Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

XXT : Summary

Code

XXT

One-letter code

X

Molecule name

[(3aS,5R,5aS,6S,8S,8aS,9S,9aR)-9-acetyloxy-8-hydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.5 [(3~{a}~{S},5~{R},5~{a}~{S},6~{S},8~{S},8~{a}~{S},9~{S},9~{a}~{R})-9-acetyloxy-5,8~{a}-dimethyl-1-methylidene-8-oxidanyl-2-oxidanylidene-4,5,5~{a},6,7,8,9,9~{a}-octahydro-3~{a}~{H}-azuleno[6,5-b]furan-6-yl] ethanoate

Formula

C19 H26 O7

Formal charge

0

Molecular weight

366.406 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 C[CH]1C[CH]2OC(=O)C(=C)[CH]2[CH](OC(C)=O)[C]3(C)[CH](O)C[CH](OC(C)=O)[CH]13
SMILES OpenEye OEToolkits 2.0.5 CC1CC2C(C(C3(C1C(CC3O)OC(=O)C)C)OC(=O)C)C(=C)C(=O)O2
Canonical SMILES CACTVS 3.385 C[C@@H]1C[C@@H]2OC(=O)C(=C)[C@H]2[C@H](OC(C)=O)[C@]3(C)[C@@H](O)C[C@H](OC(C)=O)[C@@H]13
Canonical SMILES OpenEye OEToolkits 2.0.5 C[C@@H]1C[C@H]2[C@H]([C@@H]([C@]3([C@H]1[C@H](C[C@@H]3O)OC(=O)C)C)OC(=O)C)C(=C)C(=O)O2

IUPAC InChI

InChI=1S/C19H26O7/c1-8-6-12-15(9(2)18(23)26-12)17(25-11(4)21)19(5)14(22)7-13(16(8)19)24-10(3)20/h8,12-17,22H,2,6-7H2,1,3-5H3/t8-,12+,13+,14+,15-,16-,17+,19-/m1/s1

IUPAC InChI key

JXEGMONJOSAULB-IZZBGLMFSA-N
XXT

wwPDB Information

Atom count

52 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2016-06-28

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned



XXT : 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 C2 C C1 N N N 0 2.304 1.8 -0.589
2 C1 C C2 S N N 0 2.605 0.439 0.089
3 O7 O O1 N N N 0 -3.642 0.819 1.151
4 C6 C C3 S N N 0 -1.12 0.56 0.499
5 C5 C C4 S N N 0 1.247 -0.183 0.361
6 C3 C C5 S N N 0 0.759 1.947 -0.613
7 C4 C C6 S N N 0 0.302 1.051 0.541
8 C18 C C7 N N N 0 -3.249 1.617 0.334
9 C19 C C8 N N N 0 -4.193 2.652 -0.222
10 O6 O O2 N N N 0 -1.972 1.583 -0.079
11 C15 C C9 N N N 0 0.588 1.736 1.878
12 O2 O O3 N N N 0 0.378 3.305 -0.378
13 C7 C C10 R N N 0 -1.173 -0.703 -0.36
14 C11 C C11 N N N 0 -2.506 -0.863 -1.055
15 C14 C C12 N N N 0 -3.098 0.011 -1.865
16 C12 C C13 N N N 0 -3.015 -2.189 -0.65
17 O3 O O4 N N N 0 -4.117 -2.624 -0.919
18 O1 O O5 N N N 0 -2.073 -2.848 0.064
19 C8 C C14 S N N 0 -1.197 -1.865 0.667
20 C9 C C15 N N N 0 0.208 -2.357 0.918
21 C10 C C16 R N N 0 1.121 -1.214 1.441
22 C13 C C17 N N N 0 2.503 -1.773 1.785
23 O4 O O6 N N N 0 3.377 -0.408 -0.803
24 C16 C C18 N N N 0 4.714 -0.337 -0.706
25 O5 O O7 N N N 0 5.222 0.408 0.098
26 C17 C C19 N N N 0 5.58 -1.186 -1.599
27 H1 H H1 N N N 0 2.748 2.611 -0.012
28 H2 H H2 N N N 0 2.697 1.806 -1.606
29 H3 H H3 N N N 0 3.144 0.594 1.024
30 H4 H H4 N N N 0 -1.458 0.33 1.51
31 H5 H H5 N N N 0 0.939 -0.671 -0.564
32 H6 H H6 N N N 0 0.353 1.592 -1.56
33 H7 H H7 N N N 0 -5.178 2.524 0.227
34 H8 H H8 N N N 0 -3.816 3.649 0.007
35 H9 H H9 N N N 0 -4.269 2.532 -1.303
36 H10 H H10 N N N 0 1.625 2.072 1.9
37 H11 H H11 N N N 0 -0.074 2.594 1.996
38 H12 H H12 N N N 0 0.417 1.031 2.692
39 H13 H H13 N N N 0 0.705 3.926 -1.043
40 H14 H H14 N N N 0 -0.336 -0.764 -1.055
41 H16 H H16 N N N 0 -2.62 0.954 -2.084
42 H17 H H17 N N N 0 -4.058 -0.223 -2.302
43 H19 H H19 N N N 0 -1.628 -1.515 1.605
44 H20 H H20 N N N 0 0.179 -3.158 1.657
45 H21 H H21 N N N 0 0.621 -2.745 -0.013
46 H22 H H22 N N N 0 0.675 -0.764 2.329
47 H23 H H23 N N N 0 3.147 -0.964 2.13
48 H24 H H24 N N N 0 2.407 -2.522 2.571
49 H25 H H25 N N N 0 2.94 -2.231 0.897
50 H26 H H26 N N N 0 4.948 -1.788 -2.252
51 H27 H H27 N N N 0 6.219 -0.543 -2.204
52 H28 H H28 N N N 0 6.2 -1.842 -0.988



XXT : 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 C17 C16 C C sing 1.51 N N
2 O5 C16 O C doub 1.21 N N
3 C16 O4 C O sing 1.34 N N
4 O4 C1 O C sing 1.45 N N
5 C13 C10 C C sing 1.53 N N
6 C1 C2 C C sing 1.55 N N
7 C1 C5 C C sing 1.52 N N
8 C10 C5 C C sing 1.5 N N
9 C10 C9 C C sing 1.55 N N
10 C2 C3 C C sing 1.55 N N
11 C5 C4 C C sing 1.56 N N
12 O7 C18 O C doub 1.21 N N
13 C9 C8 C C sing 1.51 N N
14 C3 C4 C C sing 1.53 N N
15 C3 O2 C O sing 1.43 N N
16 C18 C19 C C sing 1.51 N N
17 C18 O6 C O sing 1.34 N N
18 C4 C15 C C sing 1.53 N N
19 C4 C6 C C sing 1.5 N N
20 C8 O1 C O sing 1.45 N N
21 C8 C7 C C sing 1.55 N N
22 O1 C12 O C sing 1.35 N N
23 C7 C6 C C sing 1.53 N N
24 C7 C11 C C sing 1.51 N N
25 O6 C6 O C sing 1.45 N N
26 C12 C11 C C sing 1.48 N N
27 C12 O3 C O doub 1.21 N N
28 C11 C14 C C doub 1.33 N N
29 C2 H1 C H sing 1.09 N N
30 C2 H2 C H sing 1.09 N N
31 C1 H3 C H sing 1.09 N N
32 C6 H4 C H sing 1.09 N N
33 C5 H5 C H sing 1.09 N N
34 C3 H6 C H sing 1.09 N N
35 C19 H7 C H sing 1.09 N N
36 C19 H8 C H sing 1.09 N N
37 C19 H9 C H sing 1.09 N N
38 C15 H10 C H sing 1.09 N N
39 C15 H11 C H sing 1.09 N N
40 C15 H12 C H sing 1.09 N N
41 O2 H13 O H sing 0.97 N N
42 C7 H14 C H sing 1.09 N N
43 C14 H16 C H sing 1.08 N N
44 C14 H17 C H sing 1.08 N N
45 C8 H19 C H sing 1.09 N N
46 C9 H20 C H sing 1.09 N N
47 C9 H21 C H sing 1.09 N N
48 C10 H22 C H sing 1.09 N N
49 C13 H23 C H sing 1.09 N N
50 C13 H24 C H sing 1.09 N N
51 C13 H25 C H sing 1.09 N N
52 C17 H26 C H sing 1.09 N N
53 C17 H27 C H sing 1.09 N N
54 C17 H28 C H sing 1.09 N N



XXT : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
XXT 5git Open in New Window Bound ligand 1 1