ChemFOnt: Showing chemical card for 2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid (CFc000135776)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:08:55 UTC

Chemfont ID

CFc000135776

Molecule Identification

Common Name

2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid

Definition

2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. 2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid is a moderately basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetate	Generator
2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetate	Generator
2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid	Generator

Chemical Formula

C₂₆H₄₃NO₁₀S

Average Molecular Weight

561.69

Monoisotopic Molecular Weight

561.260767763

IUPAC Name

2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid

Traditional Name

({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid

CAS Registry Number

Not Available

SMILES

[H]C(CO)(CCC(O)=NCC(O)=O)C1([H])CCC2([H])C3([H])C([H])(O)CC4([H])CC([H])(O)CC[C@]4(C)C3([H])CC([H])(OS(O)(=O)=O)[C@]12C

InChI Identifier

InChI=1S/C26H43NO10S/c1-25-8-7-16(29)9-15(25)10-20(30)24-18-5-4-17(14(13-28)3-6-22(31)27-12-23(32)33)26(18,2)21(11-19(24)25)37-38(34,35)36/h14-21,24,28-30H,3-13H2,1-2H3,(H,27,31)(H,32,33)(H,34,35,36)/t14?,15?,16?,17?,18?,19?,20?,21?,24?,25-,26+/m0/s1

InChI Key

WVWWGQFGGAWWST-DPTHIFDSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

1-o-glucuronide
O-glucuronide
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Monosaccharide
Pyran
Oxane
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.51 g/L	ALOGPS
logP	-0.49	ALOGPS
logP	-0.62	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	-1.9	ChemAxon
pKa (Strongest Basic)	1.41	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	194.18 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	135.96 m³·mol⁻¹	ChemAxon
Polarizability	59.43 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0155368

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid (CFc000135776)

MOL for CFc000135776 (2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

3D MOL for CFc000135776 (2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

3D SDF for CFc000135776 (2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

3D-SDF for CFc000135776 (2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

PDB for CFc000135776 (2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

3D PDB for CFc000135776 (2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

SMILES for CFc000135776 (2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

INCHI for CFc000135776 (2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

Structure for CFc000135776 (2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

3D Structure for CFc000135776 (2-({4-[(2S,15R)-5,9-dihydroxy-2,15-dimethyl-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)