DICL_CP_0309874 - DICL Database

Basic Molecular Information

Basic Information

DICL ID

DICL_CP_0309874

PubChem CID

689043

Molecular Formula

C₉H₈O₄

Molecular Weight

180.159 g/mol

Synonyms/Alias

[caffeic acid; 3;4-Dihydroxycinnamic acid; 331-39-5; trans-caffeic acid; 501-16-6; 3-(3;4-dihydroxyphenyl)acrylic acid; 3;4-Dihydroxybenzeneacrylic acid; (2E)-3-(3;4-dihydroxyphenyl)prop-2-enoic acid;...[caffeic acid; 3;4-Dihydroxycinnamic acid; 331-39-5; trans-caffeic acid; 501-16-6; 3-(3;4-dihydroxyphenyl)acrylic acid; 3;4-Dihydroxybenzeneacrylic acid; (2E)-3-(3;4-dihydroxyphenyl)prop-2-enoic acid; (E)-3-(3;4-dihydroxyphenyl)acrylic acid; 3-(3;4-Dihydroxyphenyl)-2-propenoic acid; (E)-3-(3;4-dihydroxyphenyl)prop-2-enoic acid; Caffeicacid; Cinnamic acid; 3;4-dihydroxy-; 2-Propenoic acid; 3-(3;4-dihydroxyphenyl)-; 4-(2-Carboxyethenyl)-1;2-dihydroxybenzene; trans-Caffeate; CCRIS 847; NSC 57197; 3;4-Dihydroxy-trans-cinnamate; 3-(3;4-Dihydroxyphenyl)propenoic acid; HSDB 7088; UNII-U2S3A33KVM; 4-(2-Carboxyvinyl)-1;2-dihydroxybenzene; 2-Propenoic acid; 3-(3;4-dihydroxyphenyl)-; (E)-; 71693-97-5; EINECS 206-361-2; U2S3A33KVM; NSC-57197; Caffeate; NSC-623438; CHEBI:16433; (E)-3;4-dihydroxycinnamic acid; AI3-63211; trans-3;4-Dihydroxycinnamic Acid; 3-(3;4-Dihydroxy phenyl)-2-propenoic acid; NSC57197; CHEMBL145; 3-(3;4-dihydroxyphenyl)prop-2-enoic acid; MLS000069738; 331-89-5; CHEBI:36281; MFCD00004392; NSC623438; 2-Propenoic acid; 3-(3;4-dihydroxyphenyl)-; (2E)-; SMR000058214; (2E)-3-(3;4-dihydroxyphenyl)acrylic acid; CAFFEIC ACID (IARC); CAFFEIC ACID [IARC]; Caffeic acid - Natural; SR-01000000203; caffeic acid; (E)-isomer; DTXSID5020231; caffeic-acid; Caffeic acid pure; Caffeic acid; 1; Caffeic acid 1000 microg/mL in Acetone; 3;4-dihydroxycinnamic acid (caffeic acid); Caffeic Acid;(S); Caffeic Acid1507; Caffeic acid; trans-; 3;4-dihydroxycinnamate; CAFFEIC ACID natural; Opera_ID_1700; CAFFEIC ACID [MI]; CAFFEIC ACID [DSC]; Cinnamic acid;4-dihydroxy-; 3;4-Dihydroxycinnamic acid; predominantly trans; CAFFEIC ACID [HSDB]; 3;4-Dihydroxybenzeneacrylate; SCHEMBL23358; MLS001076493; MLS002207132; MLS002222302; MLS006011849; BIDD:ER0456; DTXCID10231; SPECTRUM1503987; CAFFEIC ACID [WHO-DD]; 2-Propenoic acid;3-(3;4-dihydroxyphenyl)-; (2E)-; 3;4-Dihydroxycinnamate; XVII; BDBM4375; cid_689043; GTPL5155; AMY3943; Trans 3;4-Dihydroxycinnamic acid; DTXSID901316055; HMS2235G09; HMS3260J17; HMS3649O17; BCP28271; HY-N0172; Tox21_200648; Tox21_500208; BBL012113; Caffeic Acid - CAS 331-39-5; CCG-38895; s2277; STK397812; Caffeic acid; >=98.0% (HPLC); 2-Propenoic acid;4-dihydroxyphenyl)-; AKOS000144463; AC-8006; CS-8205; DB01880; LP00208; SDCCGMLS-0002982.P003; SDCCGSBI-0050196.P004; NCGC00017364-04; NCGC00017364-05; NCGC00017364-06; NCGC00017364-07; NCGC00017364-08; NCGC00017364-09; NCGC00017364-10; NCGC00017364-11; NCGC00017364-12; NCGC00017364-13; NCGC00017364-22; NCGC00022654-03; NCGC00022654-04; NCGC00022654-05; NCGC00022654-06; NCGC00022654-07; NCGC00022654-08; NCGC00022654-09; NCGC00258202-01; NCGC00260893-01; NCGC00263641-01; (E)-3-(3;4-dihydroxyphenyl)acrylicacid; AS-10895; BP-30112; CAS-331-39-5; SMR004703501; XC164210; 4-(2Carboxyvinyl)-1;2-dihydroxybenzene; Caffeic acid; purum; >=95.0% (HPLC); DB-318886; DB-321780; HY-121231; AB00490047; CS-0081280; EU-0100208; NS00010313; SW197202-3; 2-Propenoic acid; 3-(3;4-dihdroxyphenyl)-; (E)-3-(3;4-dihydroxyphenyl)prop-2-enoicacid; C 0625; C-1500; C01197; C01481; EN300-1067793; (2E)-3-(3;4-Dihydroxyphenyl)-2-propenoic acid; A851723; CAFFEIC ACID (CONSTITUENT OF BLACK COHOSH); Q414116; SR-01000000203-2; SR-01000000203-6; SR-01000000203-7; SR-01000000203-8; BRD-K09900591-001-06-9; SR-01000000203-13; CAFFEIC ACID (CONSTITUENT OF BLACK COHOSH) [DSC]; F3096-1708; Z240113804; 2;3-DIHYDROXY-4;4;6-TRIMETHOXYCHALCONE_met021; 2;4-DIHYDROXY-3;4;6-TRIMETHOXYCHALCONE_met023; 8B3E4DA7-F3B0-4972-A315-2E387071737F; trans-Caffeic acid; certified reference material; TraceCERT(R); Caffeic acid; matrix substance for MALDI-MS; >=99.0% (HPLC); Caffeic acid; United States Pharmacopeia (USP) Reference Standard; Caffeic acid; matrix substance for MALDI-MS; >=99.0% (HPLC); powder; light beige; InChI=1/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5;10-11H;(H;12;13)/b4-2]

InChI Key

QAIPRVGONGVQAS-DUXPYHPUSA-N

InChI

InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+

IUPAC Name

(E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid

CAS Number

60976-49-0

Structure Information

Chemical Structure Visualization

SMILES Notation

2D Molecular Drawing

Carbon (C)

Hydrogen (H)

Oxygen (O)

Nitrogen (N)

Sulfur (S)

SDF

13 13 0 0 0 0 0 0 0 0999 V2000
-0.4211 -1.2623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.8639 -1.6722 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.9404 -0...

Download SDF File (1188 bytes)

Experimental Data

Activity Data

Target Ion Channel

Intermediate conductance Calcium activated potassium channel protein 4

Uniprot Accession Number

O15554

Function

Agonist

Species

Homo sapiens (Human)

IC₅₀

N/A (Not available)

EC₅₀

EC₅₀: 1300 nM

K_i

N/A (Not available)

K_d

N/A (Not available)

Inhibition

N/A (Not available)

Experimental Conditions

pH 7.2

Holding Potential

−100 to 100 mV mV

Temperature

Not mention

Test Method

Patch-clamping

Test Species

3T3 fibroblasts (3T3-L1, mouse embryonic fibroblast

Binding Information

Binding Site

Not specified

Binding Site Residue

Not specified

Disease Information

Related Disease

Not specified

References

DOI

10.1371/journal.pone.0058614

URL

N/A (Not available)

PMID

23516517

Patent

N/A (Not available)

Computed Properties

Heavy Atom Count

Rotatable Bonds

logP

1.1956

Complexity

46.4414

TPSA (Å²)

77.76

H-Bond Donors

H-Bond Acceptors

Ring Count

New Search

Molecular Details

Basic Molecular Information

Basic Information

Structure Information

Chemical Structure Visualization

Experimental Data

Activity Data

Experimental Conditions

Binding Information

Disease Information

References

Computed Properties