CHEBI:2440 - acrovestone

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ChEBI Name acrovestone
ChEBI ID CHEBI:2440
Definition A polyphenol that is isolated from Acronychia pedunculata and exhibits moderate antioxidant and antityrosinase activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C32H42O8
Net Charge 0
Average Mass 554.67108
Monoisotopic Mass 554.28797
InChI InChI=1S/C32H42O8/c1-15(2)10-12-20-27(35)23(18(7)33)30(38)25(28(20)36)22(14-17(5)6)26-29(37)21(13-11-16(3)4)32(40-9)24(19(8)34)31(26)39/h10-11,17,22,35-39H,12-14H2,1-9H3
InChIKey KLFWXYAHGSXKAW-UHFFFAOYSA-N
SMILES COc1c(CC=C(C)C)c(O)c(C(CC(C)C)c2c(O)c(CC=C(C)C)c(O)c(C(C)=O)c2O)c(O)c1C(C)=O
Metabolite of Species Details
Acronychia pedunculata (NCBI:txid354485) Found in bark (BTO:0001301). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
EC 1.14.18.1 (tyrosinase) inhibitor
Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.
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ChEBI Ontology
Outgoing acrovestone (CHEBI:2440) has role antioxidant (CHEBI:22586)
acrovestone (CHEBI:2440) has role EC 1.14.18.1 (tyrosinase) inhibitor (CHEBI:59997)
acrovestone (CHEBI:2440) has role plant metabolite (CHEBI:76924)
acrovestone (CHEBI:2440) is a acetophenones (CHEBI:22187)
acrovestone (CHEBI:2440) is a aromatic ether (CHEBI:35618)
acrovestone (CHEBI:2440) is a olefinic compound (CHEBI:78840)
acrovestone (CHEBI:2440) is a polyphenol (CHEBI:26195)
Incoming 2'',4'',6''-Triacetylglycitin (CHEBI:178121) is a acrovestone (CHEBI:2440)
2'',6''-Di-O-acetylononin (CHEBI:176196) is a acrovestone (CHEBI:2440)
2'-Hydroxygenistein 7-(6''-malonylglucoside) (CHEBI:175967) is a acrovestone (CHEBI:2440)
3,4,5-trihydroxy-6-{1-methoxy-1,3-dioxo-3-[(3,4,5-trihydroxy-6-{[5-hydroxy-3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methoxy]propan-2-yl}oxane-2-carboxylic acid (CHEBI:180827) is a acrovestone (CHEBI:2440)
3,4,5-trihydroxy-6-{[3-(7-hydroxy-5-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl)-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylic acid (CHEBI:186140) is a acrovestone (CHEBI:2440)
3-(3,4-dimethoxyphenyl)-7-methoxy-8-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one (CHEBI:187553) is a acrovestone (CHEBI:2440)
3-(4-Hydroxyphenyl)-5-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one (CHEBI:181280) is a acrovestone (CHEBI:2440)
3-(4-Hydroxyphenyl)-7-methoxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one (CHEBI:182565) is a acrovestone (CHEBI:2440)
4'-O-Methylneobavaisoflavone 7-O-(2''-p-coumaroylglucoside) (CHEBI:186613) is a acrovestone (CHEBI:2440)
5,7,4′-trihydroxyisoflavone-7-O-(4′′-O-methyl)-beta-D-glucopyranoside (CHEBI:199158) is a acrovestone (CHEBI:2440)
5,7-Dihydroxy-2',6-dimethoxyisoflavone 7-rhamnoside (CHEBI:168269) is a acrovestone (CHEBI:2440)
5,7-Dihydroxy-3',4'-dimethoxy-8-(3-hydroxy-3-methylbutyl)-isoflavone 7-glucoside (CHEBI:168358) is a acrovestone (CHEBI:2440)
5-hydroxy-3-(4-hydroxyphenyl)-7-[[3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-1-benzopyran-4-one (CHEBI:91655) is a acrovestone (CHEBI:2440)
5-hydroxy-7,3',4'-trimethoxy-8-methylisoflavone 5-O-neohesperidoside (CHEBI:140122) is a acrovestone (CHEBI:2440)
5-Hydroxy-7,3',4'-trimethoxy-8-methylisoflavone 5-neohesperidoside (CHEBI:168866) is a acrovestone (CHEBI:2440)
6''-O-Malonylwistin (CHEBI:191448) is a acrovestone (CHEBI:2440)
6-[(6-{[3-(3,4-dimethoxyphenyl)-7-methoxy-8-methyl-4-oxo-4H-chromen-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CHEBI:190871) is a acrovestone (CHEBI:2440)
6-Hydroxydaidzein 4'-glucoside (CHEBI:176077) is a acrovestone (CHEBI:2440)
6-O-methyl-7-O-alpha-rhamnopyranosyldaidzein (CHEBI:204857) is a acrovestone (CHEBI:2440)
7,2'-Dihydroxy-3',4'-dimethoxyisoflavone 7-O-glucoside (CHEBI:190102) is a acrovestone (CHEBI:2440)
7,4′-dihydroxy-6-methoxyisoflavone-7-O-(4′′-O-methyl)-beta-D-glucopyranoside (CHEBI:212848) is a acrovestone (CHEBI:2440)
7,4′-dihydroxyisoflavone-7-O-(4′′-O-methyl)-beta-D-glucopyranoside (CHEBI:204732) is a acrovestone (CHEBI:2440)
7-hydroxy-2',4',5'-trimethoxyisoflavone 7-O-glucoside (CHEBI:140130) is a acrovestone (CHEBI:2440)
7-O-alpha-D-arabinofuranosyl daidzein (CHEBI:210992) is a acrovestone (CHEBI:2440)
7-O-methyl-5-O-alpha-L-rhamnopyranosylgenestein (CHEBI:210997) is a acrovestone (CHEBI:2440)
7-O-Methyltectorigenin 4'-O-gentiobioside (CHEBI:193277) is a acrovestone (CHEBI:2440)
[6-[3-(4-Hydroxyphenyl)-4-oxidanylidene-chromen-7-yl]oxy-3,4,5-tris(oxidanyl)oxan-2-yl]methyl ethanoate (CHEBI:182656) is a acrovestone (CHEBI:2440)
afrormosin 7-o-(6''-malonylglucoside) (CHEBI:229832) is a acrovestone (CHEBI:2440)
Bichanin A 7-O-glucoside-6''-malonate (CHEBI:184751) is a acrovestone (CHEBI:2440)
Biochanin A 7-(6-malonylglucoside) (CHEBI:190739) is a acrovestone (CHEBI:2440)
Biochanin A 7-(6-methylmalonylglucoside) (CHEBI:192152) is a acrovestone (CHEBI:2440)
biochanin A 7-glucuronide (CHEBI:189737) is a acrovestone (CHEBI:2440)
Biochanin A 7-O-rutinoside (CHEBI:197017) is a acrovestone (CHEBI:2440)
Caviunin 7-O-glucoside (CHEBI:187160) is a acrovestone (CHEBI:2440)
Cicerin 7-(6-malonylglucoside) (CHEBI:191813) is a acrovestone (CHEBI:2440)
Cladrastin 7-O-glucoside (CHEBI:186491) is a acrovestone (CHEBI:2440)
Cladrastin 7-O-laminaribioside (CHEBI:189016) is a acrovestone (CHEBI:2440)
daidzein 4'-glucuronide-7-sulfate (CHEBI:189733) is a acrovestone (CHEBI:2440)
Daidzein 6''-O-acetate (CHEBI:192919) is a acrovestone (CHEBI:2440)
Daidzein 7-alpha-L-rhamnoside (CHEBI:205356) is a acrovestone (CHEBI:2440)
daidzein 7-glucuronide-4'-sulfate (CHEBI:189732) is a acrovestone (CHEBI:2440)
Daidzein 7-O-apiosyl-(1->6)-glucoside (CHEBI:187075) is a acrovestone (CHEBI:2440)
Daidzein 7-O-glucuronide (CHEBI:166642) is a acrovestone (CHEBI:2440)
daidzein diglucuronide (CHEBI:189731) is a acrovestone (CHEBI:2440)
Daidzein G1 (CHEBI:220757) is a acrovestone (CHEBI:2440)
Daidzein G2 (CHEBI:217833) is a acrovestone (CHEBI:2440)
Daidzein G3 (CHEBI:213966) is a acrovestone (CHEBI:2440)
Daidzein-4',7-di-(2-deoxy-alpha-L-fucopyranoside) (CHEBI:208034) is a acrovestone (CHEBI:2440)
Daidzein-4'-(2-deoxy-alpha-L-fucopyranoside) (CHEBI:208022) is a acrovestone (CHEBI:2440)
Daidzein-7-(2-deoxy-alpha-L-fucopyranoside) (CHEBI:208030) is a acrovestone (CHEBI:2440)
Daidzin 4'-O-glucuronide (CHEBI:184725) is a acrovestone (CHEBI:2440)
Dihydrodaidzein 7-O-glucuronide (CHEBI:176094) is a acrovestone (CHEBI:2440)
Dihydrodaidzin (CHEBI:191478) is a acrovestone (CHEBI:2440)
Dihydroformononetin 7-O-glucoside (CHEBI:196400) is a acrovestone (CHEBI:2440)
Equol 4'-O-glucuronide (CHEBI:176354) is a acrovestone (CHEBI:2440)
Equol 7-O-glucuronide (CHEBI:188397) is a acrovestone (CHEBI:2440)
Formononetin 7-(2-p-hydroxybenzoylglucoside) (CHEBI:192005) is a acrovestone (CHEBI:2440)
Formononetin 7-(6''-malonylglucoside) (CHEBI:176205) is a acrovestone (CHEBI:2440)
Formononetin 7-(6''-methylmalonylglucoside) (CHEBI:191498) is a acrovestone (CHEBI:2440)
Formononetin 7-O-(6''-acetylglcoside) (CHEBI:173144) is a acrovestone (CHEBI:2440)
Formononetin 7-O-apiosyl-(1->2)-glucoside (CHEBI:197048) is a acrovestone (CHEBI:2440)
Formononetin 7-O-glucuronide (CHEBI:190105) is a acrovestone (CHEBI:2440)
Formononetin 7-O-xylosyl-(1->6)-glucoside (CHEBI:192934) is a acrovestone (CHEBI:2440)
Genestein G1 (CHEBI:201566) is a acrovestone (CHEBI:2440)
Genestein G2 (CHEBI:202810) is a acrovestone (CHEBI:2440)
Genistein 4',7-O-diglucuronide (CHEBI:192068) is a acrovestone (CHEBI:2440)
genistein 4'-glucuronide-7-sulfate (CHEBI:189734) is a acrovestone (CHEBI:2440)
Genistein 4'-O-glucoside (CHEBI:167929) is a acrovestone (CHEBI:2440)
Genistein 4'-O-glucuronide (CHEBI:167838) is a acrovestone (CHEBI:2440)
Genistein 5-glucoside (CHEBI:176087) is a acrovestone (CHEBI:2440)
Genistein 5-O-glucuronide (CHEBI:176130) is a acrovestone (CHEBI:2440)
genistein 7-glucuronide-4'-sulfate (CHEBI:189735) is a acrovestone (CHEBI:2440)
Genistein 7-O-(2-p-coumaroylglucoside) (CHEBI:176129) is a acrovestone (CHEBI:2440)
Genistein 7-O-apiosyl-(1->6)-glucoside (CHEBI:184588) is a acrovestone (CHEBI:2440)
Genistein 7-O-glucoside-4'-O-apioside (CHEBI:190384) is a acrovestone (CHEBI:2440)
Genistein 7-O-glucuronide (CHEBI:176131) is a acrovestone (CHEBI:2440)
Germanasim E (CHEBI:192579) is a acrovestone (CHEBI:2440)
Glycitein 7-O-glucuronide (CHEBI:168844) is a acrovestone (CHEBI:2440)
Irilone 4'-glucoside (CHEBI:191601) is a acrovestone (CHEBI:2440)
Irilone 4'-O-glucoside (CHEBI:188268) is a acrovestone (CHEBI:2440)
Irisolidone 7-O-glucuronide (CHEBI:191760) is a acrovestone (CHEBI:2440)
Iristectorigenin A 7-O-glucoside (CHEBI:185004) is a acrovestone (CHEBI:2440)
Isoflavone base + 1o, 1meo, o-hex+c7h12no (CHEBI:184057) is a acrovestone (CHEBI:2440)
Isogenistein 7-glucoside (CHEBI:176079) is a acrovestone (CHEBI:2440)
Isomucronulatol 7-O-glucoside (CHEBI:228880) is a acrovestone (CHEBI:2440)
Isomucronulator 7-O-glucoside (CHEBI:169391) is a acrovestone (CHEBI:2440)
Isotectorigenin 4'-glucoside 7-rhamnoside (CHEBI:176226) is a acrovestone (CHEBI:2440)
lmpk12050064 (CHEBI:229897) is a acrovestone (CHEBI:2440)
Lupiwighteone hydrate 7-glucoside (CHEBI:175919) is a acrovestone (CHEBI:2440)
Luteone 7-glucoside (CHEBI:191631) is a acrovestone (CHEBI:2440)
N99-596 A (CHEBI:200241) is a acrovestone (CHEBI:2440)
N99-596 B (CHEBI:202516) is a acrovestone (CHEBI:2440)
Pratensein 3'-glucoside (CHEBI:191690) is a acrovestone (CHEBI:2440)
Pseudobaptigenin 7-O-glucoside (CHEBI:192452) is a acrovestone (CHEBI:2440)
Pseudobaptigenin 7-O-laminaribioside (CHEBI:190095) is a acrovestone (CHEBI:2440)
Retusin 8-O-arabinoside (CHEBI:184810) is a acrovestone (CHEBI:2440)
Rothindin (CHEBI:169282) is a acrovestone (CHEBI:2440)
Sophoricoside (CHEBI:188772) is a acrovestone (CHEBI:2440)
Tectorigenin 7-O-gentiobioside (CHEBI:197029) is a acrovestone (CHEBI:2440)
Termisoflavone A (CHEBI:206215) is a acrovestone (CHEBI:2440)
Termisoflavone B (CHEBI:206222) is a acrovestone (CHEBI:2440)
Termisoflavone C (CHEBI:206228) is a acrovestone (CHEBI:2440)
Vestitone 7-glucoside (CHEBI:168900) is a acrovestone (CHEBI:2440)
Wistin (CHEBI:191449) is a acrovestone (CHEBI:2440)
IUPAC Name
1-(3-{1-[3-acetyl-2,6-dihydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-methylbutyl}-2,4,6-trihydroxy-5-(3-methylbut-2-en-1-yl)phenyl)ethan-1-one
Synonym Source
Acrovestone KEGG COMPOUND
Manual Xrefs Databases
C00002978 KNApSAcK
C09916 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
24177-16-0 CAS Registry Number KEGG COMPOUND
24177-16-0 CAS Registry Number ChemIDplus
2611012 Reaxys Registry Number Reaxys
2611012 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
12880321 PubMed citation Europe PMC
22708987 PubMed citation Europe PMC
2506892 PubMed citation Europe PMC
2614422 PubMed citation Europe PMC
Last Modified
19 May 2020