Chemical Components in the PDB

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BLD : Summary

Code

BLD

One-letter code

X

Molecule name

Brassinolide

Synonyms

(3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-5,6-dihydroxy-7a,9a-dime thylhexadecahydro-3H-benzo[c]indeno[5,4-e]oxepin-3-one

Systematic names

ProgramVersionName
ACDLabs 12.01 (3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-5,6-dihydroxy-7a,9a-dimethylhexadecahydro-3H-benzo[c]indeno[5,4-e]oxepin-3-one

Formula

C28 H48 O6

Formal charge

0

Molecular weight

480.677 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C1OCC3C(C2(C1CC(O)C(O)C2)C)CCC4(C)C(C(C)C(O)C(O)C(C)C(C)C)CCC34
SMILES CACTVS 3.370 CC(C)[CH](C)[CH](O)[CH](O)[CH](C)[CH]1CC[CH]2[CH]3COC(=O)[CH]4C[CH](O)[CH](O)C[C]4(C)[CH]3CC[C]12C
SMILES OpenEye OEToolkits 1.7.2 CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2COC(=O)C4C3(CC(C(C4)O)O)C)C)O)O
Canonical SMILES CACTVS 3.370 CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3COC(=O)[C@H]4C[C@H](O)[C@H](O)C[C@]4(C)[C@H]3CC[C@]12C
Canonical SMILES OpenEye OEToolkits 1.7.2 C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2COC(=O)[C@@H]4[C@@]3(C[C@H]([C@H](C4)O)O)C)C)[C@H]([C@@H]([C@@H](C)C(C)C)O)O

IUPAC InChI

InChI=1S/C28H48O6/c1-14(2)15(3)24(31)25(32)16(4)18-7-8-19-17-13-34-26(33)21-11-22(29)23(30)12-28(21,6)20(17)9-10-27(18,19)5/h14-25,29-32H,7-13H2,1-6H3/t15-,16-,17-,18+,19-,20-,21+,22-,23+,24+,25+,27+,28+/m0/s1

IUPAC InChI key

IXVMHGVQKLDRKH-KNBKMWSGSA-N
BLD

wwPDB Information

Atom count

82 (34 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2011-04-19

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



BLD : Atoms of Molecule

Total Number of Atoms: 82
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C01 C C01 N N N 0 -3.76 1.721 -0.521
2 C02 C C02 R N N 0 -4.871 2.437 0.242
3 O02 O O02 N N N 0 -5.173 3.666 -0.449
4 C03 C C03 S N N 0 -6.151 1.616 0.327
5 O03 O O03 N N N 0 -6.761 1.535 -0.964
6 C04 C C04 N N N 0 -5.891 0.206 0.863
7 C05 C C05 S N N 0 -4.797 -0.449 0.03
8 C06 C C06 N N N 0 -4.634 -1.913 0.383
9 O06 O O06 N N N 0 -5.348 -2.76 -0.103
10 C07 C C07 N N N 0 -2.344 -2.47 0.748
11 O07 O O07 N N N 0 -3.668 -2.242 1.246
12 C08 C C08 S N N 0 -1.525 -1.203 0.506
13 C09 C C09 S N N 0 -2.266 -0.314 -0.502
14 C10 C C10 R N N 0 -3.52 0.313 0.027
15 C11 C C11 N N N 0 -1.38 0.792 -1.079
16 C12 C C12 N N N 0 -0.031 0.298 -1.601
17 C13 C C13 S N N 0 0.663 -0.445 -0.476
18 C14 C C14 S N N 0 -0.222 -1.665 -0.143
19 C15 C C15 N N N 0 0.693 -2.51 0.747
20 C16 C C16 N N N 0 2.102 -2.312 0.126
21 C17 C C17 R N N 0 1.992 -1.116 -0.852
22 C18 C C18 N N N 0 0.886 0.459 0.736
23 C19 C C19 N N N 0 -3.23 0.608 1.488
24 C20 C C20 S N N 0 3.151 -0.144 -0.636
25 C21 C C21 N N N 0 3.025 1.025 -1.615
26 C22 C C22 R N N 0 4.476 -0.869 -0.876
27 O22 O O22 N N N 0 4.53 -1.329 -2.228
28 C23 C C23 R N N 0 5.638 0.092 -0.617
29 O23 O O23 N N N 0 6.876 -0.603 -0.777
30 C24 C C24 S N N 0 5.54 0.638 0.809
31 C25 C C25 N N N 0 6.682 1.626 1.056
32 C26 C C26 N N N 0 6.581 2.782 0.06
33 C27 C C27 N N N 0 6.585 2.172 2.482
34 C28 C C28 N N N 0 5.641 -0.518 1.806
35 H101 H H101 N N N 0 -4.027 1.644 -1.58
36 H201 H H201 N N N 0 -2.842 2.306 -0.435
37 H02 H H02 N N N 0 -4.547 2.716 1.245
38 HO02 H HO02 N N N 0 -5.845 4.207 -0.014
39 H03 H H03 N N N 0 -6.849 2.124 1.005
40 HO03 H HO03 N N N 0 -7.0 2.392 -1.341
41 H104 H H104 N N N 0 -5.656 0.229 1.92
42 H204 H H204 N N N 0 -6.815 -0.384 0.747
43 H05 H H05 N N N 0 -5.158 -0.433 -1.016
44 H107 H H107 N N N 0 -1.809 -3.098 1.461
45 H207 H H207 N N N 0 -2.421 -3.014 -0.195
46 H08 H H08 N N N 0 -1.281 -0.729 1.453
47 H09 H H09 N N N 0 -2.565 -0.957 -1.354
48 H111 H H111 N N N 0 -1.917 1.239 -1.925
49 H211 H H211 N N N 0 -1.223 1.566 -0.336
50 H112 H H112 N N N 0 -0.192 -0.374 -2.449
51 H212 H H212 N N N 0 0.574 1.147 -1.925
52 H14 H H14 N N N 0 -0.458 -2.215 -1.059
53 H115 H H115 N N N 0 0.669 -2.16 1.778
54 H215 H H215 N N N 0 0.403 -3.564 0.704
55 H116 H H116 N N N 0 2.824 -2.083 0.911
56 H216 H H216 N N N 0 2.409 -3.209 -0.411
57 H17 H H17 N N N 0 1.961 -1.461 -1.882
58 H118 H H118 N N N 0 -0.076 0.81 1.11
59 H218 H H218 N N N 0 1.396 -0.102 1.519
60 H318 H H318 N N N 0 1.496 1.314 0.445
61 H119 H H119 N N N 0 -4.09 1.105 1.936
62 H219 H H219 N N N 0 -3.035 -0.326 2.015
63 H319 H H319 N N N 0 -2.356 1.256 1.562
64 H20 H H20 N N N 0 3.123 0.234 0.386
65 H121 H H121 N N N 0 2.145 1.617 -1.363
66 H221 H H221 N N N 0 3.915 1.651 -1.55
67 H321 H H321 N N N 0 2.925 0.64 -2.63
68 H22 H H22 N N N 0 4.552 -1.72 -0.199
69 HO22 H HO22 N N N 0 4.468 -0.623 -2.886
70 H23 H H23 N N N 0 5.59 0.919 -1.326
71 HO23 H HO23 N N N 0 6.987 -1.352 -0.177
72 H24 H H24 N N N 0 4.585 1.147 0.939
73 H25 H H25 N N N 0 7.637 1.117 0.927
74 H126 H H126 N N N 0 5.626 3.291 0.189
75 H226 H H226 N N N 0 7.395 3.486 0.236
76 H326 H H326 N N N 0 6.651 2.394 -0.956
77 H127 H H127 N N N 0 6.657 1.348 3.192
78 H227 H H227 N N N 0 7.398 2.875 2.658
79 H327 H H327 N N N 0 5.63 2.681 2.612
80 H128 H H128 N N N 0 6.632 -0.968 1.741
81 H228 H H228 N N N 0 5.478 -0.143 2.816
82 H328 H H328 N N N 0 4.886 -1.268 1.57



BLD : Chemical Bonds

Total Number of Bonds: 85
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C01 C10 C C sing 1.53 N N
2 C01 H101 C H sing 1.09 N N
3 C01 H201 C H sing 1.09 N N
4 C02 C03 C C sing 1.52 N N
5 C02 C01 C C sing 1.53 N N
6 C02 H02 C H sing 1.09 N N
7 O02 C02 O C sing 1.44 N N
8 O02 HO02 O H sing 0.97 N N
9 C03 C04 C C sing 1.53 N N
10 C03 H03 C H sing 1.1 N N
11 O03 C03 O C sing 1.43 N N
12 O03 HO03 O H sing 0.97 N N
13 C04 C05 C C sing 1.52 N N
14 C04 H104 C H sing 1.08 N N
15 C04 H204 C H sing 1.1 N N
16 C05 C06 C C sing 1.51 N N
17 C05 H05 C H sing 1.11 N N
18 C06 O06 C O doub 1.21 N N
19 C06 O07 C O sing 1.34 N N
20 C07 O07 C O sing 1.43 N N
21 C07 H107 C H sing 1.09 N N
22 C07 H207 C H sing 1.09 N N
23 C08 C07 C C sing 1.53 N N
24 C08 H08 C H sing 1.09 N N
25 C09 C11 C C sing 1.53 N N
26 C09 C08 C C sing 1.53 N N
27 C09 H09 C H sing 1.11 N N
28 C10 C09 C C sing 1.5 N N
29 C10 C05 C C sing 1.49 N N
30 C10 C19 C C sing 1.52 N N
31 C11 H111 C H sing 1.1 N N
32 C11 H211 C H sing 1.08 N N
33 C12 C11 C C sing 1.53 N N
34 C12 C13 C C sing 1.52 N N
35 C12 H112 C H sing 1.09 N N
36 C12 H212 C H sing 1.09 N N
37 C13 C14 C C sing 1.54 N N
38 C13 C18 C C sing 1.53 N N
39 C14 C08 C C sing 1.53 N N
40 C14 C15 C C sing 1.53 N N
41 C14 H14 C H sing 1.09 N N
42 C15 H115 C H sing 1.09 N N
43 C15 H215 C H sing 1.09 N N
44 C16 C15 C C sing 1.55 N N
45 C16 H116 C H sing 1.09 N N
46 C16 H216 C H sing 1.09 N N
47 C17 C13 C C sing 1.54 N N
48 C17 C20 C C sing 1.53 N N
49 C17 C16 C C sing 1.55 N N
50 C17 H17 C H sing 1.09 N N
51 C18 H118 C H sing 1.09 N N
52 C18 H218 C H sing 1.09 N N
53 C18 H318 C H sing 1.09 N N
54 C19 H119 C H sing 1.09 N N
55 C19 H219 C H sing 1.09 N N
56 C19 H319 C H sing 1.09 N N
57 C20 H20 C H sing 1.09 N N
58 C21 C20 C C sing 1.53 N N
59 C21 H121 C H sing 1.09 N N
60 C21 H221 C H sing 1.09 N N
61 C21 H321 C H sing 1.09 N N
62 C22 C23 C C sing 1.53 N N
63 C22 C20 C C sing 1.53 N N
64 C22 H22 C H sing 1.09 N N
65 O22 C22 O C sing 1.43 N N
66 O22 HO22 O H sing 0.97 N N
67 C23 C24 C C sing 1.53 N N
68 C23 H23 C H sing 1.09 N N
69 O23 C23 O C sing 1.43 N N
70 O23 HO23 O H sing 0.97 N N
71 C24 C25 C C sing 1.53 N N
72 C24 C28 C C sing 1.53 N N
73 C24 H24 C H sing 1.09 N N
74 C25 C27 C C sing 1.53 N N
75 C25 H25 C H sing 1.09 N N
76 C26 C25 C C sing 1.53 N N
77 C26 H126 C H sing 1.09 N N
78 C26 H226 C H sing 1.09 N N
79 C26 H326 C H sing 1.09 N N
80 C27 H127 C H sing 1.09 N N
81 C27 H227 C H sing 1.09 N N
82 C27 H327 C H sing 1.09 N N
83 C28 H128 C H sing 1.09 N N
84 C28 H228 C H sing 1.09 N N
85 C28 H328 C H sing 1.09 N N



BLD : Used in PDB Entries

Total Number of PDB Entries: 6
Ligand Code PDB Entry ID Type Total Distinct
BLD 3rgz Open in New Window Bound ligand 1 1
BLD 3rj0 Open in New Window Bound ligand 1 1
BLD 4j0m Open in New Window Bound ligand 2 1
BLD 4lsa Open in New Window Bound ligand 1 1
BLD 4lsx Open in New Window Bound ligand 2 1
BLD 4m7e Open in New Window Bound ligand 2 1