5alpha-methoxykuroshine E
ID: ALA4079551
PubChem CID: 137652192
Max Phase: Preclinical
Molecular Formula: C31H39NO8
Molecular Weight: 553.65
Molecule Type: Small molecule
Associated Items:
This compound is not in our inventory system
Names and Identifiers
Canonical SMILES: CO[C@@H]1[C@@H](C)C[C@@H]2CN3[C@@]1(CC[C@@]1(C)[C@]4(COC(=O)C4)[C@H]4C(=O)[C@H](C)[C@@H]5C(=O)C=C(C)C[C@H]5[C@@]45CO[C@@]31C5=O)O2
Standard InChI: InChI=1S/C31H39NO8/c1-15-8-19-22(20(33)9-15)17(3)23(35)24-28(11-21(34)38-13-28)27(4)6-7-30-25(37-5)16(2)10-18(40-30)12-32(30)31(27)26(36)29(19,24)14-39-31/h9,16-19,22,24-25H,6-8,10-14H2,1-5H3/t16-,17+,18+,19+,22-,24+,25+,27-,28+,29-,30-,31+/m0/s1
Standard InChI Key: YJZUIOINBIUJGR-XRKOFXFSSA-N
Molfile:
RDKit 2D
44 51 0 0 0 0 0 0 0 0999 V2000
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22.6665 -5.0045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.2732 -4.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.9424 -3.7141 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
22.1313 -3.7984 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.4281 -3.3637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.4281 -4.1809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.1334 -4.5854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.1334 -2.9510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.8386 -3.3637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.8352 -4.1809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.2507 -3.3697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.5442 -2.9558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.2472 -4.1869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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20.5280 -5.4077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.9472 -5.4196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.2331 -5.8208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.6406 -6.6536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.6518 -5.8328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.2244 -6.6361 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
21.9264 -7.0548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.0403 -7.8699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.4548 -6.9278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.4785 -8.4670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.2040 -7.7112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.6617 -8.3941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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19.1334 -2.1338 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
17.7210 -4.5905 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.5465 -2.1386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.2346 -5.0105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.8313 -2.5465 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
19.4723 -4.8454 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
21.9606 -2.9648 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
21.8248 -3.6031 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
21.7689 -9.2309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.0860 -7.5693 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
19.2783 -5.5181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.8066 -6.2940 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
19.8671 -5.6381 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
22.8190 -8.1177 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
22.9938 -8.9160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.3856 -7.7055 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
1 2 1 0
2 3 1 0
3 4 1 0
4 5 1 0
1 5 1 1
6 7 2 0
6 9 1 0
7 8 1 0
8 11 1 0
10 9 1 0
10 11 1 0
10 13 1 0
11 15 1 0
14 12 1 0
12 13 1 0
14 15 1 0
14 1 1 0
15 16 1 0
16 18 1 0
17 1 1 0
17 18 1 0
17 20 1 0
18 21 1 0
22 19 1 0
19 20 1 0
21 22 1 0
22 23 1 0
21 24 1 0
23 25 1 0
24 26 1 0
25 27 1 0
26 27 1 0
3 28 2 0
9 29 2 0
7 30 1 0
13 31 1 1
17 32 1 1
10 33 1 6
11 34 1 1
12 35 2 0
14 36 1 1
25 37 1 1
26 38 1 0
22 38 1 1
15 39 1 6
18 40 1 6
40 39 1 0
16 41 2 0
23 42 1 6
42 43 1 0
26 44 1 1
M ENDAlternative Forms
Molecule Features
| Natural Product: Yes | 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 |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Calculated Properties
| Molecular Weight: 553.65 | Molecular Weight (Monoisotopic): 553.2676 | AlogP: 2.45 | #Rotatable Bonds: 1 |
| Polar Surface Area: 108.44 | Molecular Species: NEUTRAL | HBA: 9 | HBD: ┄ |
| #RO5 Violations: 1 | HBA (Lipinski): 9 | HBD (Lipinski): ┄ | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: ┄ | CX Basic pKa: 2.91 | CX LogP: 3.68 | CX LogD: 3.68 |
| Aromatic Rings: ┄ | Heavy Atoms: 40 | QED Weighted: 0.45 | Np Likeness Score: 2.15 |
References
| 1. Hsu YM, Chang FR, Lo IW, Lai KH, El-Shazly M, Wu TY, Du YC, Hwang TL, Cheng YB, Wu YC.. (2016) Zoanthamine-Type Alkaloids from the Zoanthid Zoanthus kuroshio Collected in Taiwan and Their Effects on Inflammation., 79 (10): [PMID:27759384] [10.1021/acs.jnatprod.6b00625] |
Source
Source(1):