Obliquine
AlkaPlorer ID: AK016155
Synonym: '(-)-Obliquine'
IUPAC Name: (1S,13S,16S,18S)-12-[2-(4-hydroxyphenyl)ethyl]-18-methoxy-15-methyl-5,7-dioxa-12,15-diazapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,19-tetraen-14-one
Structure
SMILES: CO[C@@H]1C=C[C@@]23C4=CC5=C(C=C4CN(CCC4=CC=C(O)C=C4)[C@@H]2C(=O)N(C)[C@H]3C1)OCO5
InChI: InChI=1S/C26H28N2O5/c1-27-23-12-19(31-2)7-9-26(23)20-13-22-21(32-15-33-22)11-17(20)14-28(24(26)25(27)30)10-8-16-3-5-18(29)6-4-16/h3-7,9,11,13,19,23-24,29H,8,10,12,14-15H2,1-2H3/t19-,23+,24-,26+/m1/s1
InChIKey: MNZZTIOCKJEHEP-XVZHEKKHSA-N
Reference
A dinitrogenous alkaloid from Cyrtanthus obliquus
PubChem CID: 443685
LOTUS: LTS0158629
SuperNatural Ⅲ: SN0230760-02
NPASS: NPC71848
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Zephyranthes candida | Zephyranthes | Amaryllidaceae | Asparagales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Zephyranthes carinata | Zephyranthes | Amaryllidaceae | Asparagales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 448.5190000000002
TPSA？: 71.47000000000001
MolLogP？: 2.6011
Number of H-Donors: 1
Number of H-Acceptors: 6
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Acetylcholinesterase | IC50 | 200000.0 | nM | 10.1021/acs.jnatprod.7b00301 |
| Mus musculus | RAW264.7 | Inhibition | nan | % | 10.1021/acs.jnatprod.5b00681 |