CAS DataBase Reference
65792 · 65792-05-4

Chemistry & industry

Applications · 2 items

DescriptionThis substance is the active ingredient of agrimony, the dry part above the ground of Agrimonia pilosa Ledeb, which is distributed in most areas of China. Its same generic plants include Agrimonia pilosa Ldb. var. nepalensis (D.Don) Nakai, Agrimonia nipponica Koidz. var. occidentalis Skalicky, Agrimonia coreana Nakai, and Agrimonia eupatoria Linn. subsp. asiatica (Juzep.) Skalicky. In recent years, the role of agrimony in the treatment of cancer diseases and other aspects of attention has gradually attracted much attention.Agrimony also contains volatile oil, trace elements, agrimarin, agrimus lactone, tannin, sterols, organic acids, phenolic compounds, flavonoids and glycosides, and other compounds. Among them, the phenolic compounds mainly contain agrimony A, agrimony B, agrimony C, agrimony D, agrimony E, agrimony, pseudoephedrine, and so on.

HistoryIn folk medicine, the whole agrimony was used to stop bleeding and inflammation sterilization; its rhizome was used to treat intestinal bloody flux, the radical bud to expelling tenia. The clinical application and pharmacological studies have shown that agrimony root has a broad spectrum of anthelmintic effect with high activity and low toxicity.In the early 1970s, the Chinese scientists used lime milk extraction method or petroleum ether as a solvent to separate the extract from the grass buds and further extracted the main ingredient, agrimophol . Animal experiments and clinical applications show that the agrimophol has a broad spectrum of anthelmintic effect with high efficacy, as well as the function of killing schistosomiasis.The chemical structure of agrimophol was determined, and the synthesis was realized . It is synthesized from methyl phloroglucinol.Recent studies have shown that agrimophol has a significant anticancer effect .

Related reactions

0 records
New reaction record

No reaction records under the current filter.

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
More actions
New noteNew reactionRequest quotes

Database identifiers

CAS
65792-05-4
PubChem CID
442901
DTXSID
DTXSID20984297
ChEBI
CHEBI:2518
Nikkaji
J2.774.592J