Cinchonain Ib

Details

• Internal ID: d1c964cc-0488-4bb9-bfbc-353f411d363c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: (2R,3R,10S)-2,10-bis(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one
• SMILES (Canonical): C1C(C(OC2=C1C(=CC3=C2C(CC(=O)O3)C4=CC(=C(C=C4)O)O)O)C5=CC(=C(C=C5)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H](OC2=C1C(=CC3=C2[C@@H](CC(=O)O3)C4=CC(=C(C=C4)O)O)O)C5=CC(=C(C=C5)O)O)O
• InChI: InChI=1S/C24H20O9/c25-14-3-1-10(5-17(14)28)12-8-21(31)32-20-9-16(27)13-7-19(30)23(33-24(13)22(12)20)11-2-4-15(26)18(29)6-11/h1-6,9,12,19,23,25-30H,7-8H2/t12-,19+,23+/m0/s1
• InChI Key: LKCOZWLUAKSRQM-IBUUURQNSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₀O₉
• Molecular Weight: 452.40 g/mol
• Exact Mass: 452.11073221 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 2.20

Synonyms

• cinchonain Ib
• 85022-69-1
• F742N63ATR
• UNII-F742N63ATR
• (2R,3R,10S)-2,10-Bis(3,4-dihydroxyphenyl)-3,4,9,10-tetrahydro-3,5-dihydroxy-2H,8H-benzo(1,2-b:3,4-b')dipyran-8-one
• (2R,3R,10S)-2,10-bis(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one
• 2H,8H-Benzo(1,2-b:3,4-b')dipyran-8-one, 2,10-bis(3,4-dihydroxyphenyl)-3,4,9,10-tetrahydro-3,5-dihydroxy-, (2R-(2alpha,3alpha,10beta))-
• 2H,8H-Benzo[1,2-b:3,4-b']dipyran-8-one, 2,10-bis(3,4-dihydroxyphenyl)-3,4,9,10-tetrahydro-3,5-dihydroxy-, (2R,3R,10S)-
• DTXSID00440220
• DTXSID40331901
• CHEMBL401058
• SCHEMBL1918126
• DTXCID50282995
• AKOS040762688
• Q5120191
• 2H,8H-BENZO(1,2-B:3,4-B')DIPYRAN-8-ONE, 2,10-BIS(3,4-DIHYDROXYPHENYL)-3,4,9,10-TETRAHYDRO-3,5-DIHYDROXY-, (2R-(2.ALPHA.,3.ALPHA.,10.BETA.))-

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	99.62%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.60%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.96%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.90%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.27%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.17%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.00%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.90%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.38%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.24%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.97%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.49%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.94%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.70%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.58%	94.73%

Plants that contains it

• Cinchona pubescens
• Eriobotrya japonica
• Kandelia candel
• Phyllocladus trichomanoides
• Rhizophora stylosa
• Smilax china
• Smilax corbularia
• Smilax glabra
• Trichilia catigua
• Uncaria rhynchophylla
• Uncaria tomentosa

Cross-Links

• PubChem: 10456516
• NPASS: NPC166456
• ChEMBL: CHEMBL401058
• LOTUS: LTS0163354
• wikiData: Q105152986