Caffeoyltryptophan

CAT: 0804-HY-N10002-02Size: 5 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-N10002-02Size:5 mg

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Description

Caffeoyltryptophan is a competitive PTP1B inhibitor, with an IC50 of 16.99 μM. Caffeoyltryptophan can also inhibit α-glucosidase, linoleic acid peroxidation and haemolysis. Caffeoyltryptophan can be used for the research of type 2 diabetes[1].

CAS Number

109163-69-1

UNSPSC

12352005

Target

Glycosidase; Phosphatase

Type

Natural Products

Related Pathways

Metabolic Enzyme/Protease

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Metabolic Disease

Assay Protocol

https://www.medchemexpress.com/caffeoyltryptophan.html

Purity

98.06

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

OC(C=C1/C=C/C(N[C@H](C(O)=O)CC2=CNC3=CC=CC=C23)=O)=C(C=C1)O

Molecular Formula

C20H18N2O5

Molecular Weight

366.37

References & Citations

[1]Ha MT, et, al. PTP1B and α-glucosidase inhibitory activities of the chemical constituents from Hedera rhombea fruits: Kinetic analysis and molecular docking simulation. Phytochemistry. 2022 May:197:113100. |[2]Ohnishi M, et, al. Inhibition in vitro linoleic acid peroxidation and haemolysis by caffeoyltryptophan. Phytochemistry. 1998 Apr;47 (7) :1215-8.

Shipping Conditions

Room Temperature

Storage Conditions

4°C (Powder, protect from light)

Scientific Category

Natural Products

Clinical Information

No Development Reported

Chemical Information

Caffeoyltryptophan

Caffeoyltryptophan has been reported in Athyrium filix-femina and Coffea canephora with data available.

CAS Number	109163-69-1
PubChem CID	15228042
IUPAC Name	(2S)-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]-3-(1H-indol-3-yl)propanoic acid
Molecular Formula	C20H18N2O5
Molecular Weight	366.4
XLogP	2
Topological Polar Surface Area	123
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Heavy Atom Count	27
Formal Charge	0
Complexity	567

SMILES

C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)NC(=O)/C=C/C3=CC(=C(C=C3)O)O

InChI

InChI=1S/C20H18N2O5/c23-17-7-5-12(9-18(17)24)6-8-19(25)22-16(20(26)27)10-13-11-21-15-4-2-1-3-14(13)15/h1-9,11,16,21,23-24H,10H2,(H,22,25)(H,26,27)/b8-6+/t16-/m0/s1

InChIKey

XITPERBRJNUFSB-BVBGJJFLSA-N

Chemical Structure

2D Structure

CAS: 109163-69-1

CID: 15228042

Formula: C20H18N2O5

MW: 366.4

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	366.4
XLogP3	2
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Exact Mass	366.12157168
Monoisotopic Mass	366.12157168
Topological Polar Surface Area	123 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	567
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
BA7765-1	Caffeoyltryptophan
TN7093-01	N-Caffeoyltryptophan

Caffeoyltryptophan

Chemical Information

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