Dihydrocytochalasin B

Names

[ Name ]:
Dihydrocytochalasin B

[Synonym ]:
2,3-Dihydro-cytochalasin B
21,22-dihydro-phomin
EINECS 254-324-4
21,22-Dihydrocytochalalsin B
CYTOCHALASIN B,DIHYDRO
21,22-dihydro-cytochalasin-B
dihydrocytocholasin-B
7(S),20(R)-dihydroxy-16(R)-methyl-10-phenyl-24-oxa[14]cytochalasa-6(12),13(E)-diene-1,23-dione
DHCB
(7S,13E,16R,20R)-7,20-Dihydroxy-16-methyl-10-phenyl-24-oxa[14]cytochalasa-6(12),13-diene-1,23-dione
MFCD00010541

Biological Activity

[Description]:

Dihydrocytochalasin B is a Cytokinesis inhibitor and changes the morphology of the cells, similar to that of cytochalasin B; does not inhibit glucose transport[1]. Dihydrocytochalasin B (H2CB) disrupts the actin structure and inhibits the ability of growth factors to stimulate DNA synthesis, reversibly blocks initiation of DNA synthesis, causes cell rounding and a loss of actin microfilament bundles[2]. Dihydrocytochalasin B is related to transcytoplasmic movement of calcium by inhibiting active calcium transport and causes a Ca+increase in the mucosal scrapings[3].

[Related Catalog]:

Signaling Pathways >> Cytoskeleton >> Arp2/3 Complex

Research Areas >> Others

[References]

[1]. Atlas SJ, et al. Dihydrocytochalasin B. Biological effects and binding to 3T3 cells. J Cell Biol. 1978 Feb;76(2):360-70.

[2]. Jande SS, et al. Effects of cytochalasin B and dihydrocytochalasin B on calcium transport by intestinal absorptive cells. Calcif Tissue Int. 1981;33(2):143-51.

[3]. Maness PF, et al. Dihydrocytochalasin B disorganizes actin cytoarchitecture and inhibits initiation of DNA synthesis in 3T3 cells. Cell. 1982 Aug;30(1):253-62.

Chemical & Physical Properties

[ Density]:
1.194g/cm3

[ Boiling Point ]:
727.474ºC at 760 mmHg

[ Melting Point ]:
203-205ºC

[ Molecular Formula ]:
C₂₉H₃₉NO₅

[ Molecular Weight ]:
481.62400

[ Flash Point ]:
393.762ºC

[ Exact Mass ]:
481.28300

[ PSA ]:
95.86000

[ LogP ]:
4.04490

[ Index of Refraction ]:
1.584

[ Storage condition ]:
-20℃

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H300-H310-H330-H351

[ Precautionary Statements ]:
P260-P264-P280-P284-P302 + P350-P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T+,T

[ Risk Phrases ]:
26/27/28-40

[ Safety Phrases ]:
22-36/37/39-45

[ RIDADR ]:
UN 2811 6.1/PG 2

[ Hazard Class ]:
6.1(a)

Articles

Tetraploidization increases sensitivity to Aurora B kinase inhibition.

Cell Cycle 11(13) , 2567-77, (2012)

Aurora kinases are overexpressed in many cancers and are targets for anticancer drugs. The yeast homolog of Aurora B kinase, IPL1, was found to be a ploidy-specific lethality gene. Given that polyploi...

Centrifugal and chromatographic analyses of tryptophan and tyrosine uptake by red blood cells and GLUT1 proteoliposomes with permeability estimates and observations on dihydrocytochalasin B.

J. Biochem. Biophys. Methods 55(2) , 127-40, (2003)

We analyzed transport into liposomes and proteoliposomes, separated the free and internalized radioactively labeled substrates by size-exclusion chromatography (SEC) and observed a net influx owing to...

Degradation and recycling of the substrate-binding subunit of type II iodothyronine 5'-deiodinase in astrocytes.

J. Biol. Chem. 271(27) , 16369-74, (1996)

Thyroxine dynamically regulates levels of type II iodothyronine 5'-deiodinase (5'D-II) by modulating enzyme inactivation and targeting the enzyme to different pathways of internalization. 5'D-II is an...