Kabiramide B
AlkaPlorer ID: AK004626
Synonym: None
IUPAC Name: [(10R,11S,12S,14R,16S,20S,21R,22S,24E)-20-[(E,2S,3S,7R,8R,9R)-11-[formyl(methyl)amino]-2,8-dimethoxy-3,7,9-trimethyl-6-oxoundec-10-enyl]-12,22-dihydroxy-10-methoxy-11,14,21-trimethyl-18-oxo-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.12,5.16,9]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaen-16-yl] carbamate
Structure
SMILES: CO[C@H]([C@H](C)/C=C/N(C)C=O)[C@@H](C)C(=O)CC[C@H](C)[C@H](C[C@@H]1OC(=O)C[C@@H](OC(=N)O)C[C@H](C)C[C@H](O)[C@H](C)[C@@H](OC)C2=COC(=N2)C2=COC(=N2)C2=COC(=N2)/C=C/C[C@H](O)[C@H]1C)OC
InChI: InChI=1S/C47H69N5O14/c1-26-18-32(65-47(48)58)20-42(57)66-40(21-39(59-8)27(2)14-15-37(55)30(5)43(60-9)28(3)16-17-52(7)25-53)29(4)36(54)12-11-13-41-49-34(23-62-41)45-51-35(24-64-45)46-50-33(22-63-46)44(61-10)31(6)38(56)19-26/h11,13,16-17,22-32,36,38-40,43-44,54,56H,12,14-15,18-21H2,1-10H3,(H2,48,58)/b13-11+,17-16+/t26-,27-,28+,29+,30-,31-,32-,36-,38-,39-,40-,43+,44+/m0/s1
InChIKey: SVDMAXBQMZIUPX-QSPXEARGSA-N
Reference
Four New Kabiramides from the Thai Sponge, Pachastrissa nux
PubChem CID: 45267984
LOTUS: LTS0202556
NPASS: NPC177432
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Hexabranchus sanguineus | Hexabranchus | Hexabranchidae | Nudibranchia | Gastropoda | Mollusca | Metazoa | Eukaryota |
| Colchicum szovitsii | Colchicum | Colchicaceae | Liliales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Brassica napus | Brassica | Brassicaceae | Brassicales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 928.09
TPSA？: 263.2299999999999
MolLogP？: 6.958770000000009
Number of H-Donors: 4
Number of H-Acceptors: 17
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Candida albicans | Candida albicans | MIC | 0.5 | ug.mL-1 | 10.1021/np8007649 |
| Cryptococcus neoformans | Cryptococcus neoformans | MIC | 1.0 | ug.mL-1 | 10.1021/np8007649 |
| Homo sapiens | MCF7 | IC50 | 450.0 | nM | 10.1021/np100886y |
| Nakaseomyces glabratus | Nakaseomyces glabratus | MIC | 0.5 | ug.mL-1 | 10.1021/np8007649 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 1670.0 | nM | 10.1021/np100886y |
| None | ADMET | IC50 | 950.0 | nM | 10.1021/np100886y |