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Kulolide-2

Basic information

CPKB ID CP00744
IUPAC Name
(3S,6R,9S,13S,16S,19S,22S)-3-benzyl-7,12,12,16-tetramethyl-13-pent-4-enyl-6,9,19-tri(propan-2-yl)-4,14-dioxa-1,7,10,17,20-pentazabicyclo[20.3.0]pentacosane-2,5,8,11,15,18,21-heptone
Source

Philinopsis speciosa [Division : Invertebrates]

Taxonomy :1226721 (Metazoa-Mollusca-Cephalaspidea-Gastropoda-Aglajidae Philinopsis)  

Wikipedia: Philinopsis speciosa

PubChem  

Information

Kulolide-2 is a natural product found in Philinopsis speciosa with data available.

PubChem|10557282  

Legend

Structure

Download structure
2D img
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similarity structure
Molecular Formula

C43H65N5O9
Molecular Weight 795.4782287 g/mol
SMILES

RUN SEA Predictions

 C=CCCC[C@@H]1OC(=O)[C@H](C)NC(=O)[C@H](C(C)C)NC(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2ccccc2)OC(=O)[C@@H](C(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)C1(C)C  

PubChem|10557282
InChI
InChI=1S/C43H65N5O9/c1-12-13-15-22-32-43(9,10)42(55)46-34(26(4)5)39(52)47(11)35(27(6)7)41(54)56-31(24-29-19-16-14-17-20-29)38(51)48-23-18-21-30(48)36(49)45-33(25(2)3)37(50)44-28(8)40(53)57-32/h12,14,16-17,19-20,25-28,30-35H,1,13,15,18,21-24H2,2-11H3,(H,44,50)(H,45,49)(H,46,55)/t28-,30-,31-,32-,33-,34-,35+/m0/s1  
InChIKey
PQACFNURDAXKOI-CFCWOKQLNA-N
2D Structure
PubChem|10557282

Sequence

Graph alignment
IUPAC Condensed
cyclo[Ala-Unk-Val-D-N(Me)Val-OPhe-Pro-Val]  

PubChem|10557282
Amino acid chain
Ala(1)--Unk--Val--D-N(Me)Val--OPhe--Pro--Val(1)  

CyclicPepedia|PP
Graph representation
Ala,Unk,Val,D-N(Me)Val,OPhe,Pro,Val @0,6  

CyclicPepedia|PP
Amino acid chain from Structure
C8:1(7)-Me(2.2)-OH(3)(1)--Val--Pro(2)--Ph-Lac(2)--Val(1)  

CyclicPepedia|Struct2seq

Chemical and Physical Properties

Structure Properties

Property Name Property Value
Exact Mass 795.4782287
Number of Rings 3.0
Complexity 0.824561404
XlogP3 AA 3.7091
Heavy Atom Count 57.0
Hydrogen Bond Donor Count 3.0
Hydrogen Bond Acceptor Count 9.0
Rotatable Bond Count 9.0
Property Name Property Value
Formal Charge 0.0
Refractivity 215.0081
Rule_of_Five 0.0
Number of Atoms 57.0
Topological Polar Surface Area 180.52
Refractivity 215.0081
Veber Rule 0.0
Ghose Filter 0.0
Property Name Property Value
RDKit Fingerprint
01100001000010100100110001111001111000001111110000111110100101111110111111101100100110000010110011000111010001111101001011110010010011100011110000001101000110110110001110110110110111011111100111111110101111111000100101100010010111100101011111000010011101101111011111101001000010011001001100100111011011011110101111010111010100110110001011011010101011100011001010100011001010000010111001101011000110000010000100001110010010100010101100111001111111000000001100010010111010000010010000001010001110011101110100101111111101110000010110010101100111011001100010000110001101011100010011101001011010110100111001110001001010011110110100001111110100100000000011101110010001000110001001100001011101011100011100101001110111100000010100100011001011010101100110010011111101111010011111011010001001111001011010001000001100001100100000111001111011100000111010101110011000111011111101101011010100100010111101001011111110101001111101010111011110011110110001011111101111001001011011010010011101110111011000000001011110011110001000111101011110000011010110010111110101100110010000111100111101100011110011001011110010000001001101010010110010111000101111001001010101011101101001101000111110101110101101001001111010011011000101100000110101100101010111100000111111010110011111110011100101001110111000110000100010110011110001111001110111100011000101101111100011100011111111101011110110111011011001110010100101001010111100101101111001001110111011100101110011100010010010001110011010111011111101000111010010101001000000111111011100001000110110110111000101100000001100010100011110100100010010101111101100110111001101101101101010001011010010101001110000101011111001100111110000010010010101001101100010010100001010010001110001011001011100101110101001000011010111101000100100100011101010010001000011010111101010101100100000011011000010001011111101101101001010010010111110110110010001000111100000000110111011100001010100011101111100101111101101001111010010010101001010110111011111010011110011111111101011010001001111111010100111011100100100110110000111101111101110110111010001011011
Morgan Fingerprint
0100110100100000000100000000100101001000101000000000000000000000100000001000000010000000001000000000000000000000000000100100001000000000000000000000000000000000000000000000000100000000000010000100000000000010000000001001000000000001000000000000000000100100000000000000000000000000000101001000000000000100000000000010000000000000000000000000101000000100000010000000000000100000000000000000010000000000010000000000000000000000000000001000100000000010000000001010000000000000000010000010000000001000000000000001000000000001000000000000000000000100000000001000000000000000000000000001100000000000000000000000000000000000001001000000000000100000000000000010000010000000000000000000000000001000000000100000000000000000010000000000001000100000000000000000001000000000000000000000000000001000000000000000000000000000000100000000000000000000100000000000000001000000000000000000000000000010000000010100000000000000000000000000000000000010000000011000110000000000000000000000000000000000000000001000000000000000000000000000000000010000
MACCS Keys
00000000000000000000000000000000001000000000000000000010010000000010000010110001000101000111110111011000010010111000111011110001110110001100111100111111111111111111110

Manufacturers

Manufacturers Name Value
CreativePeptides
Bayer healthcare pharmaceuticals
Upsher smith laboratories
Merck
Manufacturers Name Value
Apotex
Baxter Healthcare Corp
Pharmasources
Novartis
AstraZeneca

Forecasting tools

Information Source

Property Name Property ID
Patents PQACFNURDAXKOI-CFCWOKQLNA-N
pubchem 10557282
Drugbank
DRAMP3
Uniprot
Cybase
CONOSERVER
BindingDB
CHEMBL
CTD
Wikipedia
KEGG Compound/Drug
CHEBI PQACFNURDAXKOI-CFCWOKQLNA-N
EPA DSSTox
FDA Global Substance Registration System (GSRS)
DTP/NCI
Chemspider PQACFNURDAXKOI-CFCWOKQLNA-N

Reference

Pubmed_ID Title DOI Journal

15387653

 New cytotoxic cyclic peptides and dianthramide from Dianthus superbus 10.1021/np040036v.

J Nat Prod

New cytotoxic cyclic peptides and dianthramide from Dianthus superbus

Abstract

  • Four new cyclic peptides, dianthins C-F (1-4), and a new dianthramide, 4-methoxydianthramide B (5), were isolated from the MeOH extract of the traditional Chinese medicinal plant Dianthus superbus. The sequences of cyclic peptides 1-4 were elucidated as cyclo(Gly(1)-Pro(2)-Phe(3)-Tyr(4)-Val(5)-Ile(6)-), cyclo(Gly(1)-Ser(2)-Leu(3)-Pro(4)-Pro(5)-Ile(6)-Phe(7)-), cyclo(Gly(1)-Pro(2)-Ile(3)-Ser(4)-Phe(5)-Val(6)-), and cyclo(Gly(1)-Pro(2)-Phe(3)-Val(4)-Phe(5)-) on the basis of ESI tandem mass fragmentation analysis, chemical evidence, and extensive 2D NMR methods. The conformation of compound 1 was established as an alpha-helix by CD analysis. Furthermore, compounds 3 and 5 showed cytotoxicities toward the Hep G2 cancer cell line with IC(50) values of 2.37 and 4.08, respectively.