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7681-93-8

Basic Information
CAS No.: 7681-93-8
Name: Pimaricin
Molecular Structure:
Molecular Structure of 7681-93-8 (Pimaricin)
Formula: C33H47NO13
Molecular Weight: 665.81
Synonyms: 6,11,28-Trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylicacid, 22-[(3-amino-3,6-dideoxy-b-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-,(1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-;6,11,28-Trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylicacid, 22-[(3-amino-3,6-dideoxy-b-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-,[1R-(1R*,3S*,5R*,7R*,8E,12R*,14E,16E,18E,20E,22R*,24S*,25R*,26S*)]-;Pimaricin(6CI,8CI);Tennecetin (7CI);6,11,28-Trioxatricyclo[22.3.1.05,7]octacosane,pimaricin deriv.;Antibiotic A 5283;CL 12625;Delvocid;E 235;Mycophyt;Myprozine;Myuprozine;Natacyn;Natajen;Natamax;Natamax SF;Natamax lactose;Natamycin;Pimafucin;Synogil;[1R-(1R*,3S*,5R*,7R*,8E,12R*,14E,16E,18E,20E,22R*,24S*,25R*,26S*)]-22-[(3-Amino-3,6-dideoxy-b-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylicacid;d-Natamycin;
EINECS: 231-683-5
Density: 1.0 g/mL at 20 °C(lit.)
Melting Point: 2000 °C
Boiling Point: 952.2 °C at 760 mmHg
Flash Point: 529.7 °C
Solubility: 0.41g/L(21 oC)
Appearance: white to off-white solid
Hazard Symbols: HarmfulXn
Risk Codes: 22
Safety: 24/25-36
Transport Information:
PSA: 230.99000
LogP: 0.82000
Raw Materials
127-09-3
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Chemistry

Molecular Formula: C33H47NO13
Molecular Weight: 665.73  g/mol
Melting point: 2000 °C 
Form: aqueous suspension
Storage temp.:  2-8 °C
EINECS: 231-683-5
Merck: 13,6453 
Flash Point: 529.7 °C 
Index of Refraction: 1.62
Surface Tension: 71 dyne/cm
Density: 1.0 g/mL at 20 °C(lit.)
Vapour Pressure: 0 mmHg at 25 °C
Enthalpy of Vaporization: 157.21 kJ/mol
Boiling Point: 952.2 °C at 760 mmHg 
Following is the Structure of  Pimaricin (CAS NO.7681-93-8):

Canonical SMILES: CC1CC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CC3C(O3)C=CC(=O)O1)O)O)O)C(=O)O)OC4C(C(C(C(O4)C)O)N)O
Isomeric SMILES: C[C@@H]1C/C=C/C=C/C=C/C=C/[C@@H](CC2[C@@H]([C@H](C[C@](O2)(C[C@H](C[C@@H]3[C@H](O3)/C=C/C(=O)O1)O)O)O)C(=O)O)OC4[C@H]([C@H]([C@@H]([C@H](O4)C)O)N)O
InChI: InChI=1S/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-6+,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25?,27-,28+,29-,30+,32?,33-/m1/s1
InChIKey: NCXMLFZGDNKEPB-RXKQOUODSA-N

Uses

 Pimaricin (CAS NO.7681-93-8) is commonly used as polyene antifungal antibiotic.It is used to treat fungal infections, including Candida, Aspergillus, Cephalosporium, Fusarium and Penicillium.In the food industry,it's used as a hurdle to fungal outgrowth in dairy products, meats, and other foods.

Toxicity Data With Reference

1.    

orl-rat LD50:2730 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 8 (1966),97.
2.    

ipr-rat LD50:85 mg/kg

    ANTCAO    Antibiotics and Chemotherapy. 9 (1959),406.
3.    

scu-rat LD50:190 mg/kg

    ANTCAO    Antibiotics and Chemotherapy. 9 (1959),406.
4.    

ivn-rat LD50:36 mg/kg

    ANTCAO    Antibiotics and Chemotherapy. 9 (1959),406.
5.    

ims-rat LD50:128 mg/kg

    ANTCAO    Antibiotics and Chemotherapy. 9 (1959),406.
6.    

orl-mus LD50:1500 mg/kg

    85FZAT    Index of Antibiotics from Actinomycetes Umezawa, H., et al., eds.,Tokyo, Japan.: University of Tokyo Press,1967,517.
7.    

ipr-mus LD50:96 mg/kg

    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),639.
8.    

ivn-dog LD50:18 mg/kg

    ANTCAO    Antibiotics and Chemotherapy. 9 (1959),406.
9.    

orl-rbt LD50:1420 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 8 (1966),97.                       

Safety Profile

Poison by intravenous, intramuscular, subcutaneous, and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition, it emits toxic fumes of NOx.
Hazard Codes:  HarmfulXn
Risk Statements:  22 
R22:Harmful if swallowed.
Safety Statements:  24/25-36 
S24/25:Avoid contact with skin and eyes. 
S36:Wear suitable protective clothing.
WGK Germany:  2
RTECS:  TK3325000
F:  8-10

Specification

 Pimaricin (CAS NO.7681-93-8) is a naturally occurring antifungal agent produced during fermentation by the bacterium Streptomyces natalensis, commonly found in soil. It has some synonyms like Natamycin ; Pimaricin approx. 2.5% aqueous*suspension gamma-I ; Pimafucin (pimaricin in 2.5% sterile water suspen ; Pimaricin, Streptomyces chattanoogensis (1.07360) and so on.