Basic information

CPKB ID	CP01255
IUPAC Name	(3R,6S,9R,12S,15R,18S)-3,9,15-tribenzyl-4,10,16-trimethyl-6,12,18-tri(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
Source	Beauveria bassiana [Division : Plants and Fungi] Taxonomy :176275 (Fungi-Ascomycota-Hypocreales-Sordariomycetes-Cordycipitaceae Beauveria) Wikipedia: Beauveria bassiana Fusarium incarnatum [Division : Plants and Fungi] Taxonomy :298378 (Fungi-Ascomycota-Hypocreales-Sordariomycetes-Nectriaceae Fusarium) Wikipedia: Fusarium incarnatum PubChem
Function	Anti-Cancer Mycotoxin PubChem
Information	Beauvericin is a cyclic hexadepsipeptide antibiotic and mycotoxin isolated from the fungus Beauveria bassiana and various Fusarium fungal species. As a potassium-specific ionophore, beauvericin A increases intracellular calcium concentrations and triggers DNA fragmentation and apoptosis through a calcium dependent caspase 3-sensitive pathway. This agent has been studied as a potential antineoplastic agent. (NCI04) Bistratamide E is a homodetic cyclic peptide that consists of L-threonine and L-valine as the amino acid residues cyclised via amide bonds. It is isolated from Lissoclinum bistratum and exhibits antitumour activity against the human colon tumour cell line. It has a role as a metabolite and an antineoplastic agent. It is a homodetic cyclic peptide and a macrocycle. PubChem\|44419427

Legend

Structure

Molecular Formula	C45H57N3O9
Molecular Weight	783.4094804 g/mol
SMILES RUN SEA Predictions	CC(C)[C@@H]1OC(=O)[C@@H](Cc2ccccc2)N(C)C(=O)[C@H](C(C)C)OC(=O)[C@@H](Cc2ccccc2)N(C)C(=O)[C@H](C(C)C)OC(=O)[C@@H](Cc2ccccc2)N(C)C1=O PubChem\|44419427
InChI	InChI=1S/C45H57N3O9/c1-28(2)37-40(49)46(7)35(26-32-21-15-11-16-22-32)44(53)56-39(30(5)6)42(51)48(9)36(27-33-23-17-12-18-24-33)45(54)57-38(29(3)4)41(50)47(8)34(43(52)55-37)25-31-19-13-10-14-20-31/h10-24,28-30,34-39H,25-27H2,1-9H3/t34-,35-,36-,37+,38+,39+/m1/s1
InChIKey	GYSCAQFHASJXRS-WXWJZEDANA-N

2D Structure PubChem\|44419427

Sequence

IUPAC Condensed	cyclo[OVal-D-N(Me)Phe-OVal-D-N(Me)Phe-OVal-D-N(Me)Phe] PubChem\|44419427
Amino acid chain	OVal(1)--D-N(Me)Phe--OVal--D-N(Me)Phe--OVal--D-N(Me)Phe(1) CyclicPepedia\|PP
Graph representation	OVal,D-N(Me)Phe,OVal,D-N(Me)Phe,OVal,D-N(Me)Phe @0,5 CyclicPepedia\|PP
Amino acid chain from Structure	Ac-Phe(1)(2)--Ac-Phe(1)(3)--Ac-Phe(2)(3) CyclicPepedia\|Struct2seq
svg Image PubChem\|44419427

Chemical and Physical Properties

Structure Properties

Property Name	Property Value
Exact Mass	783.4094804
Number of Rings	4.0
Complexity	0.403508772
XlogP3 AA	4.9125
Heavy Atom Count	57.0
Hydrogen Bond Donor Count	0.0
Hydrogen Bond Acceptor Count	9.0
Rotatable Bond Count	9.0

Property Name	Property Value
Formal Charge	0.0
Refractivity	214.266
Rule_of_Five	0.0
Number of Atoms	57.0
Topological Polar Surface Area	139.83
Refractivity	214.266
Veber Rule	1.0
Ghose Filter	0.0

Property Name	Property Value
RDKit Fingerprint	00100000101010000100110001110001100000100001100000101000100101010000001110010000000100000010110011010101100001111011001001110110000001101010000000000111000010010110001110011110110111001011000101101000001111001000000101001010000011000101001101000100010001000110011110001000000000000111001100000111010000001100100111100011110100110110110011000110001001100011010000100001000000000000010000000001000000000110000100001110001001010000101101110011111100101000000100000011101110110000010000000000000110011000010000101101000101000100010000010101100011010100100010011111001011000000010001101000000000010100111001010000000010010010000000001110100101000100001000101101010001000100001010100001011001001100011000101000100111100010010000110010000001000101100110010010111100101011001110010000101001011001010010000000001000001000100010111001111001111000101011100110010000111101000111000001000100100100101001101010111001100011110101010101000110010110000000011001101000001000011011010000011000110110100000010000010100010010000001000101001111100111000100011011110000101100010000111100101010000001011001000001100000000001001001000010000000110000100100001000000101000100101001101000000010101100101101011001010010010011001101100000010001000001010011100010011001000011000011010010000001001100010000010000100110010001110001101011010011100001000001001110000011000011111010101000010111100011000000100010000101001010011100000111100001001101110010100101100011101010010011100100001011111011010100000110000011001001000000000101010100000000100010111011000000000000000000010110011110100100000000000001101100000110001000001001100010000001000011000011110000001010011000100010000000010010010100001100000001000100000010010000000001000001011010000000000111000010000110101000101000000001111000010100000001000110101010001100100001010010000010001010101101101000011011110010010110010011100011000000000000000001110011000010000100011100010100101111101101001011010000000101000000110001111100010001011010011011001001000001001111100110100101001000000110010110100001000100100000001111101001011001
Morgan Fingerprint	0100010000000000000000000000000001000000001000000000000000000000100000000000000010001000000000100000000000000000000000000100000000000000000000000000000000000000000000000000000100000000000000000000000000000000000000000000000000000000000000000000000000000100000000000000000000000000000100000000000000000000000000000010000000000000000000000000000000000000000010000000000000000000000000000000010000000000000000000000000000000000000000001000000000000000000000000010000000000000000000000000001000000000000000000000000010000000000000000000100000000000000000000000000000000000000000000000000000000000000000000000000001000000000000000000010000000000000000000010000010000000000000000001000000000000000000000000000000000000000000000000001001100000000000000000001000000000000000000000000000000000000000000010000000000000000000000000000000000000000000000000000001000000000000000000000000000010000000000000000000000000000000000000000000000000000000010000010000000000000000000000000000000000000000000000000000000000000000000000000000010000
MACCS Keys	00000000000000000000000000000000000000000000000000000000010000000000000010110000000001000000110100000000000000110000110011110101000000001100111101101110101111111111110

Manufacturers

Manufacturers Name	Value
CreativePeptides	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
Bayer healthcare pharmaceuticals	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
Upsher smith laboratories	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
Merck	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]

Manufacturers Name	Value
Apotex	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
Baxter Healthcare Corp	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
Pharmasources	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
Novartis	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
AstraZeneca	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]

Forecasting tools

Forecasting tools	Value
Structure to Sequence	CC(C)[C@@H]1OC(=O)[C@@H](Cc2ccccc2)N(C)C(=O)[C@H](C(C)C)OC(=O)[C@@H](Cc2ccccc2)N(C)C(=O)[C@H](C(C)C)OC(=O)[C@@H](Cc2ccccc2)N(C)C1=O
Structure Properties	CC(C)[C@@H]1OC(=O)[C@@H](Cc2ccccc2)N(C)C(=O)[C@H](C(C)C)OC(=O)[C@@H](Cc2ccccc2)N(C)C(=O)[C@H](C(C)C)OC(=O)[C@@H](Cc2ccccc2)N(C)C1=O
Expasy ProtParam Tool
SEA	RUN SEA Predictions

Information Source

Property Name	Property ID
Patents	GYSCAQFHASJXRS-WXWJZEDANA-N
pubchem	44419427
Drugbank	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
DRAMP3	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
Uniprot	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
Cybase	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
CONOSERVER	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
BindingDB	CC(C)[C@@H]1OC(=O)[C@@H](Cc2ccccc2)N(C)C(=O)[C@H](C(C)C)OC(=O)[C@@H](Cc2ccccc2)N(C)C(=O)[C@H](C(C)C)OC(=O)[C@@H](Cc2ccccc2)N(C)C1=O
CHEMBL	CHEMBL373872
CTD	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
Wikipedia	Beauvericin
KEGG Compound/Drug	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
CHEBI	GYSCAQFHASJXRS-WXWJZEDANA-N
EPA DSSTox	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
FDA Global Substance Registration System (GSRS)	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
DTP/NCI	Cyclo[Oval-D-N(Me)Phe-Oval-D-N(Me)Phe-Oval-D-N(Me)Phe]
Chemspider	GYSCAQFHASJXRS-WXWJZEDANA-N