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FR901464

CAT: 0804-HY-16212-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-16212-01Size:1 mg
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Description
FR901464 is a potent spliceosome inhibitor with prominent anti-tumor and anti-cancer effects[1].
CAS Number
146478-72-0
UNSPSC
12352005
Hazard Statement
H315, H319, H351
Target
Others
Type
Natural Products
Related Pathways
Others
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/fr901464.html
Purity
99.79
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O[C@H]([C@H](O1)/C=C/C(C)=C/C[C@H](O[C@@H]2C)[C@H](C[C@H]2NC(/C=C\[C@H](C)OC(C)=O)=O)C)[C@@]3(C[C@]1(O)C)CO3
Molecular Formula
C27H41NO8
Molecular Weight
507.62
Precautions
H315, H319, H351
References & Citations
[1]H Nakajima, et al. New antitumor substances, FR901463, FR901464 and FR901465. II. Activities against experimental tumors in mice and mechanism of action. J Antibiot (Tokyo) . 1996 Dec;49 (12) :1204-11.|[2]Arun K Ghosh, et al. Enantioselective total syntheses of FR901464 and spliceostatin A and evaluation of splicing activity of key derivatives. J Org Chem. 2014 Jun 20;79 (12) :5697-709.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

FR901464

FR901464 is a spiro-epoxide with potent anticancer activity that lowers the mRNA levels of oncogenes and tumour supressor genes. It is isolated from Pseudomonas sp. no.2663. It has a role as an antimicrobial agent, an antineoplastic agent and a bacterial metabolite. It is a spiro-epoxide, a member of pyrans, a monocarboxylic acid amide, an acetate ester and a cyclic hemiketal.

CAS Number146478-72-0
PubChem CID10553647
IUPAC Name[(Z,2S)-5-[[(2R,3R,5S,6S)-6-[(2E,4E)-5-[(3R,4R,5R,7S)-4,7-dihydroxy-7-methyl-1,6-dioxaspiro[2.5]octan-5-yl]-3-methylpenta-2,4-dienyl]-2,5-dimethyloxan-3-yl]amino]-5-oxopent-3-en-2-yl] acetate
Molecular FormulaC27H41NO8
Molecular Weight507.6
XLogP2
Topological Polar Surface Area127
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count9
Heavy Atom Count36
Formal Charge0
Complexity900
SMILES
C[C@H]1C[C@H]([C@H](O[C@H]1C/C=C(\C)/C=C/[C@@H]2[C@H]([C@@]3(C[C@@](O2)(C)O)CO3)O)C)NC(=O)/C=C\[C@H](C)OC(=O)C
InChI
InChI=1S/C27H41NO8/c1-16(8-11-23-25(31)27(15-33-27)14-26(6,32)36-23)7-10-22-17(2)13-21(19(4)35-22)28-24(30)12-9-18(3)34-20(5)29/h7-9,11-12,17-19,21-23,25,31-32H,10,13-15H2,1-6H3,(H,28,30)/b11-8+,12-9-,16-7+/t17-,18-,19+,21+,22-,23+,25+,26-,27+/m0/s1
InChIKey
PJKVJJDQXZARCA-QHYZBLTGSA-N
Chemical Structure
2D Structure
2D structure of FR901464
CAS: 146478-72-0
CID: 10553647
Formula: C27H41NO8
MW: 507.6
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight507.6
XLogP32
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count9
Exact Mass507.28321727
Monoisotopic Mass507.28321727
Topological Polar Surface Area127 Ų
Heavy Atom Count36
Formal Charge0
Complexity900
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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