Grassystatin B
AlkaPlorer ID: AK003697
Synonym: None
IUPAC Name: methyl (2S)-1-[(2R)-2-[[(2S)-2-[[(2S,3R)-2-[[(3S,4S)-4-[[(2S)-4-amino-2-[[(2S)-2-[[(2R)-2-[(2S)-2-[(2S)-2-(dimethylamino)-3-methylbutanoyl]oxy-3-methylbutanoyl]oxy-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]-4-oxobutanoyl]amino]-3-hydroxy-6-methylheptanoyl]amino]-3-hydroxybutanoyl]amino]butanoyl]-methylamino]-3-phenylpropanoyl]pyrrolidine-2-carboxylate
Structure
SMILES: CC[C@H](NC(=O)[C@@H](NC(=O)C[C@H](O)[C@H](CC(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](OC(=O)[C@@H](OC(=O)[C@H](C(C)C)N(C)C)C(C)C)C(C)C)[C@@H](C)O)C(=O)N(C)[C@H](CC1=CC=CC=C1)C(=O)N1CCC[C@H]1C(=O)OC
InChI: InChI=1S/C59H97N9O16/c1-17-38(55(77)67(15)43(28-37-22-19-18-20-23-37)56(78)68-25-21-24-42(68)57(79)82-16)61-53(75)47(36(12)69)65-46(72)30-44(70)39(26-31(2)3)62-52(74)41(29-45(60)71)63-51(73)40(27-32(4)5)64-54(76)49(34(8)9)83-59(81)50(35(10)11)84-58(80)48(33(6)7)66(13)14/h18-20,22-23,31-36,38-44,47-50,69-70H,17,21,24-30H2,1-16H3,(H2,60,71)(H,61,75)(H,62,74)(H,63,73)(H,64,76)(H,65,72)/t36-,38+,39+,40+,41+,42+,43-,44+,47+,48+,49-,50+/m1/s1
InChIKey: ICOVQVRWYNMTQP-UXVOKYIZSA-N
Reference
PubChem CID: 44253976
LOTUS: LTS0274908
SuperNatural Ⅲ: SN0142004-01
NPASS: NPC197743
{NPAtlas: NPA000868
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 1188.472
TPSA？: 351.81
MolLogP？: 0.8752999999999931
Number of H-Donors: 8
Number of H-Acceptors: 17
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | ADAM10 | IC50 | 87200.0 | nM | 10.1021/jm9009394 |
| Homo sapiens | ADAM17 | IC50 | 2230.0 | nM | 10.1021/jm9009394 |
| Homo sapiens | ADAM9 | IC50 | 85500.0 | nM | 10.1021/jm9009394 |
| Homo sapiens | Cathepsin D | IC50 | 7.3 | nM | 10.1021/acs.jnatprod.7b00551 |
| Homo sapiens | Cathepsin E | IC50 | 0.354 | nM | 10.1021/jm9009394 |
| Homo sapiens | Cathepsin E | IC50 | 0.4 | nM | 10.1021/acs.jnatprod.7b00551 |
| None | Unchecked | Ratio IC50 | 18.3 | None | 10.1021/acs.jnatprod.7b00551 |
| None | Unchecked | Ratio IC50 | 20.0 | None | 10.1021/jm9009394 |