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Rubrofusarin

CAT: 0804-HY-130307-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-130307-02Size:5 mg
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Description
Rubrofusarin is an orange polyketide pigment from Fusarium graminearum[1]. Rubrofusarin is also an active ingredient of the Cassia species and ameliorates chronic restraint stress (CRS) -induced depressive symptoms through PI3K/Akt signaling. Rubrofusarin has anticancer, antibacterial, and antioxidant effects[2][3].
CAS Number
3567-00-8
UNSPSC
12352005
Hazard Statement
H315
Target
Bacterial
Type
Natural Products
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/rubrofusarin.html
Purity
98.19
Solubility
10 mM in DMSO
Smiles
O=C1C2=C(O)C3=C(O)C=C(OC)C=C3C=C2OC(C)=C1
Molecular Formula
C15H12O5
Molecular Weight
272.25
Precautions
H315
References & Citations
Fusarium graminearum
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Rubrofusarin

Rubrofusarin is a member of the class of benzochromenones that is benzo[g]chromen-4-one carrying two additional hydroxy substituents at positions 5 and 6 as well as methyl and methoxy substituents at positions 2 and 8 respectively. An orange polyketide pigment that is a common intermediate in many different fungal biosynthetic pathways. It has a role as a biological pigment, an EC 1.14.18.1 (tyrosinase) inhibitor and a fungal metabolite. It is a polyketide, a member of phenols, an aromatic ether and a benzochromenone. It is a conjugate acid of a rubrofusarin(1-).

CAS Number3567-00-8
PubChem CID72537
IUPAC Name5,6-dihydroxy-8-methoxy-2-methylbenzo[g]chromen-4-one
Molecular FormulaC15H12O5
Molecular Weight272.25
XLogP3
Topological Polar Surface Area76
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Heavy Atom Count20
Formal Charge0
Complexity432
SMILES
CC1=CC(=O)C2=C(C3=C(C=C(C=C3C=C2O1)OC)O)O
InChI
InChI=1S/C15H12O5/c1-7-3-10(16)14-12(20-7)5-8-4-9(19-2)6-11(17)13(8)15(14)18/h3-6,17-18H,1-2H3
InChIKey
FPNKCZKRICBAKG-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Rubrofusarin
CAS: 3567-00-8
CID: 72537
Formula: C15H12O5
MW: 272.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight272.25
XLogP33
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass272.06847348
Monoisotopic Mass272.06847348
Topological Polar Surface Area76 Ų
Heavy Atom Count20
Formal Charge0
Complexity432
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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