(R)-norcoclaurine
AlkaPlorer ID: AK002705
Synonym: '', 'Higenamine', '(+/-)-Demethylcoclaurine hydrochloride', '6,7-dihydroxy-(1R)-(4-hydroxyphenyl)methyl-1,2,3,4-tetrahydroisoquinoline', '(S)-Norcoclaurine', '6,7-Dihydroxy-(1R)-(4-hydroxyphenyl)methyl-1,2,3,4-tetrahydroisoquinoline', '(S)-(-)-Higenamine', 'Norcoclaurine', '(R)-Norcoclaurine', '(+)-Demethylcoclaurine', '(R)-norcoclaurine', '(+/-)-Norcoclaurine hydrochloride', '(+)-demethylcoclaurine'
IUPAC Name: (1R)-1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol
Structure
SMILES: OC1=CC=C(C[C@H]2NCCC3=CC(O)=C(O)C=C32)C=C1
InChI: InChI=1S/C16H17NO3/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14/h1-4,8-9,14,17-20H,5-7H2/t14-/m1/s1
InChIKey: WZRCQWQRFZITDX-CQSZACIVSA-N
Reference
Studies on the constituents of aconitum species. IV. On the components of Aconitum japonicum THUNB.
PubChem CID: 440988
CAS: 106032-53-5
LOTUS: LTS0090616
SuperNatural Ⅲ: SN0424334-02
NPASS: NPC170170
Source
Properties Information
Molecule Weight: 271.316
TPSA？: 72.72
MolLogP？: 2.2329
Number of H-Donors: 4
Number of H-Acceptors: 4
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Rattus norvegicus | Beta-2 adrenergic receptor | EC50 | 4500.0 | nM | 10.1016/j.bmc.2017.10.011 |
| Rattus norvegicus | Rattus norvegicus | Activity | nan | None | 10.1016/j.bmcl.2008.05.094 |
| Severe acute respiratory syndrome coronavirus 2 | Replicase polyprotein 1ab | Inhibition | 15.61 | % | 10.6019/CHEMBL4495564 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | Inhibition | -15.82 | % | 10.21203/rs.3.rs-23951/v1 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | Inhibition | 0.06 | % | 10.6019/CHEMBL4495565 |
| None | Platelet | IC50 | 11000.0 | nM | 10.1016/j.bmcl.2008.05.094 |
| None | Platelet | IC50 | 14000.0 | nM | 10.1016/j.bmcl.2008.05.094 |
| None | Platelet | IC50 | 15000.0 | nM | 10.1016/j.bmcl.2008.05.094 |
| None | Platelet | IC50 | 300000.0 | nM | 10.1016/j.bmcl.2008.05.094 |
| None | Platelet | IC50 | 1000000.0 | nM | 10.1016/j.bmcl.2008.05.094 |