Skip to main content

Epigallocatechin

ADVERTISEMENT
Identification
Molecular formula
C15H14O7
CAS number
970-74-1
IUPAC name
(2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol
State
State

At room temperature, epigallocatechin is typically a solid. It is stable under normal conditions and is known for its antioxidant properties, commonly found in tea and various plants.

Melting point (Celsius)
221.00
Melting point (Kelvin)
494.20
Boiling point (Celsius)
785.00
Boiling point (Kelvin)
1 058.00
General information
Molecular weight
306.27g/mol
Molar mass
306.2680g/mol
Density
1.6580g/cm3
Appearence

Epigallocatechin appears as a white to light yellow powder or in some cases as crystalline solid. It is usually obtained as a dry extract and can have a somewhat bitter taste.

Comment on solubility

Solubility of (2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol

The solubility of (2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol is influenced by its structural characteristics and functional groups. This compound, being a polyphenolic compound, exhibits a few interesting solubility properties:

  • Aqueous Solubility: Due to the presence of multiple hydroxyl (-OH) groups, this compound shows good solubility in water. The hydroxyl groups can form hydrogen bonds with water molecules, enhancing solubility.
  • Solvent Compatibility: It is likely to be more soluble in polar organic solvents such as ethanol and methanol compared to non-polar solvents due to its polar nature.
  • Temperature Dependence: The solubility of this compound may increase with temperature, as is common with many solid compounds, allowing for better dissolution in various media.
  • pH Effects: Changes in the pH of the solution can also affect solubility. The ionization of hydroxyl groups in alkaline or acidic conditions may lead to variations in its solubility behavior.

In summary, (2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol is expected to be quite soluble in water and polar solvents due to the presence of hydroxyl groups, while demonstrating lesser solubility in non-polar environments. As always, the specific conditions (like temperature and pH) can significantly influence these solubility traits.

Interesting facts

Interesting Facts about (2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol

(2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol is a fascinating compound that plays a significant role in the realm of natural products and biochemistry. Here are some compelling insights into this unique compound:

  • Structural Elegance: This compound belongs to the flavonoid family, an extensive group of polyphenolic compounds known for their diverse structures and function in plant biology.
  • Biological Activities: Numerous studies have highlighted the compound’s potential biological activities, including antioxidant, anti-inflammatory, and antimicrobial effects, which make it a subject of interest in pharmacology.
  • Source: Often found in various plant species, this compound significantly contributes to the characteristic colors and flavors of fruits and vegetables, emphasizing its importance in nutrition and health.
  • Research Potential: Ongoing research into the mechanisms of this compound’s action could unveil new pathways for developing therapeutics against various diseases, particularly those related to oxidative stress.
  • Historical Context: Compounds similar to (2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol have been used traditionally in herbal medicine across cultures, showcasing a blend of ancient wisdom and modern science.

"Science knows no boundaries; every compound tells a story waiting to be discovered." Its exploration exemplifies the interplay between chemistry, biology, and medicine, illustrating the potential of nature’s creations in improving human health.

In conclusion, (2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol is more than just a chemical formula; it embodies a wealth of knowledge, opportunities for discovery, and the intricate connection between humans and the natural world.

Synonyms
Cianidanol
(+)-catechin
CATECHIN
154-23-4
Catechuic acid
Cyanidanol
Catechinic acid
D-Catechin
Catergen
Cianidol
(+)-Catechol
(+)-Cyanidanol
Biocatechin
(+)-Cyanidan-3-ol
D-Catechol
D-(+)-Catechin
Dexcyanidanol
Catechin (flavan)
Catechol (flavan)
(+)-Catechin Hydrate
(2R,3S)-Catechin
(2R,3S)-2-(3,4-Dihydroxyphenyl)chroman-3,5,7-triol
3-Cyanidanol, (+)-
DL-Catechin
Cianidanolum
Transepar
(2R,3S)-(+)-Catechin
(+)-Cyanidanol-3
dl-Catechol
(2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol
CCRIS 6855
7295-85-4
Catechin, d-
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
(+)-Cianidanol
3,3',4',5,7-Flavanpentol
KB-53
(+)-3',4',5,7-Tetrahydroxy-2,3-trans-flavan-3-ol
NSC 2819
NSC-2819
2,3-trans-catechin
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
2,3-Dihydro-4-desoxoquercetin
CHEBI:15600
2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-trans)-
Cianidanolum [INN-Latin]
AI3-22757
EINECS 205-825-1
(+)-(2R,3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol
UNII-8R1V1STN48
Catechol (+)
8R1V1STN48
NSC2819
(2R,3S)-3,3',4',5,7-Flavanpentol
CATECHIN, D
2H-1-benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3S)-
Catechu
MFCD00075649
(2R-trans)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
CHEMBL311498
DTXSID3022322
(+)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromantriol
(+/-)-catechol
5J4Y243W61
100786-01-4
Katha
trans-(+)-3,3',4',5,7-Flavanpentol
Zyma
Cianidanolum (INN-Latin)
Cyanidanol-3
(+/-)-Catechin xHydrate
CIANIDANOL (MART.)
CIANIDANOL [MART.]
(+)-Cyanidol-3
Cutch (dye)
(+)-(2R:3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol
(+)-CATECHIN (USP-RS)
(+)-CATECHIN [USP-RS]
Catechin-(+,-) hydrate
Epicatechin-(-)
Catechin (hydrate)
Cianidanol [INN:JAN]
MLS001056745
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1H-chromene-3,5,7-triol
Catechine dl-form
(+-)-catechin
KB 53
SR-01000075742
SMR000326724
Catechinate
Catechuate
rac-catechin
DL-Catechine
UNII-5J4Y243W61
(+)-Catechin;Cianidanol;Catechuic acid
Z 7300
Teafuran 30A
KXN
Prestwick_998
Sunkatol No. 1
EINECS 230-731-2
Catechin (Standard)
Slim 2
2-(3,4-Dihydroxyphenyl)chromane-3,5,7-triol
RACEMIC CATECHIN
Spectrum_000395
2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol #
CATECHIN [MI]
CATECHIN, DL-
CATECHIN [VANDF]
CIANIDANOL [INN]
CIANIDANOL [JAN]
Prestwick0_000642
Prestwick0_000817
Prestwick1_000642
Prestwick1_000817
Prestwick2_000642
Prestwick2_000817
Prestwick3_000642
Spectrum2_000167
Spectrum3_000242
Spectrum4_001763
Spectrum5_000345
Epitope ID:116872
CIANIDANOL [WHO-DD]
Lopac0_000219
SCHEMBL19741
BSPBio_000643
BSPBio_001624
KBioGR_002245
KBioSS_000875
154-23-4 , anhydride
BIDD:ER0378
DivK1c_000647
SPBio_000033
SPBio_002564
SPBio_002634
CATECHIN DL-FORM [MI]
BPBio1_000709
cid_107957
DTXCID202322
(3S,2R)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol
CATECHOL, (+/-)-
ACon1_001489
BDBM23416
BDBM60836
CIANIDANOL, (+/-)-
GTPL13091
HMS502A09
HY-B1890R
HY-N0898R
KBio1_000647
KBio2_000875
KBio2_003443
KBio2_006011
KBio3_001124
YK-85 Light Yellow Powder 85
4c94
NINDS_000647
DTXSID001349029
HMS1570A05
HMS1570D15
HMS2097A05
HMS3260L19
Pharmakon1600-00210205
(+)-Catechin, analytical standard
HY-N0898
TNP00270
Tox21_500219
CCG-40007
LMPK12020001
MFCD00135995
MSK000259
NSC755824
s3974
s4722
STL570276
trans3,3,4,5,7 pentahydroxyflavane
AKOS015960546
trans-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
CS-3759
DB14086
FC19835
LP00219
ND-0342
NSC-755824
SDCCGMLS-0066526.P001
SDCCGSBI-0050207.P004
IDI1_000647
NCGC00017331-01
NCGC00017331-02
NCGC00017331-03
NCGC00017331-04
NCGC00017331-05
NCGC00017331-07
NCGC00017331-19
NCGC00093689-01
NCGC00093689-02
NCGC00093689-03
NCGC00260904-01
AC-11608
AC-35859
AS-72772
NCI60_002303
(+)-Catechin 1000 microg/mL in Acetone
SBI-0050207.P003
EU-0100219
NS00004541
(+)-Catechin 1000 microg/mL in Acetonitrile
C 1251
C06562
D95105
H10916
AB00051886_13
EN300-6498629
( inverted exclamation markA)-Catechin (Standard)
(+/-)-Catechin 1000 microg/mL in Acetonitrile
NATURAL BROWN 3 (CUTCH EXTRA OR GAMBIER)
Q415007
(+)-CATECHIN (CONSTITUENT OF MARITIME PINE)
SR-01000075742-1
SR-01000075742-7
SR-01000075742-8
SR-01000075742-9
BRD-K58736316-001-07-9
BRD-K58736316-001-08-7
BRD-K58736316-001-09-5
SR-01000075742-10
SR-01000075742-12
SR-01000075742-14
(+)-CATECHIN (CONSTITUENT OF MARITIME PINE) [DSC]
D4A04A57-7609-451F-A446-53F4DFAD15F5
(2R,3S)-2-(3,4-dihydroxyphenyl)chroman-3,5,7-triol;hydrate
(+)-Catechin, United States Pharmacopeia (USP) Reference Standard
(+)-CATECHIN (CONSTITUENT OF GRAPE SEEDS OLIGOMERIC PROANTHOCYANIDINS)
(+)-CATECHIN (CONSTITUENT OF POWDERED DECAFFEINATED GREEN TEA EXTRACT)
(+)-Catechin, Pharmaceutical Secondary Standard; Certified Reference Material
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol;hydrate
(2R,3S)-2-[3,4-bis(oxidanyl)phenyl]-3,4-dihydro-2H-chromene-3,5,7-triol;hydrate
(2R-trans)-2-(3,4-Dihydroxyphenyl)-3-4-dihydro-2H-1-benzopyran-3,5,7-triol
2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol, (2R-trans)
2H-1-Benzopyran-3,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-trans)-
(2R,3S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol;(+)-3,3',4',5,7-Flavanpentol
205-825-1
2H-1-BENZOPYRAN-3,5,7-TRIOL, 2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-, (2S,3R)-REL-
321-01-7
InChI=1/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m0/s