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144606-95-1 | Pyrano[3,2-a]carbazol-9-ol, 3,11-dihydro-3,8-dimethyl-3-(4-methyl-3-penten-1-yl)-
CAS No: 144606-95-1 Catalog No: AG001JV2 MDL No:
Product Description
Catalog Number:
AG001JV2
Chemical Name:
Pyrano[3,2-a]carbazol-9-ol, 3,11-dihydro-3,8-dimethyl-3-(4-methyl-3-penten-1-yl)-
CAS Number:
144606-95-1
Molecular Formula:
C23H25NO2
Molecular Weight:
347.4501
IUPAC Name:
3,8-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-9-ol
InChI:
InChI=1S/C23H25NO2/c1-14(2)6-5-10-23(4)11-9-17-21(26-23)8-7-16-18-12-15(3)20(25)13-19(18)24-22(16)17/h6-9,11-13,24-25H,5,10H2,1-4H3
InChI Key:
WWXYBSVWYPHUPZ-UHFFFAOYSA-N
SMILES:
CC(=CCCC1(C)C=Cc2c(O1)ccc1c2[nH]c2c1cc(c(c2)O)C)C
NSC Number:
654282
Properties
Complexity:
581
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
347.189g/mol
Formal Charge:
0
Heavy Atom Count:
26
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
347.458g/mol
Monoisotopic Mass:
347.189g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
45.2A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
6.3
Literature
| Title | Journal |
|---|---|
| Fluorescent epigenetic small molecule induces expression of the tumor suppressor ras-association domain family 1A and inhibits human prostate xenograft. | Journal of medicinal chemistry 20100325 |
| Insulin resistance due to lipid-induced signaling defects could be prevented by mahanine. | Molecular and cellular biochemistry 20100301 |
| Apoptotic effects of mahanine on human leukemic cells are mediated through crosstalk between Apo-1/Fas signaling and the Bid protein and via mitochondrial pathways. | Biochemical pharmacology 20100201 |
| Mahanine reverses an epigenetically silenced tumor suppressor gene RASSF1A in human prostate cancer cells. | Biochemical and biophysical research communications 20071012 |
| Mahanine inhibits growth and induces apoptosis in prostate cancer cells through the deactivation of Akt and activation of caspases. | The Prostate 20060901 |
| Microsphere-based protease assays and screening application for lethal factor and factor Xa. | Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501 |
| Mahanine, a carbazole alkaloid from Micromelum minutum, inhibits cell growth and induces apoptosis in U937 cells through a mitochondrial dependent pathway. | British journal of pharmacology 20050501 |
| A new dimeric carbazole alkaloid from Glycosmis stenocarpa roots. | Chemical & pharmaceutical bulletin 20041001 |
| Mechanism of mahanine-induced apoptosis in human leukemia cells (HL-60). | Biochemical pharmacology 20040101 |
| Antimutagenicity of some edible Thai plants, and a bioactive carbazole alkaloid, mahanine, isolated from Micromelum minutum. | Journal of agricultural and food chemistry 20020814 |
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