Dendrogenin A
AlkaPlorer ID: AK004603
Synonym: None
IUPAC Name: (3S,5R,6R,8S,9S,10R,13R,14S,17R)-6-[2-(1H-imidazol-5-yl)ethylamino]-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5-diol
Structure
SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H]([C@@]4([C@@]3(CC[C@@H](C4)O)C)O)NCCC5=CN=CN5)C
InChI: InChI=1S/C32H55N3O2/c1-21(2)7-6-8-22(3)26-9-10-27-25-17-29(34-16-13-23-19-33-20-35-23)32(37)18-24(36)11-15-31(32,5)28(25)12-14-30(26,27)4/h19-22,24-29,34,36-37H,6-18H2,1-5H3,(H,33,35)/t22-,24+,25+,26-,27+,28+,29-,30-,31-,32+/m1/s1
InChIKey: AVFNYTPENXWWCA-BULFVYHESA-N
Reference
When cholesterol meets histamine, it gives rise to dendrogenin A: a tumour suppressor metabolite1
PubChem CID: 9806490
Source
Properties Information
Molecule Weight: 513.8110000000003
TPSA？: 81.16999999999999
MolLogP？: 6.117400000000007
Number of H-Donors: 4
Number of H-Acceptors: 4
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | IC50 | 2560.0 | nM | 10.1021/jm901063e |
| Homo sapiens | HCT-8 | IC50 | 890.0 | nM | 10.1021/jm901063e |
| Homo sapiens | KG-1 | IC50 | 5530.0 | nM | 10.1021/jm901063e |
| Homo sapiens | MCF7 | Activity | 3.0 | % | 10.1021/jm901063e |
| Homo sapiens | MCF7 | Activity | 11.0 | % | 10.1021/jm901063e |
| Homo sapiens | MCF7 | Activity | 75.0 | % | 10.1021/jm901063e |
| Homo sapiens | MCF7 | Activity | nan | None | 10.1021/jm901063e |
| Homo sapiens | MCF7 | IC50 | 2310.0 | nM | 10.1021/jm901063e |
| Homo sapiens | NB-4 | IC50 | 1320.0 | nM | 10.1021/jm901063e |
| Homo sapiens | SH-SY5Y | IC50 | 1350.0 | nM | 10.1021/jm901063e |
| Homo sapiens | SK-MEL-28 | Activity | 1.0 | % | 10.1021/jm901063e |
| Homo sapiens | SK-MEL-28 | Activity | 7.0 | % | 10.1021/jm901063e |
| Homo sapiens | SK-MEL-28 | Activity | 10.0 | % | 10.1021/jm901063e |
| Homo sapiens | SK-MEL-28 | Activity | 82.0 | % | 10.1021/jm901063e |
| Homo sapiens | SK-MEL-28 | Activity | nan | None | 10.1021/jm901063e |
| Homo sapiens | SK-MEL-28 | IC50 | 2120.0 | nM | 10.1021/jm901063e |
| Homo sapiens | SK-N-SH | IC50 | 2240.0 | nM | 10.1021/jm901063e |
| Homo sapiens | SW-620 | IC50 | 420.0 | nM | 10.1021/jm901063e |
| Homo sapiens | U-937 | Activity | 40.0 | % | 10.1021/jm901063e |
| Homo sapiens | U-937 | Activity | 50.0 | um | 10.1021/jm901063e |
| Homo sapiens | U-937 | Activity | 200.0 | um | 10.1021/jm901063e |
| Homo sapiens | U-937 | IC50 | 790.0 | nM | 10.1021/jm901063e |
| Homo sapiens | U-937 | IC50 | 800.0 | nM | 10.1021/jm901063e |
| Mus musculus | B16-F10 | IC50 | 680.0 | nM | 10.1021/jm901063e |
| Mus musculus | P19 | Activity | 50.0 | um | 10.1021/jm901063e |
| Mus musculus | P19 | Activity | 65.0 | % | 10.1021/jm901063e |
| Mus musculus | P19 | Activity | 200.0 | um | 10.1021/jm901063e |
| Mus musculus | P19 | IC50 | 1800.0 | nM | 10.1021/jm901063e |
| Mus musculus | P19 | IC50 | 2400.0 | nM | 10.1021/jm901063e |
| None | NON-PROTEIN TARGET | IC50 | 740.0 | nM | 10.1021/jm901063e |
| None | NON-PROTEIN TARGET | IC50 | 1280.0 | nM | 10.1021/jm901063e |
| None | NON-PROTEIN TARGET | IC50 | 2320.0 | nM | 10.1021/jm901063e |