Chemical Components in the PDB

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2HC : Summary

Code

2HC

One-letter code

X

Molecule name

(2E)-3-(2-HYDROXYPHENYL)ACRYLIC ACID

Synonyms

TRANS-2-HYDROXYCINNAMIC ACID
O-COUMARIC ACID

Systematic names

ProgramVersionName
ACDLabs 10.04 (2E)-3-(2-hydroxyphenyl)prop-2-enoic acid
OpenEye OEToolkits 1.5.0 (E)-3-(2-hydroxyphenyl)prop-2-enoic acid

Formula

C9 H8 O3

Formal charge

0

Molecular weight

164.158 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)/C=C/c1ccccc1O
SMILES CACTVS 3.341 OC(=O)C=Cc1ccccc1O
SMILES OpenEye OEToolkits 1.5.0 c1ccc(c(c1)C=CC(=O)O)O
Canonical SMILES CACTVS 3.341 OC(=O)\C=C\c1ccccc1O
Canonical SMILES OpenEye OEToolkits 1.5.0 c1ccc(c(c1)\C=C\C(=O)O)O

IUPAC InChI

InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5+

IUPAC InChI key

PMOWTIHVNWZYFI-AATRIKPKSA-N
2HC

wwPDB Information

Atom count

20 (12 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2003-12-22

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



2HC : Atoms of Molecule

Total Number of Atoms: 20
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CA C CA N N N 0 -0.504 0.0010 1.645
2 C C C N N N 0 -0.079 -0.0010 2.997
3 O O O N N N 0 -0.99 0.01 3.992
4 OXT O OXT N N N 0 1.108 -0.014 3.261
5 CB C CB N N N 0 0.408 -0.01 0.649
6 CG C CG N Y N 0 -0.033 -0.0070 -0.751
7 CD1 C CD1 N Y N 0 -1.398 0.0070 -1.06
8 CE1 C CE1 N Y N 0 -1.804 0.01 -2.376
9 CZ C CZ N Y N 0 -0.867 -0.0020 -3.397
10 CE2 C CE2 N Y N 0 0.483 -0.017 -3.108
11 CD2 C CD2 N Y N 0 0.912 -0.014 -1.79
12 OH O OH N N N 0 2.238 -0.028 -1.504
13 HA H HA N N N 0 -1.559 0.013 1.411
14 HO H HO N N N 0 -0.497 0.0060 4.823
15 HB H HB N N N 0 1.462 -0.022 0.883
16 HD1 H HD1 N N N 0 -2.131 0.017 -0.267
17 HE1 H HE1 N N N 0 -2.857 0.022 -2.613
18 HZ H HZ N N N 0 -1.195 0.0 -4.426
19 HE2 H HE2 N N N 0 1.206 -0.027 -3.91
20 HOH H HOH N N N 0 2.523 0.894 -1.452



2HC : Chemical Bonds

Total Number of Bonds: 20
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CA C C C sing 1.42 N N
2 CA CB C C doub 1.35 E N
3 CA HA C H sing 1.08 N N
4 C O C O sing 1.35 N N
5 C OXT C O doub 1.22 N N
6 O HO O H sing 0.97 N N
7 CB CG C C sing 1.47 N N
8 CB HB C H sing 1.08 N N
9 CG CD1 C C doub 1.4 N Y
10 CG CD2 C C sing 1.4 N Y
11 CD1 CE1 C C sing 1.38 N Y
12 CD1 HD1 C H sing 1.08 N N
13 CE1 CZ C C doub 1.39 N Y
14 CE1 HE1 C H sing 1.08 N N
15 CZ CE2 C C sing 1.38 N Y
16 CZ HZ C H sing 1.08 N N
17 CE2 CD2 C C doub 1.39 N Y
18 CE2 HE2 C H sing 1.08 N N
19 CD2 OH C O sing 1.36 N N
20 OH HOH O H sing 0.97 N N



2HC : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
2HC 1v5z Open in New Window Bound ligand 2 1
2HC 5bnl Open in New Window Bound ligand 1 1