Bengamide B
AlkaPlorer ID: AK010421
Synonym: None
IUPAC Name: [(3S,6S)-1-methyl-7-oxo-6-[[(E,2R,3R,4S,5R)-3,4,5-trihydroxy-2-methoxy-8-methylnon-6-enoyl]amino]azepan-3-yl] tetradecanoate
Structure
SMILES: CCCCCCCCCCCCCC(=O)O[C@H]1CC[C@H](NC(=O)[C@H](OC)[C@H](O)[C@@H](O)[C@H](O)/C=C/C(C)C)C(=O)N(C)C1
InChI: InChI=1S/C32H58N2O8/c1-6-7-8-9-10-11-12-13-14-15-16-17-27(36)42-24-19-20-25(32(40)34(4)22-24)33-31(39)30(41-5)29(38)28(37)26(35)21-18-23(2)3/h18,21,23-26,28-30,35,37-38H,6-17,19-20,22H2,1-5H3,(H,33,39)/b21-18+/t24-,25-,26+,28-,29+,30+/m0/s1
InChIKey: PFRKTXMXGDERHT-UCDUEDMDSA-N
Reference
PubChem CID: 6444128
CAS: 104947-69-5
LOTUS: LTS0184904
SuperNatural Ⅲ: SN0284155-03
NPASS: NPC273185
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 598.8219999999999
TPSA？: 145.63000000000002
MolLogP？: 3.646200000000002
Number of H-Donors: 4
Number of H-Acceptors: 8
RingCount: 1
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Candida | Candida | Activity | nan | None | 10.1021/np970050q |
| Candida albicans | Candida albicans | Activity | nan | None | 10.1021/np980330l |
| Homo sapiens | 786-0 | GI50 | 4.571 | nM | None |
| Homo sapiens | A498 | GI50 | 14996.85 | nM | None |
| Homo sapiens | A549 | GI50 | 1.5 | nM | None |
| Homo sapiens | ACHN | GI50 | 2.606 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 21.58 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 12.25 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 2.594 | nM | None |
| Homo sapiens | DLD-1 | GI50 | 7.047 | nM | None |
| Homo sapiens | DMS-114 | GI50 | 2.844 | nM | None |
| Homo sapiens | DMS-273 | GI50 | 1.5 | nM | None |
| Homo sapiens | EKVX | GI50 | 1076.47 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 1.945 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 2.472 | nM | None |
| Homo sapiens | HCT-116 | IC50 | 2.0 | nM | 10.1016/j.bmc.2012.05.043 |
| Homo sapiens | HCT-15 | GI50 | 27.99 | nM | None |
| Homo sapiens | HL-60 | GI50 | 10.0 | nM | None |
| Homo sapiens | HOP-18 | GI50 | 133.66 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 8.091 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 6.839 | nM | None |
| Homo sapiens | HT-29 | GI50 | 4.786 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 2.35 | nM | None |
| Homo sapiens | K562 | GI50 | 8.11 | nM | None |
| Homo sapiens | KM12 | GI50 | 4.178 | nM | None |
| Homo sapiens | KM-20L2 | GI50 | 5.768 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 2.163 | nM | None |
| Homo sapiens | LXFL 529 | GI50 | 11.4 | nM | None |
| Homo sapiens | M14 | GI50 | 12.76 | nM | None |
| Homo sapiens | M19-MEL | GI50 | 6.109 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 36.22 | nM | None |
| Homo sapiens | MDA-MB-435 | IC50 | 2.0 | nM | 10.1021/acs.jnatprod.6b00970 |
| Homo sapiens | Methionine aminopeptidase 1 | Ratio | 2.4 | None | 10.1021/jm400227z |
| Homo sapiens | MOLT-4 | GI50 | 6.427 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 5.916 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 9.772 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 14996.85 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 1.5 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 5.768 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 6.427 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 14.0 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 4645.15 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 7.816 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 89.54 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 61.52 | nM | None |
| Homo sapiens | RXF 631 | GI50 | 1.5 | nM | None |
| Homo sapiens | SF-268 | GI50 | 3.597 | nM | None |
| Homo sapiens | SF-295 | GI50 | 6.745 | nM | None |
| Homo sapiens | SF-539 | GI50 | 10.81 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 33.42 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 11.35 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 19.95 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 72.11 | nM | None |
| Homo sapiens | SN12C | GI50 | 4.188 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 7.998 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 104.71 | nM | None |
| Homo sapiens | SNB-78 | GI50 | 172.98 | nM | None |
| Homo sapiens | SR | GI50 | 2.099 | nM | None |
| Homo sapiens | SW-620 | GI50 | 4.325 | nM | None |
| Homo sapiens | TK-10 | GI50 | 179.47 | nM | None |
| Homo sapiens | U-251 | GI50 | 2.864 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 33.11 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 8.072 | nM | None |
| Homo sapiens | UO-31 | GI50 | 20.8 | nM | None |
| Homo sapiens | XF498 | GI50 | 16.44 | nM | None |
| Mus musculus | RAW264.7 | Activity | nan | None | 10.1016/j.bmc.2012.05.043 |
| Mus musculus | RAW264.7 | IC50 | 500.0 | nM | 10.1016/j.bmc.2012.05.043 |
| Mus musculus | RAW264.7 | IC50 | 50000.0 | nM | 10.1016/j.bmc.2012.05.043 |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | Activity | nan | None | 10.1021/np980330l |
| None | No relevant target | Solubility | 2e-06 | ug.mL-1 | 10.1021/acs.jnatprod.6b00970 |
| None | Unchecked | IC50 | 85.0 | nM | 10.1016/j.bmc.2012.05.043 |
| None | Unchecked | Inhibition | nan | % | 10.1016/j.bmc.2012.05.043 |
| None | Unchecked | Ratio | 2.1 | None | 10.1021/jm400227z |
| None | Unchecked | Ratio | 2.6 | None | 10.1021/jm400227z |