ID: ALA523073
PubChem CID: 44587547
Max Phase: Preclinical
Molecular Formula: C25H36O4
Molecular Weight: 400.56
Molecule Type: Small molecule
Associated Items:
Synonyms: Cyclocitrinol | cyclocitrinol|CHEMBL523073
Canonical SMILES: C[C@@H](O)/C=C/[C@](C)(O)[C@H]1CC[C@H]2C3=CC(=O)[C@H]4CC(=CC[C@H](O)C4)[C@H]3CC[C@@]21C
Standard InChI: InChI=1S/C25H36O4/c1-15(26)8-11-25(3,29)23-7-6-21-20-14-22(28)17-12-16(4-5-18(27)13-17)19(20)9-10-24(21,23)2/h4,8,11,14-15,17-19,21,23,26-27,29H,5-7,9-10,12-13H2,1-3H3/b11-8+/t15-,17+,18+,19-,21+,23+,24+,25+/m1/s1
Standard InChI Key: QZAMIRPHNVBTIV-HRXCHONESA-N
Molfile:
RDKit 2D
33 36 0 0 0 0 0 0 0 0999 V2000
8.8865 -0.3182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.4996 -1.2473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.1115 -1.7928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.9366 -1.8503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.4848 -0.8196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.0636 -0.2367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.5872 -1.6439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.3371 -1.0083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.2932 -2.0745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.8945 -2.0858 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
9.2205 -2.6106 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
9.6561 -0.0237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.3720 -0.4296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.3621 1.2137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.6485 0.7987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.0738 0.8037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.0749 -0.0218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.8590 -0.2777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.3465 0.3862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.8598 1.0578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.1614 1.6253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.9138 1.9992 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.4972 1.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.2789 1.5831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.8622 0.9999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.1604 -0.8432 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
8.9728 0.4410 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
10.2417 -2.6162 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
11.5477 2.4352 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
14.5306 2.3805 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
12.6800 1.0615 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
12.1268 1.8518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.5393 2.5663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 12 1 0
13 2 2 0
2 4 1 0
3 4 1 0
5 6 1 0
6 1 2 0
5 7 1 0
1 8 1 0
7 9 1 0
8 3 1 0
9 3 1 0
7 10 1 1
3 11 1 1
12 13 1 0
12 15 1 0
13 17 1 0
16 14 1 0
14 15 1 0
16 17 1 0
17 18 1 0
18 19 1 0
19 20 1 0
20 16 1 0
16 21 1 1
20 32 1 0
32 22 1 0
22 23 2 0
23 24 1 0
24 25 1 0
17 26 1 6
12 27 1 6
4 28 2 0
32 29 1 1
24 30 1 6
20 31 1 6
32 33 1 0
M END| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| 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: 400.56 | Molecular Weight (Monoisotopic): 400.2614 | AlogP: 3.71 | #Rotatable Bonds: 3 |
| Polar Surface Area: 77.76 | Molecular Species: NEUTRAL | HBA: 4 | HBD: 3 |
| #RO5 Violations: ┄ | HBA (Lipinski): 4 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: ┄ | CX Basic pKa: ┄ | CX LogP: 2.73 | CX LogD: 2.73 |
| Aromatic Rings: ┄ | Heavy Atoms: 29 | QED Weighted: 0.63 | Np Likeness Score: 3.34 |
| 1. Du L, Zhu T, Fang Y, Gu Q, Zhu W.. (2008) Unusual C25 steroid isomers with bicyclo[4.4.1]A/B rings from a volcano ash-derived fungus Penicillium citrinum., 71 (8): [PMID:18656987] [10.1021/np8000442] |
Source(1):