Boldine
AlkaPlorer ID: AK002026
Synonym: '', 'SMR000440559', 'MLS000876773', 'd-Boldine', 'boldine', '(+)-Boldine', '(-)-Boldine', 'Boldine', 'MLS000736729'
IUPAC Name: (6aR)-1,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-2,9-diol
Structure
SMILES: COC1=C(O)C=C2C[C@@H]3C4=C(C=C(O)C(OC)=C4C2=C1)CC[NH+]3C
InChI: InChI=1S/C19H21NO4/c1-20-5-4-10-7-15(22)19(24-3)18-12-9-16(23-2)14(21)8-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3/p+1/t13-/m1/s1
InChIKey: LZJRNLRASBVRRX-CYBMUJFWSA-O
Reference
Grandine A, a New Proaporphine Alkaloid from the Bark of Phoebe grandis
PubChem CID: 6928510
LOTUS: LTS0117449
NPASS: NPC196447
Source
Properties Information
Molecule Weight: 328.3880000000001
TPSA？: 63.36
MolLogP？: 1.4499999999999995
Number of H-Donors: 3
Number of H-Acceptors: 4
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 15-hydroxyprostaglandin dehydrogenase [NAD+] | Potency | 3548.1 | nM | None |
| Homo sapiens | Aldehyde dehydrogenase 1A1 | Potency | 8912.5 | nM | None |
| Homo sapiens | Cytochrome P450 1A2 | AC50 | 3981.07 | nM | None |
| Homo sapiens | Cytochrome P450 2C19 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 2C9 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 2D6 | AC50 | 3162.28 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | Potency | 3162.3 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | AC50 | nan | None | None |
| Homo sapiens | Endoplasmic reticulum-associated amyloid beta-peptide-binding protein | Potency | 3162.3 | nM | None |
| Homo sapiens | Endoplasmic reticulum-associated amyloid beta-peptide-binding protein | Potency | 3981.1 | nM | None |
| Homo sapiens | Hypoxia-inducible factor 1 alpha | Potency | 5011.9 | nM | None |