Chemical Components in the PDB

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0V4 : Summary

Code

0V4

One-letter code

X

Molecule name

(4R,5R,6R,6aS,9S,9aE,10aR)-5-hydroxy-9-(methoxymethyl)-6,10a-dimethyl-3-(propan-2-yl)-1,2,4,5,6,6a,7,8,9,10a-decahydrodicyclopenta[a,d][8]annulen-4-yl alpha-D-glucopyranoside

Synonyms

16-O-Me-Fusicoccin H

Systematic names

ProgramVersionName
ACDLabs 12.01 (4R,5R,6R,6aS,9S,9aE,10aR)-5-hydroxy-9-(methoxymethyl)-6,10a-dimethyl-3-(propan-2-yl)-1,2,4,5,6,6a,7,8,9,10a-decahydrodicyclopenta[a,d][8]annulen-4-yl alpha-D-glucopyranoside

Formula

C27 H44 O8

Formal charge

0

Molecular weight

496.633 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O(C3C1=C(C(C)C)CCC1(C=C2C(COC)CCC2C(C3O)C)C)C4OC(C(O)C(O)C4O)CO
SMILES CACTVS 3.370 COC[CH]1CC[CH]2[CH](C)[CH](O)[CH](O[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)C4=C(CC[C]4(C)C=C12)C(C)C
SMILES OpenEye OEToolkits 1.7.6 CC1C2CCC(C2=CC3(CCC(=C3C(C1O)OC4C(C(C(C(O4)CO)O)O)O)C(C)C)C)COC
Canonical SMILES CACTVS 3.370 COC[C@H]1CC[C@H]\2[C@@H](C)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C4=C(CC[C@]4(C)\C=C1\2)C(C)C
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@@H]1[C@@H]\2CC[C@@H](/C2=C/[C@]3(CCC(=C3[C@H]([C@@H]1O)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C(C)C)C)COC

IUPAC InChI

InChI=1S/C27H44O8/c1-13(2)16-8-9-27(4)10-18-15(12-33-5)6-7-17(18)14(3)21(29)25(20(16)27)35-26-24(32)23(31)22(30)19(11-28)34-26/h10,13-15,17,19,21-26,28-32H,6-9,11-12H2,1-5H3/b18-10-/t14-,15-,17+,19-,21-,22-,23+,24-,25-,26-,27-/m1/s1

IUPAC InChI key

ZKINNMSFCCOPQI-MKYFCGQTSA-N
0V4

wwPDB Information

Atom count

79 (35 without Hydrogen)

Polymer type

Saccharide

Type description

D-saccharide

Type code

ATOMS

Is modified

No

Standard parent

Not Assigned

Defined at

2012-06-28

Last modified at

2013-05-03

Status

Released

Obsoleted

Not Assigned



0V4 : Atoms of Molecule

Total Number of Atoms: 79
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 S N N 0 -0.487 1.273 -1.84
2 C2 C C2 R N N 0 0.655 2.293 -1.86
3 C3 C C3 S N N 0 0.76 2.957 -0.483
4 C4 C C4 S N N 0 -0.586 3.598 -0.133
5 C5 C C5 R N N 0 -1.679 2.528 -0.18
6 C6 C C6 N N N 0 -3.037 3.172 0.111
7 CAB C CAB R N N 0 0.785 -2.117 -2.104
8 CAC C CAC S N N 0 1.719 -1.3 -1.277
9 CAD C CAD N N N 0 1.722 -1.061 0.196
10 CAE C CAE N N N 0 0.982 -1.438 1.196
11 CAF C CAF R N N 0 -0.211 -2.363 1.115
12 CAG C CAG N N N 0 -1.261 -1.545 0.401
13 CAH C CAH R N N 0 -1.078 -0.865 -0.944
14 CAI C CAI R N N 0 -0.695 -1.974 -1.886
15 CAJ C CAJ N N N 0 -0.692 -2.468 2.587
16 CAK C CAK N N N 0 -2.184 -2.185 2.425
17 CAL C CAL N N N 0 -2.347 -1.462 1.119
18 CAM C CAM N N N 0 3.193 -1.733 -1.452
19 CAN C CAN N N N 0 3.963 -0.844 -0.466
20 CAO C CAO S N N 0 2.923 -0.136 0.405
21 CAP C CAP N N N 0 3.384 -0.086 1.855
22 CAQ C CAQ N N N 0 1.205 -3.58 -2.26
23 CAT C CAT N N N 0 -3.609 -0.742 0.722
24 CAU C CAU N N N 0 -4.772 -1.735 0.682
25 CAV C CAV N N N 0 -3.911 0.357 1.742
26 CAW C CAW N N N 0 0.092 -3.759 0.616
27 CBI C CBI N N N 0 4.934 1.009 3.32
28 H1 H H1 N N N 0 -0.594 0.829 -2.829
29 H2 H H2 N N N 0 0.452 3.052 -2.615
30 H3 H H3 N N N 0 1.012 2.206 0.265
31 H4 H H4 N N N 0 -0.813 4.384 -0.853
32 H5 H H5 N N N 0 -1.472 1.763 0.569
33 H6 H H6 N N N 0 -2.99 3.704 1.06
34 H6A H H6A N N N 0 -3.284 3.872 -0.687
35 HAB H HAB N N N 0 0.937 -1.71 -3.164
36 HAC H HAC N N N 0 1.707 -0.27 -1.739
37 HAE H HAE N N N 0 1.208 -1.072 2.209
38 HAH H HAH N N N 0 -2.068 -0.454 -1.274
39 HAI H HAI N N N 0 -1.116 -1.671 -2.898
40 HAJ H HAJ N N N 0 -0.516 -3.474 2.957
41 HAJA H HAJA N N N 0 -0.205 -1.714 3.194
42 HAK H HAK N N N 0 -2.746 -3.116 2.409
43 HAKA H HAKA N N N 0 -2.532 -1.551 3.241
44 HAM H HAM N N N 0 3.332 -2.772 -1.173
45 HAMA H HAMA N N N 0 3.516 -1.54 -2.47
46 HAN H HAN N N N 0 4.619 -1.451 0.152
47 HANA H HANA N N N 0 4.543 -0.104 -1.018
48 HAO H HAO N N N 0 2.694 0.855 0.02
49 HAP H HAP N N N 0 3.758 -1.066 2.152
50 HAPA H HAPA N N N 0 2.546 0.192 2.494
51 HAQ H HAQ N N N 0 1.545 -3.965 -1.298
52 HAQA H HAQA N N N 0 0.354 -4.168 -2.606
53 HAQB H HAQB N N N 0 2.014 -3.651 -2.986
54 HAT H HAT N N N 0 -3.478 -0.296 -0.264
55 HAU H HAU N N N 0 -4.903 -2.181 1.668
56 HAUA H HAUA N N N 0 -5.685 -1.214 0.395
57 HAUB H HAUB N N N 0 -4.556 -2.518 -0.045
58 HAV H HAV N N N 0 -3.083 1.065 1.771
59 HAVA H HAVA N N N 0 -4.824 0.878 1.455
60 HAVB H HAVB N N N 0 -4.042 -0.089 2.728
61 HAW H HAW N N N 0 0.987 -4.136 1.112
62 HAWA H HAWA N N N 0 -0.75 -4.415 0.837
63 HAWB H HAWB N N N 0 0.258 -3.731 -0.461
64 HBI H HBI N N N 0 5.722 1.762 3.338
65 HBIA H HBIA N N N 0 4.128 1.31 3.989
66 HBIB H HBIB N N N 0 5.34 0.051 3.647
67 HO2 H HO2 N N N 0 1.885 1.183 -3.023
68 HO3 H HO3 N N N 0 2.655 3.625 -0.736
69 HO4 H HO4 N N N 0 0.155 4.841 1.284
70 HO6 H HO6 N N N 0 -4.928 2.494 0.364
71 HOAR H HOAR N N N 0 -2.322 -3.156 -1.672
72 O1 O O1 N N N 0 -0.194 0.25 -0.886
73 O2 O O2 N N N 0 1.883 1.63 -2.165
74 O3 O O3 N N N 0 1.776 3.961 -0.513
75 O4 O O4 N N N 0 -0.521 4.158 1.18
76 O5 O O5 N N N 0 -1.704 1.929 -1.477
77 O6 O O6 N N N 0 -4.04 2.157 0.182
78 OAA O OAA N N N 0 4.427 0.882 1.99
79 OAR O OAR N N N 0 -1.358 -3.207 -1.615



0V4 : Chemical Bonds

Total Number of Bonds: 82
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O5 C1 O C sing 1.43 N N
2 C2 C1 C C sing 1.53 N N
3 C1 O1 C O sing 1.43 N N
4 C1 H1 C H sing 1.09 N N
5 O1 CAH O C sing 1.42 N N
6 C2 C3 C C sing 1.53 N N
7 C2 O2 C O sing 1.43 N N
8 C2 H2 C H sing 1.09 N N
9 O2 HO2 O H sing 0.97 N N
10 C4 C3 C C sing 1.53 N N
11 O3 C3 O C sing 1.43 N N
12 C3 H3 C H sing 1.09 N N
13 O3 HO3 O H sing 0.97 N N
14 C4 O4 C O sing 1.43 N N
15 C4 C5 C C sing 1.53 N N
16 C4 H4 C H sing 1.09 N N
17 O4 HO4 O H sing 0.97 N N
18 C6 C5 C C sing 1.53 N N
19 O5 C5 O C sing 1.43 N N
20 C5 H5 C H sing 1.09 N N
21 O6 C6 O C sing 1.43 N N
22 C6 H6 C H sing 1.09 N N
23 C6 H6A C H sing 1.09 N N
24 O6 HO6 O H sing 0.97 N N
25 CBI OAA C O sing 1.43 N N
26 CAP OAA C O sing 1.43 N N
27 CAQ CAB C C sing 1.53 N N
28 CAI CAB C C sing 1.5 N N
29 CAB CAC C C sing 1.49 N N
30 CAB HAB C H sing 1.15 N N
31 CAD CAC C C sing 1.49 N N
32 CAC CAM C C sing 1.55 N N
33 CAC HAC C H sing 1.13 N N
34 CAE CAD C C doub 1.3 E N
35 CAD CAO C C sing 1.53 N N
36 CAF CAE C C sing 1.51 N N
37 CAE HAE C H sing 1.1 N N
38 CAW CAF C C sing 1.51 N N
39 CAF CAG C C sing 1.51 N N
40 CAF CAJ C C sing 1.55 N N
41 CAH CAG C C sing 1.52 N N
42 CAG CAL C C doub 1.3 N N
43 CAH CAI C C sing 1.5 N N
44 CAH HAH C H sing 1.12 N N
45 OAR CAI O C sing 1.43 N N
46 CAI HAI C H sing 1.14 N N
47 CAJ CAK C C sing 1.53 N N
48 CAJ HAJ C H sing 1.09 N N
49 CAJ HAJA C H sing 1.08 N N
50 CAL CAK C C sing 1.5 N N
51 CAK HAK C H sing 1.09 N N
52 CAK HAKA C H sing 1.09 N N
53 CAL CAT C C sing 1.51 N N
54 CAN CAM C C sing 1.53 N N
55 CAM HAM C H sing 1.08 N N
56 CAM HAMA C H sing 1.09 N N
57 CAO CAN C C sing 1.53 N N
58 CAN HAN C H sing 1.09 N N
59 CAN HANA C H sing 1.09 N N
60 CAP CAO C C sing 1.52 N N
61 CAO HAO C H sing 1.09 N N
62 CAP HAP C H sing 1.09 N N
63 CAP HAPA C H sing 1.09 N N
64 CAQ HAQ C H sing 1.09 N N
65 CAQ HAQA C H sing 1.09 N N
66 CAQ HAQB C H sing 1.09 N N
67 OAR HOAR O H sing 0.97 N N
68 CAV CAT C C sing 1.53 N N
69 CAT CAU C C sing 1.53 N N
70 CAT HAT C H sing 1.09 N N
71 CAU HAU C H sing 1.09 N N
72 CAU HAUA C H sing 1.09 N N
73 CAU HAUB C H sing 1.09 N N
74 CAV HAV C H sing 1.09 N N
75 CAV HAVA C H sing 1.09 N N
76 CAV HAVB C H sing 1.09 N N
77 CAW HAW C H sing 1.09 N N
78 CAW HAWA C H sing 1.09 N N
79 CAW HAWB C H sing 1.09 N N
80 CBI HBI C H sing 1.09 N N
81 CBI HBIA C H sing 1.09 N N
82 CBI HBIB C H sing 1.09 N N



0V4 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0V4 4fr3 Open in New Window Bound ligand 1 1