A fungal metabolite with fungicidal and NGF-potentiating activities
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NG 012

Item No. 27509

Technical Information
Formal Name
7R,8,11S,12,15R,16,23R,24,27R,28-decahydro-2,4,18,20-tetrahydroxy-11-(hydroxymethyl)-7,15,23,27-tetramethyl-5H,9H,13H,21H,25H-dibenzo[k,u][1,5,9,15,19]pentaoxacyclotetracosin-5,9,13,21,25-pentone
CAS Number
141731-76-2
Synonyms
  • BK223-A
Molecular Formula
C32H38O15
Formula Weight
Purity
≥95%
Formulation
A solid
Chloroform: SolubleEthanol: SolubleMethanol: Soluble
SMILES
OC(C=C1O)=CC(C[C@@H](C)OC(C[C@@H](C)OC(C2=C(O)C=C(O)C=C2C[C@@H](C)OC(C[C@@H](CO)OC(C[C@@H](C)O3)=O)=O)=O)=O)=C1C3=O
InChi Code
InChI=1S/C32H38O15/c1-15-5-19-9-21(34)11-24(36)29(19)32(42)46-18(4)8-27(39)47-23(14-33)13-28(40)44-16(2)6-20-10-22(35)12-25(37)30(20)31(41)45-17(3)7-26(38)43-15/h9-12,15-18,23,33-37H,5-8,13-14H2,1-4H3/t15-,16-,17-,18-,23+/m1/s1
InChi Key
QFILNQIVBJLREP-RZOYPLJHSA-N
Origin
Fungus/Penicillium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    NG 012 is a fungal metabolite originally isolated from P. verruculosum that has fungicidal and nerve growth factor-potentiating properties.1,2 It inhibits the growth of the plant pathogenic fungi B. cinerea, P. teres, P. lingam, S. sclerotiorum, and M. fructigena in vitro.1 NG 012 (50 μM) increases the efficacy of the antifungal miconazole (Item No. 15420) against C. albicans, reducing the IC50 value from 19.2 to 2.5 μM.3 It also potentiates neurite outgrowth induced by nerve growth factor (NGF) in PC12 cells in a concentration-dependent manner.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Breinholt, J., Jensen, G.W., and Nielsen, R.I. Antifungal macrocyclic polylactones from Penicillium verruculosum. J. Antibiot. (Tokyo) 46(7), 1101-1108 (1993).

    2. Ito, M., Maruhashi, M., Sakai, N., et alNG-011 and NG-012, novel potentiators of nerve growth factor. I. Taxonomy, isolation, and physico-chemical and biological properties. J. Antibiot. (Tokyo) 45(10), 1559-1565 (1992).

    3. Arai, M., Tomada, H., Okuda, T., et alFunicone-related compounds, potentiators of antifungal miconazole activity, produced by Talaromyces flavus FKI-0076. J. Antibiot. (Tokyo) 55(2), 172-180 (2002).