7a-hydroxykuroshine E
ID: ALA4097580
PubChem CID: 137660620
Max Phase: Preclinical
Molecular Formula: C30H37NO8
Molecular Weight: 539.63
Molecule Type: Small molecule
Associated Items:
This compound is not in our inventory system
Names and Identifiers
Canonical SMILES: CC1=CC(=O)[C@@H]2[C@@H](C1)[C@]13CO[C@@]4(C1=O)N1C[C@H]5C[C@H](C)C[C@@]1(O5)[C@@H](O)C[C@@]4(C)[C@]1(COC(=O)C1)[C@H]3C(=O)[C@@H]2C
Standard InChI: InChI=1S/C30H37NO8/c1-14-6-18-22(19(32)7-14)16(3)23(35)24-27(10-21(34)37-12-27)26(4)9-20(33)29-8-15(2)5-17(39-29)11-31(29)30(26)25(36)28(18,24)13-38-30/h7,15-18,20,22,24,33H,5-6,8-13H2,1-4H3/t15-,16+,17+,18+,20-,22-,24+,26-,27+,28-,29+,30+/m0/s1
Standard InChI Key: GTHSUDMYSPSZOQ-JTDPBRKGSA-N
Molfile:
RDKit 2D
43 50 0 0 0 0 0 0 0 0999 V2000
14.3745 -13.2270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.0869 -13.6395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.6995 -13.0894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.3655 -12.3368 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
14.5467 -12.4220 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.8081 -11.9831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.8081 -12.8081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.5201 -13.2164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.5201 -11.5665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.2321 -11.9831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.2286 -12.8081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.6577 -11.9891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.9444 -11.5714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.6542 -12.8141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.9340 -13.2230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.9281 -14.0466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.3607 -14.0586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.6398 -14.4636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.0608 -15.3044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.0721 -14.4758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.6312 -15.2868 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
14.3398 -15.7094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.4548 -16.5324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.8542 -15.5812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.8876 -17.1350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.6010 -16.3720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.0631 -17.0615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.5062 -13.2620 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
11.5201 -10.7415 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
10.0942 -13.2216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.9468 -10.7464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.6413 -13.6456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.2248 -11.1581 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
11.8622 -13.4789 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
14.3743 -11.5804 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
14.2372 -12.2248 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
14.1808 -17.9062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.4914 -16.2289 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
11.6664 -14.1580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.1997 -14.9413 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
12.2608 -14.3516 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
15.7700 -15.7258 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
11.7747 -16.3705 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
19 42 1 6
26 43 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: 539.63 | Molecular Weight (Monoisotopic): 539.2519 | AlogP: 1.80 | #Rotatable Bonds: ┄ |
| Polar Surface Area: 119.44 | Molecular Species: NEUTRAL | HBA: 9 | HBD: 1 |
| #RO5 Violations: 1 | HBA (Lipinski): 9 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: 13.60 | CX Basic pKa: 2.79 | CX LogP: 2.96 | CX LogD: 2.96 |
| Aromatic Rings: ┄ | Heavy Atoms: 39 | QED Weighted: 0.46 | Np Likeness Score: 2.18 |
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):