Chemical Components in the PDB

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BUN : Summary

Code

BUN

One-letter code

X

Molecule name

(2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one

Synonyms

2',3,4,4'-Tetrahydroxychalcone
Butein

Systematic names

ProgramVersionName
ACDLabs 12.01 (2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one
OpenEye OEToolkits 1.7.6 (E)-1-[2,4-bis(oxidanyl)phenyl]-3-[3,4-bis(oxidanyl)phenyl]prop-2-en-1-one

Formula

C15 H12 O5

Formal charge

0

Molecular weight

272.253 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(c1ccc(O)cc1O)\C=C\c2cc(O)c(O)cc2
SMILES CACTVS 3.385 Oc1ccc(c(O)c1)C(=O)C=Cc2ccc(O)c(O)c2
SMILES OpenEye OEToolkits 1.7.6 c1cc(c(cc1C=CC(=O)c2ccc(cc2O)O)O)O
Canonical SMILES CACTVS 3.385 Oc1ccc(c(O)c1)C(=O)\C=C\c2ccc(O)c(O)c2
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(c(cc1/C=C/C(=O)c2ccc(cc2O)O)O)O

IUPAC InChI

InChI=1S/C15H12O5/c16-10-3-4-11(14(19)8-10)12(17)5-1-9-2-6-13(18)15(20)7-9/h1-8,16,18-20H/b5-1+

IUPAC InChI key

AYMYWHCQALZEGT-ORCRQEGFSA-N
BUN

wwPDB Information

Atom count

32 (20 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-10-20

Last modified at

2020-05-26

Status

Released

Obsoleted

Not Assigned



BUN : Atoms of Molecule

Total Number of Atoms: 32
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C C C N Y N 0 -4.847 0.979 -0.0030
2 C1 C C1 N Y N 0 -4.813 -0.416 -0.01
3 C10 C C10 N Y N 0 4.939 1.207 0.02
4 C11 C C11 N Y N 0 4.987 -0.18 0.013
5 C12 C C12 N Y N 0 3.814 -0.914 0.01
6 C13 C C13 N Y N 0 -2.451 1.055 0.012
7 C14 C C14 N Y N 0 -3.665 1.706 0.016
8 C2 C C2 N Y N 0 -3.601 -1.077 -0.0090
9 C3 C C3 N Y N 0 -2.408 -0.344 -0.0010
10 C4 C C4 N N N 0 -1.114 -1.041 0.0010
11 C5 C C5 N N N 0 0.036 -0.331 0.0090
12 C6 C C6 N N N 0 1.323 -1.025 0.011
13 C7 C C7 N Y N 0 2.577 -0.251 0.014
14 C8 C C8 N Y N 0 2.54 1.147 0.015
15 C9 C C9 N Y N 0 3.713 1.866 0.024
16 H10 H H10 N N N 0 -3.573 -2.157 -0.015
17 H11 H H11 N N N 0 -6.312 -1.334 0.863
18 H12 H H12 N N N 0 -1.533 1.624 0.019
19 H13 H H13 N N N 0 -3.697 2.786 0.022
20 H14 H H14 N N N 0 -6.382 1.828 -0.881
21 H3 H H3 N N N 0 3.872 -2.658 -0.883
22 H4 H H4 N N N 0 5.941 -0.686 0.01
23 H5 H H5 N N N 0 6.424 2.135 -0.861
24 H6 H H6 N N N 0 3.682 2.945 0.025
25 H7 H H7 N N N 0 1.59 1.662 0.018
26 H8 H H8 N N N 0 0.0040 0.748 0.015
27 H9 H H9 N N N 0 -1.083 -2.12 -0.0040
28 O O O N N N 0 -6.041 1.626 0.0010
29 O1 O O1 N N N 0 -5.973 -1.125 -0.018
30 O2 O O2 N N N 0 1.358 -2.243 0.0050
31 O3 O O3 N N N 0 6.091 1.923 0.022
32 O4 O O4 N N N 0 3.86 -2.27 0.0030



BUN : Chemical Bonds

Total Number of Bonds: 33
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O C O C sing 1.36 N N
2 C14 C C C doub 1.39 N Y
3 C14 C13 C C sing 1.38 N Y
4 C C1 C C sing 1.4 N Y
5 C13 C3 C C doub 1.4 N Y
6 C1 O1 C O sing 1.36 N N
7 C1 C2 C C doub 1.38 N Y
8 C3 C2 C C sing 1.4 N Y
9 C3 C4 C C sing 1.47 N N
10 C9 C8 C C doub 1.38 N Y
11 C9 C10 C C sing 1.39 N Y
12 C8 C7 C C sing 1.4 N Y
13 C5 C4 C C doub 1.35 E N
14 C5 C6 C C sing 1.46 N N
15 O3 C10 O C sing 1.36 N N
16 C10 C11 C C doub 1.39 N Y
17 C7 C6 C C sing 1.47 N N
18 C7 C12 C C doub 1.4 N Y
19 C6 O2 C O doub 1.22 N N
20 C11 C12 C C sing 1.38 N Y
21 C12 O4 C O sing 1.36 N N
22 O4 H3 O H sing 0.97 N N
23 C11 H4 C H sing 1.08 N N
24 O3 H5 O H sing 0.97 N N
25 C9 H6 C H sing 1.08 N N
26 C8 H7 C H sing 1.08 N N
27 C5 H8 C H sing 1.08 N N
28 C4 H9 C H sing 1.08 N N
29 C2 H10 C H sing 1.08 N N
30 O1 H11 O H sing 0.97 N N
31 C13 H12 C H sing 1.08 N N
32 C14 H13 C H sing 1.08 N N
33 O H14 O H sing 0.97 N N



BUN : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
BUN 4rlw Open in New Window Bound ligand 1 1