ID: ALA2304264
PubChem CID: 44583988
Max Phase: Preclinical
Molecular Formula: C43H66O12
Molecular Weight: 774.99
Molecule Type: Small molecule
Associated Items:
Synonyms: Arabidopside A | CHEMBL2304264
Canonical SMILES: CC/C=C\C[C@H]1C(=O)C=C[C@H]1CCCCCCCC(=O)OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCC[C@@H]1C=CC(=O)[C@@H]1C/C=C\CC
Standard InChI: InChI=1S/C43H66O12/c1-3-5-11-19-33-30(23-25-35(33)45)17-13-8-7-9-15-21-38(47)52-28-32(29-53-43-42(51)41(50)40(49)37(27-44)55-43)54-39(48)22-16-10-14-18-31-24-26-36(46)34(31)20-12-6-4-2/h5-6,11-12,23-26,30-34,37,40-44,49-51H,3-4,7-10,13-22,27-29H2,1-2H3/b11-5-,12-6-/t30-,31-,32-,33-,34-,37-,40+,41+,42-,43-/m1/s1
Standard InChI Key: FXAOGBMUKJMRHB-YGJAHLLZSA-N
Molfile:
RDKit 2D
55 57 0 0 0 0 0 0 0 0999 V2000
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9.8695 -12.1413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.4209 -11.5285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.0060 -10.8179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.1989 -10.9930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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7.8013 -10.6959 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.9732 -10.6936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.5604 -9.9776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.7354 -9.9752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.6136 -15.5730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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6.0395 -15.5682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.7500 -15.1533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.4607 -15.5634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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7.0430 -13.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.2132 -13.3048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.4662 -15.1625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.5569 -12.2387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.2675 -11.8238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.9829 -12.2339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.6934 -11.8190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.4039 -12.2291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.8411 -11.8257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.8363 -11.0007 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
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3.0607 -12.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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1.7790 -11.0323 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1.0618 -11.4466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.3460 -11.0431 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.3642 -11.4538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.3638 -12.2839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.3531 -12.6922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.0699 -12.2798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.0797 -11.0450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7869 -12.6861 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.3551 -13.5172 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-1.0779 -12.6954 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-1.0812 -10.2152 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4 5 1 0
5 1 1 0
4 6 2 0
5 7 1 1
7 8 1 0
8 9 2 0
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12 13 1 0
13 14 1 0
14 15 1 0
15 16 1 0
16 17 1 0
17 18 1 0
19 18 1 1
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26 28 1 1
28 29 1 0
29 30 2 0
30 31 1 0
31 32 1 0
22 33 1 0
34 35 1 0
35 36 1 0
36 37 1 0
37 38 1 0
1 38 1 1
34 39 1 0
39 40 2 0
39 41 1 0
33 42 1 0
42 43 1 0
43 44 1 0
45 44 1 1
45 46 1 0
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46 47 1 0
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48 49 1 0
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47 51 1 1
1 2 1 0
2 3 2 0
3 4 1 0
49 53 1 1
50 52 1 6
48 54 1 1
51 55 1 0
42 41 1 6
M END| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
| Chirality: No | Availability: No | Prodrug: No |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| Molecular Weight: 774.99 | Molecular Weight (Monoisotopic): 774.4554 | AlogP: 5.39 | #Rotatable Bonds: 27 |
| Polar Surface Area: 186.12 | Molecular Species: NEUTRAL | HBA: 12 | HBD: 4 |
| #RO5 Violations: 3 | HBA (Lipinski): 12 | HBD (Lipinski): 4 | #RO5 Violations (Lipinski): 3 |
| CX Acidic pKa: 12.21 | CX Basic pKa: ┄ | CX LogP: 6.99 | CX LogD: 6.99 |
| Aromatic Rings: ┄ | Heavy Atoms: 55 | QED Weighted: 0.05 | Np Likeness Score: 1.49 |
| 1. Hisamatsu Y, Goto N, Sekiguchi M, Hasegawa K, Shigemori H.. (2005) Oxylipins arabidopsides C and D from Arabidopsis thaliana., 68 (4): [PMID:15844959] [10.1021/np0495938] |
Source(1):