Grossamide
AlkaPlorer ID: AK028034
Synonym: None
IUPAC Name: (2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide
Structure
SMILES: COC1=CC([C@@H]2OC3=C(C=C(/C=C/C(O)=NCCC4=CC=C(O)C=C4)C=C3OC)[C@H]2C(O)=NCCC2=CC=C(O)C=C2)=CC=C1O
InChI: InChI=1S/C36H36N2O8/c1-44-30-21-25(8-13-29(30)41)34-33(36(43)38-18-16-23-5-11-27(40)12-6-23)28-19-24(20-31(45-2)35(28)46-34)7-14-32(42)37-17-15-22-3-9-26(39)10-4-22/h3-14,19-21,33-34,39-41H,15-18H2,1-2H3,(H,37,42)(H,38,43)/b14-7+/t33-,34+/m1/s1
InChIKey: DROXVBRNXCRUHP-YRKLVFRVSA-N
Reference
Lignanamides and Nonalkaloidal Components of <i>Hyoscyamus </i><i>n</i><i>iger</i> Seeds
PubChem CID: 6440658
CAS: 80510-06-1
LOTUS: LTS0150434
SuperNatural Ⅲ: SN0073571-10
NPASS: NPC90984
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Hyoscyamus niger | Hyoscyamus | Solanaceae | Solanales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Tribulus terrestris | Tribulus | Zygophyllaceae | Zygophyllales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Hibiscus cannabinus | Hibiscus | Malvaceae | Malvales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 624.6900000000004
TPSA？: 153.56
MolLogP？: 6.449500000000008
Number of H-Donors: 5
Number of H-Acceptors: 8
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Electrophorus electricus | Acetylcholinesterase | IC50 | 39300.0 | nM | 10.1016/j.bmcl.2019.07.026 |
| Electrophorus electricus | Acetylcholinesterase | Inhibition | nan | % | 10.1016/j.bmcl.2019.07.026 |
| Homo sapiens | LNCaP | IC50 | 33000.0 | nM | 10.1021/np010073b |
| Mus musculus | RAW264.7 | IC50 | 24700.0 | nM | 10.1016/j.bmcl.2019.07.026 |
| Mus musculus | RAW264.7 | Inhibition | nan | % | 10.1016/j.bmcl.2019.07.026 |
| Rattus norvegicus | PC-12 | Activity | nan | None | 10.1016/j.bmcl.2019.07.026 |
| None | NON-PROTEIN TARGET | GI50 | 21000.0 | nM | 10.1021/acs.jnatprod.6b00577 |
| None | NON-PROTEIN TARGET | GI50 | 24000.0 | nM | 10.1021/acs.jnatprod.6b00577 |
| None | NON-PROTEIN TARGET | GI50 | 100000.0 | nM | 10.1021/acs.jnatprod.6b00577 |
| None | No relevant target | K | 2.32 | None | 10.1021/acs.jnatprod.6b00577 |