HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
Huagongshe Open Program:[email protected]AI access: llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.7.8
  1. Home
  2. /Compound

Quercetin pentaacetate

HCID 14005
NotesReactions
Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
1064-06-8
Standard SMILES
CC(=O)Oc1cc(OC(C)=O)c2c(=O)c(OC(C)=O)c(-c3ccc(OC(C)=O)c(OC(C)=O)c3)oc2c1
InChIKey
JQUHMSXLZZWRHU-UHFFFAOYSA-N
Molecular formula
C25H20O12
Average molar mass
512.4 g/mol
Monoisotopic mass
512.09547607

Overview

Quercetin pentaacetate has been reported in Byrsonima coccolobifolia with data available.

Names & identifiers

Preferred name
Quercetin pentaacetate
IUPAC
[2-acetyloxy-4-(3,5,7-triacetyloxy-4-oxochromen-2-yl)phenyl] acetate
English name
QUERCETINPENTAACETATE
Molecular formula
C25H20O12
Molecular weight
512.42

Names & synonyms

Quercetin pentaacetate1064-06-83,3',4',5,7-PentaacetoxyflavoneG0B9KJ0VKI4H-1-Benzopyran-4-one, 3,5,7-tris(acetyloxy)-2-(3,4-bis(acetyloxy)phenyl)-FLAVONE, 3,3',4',5,7-PENTAHYDROXY-, PENTAACETATEDTXSID30147593RefChem:930461DTXCID9070084PentaacetylquercetinQuercetin acetateQUERCETINPENTAACETATE
Show more names
Quercetine pentaacetate3,3',4',5,7-Penta(acetyloxy)flavoneQuercetin pentaacetate, 10 mM in DMSO3,5,7-triacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one2-(3,4-diacetoxyphenyl)-4-oxo-4H-chromene-3,5,7-triyl triacetateQuercetin pentaacetate,Respiratory syncytial virus,inhibit,Inhibitor,RSV
[2-acetyloxy-4-(3,5,7-triacetyloxy-4-oxochromen-2-yl)phenyl] acetateNSC-1159193,7-diacetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxochromen-5-yl acetate[5,7-diacetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxochromen-3-yl] acetateC25H20O12NSC 115919BRN 03802153,3',4',5,7-Pentahydroxyflavone pentaacetate

Properties

Computed structural properties

XLogP
2.1
Topological polar surface area
158 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
12
Rotatable bonds
11
Heavy atoms
37
Formal charge
0
Complexity
998

Physicochemical properties

Melting point
193 °C · 193 °C
Boiling point
666.4 · 666.4±55.0 °C(Predicted)
Density
1.45 · 1.45±0.1 g/cm3(Predicted)
storage temp.
-20 °C · Store at -20°C
solubility
Dichloromethane, Ethyl Acetate
form
Solid
color
Beige
FDA UNII
0 B9KJ0VKI · G0B9KJ0VKI

Chemistry & industry

Applications · 2 items

DescriptionPentaacetylquercetin is a pentaacetylated derivative of the flavonoid quercetin that has diverse biological activities, including antioxidant, anti-inflammatory, and anticancer properties. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) radicals in vitro (IC50 = 3.74 μg/ml) and inhibits iron(II) chloride-induced lipid peroxidation in rat liver mitochondria (IC50 = 20.2 μg/ml). Pentaacetylquercetin inhibits LPS-induced increases in nitrite (IC50 = 8.7 μM) and PGE2 production, as well as inducible nitric oxide synthase (iNOS) and COX-2 levels, in RAW 264.7 cells when used at concentrations of 20 and 40 μM. It also inhibits the growth of HL-60, U937, and SK-MEL-1 cells (IC50s = 38, 25, and 58 μM, respectively).

Uses[5,7-Diacetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxochromen-3-yl] Acetate is an intermediate in the synthesis of Quercetin Dihydrate (Q509500), which is a lavonoid with anticancer activity. It is a mitochondrial ATPase and phosphodiesterase inhibitor. It Inhibits PI3-kinase activity and slightly inhibits PIP kinase activity. Quercetin has antiproliferative effects on cancer cell lines, reduces cancer cell growth via type II estrogen receptors, and arrests human leukemic T cells in late G1 phase of the cell cycle.

Suppliers19 total

成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
成都普睿法药物研发有限公司82633860 18982077548 · [email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
吉林中科研伸科技有限公司18143011203 · [email protected]

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

Database identifiers

CAS
1064-06-8
PubChem CID
14005
DTXSID
DTXSID30147593
ChEMBL
CHEMBL19074
UNII
G0B9KJ0VKI
Nikkaji
J860E
天津普西唐生物医药科技有限公司
010-60605840 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
北京建强伟业科技有限公司(FUSION弗珍试剂品牌)0531-88924771 15614660963 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
上海宏叶生物科技有限公司400-9205774 400-920-5774 · [email protected]
成都普瑞法科技开发有限公司+86-28-82633860; +86-18080483897 · [email protected]
TargetMol中国(陶术生物)4008200310 15002144251 · [email protected]
ChemeGen 中国18818260767 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
上海阿摩尔生物科技有限公司13370042665 18916960931 · [email protected]