Enterodiol

Details

• Internal ID: 72ead20b-5875-4fa8-82e6-7aa6f954cb1e
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans > Dibenzylbutanediol lignans
• IUPAC Name: (2R,3R)-2,3-bis[(3-hydroxyphenyl)methyl]butane-1,4-diol
• SMILES (Canonical): C1=CC(=CC(=C1)O)CC(CO)C(CC2=CC(=CC=C2)O)CO
• SMILES (Isomeric): C1=CC(=CC(=C1)O)C[C@@H](CO)[C@@H](CC2=CC(=CC=C2)O)CO
• InChI: InChI=1S/C18H22O4/c19-11-15(7-13-3-1-5-17(21)9-13)16(12-20)8-14-4-2-6-18(22)10-14/h1-6,9-10,15-16,19-22H,7-8,11-12H2/t15-,16-/m0/s1
• InChI Key: DWONJCNDULPHLV-HOTGVXAUSA-N
• Popularity: 258 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₄
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.15180918 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.60

Synonyms

• (-)-Enterodiol
• 80226-00-2
• rac Enterodiol
• (2R,3R)-2,3-bis[(3-hydroxyphenyl)methyl]butane-1,4-diol
• BZF4X2AWRP
• DTXSID0047876
• CHEBI:81556
• 77756-22-0
• Arbo 9
• UNII-BZF4X2AWRP
• (2R,3R)-2,3-BIS((3-HYDROXYPHENYL)METHYL)BUTANE-1,4-DIOL
• CCRIS 8460
• 1,4-Butanediol, 2,3-bis((3-hydroxyphenyl)methyl)-, (2R,3R)-
• SCHEMBL120183
• CHEMBL471076
• DTXCID0027852
• Tox21_200247
• 1,4-Butanediol, 2,3-bis((3-hydroxyphenyl)methyl)-, (R-(R*,R*))-
• AKOS040734363
• NCGC00248577-01
• NCGC00257801-01
• CAS-80226-00-2
• HY-108695
• CS-0029990
• C18166
• Q5380230
• (2R,3R)-2,3-bis[(3-hydroxyphenyl)methyl]-1,4-Butanediol
• [R-(R*,R*)]-2,3-bis[(3-hydroxyphenyl)methyl]-1,4-Butanediol

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
CHEMBL2581	P07339	Cathepsin D	96.04%	98.95%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	90.19%	97.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.45%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.17%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.89%	91.11%
CHEMBL2535	P11166	Glucose transporter	85.28%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	84.54%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.49%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.89%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.08%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.75%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.40%	91.71%

Plants that contains it

• Linum usitatissimum
• Sesamum indicum
• Urtica dioica

Cross-Links

• PubChem: 115089
• LOTUS: LTS0263294
• wikiData: Q5380230