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1188292-54-7 molecular structure
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2-[2-(3-{2-[3,3-dimethyl-1-(4-sulfobutyl)-2,3-dihydro-1H-indol-2-ylidene]ethylidene}-2-[(prop-2-yn-1-yl)amino]cyclopent-1-en-1-yl)ethenyl]-3,3-dimethyl-1-(4-sulfonatobutyl)-3H-indol-1-ium

ChemBase ID: 154782
Molecular Formular: C40H49N3O6S2
Molecular Mass: 731.96356
Monoisotopic Mass: 731.3062783
SMILES and InChIs

SMILES:
CC1(c2ccccc2[N+](=C1/C=C/C1=C(/C(=C\C=C/2\C(c3ccccc3N2CCCCS(=O)(=O)O)(C)C)/CC1)NCC#C)CCCCS(=O)(=O)[O-])C
Canonical SMILES:
C#CCNC1=C(CC/C/1=C/C=C/1\N(CCCCS(=O)(=O)O)c2c(C1(C)C)cccc2)/C=C/C1=[N+](CCCCS(=O)(=O)[O-])c2c(C1(C)C)cccc2
InChI:
InChI=1S/C40H49N3O6S2/c1-6-25-41-38-30(21-23-36-39(2,3)32-15-7-9-17-34(32)42(36)26-11-13-28-50(44,45)46)19-20-31(38)22-24-37-40(4,5)33-16-8-10-18-35(33)43(37)27-12-14-29-51(47,48)49/h1,7-10,15-18,21-24H,11-14,19-20,25-29H2,2-5H3,(H2,44,45,46,47,48,49)
InChIKey:
YNKZQYLIDKIPBB-UHFFFAOYSA-N

Cite this record

CBID:154782 http://www.chembase.cn/molecule-154782.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-[2-(3-{2-[3,3-dimethyl-1-(4-sulfobutyl)-2,3-dihydro-1H-indol-2-ylidene]ethylidene}-2-[(prop-2-yn-1-yl)amino]cyclopent-1-en-1-yl)ethenyl]-3,3-dimethyl-1-(4-sulfonatobutyl)-3H-indol-1-ium
IUPAC Traditional name
2-[2-(3-{2-[3,3-dimethyl-1-(4-sulfobutyl)indol-2-ylidene]ethylidene}-2-(prop-2-yn-1-ylamino)cyclopent-1-en-1-yl)ethenyl]-3,3-dimethyl-1-(4-sulfonatobutyl)indol-1-ium
Synonyms
2-{2-[3-{2-[1,3-Dihydro-3,3-dimethyl-1-(4-sulfobutyl)-2H-indol-2-ylidene]ethylidene]}-2-(2-propyn-1-ylamino)-1-cyclopenten-1-yl]ethenyl}-3,3-dimethyl-1-(4-sulfobutyl)-3H-indolium inner salt
Alkyne cyanine dye 718
CAS Number
1188292-54-7
MDL Number
MFCD18452828
PubChem SID
162248920
PubChem CID
71311978

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
30154 external link Add to cart Please log in.
Data Source Data ID
PubChem 71311978 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa -1.024793  H Acceptors
H Donor LogD (pH = 5.5) 3.4525938 
LogD (pH = 7.4) 3.1101773  Log P 1.9386922 
Molar Refractivity 219.7708 cm3 Polarizability 79.59151 Å3
Polar Surface Area 129.85 Å2 Rotatable Bonds 15 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Fluorescence
λex 672 nm; λem 718 nm in ethanol expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Storage Temperature
-20°C expand Show data source
Empirical Formula (Hill Notation)
C40H49N3O6S2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 30154 external link
General description
The MegaStokes dyes for ?click" biological labeling, licensed by LuminoChem are virtually covering the whole visible spectrum reaching the infra-red regime. Besides dyes that are being capable of participating in classical copper catalyzed 1,3-dipolar cycloaddition reaction with the counterparting function, we also provide dyes containing cyclooctyne moiety an alkyne derivative that enables copper free clicking to azides.These dyes are noteworthy for their large Stokes-shift (120 or 125 nm). Dyes for this kind are exceptionally useful in fluorescence resonance electron transfer (FRET) applications as they do not interfere with the spectral bands of the second fluorophore a common problem in FRET technology. Azido sugars have been used for click-labeling of surface glycoproteins, recently. We have adapted this system to demonstrate the ability of our dyes to undergo bioorthogonal labeling reaction, efficiently. Prior to labeling, Chinese hamster ovary (CHO) cells were incubated with these MegaStockesdyes to test the possible cytostatic effects of these dyes. Experimental results have shown that neither dye is toxic up to 50 μM concentration.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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