Kabiramide C
AlkaPlorer ID: AK000860
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-hydroxy-10,22-dimethoxy-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](OC)[C@H]1C)OC
InChI: InChI=1S/C48H71N5O14/c1-27-19-33(66-48(49)58)21-43(57)67-41(22-40(60-9)28(2)15-16-37(55)30(4)44(61-10)29(3)17-18-53(7)26-54)32(6)39(59-8)13-12-14-42-50-35(24-63-42)46-52-36(25-65-46)47-51-34(23-64-47)45(62-11)31(5)38(56)20-27/h12,14,17-18,23-33,38-41,44-45,56H,13,15-16,19-22H2,1-11H3,(H2,49,58)/b14-12+,18-17+/t27-,28-,29+,30-,31-,32+,33-,38-,39-,40-,41-,44+,45+/m0/s1
InChIKey: VDALFVIVHBKWES-NODZMMCWSA-N
Reference
Four New Kabiramides from the Thai Sponge, Pachastrissa nux
PubChem CID: 44593597
LOTUS: LTS0045626
SuperNatural Ⅲ: SN0387065-15
NPASS: NPC299035
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: 942.117
TPSA？: 252.2299999999999
MolLogP？: 7.612870000000009
Number of H-Donors: 3
Number of H-Acceptors: 17
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Candida albicans | Candida albicans | Activity | nan | None | 10.1021/np50091a008 |
| Candida albicans | Candida albicans | MIC | 0.016 | ug.mL-1 | 10.1021/np8007649 |
| Candida albicans | Candida albicans | MIC | nan | None | 10.1021/np8007649 |
| Cryptococcus gattii | Cryptococcus bacillisporus | MIC | nan | None | 10.1021/np8007649 |
| Cryptococcus neoformans | Cryptococcus neoformans | MIC | 0.125 | ug.mL-1 | 10.1021/np8007649 |
| Homo sapiens | A549 | IC50 | 0.8 | ug.mL-1 | 10.1021/np50096a015 |
| Homo sapiens | HT-29 | IC50 | nan | None | 10.1021/np50096a015 |
| Homo sapiens | MCF7 | IC50 | 470.0 | nM | 10.1021/np100886y |
| Mus musculus | P388 | IC50 | 0.3 | ug.mL-1 | 10.1021/np50096a015 |
| Nakaseomyces glabratus | Nakaseomyces glabratus | MIC | 0.25 | ug.mL-1 | 10.1021/np8007649 |
| Pichia kudriavzevii | Pichia kudriavzevii | MIC | nan | None | 10.1021/np8007649 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 4790.0 | nM | 10.1021/np100886y |
| None | ADMET | IC50 | 7590.0 | nM | 10.1021/np100886y |
| None | NON-PROTEIN TARGET | IC50 | 0.3 | ug.mL-1 | 10.1021/np50096a015 |
| None | Unchecked | Activity | nan | None | 10.1021/np50096a015 |