Aromoline
AlkaPlorer ID: AK006258
Synonym: None
IUPAC Name: (1R,14S)-20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.29,12.13,7.114,18.027,31.022,33]hexatriaconta-3(36),4,6,9(35),10,12(34),18,20,22(33),24,26,31-dodecaen-6-ol
Structure
SMILES: COC1=CC2=C3C=C1OC1=C4C(=CC(OC)=C1OC)CCN(C)[C@H]4CC1=CC=C(C=C1)OC1=CC(=CC=C1O)C[C@H]3N(C)CC2
InChI: InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)17-23-8-11-30(40)31(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)20-34(42-4)36(43-5)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m1/s1
InChIKey: HGNHIFJNOKGSKI-WDYNHAJCSA-N
Reference
Chemische Untersuchung der Wurzelrinde der gemeinen Berberitzenstaude (Berberis vulgaris L.)
PubChem CID: 442333
CAS: 548-40-3
LOTUS: LTS0020839
SuperNatural Ⅲ: SN0124995-05
NPASS: NPC185639
Source
Properties Information
Molecule Weight: 608.735
TPSA？: 72.86
MolLogP？: 6.859400000000009
Number of H-Donors: 1
Number of H-Acceptors: 8
RingCount: 8
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Entamoeba histolytica | Entamoeba histolytica | IC50 | 2.99 | ug.mL-1 | 10.1007/s00044-011-9767-1 |
| Entamoeba histolytica | Entamoeba histolytica | IC50 | 19.64 | ug.mL-1 | 10.1007/s00044-011-9767-1 |
| Homo sapiens | Ataxin-2 | Potency | 14125.4 | nM | None |
| Homo sapiens | DNA repair protein RAD52 homolog | AC50 | 9290.0 | nM | None |
| Homo sapiens | HepG2 | Potency | 11220.2 | nM | None |
| Homo sapiens | Isocitrate dehydrogenase [NADP] cytoplasmic | Potency | 29092.9 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4A | Potency | 56234.1 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 15848.9 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 16360.1 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 23109.3 | nM | None |
| Homo sapiens | U-937 | Activity | 81.0 | % | 10.1016/j.bmc.2012.06.017 |
| Homo sapiens | U-937 | Activity | 98.0 | % | 10.1016/j.bmc.2012.06.017 |
| Homo sapiens | U-937 | FC | 0.8 | None | 10.1016/j.bmc.2012.06.017 |
| Homo sapiens | U-937 | FC | 1.5 | None | 10.1016/j.bmc.2012.06.017 |
| Homo sapiens | U-937 | IC50 | 50000.0 | nM | 10.1016/j.bmc.2012.06.017 |
| Homo sapiens | U-937 | MED | 3.1 | uM | 10.1016/j.bmc.2012.06.017 |
| Homo sapiens | U-937 | MED | 50.0 | uM | 10.1016/j.bmc.2012.06.017 |
| Homo sapiens | Ubiquitin carboxyl-terminal hydrolase 1 | Potency | 79432.8 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 0.67 | ug.mL-1 | 10.1021/np50075a001 |
| None | Unchecked | Inhibition | 63.1 | % | 10.1021/np50075a001 |
| None | Unchecked | Potency | 8199.5 | nM | None |
| None | Unchecked | Potency | 11220.2 | nM | None |
| None | Unchecked | Potency | 12589.3 | nM | None |
| None | Unchecked | Potency | 12995.3 | nM | None |
| None | Unchecked | Potency | 15848.9 | nM | None |