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2,7-diamino-4,6-dimethyl-3-oxo-1-N,9-N-bis[7,11,14-trimethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]phenoxazine-1,9-dicarboxamide

HCID 65180
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Basic information

CAS
7240-37-1
Standard SMILES
Cc1c2oc3c(C)c(N)cc(C(=O)NC4C(=O)NC(C(C)C)C(=O)N5CCCC5C(=O)N(C)CC(=O)N(C)C(C(C)C)C(=O)OC4C)c3nc-2c(C(=O)NC2C(=O)NC(C(C)C)C(=O)N3CCCC3C(=O)N(C)CC(=O)N(C)C(C(C)C)C(=O)OC2C)c(N)c1=O
InChIKey
YXHLJMWYDTXDHS-UHFFFAOYSA-N
Molecular formula
C62H87N13O16
Average molar mass
1,270.4 g/mol
Monoisotopic mass
1,269.63937374

Overview

7-AAD is a cyclodepsipeptide.

Names & identifiers

Preferred name
2,7-diamino-4,6-dimethyl-3-oxo-1-N,9-N-bis[7,11,14-trimethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]phenoxazine-1,9-dicarboxamide
IUPAC
2,7-diamino-4,6-dimethyl-3-oxo-1-N,9-N-bis[7,11,14-trimethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]phenoxazine-1,9-dicarboxamide
English name
7-Aminoactinomycin D
Molecular formula
C62H87N13O16
Molecular weight
1270.43

Names & synonyms

7-Aminodactinomycin7-Actinomycin C17-AAD, 7-Aminoactinomycin DSCHEMBL17360642SCHEMBL29352655CHEBI:201451YXHLJMWYDTXDHS-UHFFFAOYSA-NNSC239759SMP2_0001602,7-diamino-4,6-dimethyl-3-oxo-1-N,9-N-bis[7,11,14-trimethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]phenoxazine-1,9-dicarboxamideFA146843LS-15524
Show more names
7-AAD7-ADD7-AMINO-AMD7-AAD (FIR)7-AAD/CH854027-ACTINOMYCIN C7-AMINOACTINOMYCIN7-Aminoactinomycin D7-AMINOACTINOMYCIN C1
PD019665T189062,7-Diamino-4,6-dimethyl-3-oxo-N~1~,N~9~-bis[2,5,9-trimethyl-1,4,7,11,14-pentaoxo-6,13-di(propan-2-yl)hexadecahydro-1H-pyrrolo[2,1-i][1,4,7,10,13]oxatetraazacyclohexadecin-10-yl]-3H-phenoxazine-1,9-dicarboxamide

Database identifiers

CAS
7240-37-1
PubChem CID
65180
DTXSID
DTXSID30903974
ChEBI
CHEBI:201451

Properties

Computed structural properties

XLogP
3.1
Topological polar surface area
382 Ų
Hydrogen bond donors
6
Hydrogen bond acceptors
19
Rotatable bonds
8
Heavy atoms
91
Formal charge
0
Complexity
3,070

Physicochemical properties

Melting point
252 · 252~253℃
Boiling point
1400.8 · 1400.8±65.0 °C(Predicted)
Density
1.44 · 1.44
Flash point
801 ℃ · 801℃
storage temp.
-20 °C · -20°C
solubility
1 mg/mL, · chloroform: 1 mg/mL, clear, red
form
powder
pka
8.9 · 8.90±0.70(Predicted)
color
red to dark purple
Appearance
purple powder
ex/em
548 nm; · λex 548 nm; λem 648 nm
BRN
5915844 · 5915844
Stability
1 year · Stable for 1 year from date of purchase as supplied. Solutions should be made fresh daily.
InChIKey
YXHLJMWYDTXDHS-UHFFFAOYSA-N
FDA UNII
32 PH95R · DXS32PH95R
UNSPSC Code
12352200 · 12352200
NACRES
77 · NA.77
Symbol(GHS)
6 · GHS06
Signal word
Danger
Hazard statements
300 · H300
Precautionary statements
264 · P264-P270-P301+P310-P405-P501
Hazard Codes
T+,T
Risk Statements
26 · 26/27/28-36/37/38
Safety Statements
26 · 26-28-36/37-45
RIDADR
3462 · UN 3462 6.1/PG 2
WGK Germany
3 · 3
RTECS
1579000 · AU1579000
F
8 · 8-10-21
HazardClass
6.1 · 6.1(a)
PackingGroup
II
HS Code
29419090 · 29419090
Storage Class
6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications
2 Oral · Acute Tox. 2 Oral

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

F
8-10-21
wgk
3
rtecs
AU1579000
ridadr
UN 3462 6.1/PG 2
hs_code
29419090
risk_code
26/27/28-36/37/38
Signal word
Danger
Symbol(GHS)
GHS06
hazard_code
T+,T
safety_code
26-28-36/37-45
hazard_class
6.1(a)
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
packing_group
II
Hazard statements
H300
Hazard Classifications
Acute Tox. 2 Oral
Precautionary statements
P264-P270-P301+P310-P405-P501

Chemistry & industry

Applications · 4 items

Description7-Aminoactinomycin D (7-AAD) is a fluorescent DNA dye that is commonly used for the detection or exclusion of non-viable cells in flow cytometric analysis, as it is generally excluded by live cells. It displays excitation spectra of 488, 546, and 578 nm and an emission spectrum of 650 nm. As 7-AAD is detected in the far red range of the spectrum, it exhibits minimal spectral overlap with commonly used probes, therefore it can be used in conjunction with probes such as FITC. 7-AAD has been used to evaluate apoptosis and cell-mediated cytotoxicity and to stain DNA in cells that have been fixed and permeabilized by a variety of methods.

UsesFluorescent DNA stain. A featured product for Apoptosis research.

Uses7-Aminoactinomycin D is a fluorescent DNA dye for apoptosis and flow cytomtery studies.

General DescriptionFree form: Excitation: 503 nm (0.01 M phosphate buffer, pH 7.0 containing 0.1 mM EDTA); 550 nmEmission: 675 nm (0.01 M phosphate buffer, pH 7.0 containing 0.1 mM EDTA); 672 nmDNA Complex: Excitation: 543 nm; 555 nmEmission: 655 nm; 665 nm

Additional notes

DefinitionChEBI: 7-aminoactinomycin D is a chromopeptide. It has a role as a fluorochrome.

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