Structure

Cephalotaxine

CAS
24316-19-6
Catalog Number
ACM24316196-1
Category
Inhibitors
Molecular Weight
315.36
Molecular Formula
C18H21NO4

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Specification

Description
Cephalotaxlen ((-)-Cephalotaxine) is an alkaloid that can be isolated from Cephalotaxus fortunei, with antileukemic and antiviral activities. Cephalotaxlen has anti-ZIKV (Zika virus) activity.
Synonyms
(1S,3aR,14bβ)-1,5,6,8,9,14b-Hexahydro-2-methoxy-4H-cyclopenta[a][1,3]dioxolo[4,5-h]pyrrolo[2,1-b][3]benzazepin-1α-ol
IUPAC Name
(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-ol
Canonical SMILES
COC1=C[C@]23CCCN2CCC4=CC5=C(C=C4[C@@H]3[C@@H]1O)OCO5
InChI
InChI=1S/C18H21NO4/c1-21-15-9-18-4-2-5-19(18)6-3-11-7-13-14(23-10-22-13)8-12(11)16(18)17(15)20/h7-9,16-17,20H,2-6,10H2,1H3/t16-,17-,18+/m1/s1
InChI Key
YMNCVRSYJBNGLD-KURKYZTESA-N
Boiling Point
495.2±45.0 °C
Melting Point
131-132 °C
Density
1.38±0.1 g/ml
Appearance
Powder
Storage
Powder-20°C, 3 years; 4°C, 2 years; In solvent-80°C, 6 months; -20°C, 1 month.
Complexity
523
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
3
Exact Mass
315.14705815
Heavy Atom Count
23
Hydrogen Bond Acceptor Count
5
Hydrogen Bond Donor Count
1
Isomeric SMILES
COC1=C[C@]23CCCN2CCC4=CC5=C(C=C4[C@@H]3[C@@H]1O)OCO5
Monoisotopic Mass
315.14705815
Physical State
Solid
Rotatable Bond Count
1
Shipping
Can be shipped at room temperature, where not in use may vary.
Source
PlantsTaxaceaeTaxus chinensis (Pilger) Rehd.PlantsIlliciaceaeTaxus chinensis (Pilger) Rehd.PlantsCephalotaxaceaeCephalotaxus fortunei Hooker
Topological Polar Surface Area
51.2 Ų
What is the chemical formula for CEPHALOTAXINE?

The chemical formula for CEPHALOTAXINE is C21H42O3.

At what temperature does CEPHALOTAXINE melt?

CEPHALOTAXINE melts at a temperature of 131-134°C.

How should CEPHALOTAXINE be stored?

CEPHALOTAXINE should be stored in a refrigerator.

What is the solubility of CEPHALOTAXINE?

CEPHALOTAXINE is soluble in Chloroform and Methanol.

What color is CEPHALOTAXINE in its solid form?

CEPHALOTAXINE is white in color in its solid form.

Where is CEPHALOTAXINE naturally occurring?

CEPHALOTAXINE is a naturally occurring benzazepine alkaloid isolated from Cephalotaxus harringtonia.

What are some uses of cephalotaxine alkaloids?

Cephalotaxine alkaloids are used as an antiangiogenic agent for the treatment of angiogenic diseases and as antiviral and antitumor agents.

What properties have ester derivatives of cephalotaxine shown?

Ester derivatives of cephalotaxine have shown antiviral, antitumor, and anticancer properties.

What are some examples of cephalatoxin esters that have shown significant activity against leukemia?

Examples of cephalatoxin esters include harringtonine, sioharringtonine, and homoharringtonine, which have shown significant activity against leukemia.

What reference discusses the antitumor alkaloids from Cephalotaxus harringtonia?

The antitumor alkaloids from Cephalotaxus harringtonia are discussed in the reference by R. G. Powell, D. Weisleder, C. R. Smith, Jr. (1972) in the Journal of Pharmaceutical Sciences.

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