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Compounds

COMPOUND NPA020029

STRUCTURE
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PROPERTIES
NPAID NPA020029
CLUSTER ID 6377
NODE ID 141
NAME Leucinostatin
FORMULA C62H111N11O13
MOLECULAR WEIGHT (Da) 1218.6340
ACCURATE MASS (Da) 1217.8363
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Penicillium
ORIGIN SPECIES lilacinum
InChIKey FOAIGCPESMNWQP-FGFJWYLSSA-N
InChI InChI=1S/C62H111N11O13/c1-21-38(9)23-24-49(77)73-33-40(11)31-47(73)55(82)66-46(30-39(10)29-43(75)32-42(74)22-2)53(80)68-50(51(78)37(7)8)56(83)70-61(15,16)58(85)67-44(27-35(3)4)52(79)65-45(28-36(5)6)54(81)69-62(17,18)59(86)71-60(13,14)57(84)63-26-25-48(76)64-41(12)34-72(19)20/h23-24,35-41,43-47,50-51,75,78H,21-22,25-34H2,1-20H3,(H,63,84)(H,64,76)(H,65,79)(H,66,82)(H,67,85)(H,68,80)(H,69,81)(H,70,83)(H,71,86)/b24-23+/t38-,39+,40-,41-,43+,44-,45-,46-,47-,50-,51+/m0/s1
SMILES CCC(=O)C[C@H](O)C[C@@H](C)C[C@H](NC(=O)[C@@H]1C[C@H](C)CN1C(=O)/C=C/[C@@H](C)CC)C(=O)N[C@H](C(=O)NC(C)(C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NCCC(=O)N[C@@H](C)CN(C)C)[C@H](O)C(C)C
ORIGINAL ISOLATION REFERENCE
CITATION Arai T; Mikami Y; Fukushima K; Utsumi T; Yazawa K A new antibiotic, leucinostatin, derived from Penicillium lilacinum Journal of Antibiotics 1973 26 (3) 157-61.
DOI 10.7164/antibiotics.26.157 PMID 4783199
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Eurotiomycetes MycoBank 147545
Order Eurotiales MycoBank 5042
Family Aspergillaceae MycoBank 1131492
Genus Penicillium MycoBank 5073
REVISIONS
VERSION SMILES CITATION
Original Isolation CC[C@@H](C)/C=C/C(=O)N1C[C@H](C[C@H]1C(=O)N[C@@H](C[C@H](C)CC(CC(=O)CC)O)C(=O)N[C@@H]([C@@H](C(C)C)O)C(=O)NC(C)(C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NCCC(=O)N[C@@H](C)CN(C)C)C Arai T; Mikami Y; Fukushima K; Utsumi T; Yazawa K A new antibiotic, leucinostatin, derived from Penicillium lilacinum Journal of Antibiotics 1973 26 (3) 157-61. DOI: 10.7164/antibiotics.26.157 PMID: 4783199
2 CCC(=O)C[C@H](O)C[C@@H](C)C[C@H](NC(=O)[C@@H]1C[C@H](C)CN1C(=O)/C=C/[C@@H](C)CC)C(=O)N[C@H](C(=O)NC(C)(C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NCCC(=O)N[C@@H](C)CN(C)C)[C@H](O)C(C)C Abe, Hikaru; Ouchi, Hitoshi; Sakashita, Chiharu; Kawada, Manabu; Watanabe, Takumi; Shibasaki, Masakatsu Catalytic Asymmetric Total Synthesis and Stereochemical Revision of Leucinostatin A: A Modulator of Tumor-Stroma Interaction. Chemistry - A European Journal 2017 23 (49) 11792-11796. DOI: 10.1002/chem.201703239 PMID: 28703358
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