Chemical Components in the PDB

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B8F : Summary

Code

B8F

One-letter code

X

Molecule name

(5beta)-3-oxours-12-en-28-oic acid

Synonyms

Ursonic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (5beta)-3-oxours-12-en-28-oic acid
OpenEye OEToolkits 2.0.6 (1~{S},2~{R},4~{a}~{S},6~{a}~{R},6~{a}~{S},6~{b}~{R},8~{a}~{R},12~{a}~{R},14~{b}~{S})-1,2,6~{a},6~{b},9,9,12~{a}-heptamethyl-10-oxidanylidene-1,2,3,4,5,6,6~{a},7,8,8~{a},11,12,13,14~{b}-tetradecahydropicene-4~{a}-carboxylic acid

Formula

C30 H46 O3

Formal charge

0

Molecular weight

454.684 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 C1C(=O)C(C3C(C1)(C2CC=C4C(C2(C)CC3)(CCC5(C4C(C(CC5)C)C)C(=O)O)C)C)(C)C
SMILES CACTVS 3.385 C[CH]1CC[C]2(CC[C]3(C)C(=CC[CH]4[C]5(C)CCC(=O)C(C)(C)[CH]5CC[C]34C)[CH]2[CH]1C)C(O)=O
SMILES OpenEye OEToolkits 2.0.6 CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(=O)C5(C)C)C)C)C2C1C)C)C(=O)O
Canonical SMILES CACTVS 3.385 C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CCC(=O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O
Canonical SMILES OpenEye OEToolkits 2.0.6 C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CCC(=O)C5(C)C)C)C)[C@@H]2[C@H]1C)C)C(=O)O

IUPAC InChI

InChI=1S/C30H46O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-22,24H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,24+,27+,28-,29-,30+/m1/s1

IUPAC InChI key

MUCRYNWJQNHDJH-OADIDDRXSA-N
B8F

wwPDB Information

Atom count

79 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2019-01-22

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



B8F : 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 C4 C C1 N N N 0 -4.867 -1.231 -1.57
2 C14 C C2 S N N 0 0.819 0.243 0.67
3 C5 C C3 N N N 0 -3.351 -1.337 -1.402
4 C6 C C4 R N N 0 -2.806 -0.07 -0.714
5 C11 C C5 N N N 0 -0.595 -0.281 -1.899
6 C7 C C6 R N N 0 -1.296 -0.274 -0.539
7 C8 C C7 R N N 0 -0.608 0.729 0.376
8 C9 C C8 N N N 0 -1.372 0.942 1.678
9 C10 C C9 N N N 0 -2.848 1.263 1.395
10 C12 C C10 N N N 0 0.882 -0.472 -1.697
11 C13 C C11 N N N 0 1.508 -0.231 -0.575
12 C3 C C12 N N N 0 -5.485 -1.044 -0.203
13 C1 C C13 R N N 0 -3.443 0.06 0.665
14 C15 C C14 S N N 0 3.011 -0.452 -0.588
15 C16 C C15 S N N 0 3.686 0.745 0.083
16 C17 C C16 N N N 0 3.105 0.938 1.479
17 C18 C C17 N N N 0 1.623 1.314 1.395
18 C19 C C18 S N N 0 3.383 -1.755 0.105
19 C2 C C19 N N N 0 -4.961 0.072 0.68
20 C20 C C20 R N N 0 4.908 -1.929 0.093
21 C21 C C21 N N N 0 5.538 -0.766 0.863
22 C22 C C22 N N N 0 5.199 0.543 0.154
23 C23 C C23 N N N 0 -5.441 -0.236 2.117
24 C24 C C24 N N N 0 -5.567 1.407 0.266
25 C25 C C25 N N N 0 -3.108 1.12 -1.617
26 C26 C C26 N N N 0 2.751 -2.942 -0.627
27 C27 C C27 N N N 0 5.272 -3.25 0.771
28 C28 C C28 N N N 0 3.428 1.979 -0.752
29 C29 C C29 N N N 0 -0.484 2.088 -0.335
30 C30 C C30 N N N 0 0.702 -0.961 1.618
31 O1 O O1 N N N 0 -6.373 -1.765 0.183
32 O2 O O2 N N N 0 2.777 1.897 -1.766
33 O3 O O3 N N N 0 3.923 3.165 -0.366
34 H1 H H1 N N N 0 -5.137 -0.41 -2.226
35 H2 H H2 N N N 0 -5.244 -2.163 -2.006
36 H3 H H3 N N N 0 -3.11 -2.204 -0.787
37 H4 H H4 N N N 0 -2.883 -1.439 -2.379
38 H5 H H5 N N N 0 -0.971 -1.127 -2.488
39 H6 H H6 N N N 0 -0.761 0.629 -2.461
40 H7 H H7 N N N 0 -1.172 -1.286 -0.104
41 H8 H H8 N N N 0 -1.361 0.063 2.319
42 H9 H H9 N N N 0 -0.936 1.784 2.224
43 H10 H H10 N N N 0 -3.349 1.407 2.355
44 H11 H H11 N N N 0 -2.928 2.171 0.815
45 H12 H H12 N N N 0 1.467 -0.828 -2.533
46 H13 H H13 N N N 0 -3.123 -0.842 1.241
47 H14 H H14 N N N 0 3.348 -0.499 -1.636
48 H15 H H15 N N N 0 3.227 0.028 2.064
49 H16 H H16 N N N 0 3.644 1.747 1.981
50 H17 H H17 N N N 0 1.531 2.3 0.963
51 H18 H H18 N N N 0 1.242 1.383 2.43
52 H19 H H19 N N N 0 3.058 -1.752 1.143
53 H20 H H20 N N N 0 5.266 -1.929 -0.935
54 H21 H H21 N N N 0 5.147 -0.747 1.88
55 H22 H H22 N N N 0 6.621 -0.896 0.893
56 H23 H H23 N N N 0 5.603 0.519 -0.861
57 H24 H H24 N N N 0 5.648 1.377 0.695
58 H25 H H25 N N N 0 -5.044 -1.201 2.434
59 H26 H H26 N N N 0 -5.088 0.542 2.793
60 H27 H H27 N N N 0 -6.531 -0.268 2.137
61 H28 H H28 N N N 0 -6.639 1.397 0.464
62 H29 H H29 N N N 0 -5.1 2.211 0.836
63 H30 H H30 N N N 0 -5.397 1.569 -0.798
64 H31 H H31 N N N 0 -4.161 1.104 -1.9
65 H32 H H32 N N N 0 -2.89 2.046 -1.084
66 H33 H H33 N N N 0 -2.49 1.063 -2.513
67 H34 H H34 N N N 0 3.023 -3.868 -0.119
68 H35 H H35 N N N 0 1.667 -2.833 -0.627
69 H36 H H36 N N N 0 3.114 -2.971 -1.654
70 H37 H H37 N N N 0 4.807 -4.076 0.231
71 H38 H H38 N N N 0 6.355 -3.376 0.763
72 H39 H H39 N N N 0 4.914 -3.241 1.8
73 H40 H H40 N N N 0 0.008 1.951 -1.298
74 H41 H H41 N N N 0 -1.477 2.509 -0.491
75 H42 H H42 N N N 0 0.106 2.767 0.28
76 H43 H H43 N N N 0 1.698 -1.287 1.916
77 H44 H H44 N N N 0 0.134 -0.673 2.503
78 H45 H H45 N N N 0 0.19 -1.777 1.108
79 H46 H H46 N N N 0 3.732 3.926 -0.932



B8F : Chemical Bonds

Total Number of Bonds: 83
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C4 C3 C C sing 1.51 N N
2 C4 C5 C C sing 1.53 N N
3 C23 C2 C C sing 1.55 N N
4 C3 O1 C O doub 1.21 N N
5 C3 C2 C C sing 1.52 N N
6 C5 C6 C C sing 1.54 N N
7 C26 C19 C C sing 1.53 N N
8 C27 C20 C C sing 1.53 N N
9 C30 C14 C C sing 1.54 N N
10 C2 C1 C C sing 1.52 N N
11 C2 C24 C C sing 1.52 N N
12 C1 C6 C C sing 1.52 N N
13 C1 C10 C C sing 1.53 N N
14 C19 C20 C C sing 1.53 N N
15 C19 C15 C C sing 1.52 N N
16 C6 C7 C C sing 1.53 N N
17 C6 C25 C C sing 1.52 N N
18 C7 C11 C C sing 1.53 N N
19 C7 C8 C C sing 1.52 N N
20 C20 C21 C C sing 1.53 N N
21 C11 C12 C C sing 1.5 N N
22 C9 C10 C C sing 1.54 N N
23 C9 C8 C C sing 1.52 N N
24 C14 C13 C C sing 1.5 N N
25 C14 C8 C C sing 1.54 N N
26 C14 C18 C C sing 1.52 N N
27 C12 C13 C C doub 1.31 N N
28 C13 C15 C C sing 1.52 N N
29 C8 C29 C C sing 1.54 N N
30 C15 C16 C C sing 1.53 N N
31 C21 C22 C C sing 1.53 N N
32 C18 C17 C C sing 1.53 N N
33 C17 C16 C C sing 1.52 N N
34 C16 C22 C C sing 1.53 N N
35 C16 C28 C C sing 1.51 N N
36 C28 O2 C O doub 1.21 N N
37 C28 O3 C O sing 1.34 N N
38 C4 H1 C H sing 1.09 N N
39 C4 H2 C H sing 1.1 N N
40 C5 H3 C H sing 1.09 N N
41 C5 H4 C H sing 1.09 N N
42 C11 H5 C H sing 1.1 N N
43 C11 H6 C H sing 1.08 N N
44 C7 H7 C H sing 1.11 N N
45 C9 H8 C H sing 1.09 N N
46 C9 H9 C H sing 1.09 N N
47 C10 H10 C H sing 1.09 N N
48 C10 H11 C H sing 1.08 N N
49 C12 H12 C H sing 1.08 N N
50 C1 H13 C H sing 1.12 N N
51 C15 H14 C H sing 1.1 N N
52 C17 H15 C H sing 1.09 N N
53 C17 H16 C H sing 1.09 N N
54 C18 H17 C H sing 1.08 N N
55 C18 H18 C H sing 1.11 N N
56 C19 H19 C H sing 1.09 N N
57 C20 H20 C H sing 1.09 N N
58 C21 H21 C H sing 1.09 N N
59 C21 H22 C H sing 1.09 N N
60 C22 H23 C H sing 1.09 N N
61 C22 H24 C H sing 1.09 N N
62 C23 H25 C H sing 1.09 N N
63 C23 H26 C H sing 1.09 N N
64 C23 H27 C H sing 1.09 N N
65 C24 H28 C H sing 1.09 N N
66 C24 H29 C H sing 1.09 N N
67 C24 H30 C H sing 1.09 N N
68 C25 H31 C H sing 1.09 N N
69 C25 H32 C H sing 1.09 N N
70 C25 H33 C H sing 1.09 N N
71 C26 H34 C H sing 1.09 N N
72 C26 H35 C H sing 1.09 N N
73 C26 H36 C H sing 1.09 N N
74 C27 H37 C H sing 1.09 N N
75 C27 H38 C H sing 1.09 N N
76 C27 H39 C H sing 1.09 N N
77 C29 H40 C H sing 1.09 N N
78 C29 H41 C H sing 1.09 N N
79 C29 H42 C H sing 1.09 N N
80 C30 H43 C H sing 1.09 N N
81 C30 H44 C H sing 1.09 N N
82 C30 H45 C H sing 1.09 N N
83 O3 H46 O H sing 0.97 N N



B8F : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
B8F 6j3n Open in New Window Bound ligand 1 1