Synonym
Epicatechin-(4β→8,2β→O→7)-catechin; Proanthocyanidin A1; Procyanidol A1
IUPAC/Chemical Name
(2R,3S,8S,14R,15R)-2,8-bis(3,4-dihydroxyphenyl)-3,4-dihydro-8,14-methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol
InChi Key
NSEWTSAADLNHNH-TXZJYACMSA-N
InChi Code
InChI=1S/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2/t21-,26+,27+,29+,30-/m0/s1
SMILES Code
O[C@@H]1[C@@H](C2=CC=C(O)C(O)=C2)OC3=C4C(O[C@]5(C6=CC=C(O)C(O)=C6)OC7=CC(O)=CC(O)=C7[C@@]4([H])[C@H]5O)=CC(O)=C3C1
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
576.51
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Zhang H, Lang W, Liu X, Bai J, Jia Q, Shi Q. Procyanidin A1 alleviates DSS-
induced ulcerative colitis via regulating AMPK/mTOR/p70S6K-mediated autophagy. J
Physiol Biochem. 2022 Feb;78(1):213-227. doi: 10.1007/s13105-021-00854-5. Epub
2022 Jan 10. PMID: 35001346.
2: Han S, Gao H, Chen S, Wang Q, Li X, Du LJ, Li J, Luo YY, Li JX, Zhao LC, Feng
J, Yang S. Procyanidin A1 Alleviates Inflammatory Response induced by LPS
through NF-κB, MAPK, and Nrf2/HO-1 Pathways in RAW264.7 cells. Sci Rep. 2019 Oct
21;9(1):15087. doi: 10.1038/s41598-019-51614-x. PMID: 31636354; PMCID:
PMC6803657.
3: Tomochika K, Shimizu-Ibuka A, Tamura T, Mura K, Abe N, Onose J, Arai S.
Effects of peanut-skin procyanidin A1 on degranulation of RBL-2H3 cells. Biosci
Biotechnol Biochem. 2011;75(9):1644-8. doi: 10.1271/bbb.110085. Epub 2011 Sep 7.
PMID: 21897038.
4: Appeldoorn MM, Vincken JP, Gruppen H, Hollman PC. Procyanidin dimers A1, A2,
and B2 are absorbed without conjugation or methylation from the small intestine
of rats. J Nutr. 2009 Aug;139(8):1469-73. doi: 10.3945/jn.109.106765. Epub 2009
Jun 3. PMID: 19494022.
