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Secoisolariciresinol

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

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Identification

Generic Name
Secoisolariciresinol
DrugBank Accession Number
DB12179
Background

Secoisolariciresinol has been used in trials studying the prevention of Breast Cancer.

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 362.4168
Monoisotopic: 362.172938564
Chemical Formula
C20H26O6
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available
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Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as dibenzylbutanediol lignans. These are lignan compounds containing a 2,3-dibenzylbutane-1,4-diol moiety.
Kingdom
Organic compounds
Super Class
Lignans, neolignans and related compounds
Class
Dibenzylbutane lignans
Sub Class
Dibenzylbutanediol lignans
Direct Parent
Dibenzylbutanediol lignans
Alternative Parents
Methoxyphenols / Phenoxy compounds / Methoxybenzenes / Anisoles / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / Primary alcohols / Hydrocarbon derivatives
Substituents
1-hydroxy-2-unsubstituted benzenoid / Alcohol / Alkyl aryl ether / Anisole / Aromatic homomonocyclic compound / Benzenoid / Dibenzylbutanediol / Ether / Hydrocarbon derivative / Methoxybenzene
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
secoisolariciresinol (CHEBI:65004) / Lignans (C18167)
Affected organisms
Not Available

Chemical Identifiers

UNII
M8QRJ7JEJH
CAS number
29388-59-8
InChI Key
PUETUDUXMCLALY-HOTGVXAUSA-N
InChI
InChI=1S/C20H26O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3/t15-,16-/m0/s1
IUPAC Name
(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol
SMILES
COC1=C(O)C=CC(C[C@@H](CO)[C@H](CO)CC2=CC(OC)=C(O)C=C2)=C1

References

General References
Not Available
Human Metabolome Database
HMDB0013692
KEGG Compound
C18167
PubChem Compound
65373
PubChem Substance
347828466
ChemSpider
58845
BindingDB
50240914
ChEBI
65004
ChEMBL
CHEMBL368347
ZINC
ZINC000002020114
PDBe Ligand
GO6
Wikipedia
Secoisolariciresinol
PDB Entries
7cs8 / 7csf

Clinical Trials

Clinical Trials
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2TerminatedPreventionBreast Cancer1somestatusstop reasonjust information to hide

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.012 mg/mLALOGPS
logP2.05ALOGPS
logP2.33Chemaxon
logS-4.5ALOGPS
pKa (Strongest Acidic)9.96Chemaxon
pKa (Strongest Basic)-2.6Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area99.38 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity99.29 m3·mol-1Chemaxon
Polarizability38.59 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-001r-0905000000-3c10a7ce80aa82270fdf
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSsplash10-000i-0931000000-1875abcf0a77c29ef991
MS/MS Spectrum - , positiveLC-MS/MSsplash10-000i-0931000000-1875abcf0a77c29ef991
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-08fs-0239000000-cc8728824b0c745f4399
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-a00e964f9d695e9ee2c8
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-05fr-0395000000-2342bc7eee9dd82692b1
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-07vi-0029000000-569767a8a417613ff4ec
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0479000000-9f537378e8707307f392
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-05br-0943000000-6ec80e2e24ce0fc67ca4
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-199.9763198
predicted
DarkChem Lite v0.1.0
[M-H]-209.0819198
predicted
DarkChem Lite v0.1.0
[M-H]-200.8517198
predicted
DarkChem Lite v0.1.0
[M-H]-187.6381
predicted
DeepCCS 1.0 (2019)
[M+H]+201.7662198
predicted
DarkChem Lite v0.1.0
[M+H]+209.6609198
predicted
DarkChem Lite v0.1.0
[M+H]+205.0819198
predicted
DarkChem Lite v0.1.0
[M+H]+189.99614
predicted
DeepCCS 1.0 (2019)
[M+Na]+200.1615198
predicted
DarkChem Lite v0.1.0
[M+Na]+208.1069198
predicted
DarkChem Lite v0.1.0
[M+Na]+200.6279198
predicted
DarkChem Lite v0.1.0
[M+Na]+196.13983
predicted
DeepCCS 1.0 (2019)

Drug created at October 20, 2016 21:33 / Updated at June 12, 2020 16:53