Taxuspine B

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Description

Taxuspine B is a natural product, that can be isolated from Japanese yew Taxus. Taxuspine B exhibits appreciable taxol-like activity to reduce CaCl2-induced depolymerixation of microtubules among the taxoids[1].

CAS Number

157414-05-6

UNSPSC

12352005

Target

Others

Type

Natural Products

Related Pathways

Others

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/taxuspine-b.html

Solubility

10 mM in DMSO

Smiles

O=C(O[C@@H](C[C@H](OC(C)=O)[C@]1(C)C/2)C2=C\[C@H](OC(C)=O)[C@](C3(C)C)([H])C[C@H](OC(C)=O)C(C)=C3[C@@H](O)C1=O)/C=C/C4=CC=CC=C4

Molecular Formula

C35H42O10

Molecular Weight

622.70

References & Citations

[1]Juníchi Kobayashi, et al. Taxuspines A-C, new taxoids from Japanese yew Taxus cuspidata inhibiting drug transport activity of P-glycoprotein in multidrug-resistant cells. 1994, 50 (25) :7401-7416.

Shipping Conditions

Room temperature

Scientific Category

Natural Products

Clinical Information

No Development Reported

Chemical Information

Taxuspine B

Taxuspine B has been reported in Taxus cuspidata, Taxus baccata, and Taxus wallichiana with data available.

CAS Number	157414-05-6
PubChem CID	5321744
IUPAC Name	[(1R,2S,3E,5S,7S,8S,10R,13S)-2,7,13-triacetyloxy-10-hydroxy-8,12,15,15-tetramethyl-9-oxo-5-tricyclo[9.3.1.14,8]hexadeca-3,11-dienyl] (E)-3-phenylprop-2-enoate
Molecular Formula	C35H42O10
Molecular Weight	622.7
XLogP	3.3
Topological Polar Surface Area	143
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	10
Heavy Atom Count	45
Formal Charge	0
Complexity	1300

SMILES

CC1=C2[C@H](C(=O)[C@]3(C/C(=C\[C@@H]([C@@H](C2(C)C)C[C@@H]1OC(=O)C)OC(=O)C)/[C@H](C[C@@H]3OC(=O)C)OC(=O)/C=C/C4=CC=CC=C4)C)O

InChI

InChI=1S/C35H42O10/c1-19-26(42-20(2)36)16-25-28(43-21(3)37)15-24-18-35(7,33(41)32(40)31(19)34(25,5)6)29(44-22(4)38)17-27(24)45-30(39)14-13-23-11-9-8-10-12-23/h8-15,25-29,32,40H,16-18H2,1-7H3/b14-13+,24-15+/t25-,26-,27-,28-,29-,32+,35-/m0/s1

InChIKey

RWMXWLFXARITCC-CRMVJMMESA-N

Chemical Structure

2D Structure

CAS: 157414-05-6

CID: 5321744

Formula: C35H42O10

MW: 622.7

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	622.7
XLogP3	3.3
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	10
Exact Mass	622.27779753
Monoisotopic Mass	622.27779753
Topological Polar Surface Area	143 Å²
Heavy Atom Count	45
Formal Charge	0
Complexity	1300
Isotope Atom Count	0
Defined Atom Stereocenter Count	7
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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Alternative Products

Catalog	Name
TBZ1945	Taxuspine A
GHA30992-01	Taxuspine W
TBZ0947	Taxuspine Y
TN5124	Taxuspine X
TN5122	Taxuspine B
TBZ0948	Taxuspine Z
TBZ1947	Taxuspine C

Taxuspine B

Chemical Information

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