PENICILLIC ACID
- CAS No.
- 90-65-3
- Chemical Name:
- PENICILLIC ACID
- Synonyms
- NSC 402844;pencillicacid;PENICILLINACID;PENICILLIC ACID;kyselinapenicilova;PENICILLIC ACID 99%;Penicillic acid,99%;Penicillic acid, 99% 25MG;Benzylpenicillin Impurity 26;3-methoxy-5-methyl-4-oxo-5-hexadienoicacid
- CBNumber:
- CB0338325
- Molecular Formula:
- C8H10O4
- Molecular Weight:
- 170.16
- MOL File:
- 90-65-3.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/4/3 15:02:28
| Melting point | 83-87 °C |
|---|---|
| Boiling point | 219.79°C (rough estimate) |
| Density | 1.1456 (rough estimate) |
| refractive index | 1.4425 (estimate) |
| storage temp. | Store at 2-8 |
| solubility | DMSO: >10mg/mL |
| pka | 3.90±0.33(Predicted) |
| form | solid |
| color | Needles from pet ether or rhombic orhexagonal plates |
| Merck | 13,7163 |
| CAS DataBase Reference | 90-65-3 |
| IARC | 3 (Vol. 10, Sup 7) 1987 |
| EPA Substance Registry System | Penicillic acid (90-65-3) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P271-P260 | |||||||||
| Hazard Codes | Xn,T | |||||||||
| Risk Statements | 36/37/38-20/21/22-22 | |||||||||
| Safety Statements | 37/39-26-24/25 | |||||||||
| RIDADR | 2811 | |||||||||
| RTECS | MM2625000 | |||||||||
| HazardClass | 6.1(b) | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29189900 | |||||||||
| Toxicity | LD50 i.p. in mice: 90.00 mg/kg (Chan et al.) | |||||||||
| NFPA 704 |
|
PENICILLIC ACID Chemical Properties,Uses,Production
Description
Gram negative bacteria utilize N-
Chemical Properties
white to light beige crystals or powder
Uses
Gram negative bacteria utilize N-acylated homoserine lactones to coordinate expression of virulence in response to the density of the surrounding bacterial population in a process termed quorum sensing. By interfering with this communication and thereby disrupting virulence expression, quorum sensing inhibitors are emerging as an alternative to the conventional ways of fighting bacterial infections. Penicillic acid is a mycotoxin produced from Penicillium species identified in molds on corn and other grains. At 80 μM, penicillic acid inhibits bacterial quorum sensing communication in P. aeruginosa by selectively repressing various virulence factor and other quorum sensing-regulated genes. It has been shown to inhibit Fas-mediated apoptosis at 100-200 μM by targeting caspase-8 activity in Burkitt’s lymphoma Raji cells.
Safety Profile
Poison by intravenous, subcutaneous, and intraperitoneal routes. Moderately toxic by ingestion. An experimental teratogen. Experimental reproductive effects. Questionable carcinogen with experimental neoplastigenic data. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Purification Methods
The lactone (furanone, anhydrous) hydrolyses to the acid (3-methoxy-4-oxo-hexa-2,5-dienoic acid, hydrate). It crystallises from water as the monohydrate (acid), or from pet ether as the anhydrous (lactone) compound. The free acid is in equilibrium with the lactone. UV: max 221nm ( 12,500) in 0.02M KOH; 228nm ( 11,500) in 0.02M HCl [Raphael J Chem Soc 1508 1948]. [Beilstein 3 II 519, 3 III 1467.] It is a possible antineoplastic.
PENICILLIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| SynZeal Research Pvt Ltd | +1 226-802-2078 | Gujarat, India | 6522 | 58 | Inquiry |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | China | 20294 | 58 | Inquiry |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | China | 32836 | 60 | Inquiry |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | United States | 19892 | 58 | Inquiry |
| Shenzhen Excellent Biomedical Technology Co.,Ltd. | +86-0755-26050679 +86-15915472436 | China | 1031 | 58 | Inquiry |
| China National Standard Pharmaceutical Corporation Limited | +8615391658522 | China | 11927 | 58 | Inquiry |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | China | 33350 | 58 | Inquiry |
| Aladdin Scientific | +1-+1(833)-552-7181 | United States | 57511 | 58 | Inquiry |
| Wuhan Huangzhen Biochemical Co., Ltd | 13795480948 13795480948 | China | 4958 | 58 | Inquiry |
| Shanghai Aladdin Biochemical Technology Co.,Ltd. | +86-18521732826 | China | 48465 | 58 | Inquiry |
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