Chemical Components in the PDB

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CRH : Summary

Code

CRH

One-letter code

X

Molecule name

1,2-HYDRO-1-OXY-3,4-HYDRO-3-(1-METHOXY-2-OXY-3,4-DIHYDROXYPENTYL)-8,9-DIHYROXY-7-METHYLANTHRACENE

Systematic names

ProgramVersionName
ACDLabs 10.04 (1S)-5-deoxy-1-C-[(2R)-5,10-dihydroxy-6-methyl-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl]-1-O-methyl-D-xylulose
OpenEye OEToolkits 1.5.0 (3R)-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxo-pentyl]-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one

Formula

C21 H24 O7

Formal charge

0

Molecular weight

388.411 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(C(O)C(O)C)C(OC)C3CC(=O)c2c(cc1ccc(c(O)c1c2O)C)C3
SMILES CACTVS 3.341 CO[CH]([CH]1CC(=O)c2c(O)c3c(O)c(C)ccc3cc2C1)C(=O)[CH](O)[CH](C)O
SMILES OpenEye OEToolkits 1.5.0 Cc1ccc2cc3c(c(c2c1O)O)C(=O)CC(C3)C(C(=O)C(C(C)O)O)OC
Canonical SMILES CACTVS 3.341 CO[C@@H]([C@H]1CC(=O)c2c(O)c3c(O)c(C)ccc3cc2C1)C(=O)[C@@H](O)[C@@H](C)O
Canonical SMILES OpenEye OEToolkits 1.5.0 Cc1ccc2cc3c(c(c2c1O)O)C(=O)C[C@@H](C3)[C@@H](C(=O)[C@H]([C@@H](C)O)O)OC

IUPAC InChI

InChI=1S/C21H24O7/c1-9-4-5-11-6-12-7-13(21(28-3)20(27)18(25)10(2)22)8-14(23)15(12)19(26)16(11)17(9)24/h4-6,10,13,18,21-22,24-26H,7-8H2,1-3H3/t10-,13-,18+,21+/m1/s1

IUPAC InChI key

XBKVKSRQTHGEJA-FAGSEQTRSA-N
CRH

wwPDB Information

Atom count

52 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-07-08

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



CRH : Atoms of Molecule

Total Number of Atoms: 52
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 -1.377 0.078 -0.163
2 C2 C C2 N N N 0 -0.817 0.457 1.19
3 C3 C C3 R N N 0 0.558 -0.207 1.321
4 C4 C C4 N N N 0 1.503 0.369 0.271
5 C5 C C5 N Y N 0 2.143 0.185 -4.592
6 C6 C C6 N Y N 0 1.644 0.093 -5.857
7 C7 C C7 N Y N 0 0.277 -0.023 -6.083
8 C8 C C8 N Y N 0 -0.609 -0.05 -5.028
9 C9 C C9 N Y N 0 -0.991 0.013 -2.606
10 C10 C C10 N Y N 0 1.769 0.263 -2.176
11 C11 C C11 N Y N 0 1.274 0.163 -3.49
12 C12 C C12 N Y N 0 -0.12 0.041 -3.71
13 C13 C C13 N Y N 0 -0.465 0.112 -1.315
14 C14 C C14 N Y N 0 0.923 0.243 -1.112
15 C15 C C15 N N N 0 -0.239 -0.12 -7.495
16 O1 O O1 N N N 0 -2.54 -0.243 -0.293
17 O8 O O8 N N N 0 -1.942 -0.165 -5.257
18 O9 O O9 N N N 0 -2.326 -0.107 -2.792
19 C1' C C1* S N N 0 1.124 0.058 2.718
20 C2' C C2* N N N 0 0.263 -0.626 3.747
21 C3' C C3* S N N 0 -0.907 0.101 4.357
22 C4' C C4* R N N 0 -0.446 0.846 5.611
23 C1M C C1M N N N 0 3.128 0.308 3.807
24 C4M C C4M N N N 0 -1.634 1.585 6.23
25 O1' O O1* N N N 0 2.457 -0.448 2.797
26 O2' O O2* N N N 0 0.511 -1.759 4.084
27 O3' O O3* N N N 0 -1.923 -0.839 4.708
28 O4' O O4* N N N 0 0.076 -0.089 6.556
29 H21 H 1H2 N N N 0 -1.478 0.099 1.979
30 H22 H 2H2 N N N 0 -0.712 1.54 1.257
31 H3 H H3 N N N 0 0.458 -1.282 1.169
32 H41 H 1H4 N N N 0 1.679 1.422 0.49
33 H42 H 2H4 N N N 0 2.452 -0.165 0.311
34 H5 H H5 N N N 0 3.208 0.273 -4.437
35 H6 H H6 N N N 0 2.322 0.112 -6.698
36 H10 H H10 N N N 0 2.832 0.356 -2.011
37 H151 H 1H15 N N N 0 -0.444 0.879 -7.877
38 H152 H 2H15 N N N 0 0.509 -0.602 -8.124
39 H153 H 3H15 N N N 0 -1.156 -0.709 -7.506
40 HO8 H HO8 N N N 0 -2.289 0.733 -5.342
41 HO9 H HO9 N N N 0 -2.68 0.789 -2.87
42 H1' H H1* N N N 0 1.132 1.132 2.908
43 H3' H H3* N N N 0 -1.306 0.815 3.636
44 H4' H H4* N N N 0 0.328 1.564 5.344
45 H1'1 H 1H1* N N N 0 4.125 -0.101 3.965
46 H1'2 H 2H1* N N N 0 3.208 1.347 3.489
47 H1'3 H 3H1* N N N 0 2.562 0.255 4.737
48 H4'1 H 1H4* N N N 0 -1.306 2.116 7.124
49 H4'2 H 2H4* N N N 0 -2.033 2.299 5.51
50 H4'3 H 3H4* N N N 0 -2.409 0.868 6.498
51 HO3 H HO3 N N N 0 -1.529 -1.451 5.346
52 HO4 H HO4 N N N 0 -0.639 -0.704 6.766



CRH : Chemical Bonds

Total Number of Bonds: 54
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C sing 1.51 N N
2 C1 C13 C C sing 1.47 N N
3 C1 O1 C O doub 1.21 N N
4 C2 C3 C C sing 1.53 N N
5 C2 H21 C H sing 1.09 N N
6 C2 H22 C H sing 1.09 N N
7 C3 C4 C C sing 1.53 N N
8 C3 C1' C C sing 1.53 N N
9 C3 H3 C H sing 1.09 N N
10 C4 C14 C C sing 1.5 N N
11 C4 H41 C H sing 1.09 N N
12 C4 H42 C H sing 1.09 N N
13 C5 C6 C C doub 1.36 N Y
14 C5 C11 C C sing 1.4 N Y
15 C5 H5 C H sing 1.08 N N
16 C6 C7 C C sing 1.39 N Y
17 C6 H6 C H sing 1.08 N N
18 C7 C8 C C doub 1.38 N Y
19 C7 C15 C C sing 1.51 N N
20 C8 C12 C C sing 1.41 N Y
21 C8 O8 C O sing 1.36 N N
22 C9 C12 C C doub 1.41 N Y
23 C9 C13 C C sing 1.4 N Y
24 C9 O9 C O sing 1.35 N N
25 C10 C11 C C doub 1.41 N Y
26 C10 C14 C C sing 1.36 N Y
27 C10 H10 C H sing 1.08 N N
28 C11 C12 C C sing 1.42 N Y
29 C13 C14 C C doub 1.41 N Y
30 C15 H151 C H sing 1.09 N N
31 C15 H152 C H sing 1.09 N N
32 C15 H153 C H sing 1.09 N N
33 O8 HO8 O H sing 0.97 N N
34 O9 HO9 O H sing 0.97 N N
35 C1' C2' C C sing 1.51 N N
36 C1' O1' C O sing 1.43 N N
37 C1' H1' C H sing 1.09 N N
38 C2' C3' C C sing 1.51 N N
39 C2' O2' C O doub 1.21 N N
40 C3' C4' C C sing 1.53 N N
41 C3' O3' C O sing 1.43 N N
42 C3' H3' C H sing 1.09 N N
43 C4' C4M C C sing 1.53 N N
44 C4' O4' C O sing 1.43 N N
45 C4' H4' C H sing 1.09 N N
46 C1M O1' C O sing 1.43 N N
47 C1M H1'1 C H sing 1.09 N N
48 C1M H1'2 C H sing 1.09 N N
49 C1M H1'3 C H sing 1.09 N N
50 C4M H4'1 C H sing 1.09 N N
51 C4M H4'2 C H sing 1.09 N N
52 C4M H4'3 C H sing 1.09 N N
53 O3' HO3 O H sing 0.97 N N
54 O4' HO4 O H sing 0.97 N N



CRH : Used in PDB Entries

Total Number of PDB Entries: 3
Ligand Code PDB Entry ID Type Total Distinct
CRH 146d Open in New Window Bound ligand 2 1
CRH 207d Open in New Window Bound ligand 4 1
CRH 6j0i Open in New Window Bound ligand 6 1