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Name	Cordycepin	EINECS	200-791-4
CAS No.	73-03-0	Density	1.91 g/cm³
PSA	119.31000	LogP	-0.36960
Solubility	N/A	Melting Point	225-229 °C
Formula	C₁₀H₁₃N₅O₃	Boiling Point	627.2 °C at 760 mmHg
Molecular Weight	251.245	Flash Point	333.1 °C
Transport Information	UN 2811	Appearance	crystalline solid
Safety	22-36-45-26	Risk Codes	40-36/37/38-25-20/21/22
Molecular Structure		Hazard Symbols	Xn,T
Synonyms	Cordycepin(6CI,7CI);3'-Deoxyadenosine;9-(3-Deoxy-b-D-ribofuranosyl)adenine;9-Cordyceposidoadenine;9H-Purin-6-amine, 9-(3-deoxy-b-D-erythro-pentofuranosyl)-;Cordycepine;b-D-erythro-Pentofuranoside,adenine-9 3-deoxy-;	Article Data	55

Cordycepin Synthetic route

: 5'-O-(o-toluoyl)-2'-O-acetyl-3'-deoxy-6-chloropurine

: 73-03-0
cordycepin

Conditions

Conditions	Yield
With ammonia In methanol; ethanol at -20℃; for 48h;	100%

: 2627-64-7
9-(2,3-anhydro-β-D-ribofuranosyl)adenine

: 73-03-0
cordycepin

Conditions

Conditions	Yield
With lithium triethylborohydride In tetrahydrofuran; dimethyl sulfoxide 1.) 4 deg C, 1 h, 2.) 19-22 deg C, overnight;	98%
With lithium triethylborohydride In dimethyl sulfoxide	53%
With lithium triethylborohydride; acetic acid 1.) Me2SO, THF, 1 h ice-water cooling, then -> room temperature, 2.) H2O; Yield given. Multistep reaction;

: 116285-72-4
9-((2R,3R,5S)-3-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-9H-purin-6-amine

: 73-03-0
cordycepin

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃;	98%

: C14H16ClN5O5

: 73-03-0
cordycepin

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In methanol at 25℃; under 37503.8 Torr; for 8h;	95%

: 4395-38-4
N6,2',5'-tribenzoyl-3'-deoxyadenosine

: 73-03-0
cordycepin

Conditions

Conditions	Yield
With sodium methylate In methanol for 1h; Heating;	94%

: 71196-28-6
((2S,4R,5R)-4-acetoxy-5-(6-amino-9H-purin-9-yl)tetrahydrofuran-2-yl)methyl acetate

: 73-03-0
cordycepin

Conditions

Conditions	Yield
With ammonia In methanol for 3h; Ambient temperature;	93%
With potassium carbonate In methanol; water at 20℃; for 3h;	93%
With methanol; ammonia at 0 - 60℃; for 16h;	90%
Stage #1: ((2S,4R,5R)-4-acetoxy-5-(6-amino-9H-purin-9-yl)tetrahydrofuran-2-yl)methyl acetate With sodium hydroxide In methanol at 25℃; for 1h; Stage #2: With ammonium chloride In methanol for 0.5h; Reagent/catalyst;	87%

: 101857-01-6
6-N-5'-O-Bis-<4-methoxytriphenylmethyl>-3'-deoxyadenosine

: 73-03-0
cordycepin

Conditions

Conditions	Yield
With acetic acid at 20℃; for 12h;	92%

: 117068-51-6
(2R,3R,5S)-2-(6-amino-purin-9-yl)-5-(tert-butyl-dimethyl-silanyloxymethyl)tetrahydrofuran-3-ol

: 73-03-0
cordycepin

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 25℃; for 0.5h;	91%

: 90813-62-0
9-(3-deoxy-5-O-trityl-β-D-erythro-pentofuranosyl)adenine

: 73-03-0
cordycepin

Conditions

Conditions	Yield
With acetic acid In methanol; dichloromethane at 20℃; for 4h; pH=Ca. 4;	90%

: 51763-58-7
9-<5-O-(monomethoxytrityl)-3-deoxy-β-D-erythro-pentofuranosyl>adenine

: 73-03-0
cordycepin

Conditions

Conditions	Yield
With acetic acid at 20℃; for 2h;	85%

Cordycepin Chemical Properties

Molecular Structure of Cordycepin (CAS NO.73-03-0):

IUPAC Name: (2R,3R,5S)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolan-3-ol
Empirical Formula: C₁₀H₁₃N₅O₃
Molecular Weight: 251.2419
H bond acceptors: 8
H bond donors: 4
Freely Rotating Bonds: 4
Polar Surface Area: 74.53Å²
Index of Refraction: 1.863
Molar Refractivity: 59.1 cm³
Molar Volume: 130.8 cm³
Surface Tension: 93.6 dyne/cm
Density: 1.91 g/cm³
Flash Point: 333.1 °C
Enthalpy of Vaporization: 97.57 kJ/mol
Boiling Point: 627.2 °C at 760 mmHg
Vapour Pressure: 1.36E-16 mmHg at 25°C
EINECS: 200-791-4
Melting Point: 225-229 °C
Storage temp: -20 °C
Merck: 13,2555
Product Categories: Miscellaneous Natural Products; Bases & Related Reagents; Intermediates & Fine Chemicals; Nucleotides; PharmaceuticalsIn
ChI
InChI=1/C10H13N5O3/c11-8-7-9(13-3-12-8)15(4-14-7)10-6(17)1-5(2-16)18-10/h3-6,10,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,10+/m0/s1
Smiles
n1(c2c(c(ncn2)N)nc1)[C@@H]1O[C@H](CO)C[C@H]1O

Cordycepin Toxicity Data With Reference

1.	oms-nml:lng 100 µmol/L	CARYAB Caryologia. 28 (1975),301.
2.	dnd-hmn:fbr 500 µmol/L	ENMUDM Environmental Mutagenesis. 7 (1985),267.
3.	dni-hmn:hla 20 mg/L	JANTAJ Journal of Antibiotics. 35 (1982),119.

Cordycepin Consensus Reports

EPA Genetic Toxicology Program.

Cordycepin Safety Profile

Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.
Safety information of Cordycepin (CAS NO.73-03-0):
Hazard Codes: Xn,T
Risk Statements:
40 Limited evidence of a carcinogenic effect
36/37/38: Irritating to eyes, respiratory system and skin
25 Toxic if swallowed
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements:
22: Do not breathe dust
36: Wear suitable protective clothing
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
RIDADR: UN 2811
WGK Germany: 3
RTECS: AU7358610
F: 10-21
HS Code: 29349990

Cordycepin Specification

Cordycepin , with CAS number of 73-03-0, can be called 9H-Purin-6-amine, 9-(3-deoxy-.beta.-D-erythro-pentofuranosyl)- ; 9H-Purine, 6-amino-9-(3-deoxy-.beta.-D-ribofuranosyl)- ; Cordycepin ; 2'-Hydroxy-3'-deoxyadenosine erythro ; 3'-Deoxyadenosine . It is a crystalline solid. Cordycepin (CAS NO.73-03-0) is the first reported in nucleoside antibiotic.

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