Citrinalin A

AdipoGen Life Sciences
Product Code: AG-CN2-0177
CodeSizePrice
AG-CN2-0177-M0011 mg£250.00
Quantity:
AG-CN2-0177-MM252.5 mg£490.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Appearance:
Pale yellow solid.
CAS:
1256635-19-4
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry.
Hazards:
H302
InChi:
InChI=1S/C25H31N3O5/c1-22(2)11-16(29)19-17(33-22)8-7-15-20(19)26-21(30)25(15)12-24(28(31)32)13-27-9-5-6-14(27)10-18(24)23(25,3)4/h7-8,14,18H,5-6,9-13H2,1-4H3,(H,26,30)/t14-,18?,24?,25-/m0/s1
InChiKey:
QVBARITWSQCBBV-UFMGCMQGSA-N
Long Description:
Chemical. CAS: 1256635-19-4. Formula: C25H31N3O5. MW: 453.5. Isolated from fungus Penicillium sp. Antibiotic. Mycotoxin. Showed no antimicrobial, antifungal or cytotoxic activity in initial tests, therefore the acitivty profile of this compound is not known so far. Natural products that contain aliphatic nitro groups are extremely rare. In addition citrinalin A possesses three nitrogen atoms in chemically distinct environments which is rather unusual and therefore an attractive target for synthesis. Pseudo-enantiomer of Cyclopiamine A.
Molecular Formula:
C25H31N3O5
Molecular Weight:
453.5
Package Type:
Vial
Precautions:
P301+P312
Product Description:
Antibiotic. Mycotoxin. Showed no antimicrobial, antifungal or cytotoxic activity in initial tests, therefore the acitivty profile of this compound is not known so far. Natural products that contain aliphatic nitro groups are extremely rare. In addition citrinalin A possesses three nitrogen atoms in chemically distinct environments which is rather unusual and therefore an attractive target for synthesis. Pseudo-enantiomer of Cyclopiamine A.
Purity:
>95% (HPLC)
Signal word:
Warning
SMILES:
O=C1NC2=C(C=CC(OC(C)(C)C3)=C2C3=O)[C@@]41C(C)(C)C(C[C@@](CCC5)([H])N5C6)[C@@]6([N+]([O-])=O)C4
Solubility Chemicals:
Soluble in ethanol, methanol or DMSO (all 1mg/ml).
Source / Host:
Isolated from fungus Penicillium sp.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Use of Experimental Design for the Optimization of the Production of New Secondary Metabolites by Two Penicillium Species: E.F. Pimenta, et al.; J. Nat. Prod. 73, 1821 (2010) | Total synthesis and isolation of citrinalin and cyclopiamine congeners: E.V. Mercado-Marin, et al.; Nature 509, 318 (2014) | Organic chemistry: Collaborative synthesis: J.L. Wood; Nature 509, 293 (2014)