Chebulic acid

CAT: 0931-TN1042-02Size: 5 mgDry Ice: NoHazardous: No

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CAT#:0931-TN1042-02Size:5 mg

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CAS Number

23725-05-5

Target

Reactive Oxygen Species, Nrf2, ROS, Others

Related Pathways

Others, NF-κB, Immunology/Inflammation, Metabolism

Purity

0.9998

Bioactivity

Chebulic acid, a phenolcarboxylic acid compound isolated from Terminalia chebula, exhibits potent antioxidant activity by breaking protein cross-links induced by advanced glycation end-products (AGEs) and inhibiting AGE formation. It may also counteract AGE-induced endothelial cell dysfunction, suggesting it as a potential intervention for diabetic vascular complications.

Smiles

OC(=O)C[C@@H]([C@@H]1[C@H](OC(=O)c2cc(O)c(O)c(O)c12)C(O)=O)C(O)=O

Molecular Formula

C14H12O11

Molecular Weight

356.24

Shipping Conditions

Ice Packs

Storage Temperature

-20°C

Chemical Information

Chebulic acid

from the ripe fruits of Terminalia chebula

CAS Number	23725-05-5
PubChem CID	71308174
IUPAC Name	(2S)-2-[(3S,4S)-3-carboxy-5,6,7-trihydroxy-1-oxo-3,4-dihydroisochromen-4-yl]butanedioic acid
Molecular Formula	C14H12O11
Molecular Weight	356.24
XLogP	-0.8
Topological Polar Surface Area	199
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	5
Heavy Atom Count	25
Formal Charge	0
Complexity	587

SMILES

C1=C2C(=C(C(=C1O)O)O)[C@@H]([C@H](OC2=O)C(=O)O)[C@H](CC(=O)O)C(=O)O

InChI

InChI=1S/C14H12O11/c15-5-1-4-7(10(19)9(5)18)8(3(12(20)21)2-6(16)17)11(13(22)23)25-14(4)24/h1,3,8,11,15,18-19H,2H2,(H,16,17)(H,20,21)(H,22,23)/t3-,8-,11-/m0/s1

InChIKey

COZMWVAACFYLBI-XJEVXTIOSA-N

Chemical Structure

2D Structure

CAS: 23725-05-5

CID: 71308174

Formula: C14H12O11

MW: 356.24

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	356.24
XLogP3	-0.8
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	5
Exact Mass	356.03796119
Monoisotopic Mass	356.03796119
Topological Polar Surface Area	199 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	587
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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462930	Chebulic Acid
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L2500-01	Lipoic Acid (Thioctic Acid, (±) -α-Lipoic Acid)
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MBS641082-01	Lipoic Acid (Thioctic Acid, Alpha Lipoic Acid)
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MBS6036559-01	a-Lipoic Acid (Thioctic Acid)

Chebulic acid

Chemical Information

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