Products for Research Use Only
RegisterLogin

Harziphilone

CAT: 0013-GTR19255821-02Size: 50 mgDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0013-GTR19255821-02Size:50 mg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
Description
Harziphilone exhibits mild activity against Gram-positive bacteria and possesses antitumor properties, showing inhibitory effects on lymphocytic leukemia L1210 and leukemia P388 with an IC50 of 0.26 μg/mL. Additionally, Harziphilone inhibits the binding of the Rev protein to [33P]-labeled Rev response element (RRE) RNA, with an IC50 of 2.0 μM.
CAS Number
183239-75-0
Field of Research
Infectious Disease & Virology
Smiles
O=C1C2=C (C=C (/C=C/C=C/C) OC2) C[C@@H] (O) [C@@]1 (C) O
Molecular Formula
C15H18O4
Molecular Weight
262.301
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

rel-(6R,7R)-1,5,6,7-Tetrahydro-6,7-dihydroxy-7-methyl-3-(1E,3E)-1,3-pentadien-1-yl-8H-2-benzopyran-8-one

Harziphilone is a member of the class of isochromanes that is 1,5,6,7-tetrahydro-8H-isochromen-8-one substituted by hydroxy groups at positions 6 and 7, a methyl group at position 7 and a penta-1,3-dien-1-yl moiety at position 3. Isolated from the fermentation broth of Trichoderma harzianum, it exhibits anti-HIV activity. It has a role as a metabolite and an anti-HIV agent. It is a tertiary alpha-hydroxy ketone, a diol, a member of isochromanes, an enone and an aromatic ketone.

CAS Number183239-75-0
PubChem CID6451027
IUPAC Name(6R,7R)-6,7-dihydroxy-7-methyl-3-[(1E,3E)-penta-1,3-dienyl]-5,6-dihydro-1H-isochromen-8-one
Molecular FormulaC15H18O4
Molecular Weight262.30
XLogP0.8
Topological Polar Surface Area66.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Heavy Atom Count19
Formal Charge0
Complexity510
SMILES
C/C=C/C=C/C1=CC2=C(CO1)C(=O)[C@]([C@@H](C2)O)(C)O
InChI
InChI=1S/C15H18O4/c1-3-4-5-6-11-7-10-8-13(16)15(2,18)14(17)12(10)9-19-11/h3-7,13,16,18H,8-9H2,1-2H3/b4-3+,6-5+/t13-,15-/m1/s1
InChIKey
GFTDIFRKHSPLIX-VNLWOOSYSA-N
Chemical Structure
2D Structure
2D structure of rel-(6R,7R)-1,5,6,7-Tetrahydro-6,7-dihydroxy-7-methyl-3-(1E,3E)-1,3-pentadien-1-yl-8H-2-benzopyran-8-one
CAS: 183239-75-0
CID: 6451027
Formula: C15H18O4
MW: 262.30
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight262.30
XLogP30.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass262.12050905
Monoisotopic Mass262.12050905
Topological Polar Surface Area66.8 Ų
Heavy Atom Count19
Formal Charge0
Complexity510
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
TN10476-01Harziphilone

Popular Products