Chemical Components in the PDB

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0DV : Summary

Code

0DV

One-letter code

X

Molecule name

(4R,5R,6R,6aS,9S,9aE,10aR)-5-hydroxy-9-(hydroxymethyl)-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-gulopyranoside

Synonyms

Fusicoccin H

Systematic names

ProgramVersionName
ACDLabs 12.01 (4R,5R,6R,6aS,9S,9aE,10aR)-5-hydroxy-9-(hydroxymethyl)-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-gulopyranoside

Formula

C26 H42 O8

Formal charge

0

Molecular weight

482.607 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O(C3C1=C(C(C)C)CCC1(C=C2C(CO)CCC2C(C3O)C)C)C4OC(C(O)C(O)C4O)CO
SMILES CACTVS 3.370 CC(C)C1=C2[CH](O[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)[CH](O)[CH](C)[CH]4CC[CH](CO)C4=C[C]2(C)CC1
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)CO
Canonical SMILES CACTVS 3.370 CC(C)C1=C2[C@@H](O[C@H]3O[C@H](CO)[C@H](O)[C@@H](O)[C@H]3O)[C@H](O)[C@H](C)[C@@H]4CC[C@H](CO)/C4=C/[C@@]2(C)CC1
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)CO

IUPAC InChI

InChI=1S/C26H42O8/c1-12(2)15-7-8-26(4)9-17-14(10-27)5-6-16(17)13(3)20(29)24(19(15)26)34-25-23(32)22(31)21(30)18(11-28)33-25/h9,12-14,16,18,20-25,27-32H,5-8,10-11H2,1-4H3/b17-9-/t13-,14-,16+,18-,20-,21+,22-,23-,24-,25-,26-/m1/s1

IUPAC InChI key

FQPATHNUIPAADA-HLKPNAMSSA-N
0DV

wwPDB Information

Atom count

76 (34 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2011-12-17

Last modified at

2012-12-28

Status

Released

Obsoleted

Not Assigned



0DV : Atoms of Molecule

Total Number of Atoms: 76
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 0.51 -1.638 -1.306
2 C2 C C2 R N N 0 -0.126 -2.944 -0.822
3 C3 C C3 R N N 0 0.323 -3.219 0.616
4 C4 C C4 R N N 0 1.853 -3.266 0.662
5 C5 C C5 R N N 0 2.412 -1.948 0.121
6 C6 C C6 N N N 0 3.941 -2.009 0.107
7 CAA C CAA R N N 0 -1.46 1.168 -2.21
8 CAB C CAB S N N 0 -2.152 0.271 -1.242
9 CAC C CAC N N N 0 -2.199 0.32 0.244
10 CAD C CAD N N N 0 -1.588 1.018 1.161
11 CAE C CAE R N N 0 -0.692 2.197 0.986
12 CAF C CAF N N N 0 0.547 1.726 0.274
13 CAG C CAG R N N 0 0.62 0.7 -0.831
14 CAH C CAH R N N 0 -0.0020 1.45 -1.984
15 CAI C CAI N N N 0 -3.681 0.221 -1.505
16 CAJ C CAJ N N N 0 -4.126 -0.868 -0.518
17 CAK C CAK S N N 0 -3.154 -0.8 0.661
18 CAL C CAL N N N 0 -0.204 2.578 2.408
19 CAM C CAM N N N 0 1.196 3.082 2.04
20 CAN C CAN N N N 0 1.597 2.297 0.818
21 CAO C CAO N N N 0 -1.379 3.417 0.372
22 CAP C CAP N N N 0 3.019 2.149 0.352
23 CAQ C CAQ N N N 0 3.545 3.506 -0.118
24 CAR C CAR N N N 0 3.883 1.638 1.507
25 CAS C CAS N N N 0 -2.245 2.451 -2.509
26 CAV C CAV N N N 0 -3.911 -0.431 1.939
27 H1 H H1 N N N 0 2.93 3.87 -0.94
28 H10 H H10 N N N 0 -0.158 1.7 3.037
29 H11 H H11 N N N 0 -0.819 3.368 2.815
30 H12 H H12 N N N 0 -1.42 3.304 -0.711
31 H13 H H13 N N N 0 -2.392 3.5 0.767
32 H14 H H14 N N N 0 -0.816 4.316 0.623
33 H15 H H15 N N N 0 -1.711 0.673 2.208
34 H16 H H16 N N N 0 -2.603 -1.729 0.78
35 H17 H H17 N N N 0 -3.197 -0.175 2.722
36 H18 H H18 N N N 0 -4.559 0.423 1.744
37 H19 H H19 N N N 0 -5.211 -1.381 3.168
38 H2 H H2 N N N 0 3.505 4.217 0.708
39 H20 H H20 N N N 0 -4.065 -1.845 -0.994
40 H21 H H21 N N N 0 -5.14 -0.671 -0.18
41 H22 H H22 N N N 0 -3.873 -0.081 -2.525
42 H23 H H23 N N N 0 -4.145 1.163 -1.248
43 H24 H H24 N N N 0 -1.824 -0.777 -1.499
44 H25 H H25 N N N 0 -1.492 0.608 -3.201
45 H26 H H26 N N N 0 -2.629 2.867 -1.577
46 H27 H H27 N N N 0 -1.586 3.177 -2.986
47 H28 H H28 N N N 0 -3.077 2.222 -3.174
48 H29 H H29 N N N 0 0.541 1.123 -2.913
49 H3 H H3 N N N 0 4.576 3.399 -0.455
50 H30 H H30 N N N 0 1.186 3.08 -1.753
51 H31 H H31 N N N 0 1.694 0.501 -1.077
52 H32 H H32 N N N 0 0.228 -1.459 -2.343
53 H33 H H33 N N N 0 2.088 -1.126 0.759
54 H34 H H34 N N N 0 4.305 -2.241 1.109
55 H35 H H35 N N N 0 4.267 -2.785 -0.586
56 H36 H H36 N N N 0 5.431 -0.713 -0.342
57 H37 H H37 N N N 0 2.182 -3.407 1.691
58 H38 H H38 N N N 0 2.007 -5.218 0.144
59 H39 H H39 N N N 0 -0.082 -4.176 0.947
60 H4 H H4 N N N 0 3.059 1.438 -0.473
61 H40 H H40 N N N 0 -1.112 -2.145 1.56
62 H41 H H41 N N N 0 0.19 -3.764 -1.466
63 H42 H H42 N N N 0 -1.904 -2.651 -1.747
64 H5 H H5 N N N 0 3.542 0.647 1.806
65 H6 H H6 N N N 0 4.923 1.583 1.186
66 H7 H H7 N N N 0 3.8 2.322 2.353
67 H8 H H8 N N N 0 1.888 2.877 2.853
68 H9 H H9 N N N 0 1.168 4.142 1.811
69 O1 O O1 N N N 0 0.051 -0.555 -0.494
70 O2 O O2 N N N 0 -1.55 -2.826 -0.864
71 O3 O O3 N N N 0 -0.149 -2.177 1.472
72 O4 O O4 N N N 0 2.323 -4.35 -0.142
73 O5 O O5 N N N 0 1.932 -1.738 -1.208
74 O6 O O6 N N N 0 4.465 -0.747 -0.31
75 OAU O OAU N N N 0 0.256 2.858 -1.898
76 OBH O OBH N N N 0 -4.702 -1.543 2.361



0DV : Chemical Bonds

Total Number of Bonds: 79
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O3 C3 O C sing 1.4287351 N N
2 C6 O6 C O sing 1.4286739 N N
3 C6 C5 C C sing 1.5302804 N N
4 C3 C2 C C sing 1.5313622 N N
5 C3 C4 C C sing 1.5314127 N N
6 C2 O2 C O sing 1.4294978 N N
7 C2 C1 C C sing 1.5311395 N N
8 O4 C4 O C sing 1.4291158 N N
9 C4 C5 C C sing 1.5304528 N N
10 C5 O5 C O sing 1.4285451 N N
11 O5 C1 O C sing 1.4288765 N N
12 C1 O1 C O sing 1.4293054 N N
13 O1 CAG O C sing 1.418575 N N
14 OAU CAH O C sing 1.4340237 N N
15 CAG CAF C C sing 1.5096457 N N
16 CAG CAH C C sing 1.5095671 N N
17 CAO CAE C C sing 1.5288444 N N
18 CAR CAP C C sing 1.5302424 N N
19 CAF CAN C C doub 1.3131934 N N
20 CAF CAE C C sing 1.5046282 N N
21 CAH CAA C C sing 1.5021198 N N
22 CAP CAN C C sing 1.50371 N N
23 CAP CAQ C C sing 1.5293871 N N
24 CAN CAM C C sing 1.5067548 N N
25 CAE CAL C C sing 1.5509317 N N
26 CAE CAD C C sing 1.4911345 N N
27 CAL CAM C C sing 1.5327883 N N
28 CAS CAA C C sing 1.5335302 N N
29 CAA CAB C C sing 1.4901332 N N
30 CAD CAC C C doub 1.3043826 E N
31 CAB CAC C C sing 1.4875504 N N
32 CAB CAI C C sing 1.5522597 N N
33 CAC CAK C C sing 1.5298085 N N
34 CAV CAK C C sing 1.5305208 N N
35 CAV OBH C O sing 1.4283938 N N
36 CAI CAJ C C sing 1.5356156 N N
37 CAK CAJ C C sing 1.5295258 N N
38 CAQ H1 C H sing 1.0892222 N N
39 CAQ H2 C H sing 1.0905948 N N
40 CAQ H3 C H sing 1.0899445 N N
41 CAP H4 C H sing 1.0898376 N N
42 CAR H5 C H sing 1.0898454 N N
43 CAR H6 C H sing 1.089801 N N
44 CAR H7 C H sing 1.0910825 N N
45 CAM H8 C H sing 1.0871329 N N
46 CAM H9 C H sing 1.0848156 N N
47 CAL H10 C H sing 1.081037 N N
48 CAL H11 C H sing 1.0807284 N N
49 CAO H12 C H sing 1.0896509 N N
50 CAO H13 C H sing 1.0904509 N N
51 CAO H14 C H sing 1.0900326 N N
52 CAD H15 C H sing 1.1092173 N N
53 CAK H16 C H sing 1.0866476 N N
54 CAV H17 C H sing 1.0901473 N N
55 CAV H18 C H sing 1.0896077 N N
56 OBH H19 O H sing 0.96776754 N N
57 CAJ H20 C H sing 1.0884972 N N
58 CAJ H21 C H sing 1.0868528 N N
59 CAI H22 C H sing 1.0809569 N N
60 CAI H23 C H sing 1.0810684 N N
61 CAB H24 C H sing 1.1278019 N N
62 CAA H25 C H sing 1.1387296 N N
63 CAS H26 C H sing 1.0904751 N N
64 CAS H27 C H sing 1.0903605 N N
65 CAS H28 C H sing 1.0894448 N N
66 CAH H29 C H sing 1.1246418 N N
67 OAU H30 O H sing 0.96706206 N N
68 CAG H31 C H sing 1.1196396 N N
69 C1 H32 C H sing 1.089465 N N
70 C5 H33 C H sing 1.0898184 N N
71 C6 H34 C H sing 1.0910197 N N
72 C6 H35 C H sing 1.0902756 N N
73 O6 H36 O H sing 0.9671277 N N
74 C4 H37 C H sing 1.0894784 N N
75 O4 H38 O H sing 0.9669933 N N
76 C3 H39 C H sing 1.0906122 N N
77 O3 H40 O H sing 0.96754175 N N
78 C2 H41 C H sing 1.0894916 N N
79 O2 H42 O H sing 0.9672797 N N



0DV : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0DV 3ux0 Open in New Window Bound ligand 1 1