5-Hydroxycastavinol

Details

• Internal ID: ab9d367d-5b59-4a39-9cb9-4b884a67ca74
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins > Epigallocatechins
• IUPAC Name: 1-[(1S,9S,12R)-9-(3,4-dihydroxy-5-methoxyphenyl)-3,5-dihydroxy-11-methyl-12-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,10-dioxatricyclo[7.2.1.02,7]dodeca-2,4,6-trien-11-yl]ethanone
• SMILES (Canonical): CC(=O)C1(C2C(C(O1)(OC3=CC(=CC(=C23)O)O)C4=CC(=C(C(=C4)OC)O)O)OC5C(C(C(C(O5)CO)O)O)O)C
• SMILES (Isomeric): CC(=O)C1([C@@H]2[C@H]([C@](O1)(OC3=CC(=CC(=C23)O)O)C4=CC(=C(C(=C4)OC)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C
• InChI: InChI=1S/C26H30O14/c1-9(28)25(2)18-17-12(30)6-11(29)7-14(17)39-26(40-25,10-4-13(31)19(32)15(5-10)36-3)23(18)38-24-22(35)21(34)20(33)16(8-27)37-24/h4-7,16,18,20-24,27,29-35H,8H2,1-3H3/t16-,18+,20-,21+,22-,23-,24+,25?,26+/m1/s1
• InChI Key: ADFRCNLBRJARNV-MHDKHVFCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₁₄
• Molecular Weight: 566.50 g/mol
• Exact Mass: 566.16355563 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.90

Synonyms

• ZHZ5SCW9G9
• Castavinol C3
• 183607-17-2
• UNII-ZHZ5SCW9G9
• 1-((2S,5S,10R)-2-(3,4-DIHYDROXY-5-METHOXYPHENYL)-10-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,5-DIHYDRO-6,8-DIHYDROXY-4-METHYL-2,5-METHANO-1,3-BENZODIOXEPIN-4-YL)ETHANONE
• 1-((2S,5S,10R)-2-(3,4-Dihydroxy-5-methoxyphenyl)-10-(beta-D-glucopyranosyloxy)-4,5-dihydro-6,8-dihydroxy-4-methyl-2,5-methano-1,3-benzodioxepin-4-yl)ethanone
• ETHANONE, 1-((2S,5S,10R)-2-(3,4-DIHYDROXY-5-METHOXYPHENYL)-10-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,5-DIHYDRO-6,8-DIHYDROXY-4-METHYL-2,5-METHANO-1,3-BENZODIOXEPIN-4-YL)-
• Ethanone, 1-((2S,5S,10R)-2-(3,4-dihydroxy-5-methoxyphenyl)-10-(beta-D-glucopyranosyloxy)-4,5-dihydro-6,8-dihydroxy-4-methyl-2,5-methano-1,3-benzodioxepin-4-yl)-
• ETHANONE, 1-(2-(3,4-DIHYDROXY-5-METHOXYPHENYL)-10-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,5-DIHYDRO-6,8-DIHYDROXY-4-METHYL-2,5-METHANO-1,3-BENZODIOXEPIN-4-YL)-, (2S,5S,10R)-
• Ethanone, 1-(2-(3,4-dihydroxy-5-methoxyphenyl)-10-(beta-D-glucopyranosyloxy)-4,5-dihydro-6,8-dihydroxy-4-methyl-2,5-methano-1,3-benzodioxepin-4-yl)-, (2S,5S,10R)-

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.62%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.79%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.33%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.41%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.96%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.67%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.19%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	86.70%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.25%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.30%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.24%	89.00%
CHEMBL3194	P02766	Transthyretin	82.72%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.27%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.82%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.73%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.47%	91.07%

Plants that contains it

• Vitis vinifera

Cross-Links

• PubChem: 102002905
• LOTUS: LTS0247444
• wikiData: Q104909546