Home > Compound List > Compound details
116355-84-1 molecular structure
click picture or here to close

(2S)-2-(2-{[(5R,6R,7S,9S,16R,18S,19S)-19-amino-6-{[(3R)-3,4-dicarboxybutanoyl]oxy}-16,18-dihydroxy-5,9-dimethylicosan-7-yl]oxy}-2-oxoethyl)butanedioic acid

ChemBase ID: 169500
Molecular Formular: C34H59NO14
Molecular Mass: 705.83056
Monoisotopic Mass: 705.39355557
SMILES and InChIs

SMILES:
C([C@H]([C@H]([C@@H](OC(=O)C[C@H](CC(=O)O)C(=O)O)C[C@H](CCCCCC[C@@H](O)C[C@H](O)[C@@H](N)C)C)OC(=O)C[C@@H](CC(=O)O)C(=O)O)C)CCC
Canonical SMILES:
CCCC[C@H]([C@H]([C@@H](OC(=O)C[C@@H](C(=O)O)CC(=O)O)C[C@H](CCCCCC[C@H](C[C@@H]([C@@H](N)C)O)O)C)OC(=O)C[C@H](C(=O)O)CC(=O)O)C
InChI:
InChI=1S/C34H59NO14/c1-5-6-12-21(3)32(49-31(43)18-24(34(46)47)16-29(40)41)27(48-30(42)17-23(33(44)45)15-28(38)39)14-20(2)11-9-7-8-10-13-25(36)19-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47)/t20-,21+,22-,23-,24+,25+,26-,27-,32+/m0/s1
InChIKey:
UXDPXZQHTDAXOZ-FWPUDPCBSA-N

Cite this record

CBID:169500 http://www.chembase.cn/molecule-169500.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2-(2-{[(5R,6R,7S,9S,16R,18S,19S)-19-amino-6-{[(3R)-3,4-dicarboxybutanoyl]oxy}-16,18-dihydroxy-5,9-dimethylicosan-7-yl]oxy}-2-oxoethyl)butanedioic acid
IUPAC Traditional name
(2S)-2-(2-{[(5R,6R,7S,9S,16R,18S,19S)-19-amino-6-{[(3R)-3,4-dicarboxybutanoyl]oxy}-16,18-dihydroxy-5,9-dimethylicosan-7-yl]oxy}-2-oxoethyl)butanedioic acid
Synonyms
(2R,2'R)-1,2,3-Propanetricarboxylic Acid 1,1'-[(1S,2R)-1-[(2S,9R,11S,12S)-12-Amino-4,9,11-trihydroxy-2-methyltridecyl]-2-[(1R)-1-methylpentyl]-1,2-ethanediyl] Ester
Fumonisin B2
CAS Number
116355-84-1
PubChem SID
162263632
PubChem CID
71317007

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC F862755 external link Add to cart
PubChem 71317007 external link
Data Source Data ID Price
TRC
F862755 external link Add to cart Please log in.
Data Source Data ID
PubChem 71317007 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.1587622  H Acceptors 13 
H Donor LogD (pH = 5.5) -1.8511224 
LogD (pH = 7.4) -6.9022145  Log P 0.7195988 
Molar Refractivity 174.0362 cm3 Polarizability 69.95746 Å3
Polar Surface Area 268.28 Å2 Rotatable Bonds 31 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - F862755 external link
A mycotoxin produced by mold associated with corn. Inhibitor of sphingosine N-acyltransferase. Blocks the formation of ceramide from sphingosine.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Monbaliu, S., et al.: J. Agric. Food Chem., 58, 10475 (2010)
  • • Klosowski, G., et al.: Biores. Technol., 101, 9723 (2010)
  • • Soerensen, L., et al.: Anal. Bioanal. Chem., 398, 1535 (2010)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle