ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid (CFc000135084)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:07:48 UTC

Chemfont ID

CFc000135084

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid

Definition

2-Methoxyestrone 3-glucuronide, also known as 2-meoe1 3G, belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. Thus, 2-methoxyestrone 3-glucuronide is considered to be a steroid conjugate. Based on a literature review a small amount of articles have been published on 2-Methoxyestrone 3-glucuronide.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-MeOE1 3g	ChEBI
2-Methoxyestrone 3-beta-D-glucuronide	ChEBI
2-Methoxyestrone 3-beta-glucuronide	ChEBI
2-Methoxyestrone 3-glucosiduronic acid	ChEBI
2-Methoxyestrone 3-glucuronoside	ChEBI
2-Methoxyestrone 3-O-(beta-D-glucuronic acid)	ChEBI
2-Methoxyestrone 3-O-glucuronide	ChEBI
2-Methoxyestrone-3-glucuronide	ChEBI
2-Methoxyestrone 3-b-D-glucuronide	Generator
2-Methoxyestrone 3-β-D-glucuronide	Generator
2-Methoxyestrone 3-b-glucuronide	Generator
2-Methoxyestrone 3-β-glucuronide	Generator
2-Methoxyestrone 3-glucosiduronate	Generator
2-Methoxyestrone 3-O-(b-D-glucuronate)	Generator
2-Methoxyestrone 3-O-(b-D-glucuronic acid)	Generator
2-Methoxyestrone 3-O-(beta-D-glucuronate)	Generator
2-Methoxyestrone 3-O-(β-D-glucuronate)	Generator
2-Methoxyestrone 3-O-(β-D-glucuronic acid)	Generator
2-Methoxyestrone glucosiduronate	HMDB
2-Methoxyestrone 3-glucuronide	HMDB

Chemical Formula

C₂₅H₃₂O₉

Average Molecular Weight

476.522

Monoisotopic Molecular Weight

476.20463261

IUPAC Name

3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C(OC)=C3

InChI Identifier

InChI=1S/C25H32O9/c1-25-8-7-12-13(15(25)5-6-18(25)26)4-3-11-9-17(16(32-2)10-14(11)12)33-24-21(29)19(27)20(28)22(34-24)23(30)31/h9-10,12-13,15,19-22,24,27-29H,3-8H2,1-2H3,(H,30,31)/t12-,13+,15-,19-,20-,21+,22-,24+,25-/m0/s1

InChI Key

NZTHZDNDYACBSX-FJNWEKAQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroid glucuronide conjugates

Alternative Parents

Substituents

Steroid-glucuronide-skeleton
Estrane-skeleton
17-oxosteroid
Oxosteroid
Fatty acyl glycoside
Phenolic glycoside
Fatty acyl glycoside of mono- or disaccharide
1-o-glucuronide
O-glucuronide
Phenanthrene
Glucuronic acid or derivatives
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Tetralin
Anisole
Alkyl aryl ether
Beta-hydroxy acid
Fatty acyl
Oxane
Pyran
Benzenoid
Hydroxy acid
Monosaccharide
Ketone
Secondary alcohol
Acetal
Monocarboxylic acid or derivatives
Oxacycle
Polyol
Carboxylic acid derivative
Carboxylic acid
Ether
Organoheterocyclic compound
Alcohol
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

steroid glucosiduronic acid (CHEBI:37450 )
C18 steroids (estrogens) and derivatives (C11132 )
Glucuronides (C11132 )
Glucuronides (LMST05010010 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	1.87	ALOGPS
logP	2.2	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.19	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	117.56 m³·mol⁻¹	ChemAxon
Polarizability	50 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0004482

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023375

KNApSAcK ID

Not Available

Chemspider ID

391376

KEGG Compound ID

C11132

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443077

PDB ID

Not Available

ChEBI ID

37450

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid (CFc000135084)

MOL for CFc000135084 (3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000135084 (3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000135084 (3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000135084 (3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000135084 (3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000135084 (3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000135084 (3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000135084 (3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000135084 (3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000135084 (3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-4-methoxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid)