ContaminantDB: Secoisolariciresinol 9,9'-diglucoside

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-26 01:37:41 UTC

Update Date

2016-11-09 01:19:00 UTC

Accession Number

CHEM030058

Identification

Common Name

Secoisolariciresinol 9,9'-diglucoside

Class

Small Molecule

Description

Constituent of the seeds of flax (Linum usitatissimum). Secoisolariciresinol 9,9'-diglucoside is found in many foods, some of which are tea, flaxseed, coffee and coffee products, and fats and oils.

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+)-Secoisolariciresinol diglucoside	HMDB
SDG	HMDB
2,3-Bis(3-methoxy-4-hydroxybenzyl)butane-1,4-diol 1,4-diglucoside	MeSH, HMDB
BMHB-DiGlc	MeSH, HMDB
Secoisolariciresinol diglucoside	MeSH, HMDB

Chemical Formula

C₃₂H₄₆O₁₆

Average Molecular Mass

686.698 g/mol

Monoisotopic Mass

686.279 g/mol

CAS Registry Number

158932-33-3

IUPAC Name

2-{2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

2-{2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

SMILES

COC1=CC(CC(COC2OC(CO)C(O)C(O)C2O)C(COC2OC(CO)C(O)C(O)C2O)CC2=CC(OC)=C(O)C=C2)=CC=C1O

InChI Identifier

InChI=1S/C32H46O16/c1-43-21-9-15(3-5-19(21)35)7-17(13-45-31-29(41)27(39)25(37)23(11-33)47-31)18(8-16-4-6-20(36)22(10-16)44-2)14-46-32-30(42)28(40)26(38)24(12-34)48-32/h3-6,9-10,17-18,23-42H,7-8,11-14H2,1-2H3

InChI Key

SBVBJPHMDABKJV-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan glycosides

Sub Class

Not Available

Direct Parent

Lignan glycosides

Alternative Parents

Substituents

Lignan glycoside
Dibenzylbutane lignan skeleton
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Methoxyphenol
Anisole
Methoxybenzene
Phenol ether
Phenoxy compound
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monosaccharide
Oxane
Fatty acyl
Monocyclic benzene moiety
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Polyol
Organic oxygen compound
Primary alcohol
Hydrocarbon derivative
Alcohol
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.84 g/L	ALOGPS
logP	-0.28	ALOGPS
logP	-1.2	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.96	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	257.68 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	164.11 m³·mol⁻¹	ChemAxon
Polarizability	69.51 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0avr-5900115000-5801aa972e5a7b808ac2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-000i-0000009000-2c196b0e17abc3b35d54	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-01ri-0935000000-7609cc0e80a2da0c4a6f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-01rj-0944000000-2397093f91d15b4e1ab7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-00di-0202092000-fdfbfc4b6eadffd0244f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-01tj-0429010000-08e39d61a61f9500ca03	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Negative	splash10-000i-0002029000-9c0a824ff5428df48e29	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-000i-0000009000-1979de2e3fc85131aa56	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-03di-1219000000-08dd6e80259ecfeb41b4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-000i-0001029000-9aef9119db42a9b27c70	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-01p9-0900000000-05a9c9ad2613f6186b9d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-00di-0101092000-d6a8fd368a7ef58ddb21	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-03ds-0009023000-8ba49ec2251f5288f767	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-01tj-0419011000-e9eda6ff9df94ad37e68	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-000i-0000009000-9ee2195f16541778e0d0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-000i-0900000000-d4b869e5fa522ad14af7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-03dr-0009024000-753460025d3607ef62e0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-01rj-0529011000-9500db9cbd26ab8f0762	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-03di-2619000000-4730b244e8d21b3dc671	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-03di-4719000000-3a8fca553db66ab34c2b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052r-0202169000-4b8994f9ccdaa53c506d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a71-0608192000-a805a16f9732b17cda4f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05nn-6906276000-bb8f162305eb3554d971	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-1300039000-13bb31333eed6e4c13fc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08p0-6900058000-92832a39fbd72b660721	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0007-9500350000-4507f98c48a0de715881	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0258203

FooDB ID

FDB015194

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

28574356

ChEBI ID

172801

PubChem Compound ID

74328989

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Secoisolariciresinol 9,9'-diglucoside (CHEM030058)

Structure for CHEM030058: Secoisolariciresinol 9,9'-diglucoside