Proanthocyanidin A5'

Details

• Internal ID: a082ce96-c74f-4965-93c0-ebc997efd900
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (1S,5R,6R,13R,21S)-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
• SMILES (Canonical): 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
• SMILES (Isomeric): 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
• InChI: 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-/m1/s1
• InChI Key: NSEWTSAADLNHNH-JXCVSLFXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₄O₁₂
• Molecular Weight: 576.50 g/mol
• Exact Mass: 576.12677620 g/mol
• Topological Polar Surface Area (TPSA): 210.00 Ų
• XlogP: 2.40

Synonyms

• (1S,5R,6R,13R,21S)-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
• 111466-30-9
• Procyanidin A5'
• SCHEMBL15399757
• CHEBI:191732
• (+)-Epicatechin-(2a-7)(4a-8)-epicatechin
• Ent-Epicatechin-(2a->7,4a->8)-epicatechin
• (1S,5R,6R,13R,21S)-5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19,21-pentol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1697671	P49763	Placenta growth factor	394 nM	Kd	via Super-PRED
CHEMBL1783	P15692	Vascular endothelial growth factor A	476 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.57%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.21%	91.49%
CHEMBL233	P35372	Mu opioid receptor	94.99%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL236	P41143	Delta opioid receptor	91.91%	99.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.49%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.94%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.48%	93.40%
CHEMBL2581	P07339	Cathepsin D	89.21%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.21%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.56%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.79%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.84%	94.62%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.69%	85.11%

Plants that contains it

• Prunus spinosa

Cross-Links

• PubChem: 9938091
• LOTUS: LTS0172976
• wikiData: Q105184981