Columbianetin

Details

• Internal ID: 7f586e87-2021-49d3-bb14-13c7e31acb64
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: (8S)-8-(2-hydroxypropan-2-yl)-8,9-dihydrofuro[2,3-h]chromen-2-one
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C=CC3=C2OC(=O)C=C3)O
• SMILES (Isomeric): CC(C)([C@@H]1CC2=C(O1)C=CC3=C2OC(=O)C=C3)O
• InChI: InChI=1S/C14H14O4/c1-14(2,16)11-7-9-10(17-11)5-3-8-4-6-12(15)18-13(8)9/h3-6,11,16H,7H2,1-2H3/t11-/m0/s1
• InChI Key: YRAQEMCYCSSHJG-NSHDSACASA-N
• Popularity: 72 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.90

Synonyms

• 3804-70-4
• (+)-columbianetin
• (S)-Columbianetin
• CHEBI:437678
• (8S)-8-(2-hydroxypropan-2-yl)-8,9-dihydrofuro[2,3-h]chromen-2-one
• Dihydrooroselol
• (8S)-8-(2-hydroxypropan-2-yl)-8,9-dihydro-2H-furo[2,3-h]chromen-2-one
• (8S)-8,9-dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one
• 2H-Furo(2,3-h)-1-benzopyran-2-one, 8,9-dihydro-8-(1-hydroxy-1-methylethyl)-, (S)-
• 2H-Furo[2,3-h]-1-benzopyran-2-one, 8,9-dihydro-8-(1-hydroxy-1-methylethyl)-, (S)-
• MLS000574835
• CHEMBL201152
• SCHEMBL20356593
• YRAQEMCYCSSHJG-NSHDSACASA-N
• DTXSID401316498
• HMS2194A09
• HY-N0363
• BDBM50361393
• AKOS015896771
• NCGC00247537-01
• MS-23487
• SMR000156216
• CS-0008912
• C19707
• Q27225745
• (S)-8-(2-hydroxypropan-2-yl)-8,9-dihydro-2H-furo[2,3-h]chromen-2-one
• 8-(1-Hydroxy-1-methylethyl)-8,9-dihydro-2H-furo[2,3-H]chromen-2-one #
• 2H-Furo(2,3-h)-1-benzopyran-2-one, 8,9-dihydro-8-(1-hydroxy-1-methylet hyl)-, (S)-
• 2H-Furo(2,3-H)-1-Benzopyran-2-One,8,9-Dihydro-8-(1-Hydroxy-1-Methylethyl)-,(S)-
• 2H-Furo[2,3-h]-1-benzopyran-2-one, 8,9-dihydro-8-(1-hydroxy-1-methylethyl)-, (S)-()-
• 2H-Furo[2,3-h]-1-benzopyran-2-one, 8,9-dihydro-8-(1-hydroxy-1-methylethyl)-, (S)-(+)-

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
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	3548.1 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	31622.8 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	31622.8 nM	Potency	via CMAUP
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	35481.3 nM; 35481.3 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.11%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.08%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.66%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.64%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.84%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.06%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.81%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.41%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.54%	93.04%

Plants that contains it

• Angelica acutiloba
• Angelica gigas
• Angelica komarovii
• Angelica pubescens
• Angelica sinensis
• Aralia continentalis
• Campylotropis hirtella
• Cnidium monnieri
• Hansenia forbesii
• Hansenia weberbaueriana
• Haplophyllum patavinum
• Heracleum candicans
• Tetrataenium wallichii
• Tordyliopsis brunonis
• Tordylium apulum
• Torilis japonica

Cross-Links

• PubChem: 92201
• NPASS: NPC33986
• ChEMBL: CHEMBL201152
• LOTUS: LTS0055195
• wikiData: Q27225745