Verazine
AlkaPlorer ID: AK016655
Synonym: None
IUPAC Name: (3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(3S)-3-methyl-2,3,4,5-tetrahydropyridin-6-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Structure
SMILES: C[C@H]1CCC([C@@H](C)[C@H]2CC[C@H]3[C@@H]4CC=C5C[C@@H](O)CC[C@]5(C)[C@H]4CC[C@]23C)=NC1
InChI: InChI=1S/C27H43NO/c1-17-5-10-25(28-16-17)18(2)22-8-9-23-21-7-6-19-15-20(29)11-13-26(19,3)24(21)12-14-27(22,23)4/h6,17-18,20-24,29H,5,7-16H2,1-4H3/t17-,18-,20-,21-,22+,23-,24-,26-,27+/m0/s1
InChIKey: VRBNGKPRTHBEIQ-LURFOZDGSA-N
Reference
Alkaloids ofZygadenus sibiricus. The structure of verazinine
PubChem CID: 161052
CAS: 14320-81-1
LOTUS: LTS0223029
SuperNatural Ⅲ: SN0397823-06
NPASS: NPC280710
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Eclipta alba | Eclipta | Asteraceae | Asterales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 397.6470000000003
TPSA？: 32.59
MolLogP？: 6.433300000000008
Number of H-Donors: 1
Number of H-Acceptors: 2
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Candida albicans | Candida albicans | MIC | 25.0 | ug.mL-1 | 10.1021/np970561c |
| Homo sapiens | Daoy | Activity | 79.45 | % | 10.1016/j.bmc.2021.116166 |
| Homo sapiens | Smoothened homolog | Activity | 47.12 | % | 10.1016/j.bmc.2021.116166 |
| Homo sapiens | Smoothened homolog | Activity | nan | None | 10.1016/j.bmc.2021.116166 |
| Mus musculus | M109 | IC50 | 12.5 | ug.mL-1 | 10.1021/np970561c |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | IC12 | 0.14 | ug ml-1 | 10.1021/np970561c |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | IC12 | 0.25 | ug ml-1 | 10.1021/np970561c |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | MIC | 6.25 | ug.mL-1 | 10.1021/np970561c |
| None | Unchecked | IC50 | 1110.0 | nM | 10.1016/j.bmc.2021.116166 |