Molecular Details

DICL_CP_0436103 - (E)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one

Basic Molecular Information

Basic Information

DICL ID

DICL_CP_0436103

PubChem CID

5281847

Molecular Formula

C₃₀H₂₈O₈

Molecular Weight

516.546 g/mol

Synonyms/Alias

[rottlerin; Mallotoxin; 82-08-6; Kamalin; E29LP3ZMUH; (E)-1-(6-((3-Acetyl-2;4;6-trihydroxy-5-methylphenyl)methyl)-5;7-dihydroxy-2;2-dimethyl-2H-1-benzopyran-8-yl)-3-phenyl-2-propen-1-one; CHEMBL34241;...[rottlerin; Mallotoxin; 82-08-6; Kamalin; E29LP3ZMUH; (E)-1-(6-((3-Acetyl-2;4;6-trihydroxy-5-methylphenyl)methyl)-5;7-dihydroxy-2;2-dimethyl-2H-1-benzopyran-8-yl)-3-phenyl-2-propen-1-one; CHEMBL34241; CHEBI:8899; NSC56346; NSC94525; MFCD00017361; NSC-56346; NSC-94525; (E)-1-(6-(3-acetyl-2;4;6-trihydroxy-5-methylbenzyl)-5;7-dihydroxy-2;2-dimethyl-2H-chromen-8-yl)-3-phenylprop-2-en-1-one; 1-[6-(3-Acetyl-2;4;6-trihydroxy-5-methyl-benzyl)-5;7-dihydroxy-2;2-dimethyl-2H-chromen-8-yl]-3-phenyl-prope; 1-[6-[(3-Acetyl-2;4;6-trihydroxy-5-methylphenyl)methyl]-5;7-dihydroxy-2;2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one; (2E)-1-[6-(3-acetyl-2;4;6-trihydroxy-5-methylbenzyl)-5;7-dihydroxy-2;2-dimethyl-2H-chromen-8-yl]-3-phenylprop-2-en-1-one; SR-01000076106; 1-[6-[(3-Acetyl-2;4;6-trihydroxy-5-methylphenyl)methyl]-5;7-dihydroxy-2;2-dimethyl-2H-1-benzopyran-8-yl]-3-phenyl-2-propen-1-one; EINECS 201-395-4; UNII-E29LP3ZMUH; NSC 56346; NSC 94525; BRN 0070757; BMK1-F10; (2E)-1-(6-(3-ACETYL-2;4;6-TRIHYDROXY-5-METHYLBENZYL)-5;7-DIHYDROXY-2;2-DIMETHYL-2H-CHROMEN-8-YL)-3-PHENYLPROP-2-EN-1-ONE; 3-((8-Cinnamoyl-5;7-dihydroxy-2;2-dimethyl-2H-1-benzopyran-6-yl)methyl)-2;4;6-trihydroxy-5-methyl-acetophe; Mallotoxin; Mallotoxin; NSC 56346; NSC 94525; R5648 (Rottlerin); ROTTLERIN [MI]; BiomolKI_000058; BiomolKI2_000064; R 5648; Lopac0_001052; BSPBio_001080; (E)-1-[6-[(3-acetyl-2;4;6-trihydroxy-5-methylphenyl)methyl]-5;7-dihydroxy-2;2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one; 3-[(8-Cinnamoyl-5;7-dihydroxy-2;2-dimethyl-2H-1-benzopyran-6-yl)methyl]-2;4;6-trihydroxy-5-methylacetophe; 5-18-05-00695 (Beilstein Handbook Reference); MLS003370622; SCHEMBL148175; GTPL2611; SCHEMBL1537089; BCBcMAP01_000019; CHEBI:92065; Rottlerin - CAS 82-08-6; DTXSID30231502; DEZFNHCVIZBHBI-ZHACJKMWSA-N; GLXC-10271; HMS1362F21; HMS1792F21; HMS1990F21; HMS3263C06; HMS3403F21; 1-[6-[(3-acetyl-2;4;6-trihydroxy-5-methylphenyl)methyl]-5;7-dihydroxy-2;2-dimethyl-1-benzopyran-8-yl]-3-phenyl-2-propen-1-one; Tox21_501052; BDBM50126829; CCG-36482; HB0561; LMPK12120428; AKOS024282482; LP01052; SDCCGSBI-0051022.P002; IDI1_002135; NCGC00025228-02; NCGC00025228-03; NCGC00025228-04; NCGC00025228-05; NCGC00025228-06; NCGC00025228-07; NCGC00025228-08; NCGC00025228-09; NCGC00025228-10; NCGC00025228-11; NCGC00025228-12; NCGC00025228-19; NCGC00261737-01; 5;7-dihydroxy-2;2-dimethyl-6-(2;4;6-trihydroxy-3-methyl-5-acetylbenzyl)-8-cinnamoyl-1;2-chromene; Acetophe; 3-((8-cinnamoyl-5;7-dihydroxy-2;2-dimethyl-2H-1-benzopyran-6-yl)methyl)-2;4;6-trihydroxy-5-methyl-; HY-18980; MS-29589; SMR000058242; CS-0014823; EU-0101052; NS00015852; S7862; F88130; Q7370686; SR-01000076106-2; SR-01000076106-3; SR-01000076106-6; BRD-K03816923-001-03-9; BRD-K39256324-001-01-5; Z2583131081; (E)-1-[6-[(3-acetyl-2;4;6-trihydroxy-5-methyl-phenyl)methyl]-5;7-dihydroxy-2;2-dimethyl-chromen-8-yl]-3-phenyl-prop-2-en-1-one; (E)-1-[6-[(3-Acetyl-2;4;6-trihydroxy-methylphenyl)methyl]-5;7-dihydroxy-2;2-dimethyl-2H-1-benzopyran-8-yl]-3-phenyl-2-propen-1-one; 1-(6-(3-acetyl-2;4;6-trihydroxy-5-methylbenzyl)-5;7-dihydroxy-2;2-dimethyl-2H-chromen-8-yl)-3-phenylprop-2-en-1-one; 3-((8-cinnamoyl-5;7-dihydroxy-2;2-dimethyl-2H-1-benzopyran-6-yl)methyl)-2;4;6-trihydroxy-5-methyl-acetophe]

InChI Key

DEZFNHCVIZBHBI-ZHACJKMWSA-N

InChI

InChI=1S/C30H28O8/c1-15-24(33)19(27(36)22(16(2)31)25(15)34)14-20-26(35)18-12-13-30(3,4)38-29(18)23(2...

IUPAC Name

(E)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one

CAS Number

82-08-6

Structure Information

Chemical Structure Visualization

SMILES Notation

2D Molecular Drawing

Carbon (C)

Hydrogen (H)

Oxygen (O)

Nitrogen (N)

Sulfur (S)

SDF

66 69 0 0 0 0 0 0 0 0999 V2000
-4.9519 2.2977 -2.2872 C 0 0 0 0 0 0 0 0 0 0 0 0
-4.6286 1.5786 -0.9977 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.2984 1.538...

Download SDF File (5594 bytes)

Experimental Data

Activity Data

Target Ion Channel

Aquaporin-3

Uniprot Accession Number

Q92482

Function

Inhibitor

Species

Homo sapiens (Human)

IC₅₀

IC₅₀: 22800 nM

EC₅₀

N/A (Not available)

K_i

N/A (Not available)

K_d

N/A (Not available)

Inhibition

N/A (Not available)

Experimental Conditions

pH 7.4

Holding Potential

Not specified

Temperature

Room Temperature

Test Method

Fluorometric Imaging Plate Reader (FLIPR) Membrane Potential Assay

Test Species

Not specified

Binding Information

Binding Site

Transmembrane domain

Binding Site Residue

Not specified

Disease Information

Related Disease

Not specified

References

DOI

10.3390/ijms24066004

URL

N/A (Not available)

PMID

36983077

Patent

N/A (Not available)

Computed Properties

Heavy Atom Count

Rotatable Bonds

logP

5.3967

Complexity

142.303

TPSA (Å²)

144.52

H-Bond Donors

H-Bond Acceptors

Ring Count

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