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Overview
Procyanidin A1 (Proanthocyanidin A1) is a procyanidin dimer, which inhibits degranulation downstream of protein kinase C activation or Ca 2+ influx from an internal store in RBL-213 cells. Procyanidin A1 has antiallergic effects.
In Vivo
Procyanidin A1 suppress serum IgE and IgG1 levels in mice-immunized with ovalbumin. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Form:Solid
Specifications
Specifications & Purity
Moligand™, ≥99%
Biochemical and Physiological Mechanisms
Procyanidin A1 (Proanthocyanidin A1) is a procyanidin dimer, which inhibits degranulation downstream of protein kinase C activation or Ca2+ influx from an internal store in RBL-213 cells. Procyanidin A1 has antiallergic effects.
Storage
Protected from light,Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Purity
≥99%
Names and Identifiers
Pubchem Sid
Canonical Smiles
C1C(C(OC2=C1C(=CC3=C2C4C(C(O3)(OC5=CC(=CC(=C45)O)O)C6=CC(=C(C=C6)O)O)O)O)C7=CC(=C(C=C7)O)O)O
IUPAC Name
(1R,5R,6S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
InChIKey
NSEWTSAADLNHNH-TXZJYACMSA-N
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
Isomeric SMILES
C1[C@@H]([C@H](OC2=C1C(=CC3=C2[C@@H]4[C@H]([C@](O3)(OC5=CC(=CC(=C45)O)O)C6=CC(=C(C=C6)O)O)O)O)C7=CC(=C(C=C7)O)O)O
Alternate CAS
103883-03-0
PubChem CID
9872976
MeSH Entry Terms
proanthocyanidin A-1;proanthocyanidin A1
Molecular Weight
576.50
Advanced Data
Taxonomic Classification
Taxonomy Tree
- Kingdom Organic compounds
- Superclass Phenylpropanoids and polyketides
- Class Flavonoids
- Subclass Biflavonoids and polyflavonoids
- Class Flavonoids
- Superclass Phenylpropanoids and polyketides
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Flavonoids |
| Subclass | Biflavonoids and polyflavonoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Biflavonoids and polyflavonoids |
| Alternative Parents | A-type proanthocyanidins Catechins Pyranoflavonoids 3'-hydroxyflavonoids 3-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Pyranochromenes Catechols 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Ketals Alkyl aryl ethers Benzene and substituted derivatives Secondary alcohols Oxacyclic compounds Polyols Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | A-type proanthocyanidin - Bi- and polyflavonoid skeleton - Proanthocyanidin - Catechin - Pyranoflavonoid - Flavan-3-ol - Hydroxyflavonoid - 3'-hydroxyflavonoid - 7-hydroxyflavonoid - 5-hydroxyflavonoid - 4'-hydroxyflavonoid - 3-hydroxyflavonoid - Flavan - Pyranochromene - Chromane - 1-benzopyran - Benzopyran - Catechol - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Ketal - 1-hydroxy-4-unsubstituted benzenoid - Benzenoid - Monocyclic benzene moiety - Secondary alcohol - Polyol - Acetal - Organoheterocyclic compound - Oxacycle - Ether - Hydrocarbon derivative - Alcohol - Organic oxygen compound - Organooxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. |
| External Descriptors | Not available |
3D Structure
Interactive Chemical Structure Model
Associated Targets(Human)
PGF Tclin Placenta growth factor (1 Activities)
VEGFA Tclin Vascular endothelial growth factor A (1 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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VEGFA Tclin Vascular endothelial growth factor A (159 Activities)
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MCF7 (126967 Activities)
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MT4 (17854 Activities)
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Jurkat (10389 Activities)
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PBMC (10003 Activities)
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Associated Targets(non-human)
Salmonella paratyphi (588 Activities)
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Pseudomonas aeruginosa (123386 Activities)
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Enterobacter cloacae (7976 Activities)
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Proteus vulgaris (5823 Activities)
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Staphylococcus aureus (210822 Activities)
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Escherichia coli (133304 Activities)
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Mycolicibacterium fortuitum (1335 Activities)
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Candida albicans (78123 Activities)
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Human immunodeficiency virus (3636 Activities)
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RAW264.7 (28094 Activities)
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Simplexvirus (54 Activities)
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Mechanisms of Action
Certificates (CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 C2506638 | Certificate of Analysis | Feb 28, 2025 | P640226 |
| C2506639 | Certificate of Analysis | Feb 28, 2025 | P640226 |
| C2506641 | Certificate of Analysis | Feb 28, 2025 | P640226 |
| C2506642 | Certificate of Analysis | Feb 28, 2025 | P640226 |
| C2506643 | Certificate of Analysis | Feb 28, 2025 | P640226 |
| C2506649 | Certificate of Analysis | Feb 28, 2025 | P640226 |
| C2506650 | Certificate of Analysis | Feb 28, 2025 | P640226 |
| C2506652 | Certificate of Analysis | Feb 28, 2025 | P640226 |
| C2506653 | Certificate of Analysis | Feb 28, 2025 | P640226 |
Chemical and Physical Properties
| Solubility | DMSO : 100 mg/mL (173.46 mM; Need ultrasonic) |
|---|---|
| Sensitivity | Light sensitive |
| Molecular Weight | 576.500 g/mol |
| XLogP3 | 2.400 |
| Hydrogen Bond Donor Count | 9 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 2 |
| Exact Mass | 576.127 Da |
| Monoisotopic Mass | 576.127 Da |
| Topological Polar Surface Area | 210.000 Ų |
| Heavy Atom Count | 42 |
| Formal Charge | 0 |
| Complexity | 986.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
Documents & Articles
Solution Calculators
Reviews
Customer Reviews
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