ChemFOnt: Showing chemical card for 2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid (CFc000119687)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:43:27 UTC

Chemfont ID

CFc000119687

Molecule Identification

Common Name

2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid

Definition

2-[({13-chloro-5,14-dihydroxy-6-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 13-chloro-5,14-dihydroxy-6-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid. It is generated by Glycine N-acyltransferase (Q6IB77) enzyme via a glycination-of-aryl-acid reaction. This glycination-of-aryl-acid occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0,]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetate	Generator
2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetate	Generator

Chemical Formula

C₂₃H₂₂ClNO₉

Average Molecular Weight

491.88

Monoisotopic Molecular Weight

491.098309

IUPAC Name

2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid

Traditional Name

[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CC1=C(C)C2=C(OC3=C(C(C)=C(Cl)C(O)=C3C(O)=NCC(O)=O)C(=O)O2)C=C1O)=C(\C)CO

InChI Identifier

InChI=1S/C23H22ClNO9/c1-9(8-26)4-5-12-10(2)20-14(6-13(12)27)33-21-16(23(32)34-20)11(3)18(24)19(30)17(21)22(31)25-7-15(28)29/h4,6,26-27,30H,5,7-8H2,1-3H3,(H,25,31)(H,28,29)/b9-4+

InChI Key

MOFCNBNRINQHRU-RUDMXATFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depsidone
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Diaryl ether
Alpha-amino acid or derivatives
1,4-dioxepine
1-hydroxy-2-unsubstituted benzenoid
Dioxepine
Aryl chloride
Aryl halide
Dicarboxylic acid or derivatives
Benzenoid
Carboxylic acid ester
Lactone
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Organic nitrogen compound
Alcohol
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organohalogen compound
Organochloride
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0139278)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	3.02	ALOGPS
logP	4.46	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	2.69	ChemAxon
pKa (Strongest Basic)	-0.15	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	166.11 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	123.49 m³·mol⁻¹	ChemAxon
Polarizability	49.01 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0139278

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-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid (CFc000119687)

MOL for CFc000119687 (2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid)

3D MOL for CFc000119687 (2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid)

3D SDF for CFc000119687 (2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid)

3D-SDF for CFc000119687 (2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid)

PDB for CFc000119687 (2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid)

3D PDB for CFc000119687 (2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid)

SMILES for CFc000119687 (2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid)

INCHI for CFc000119687 (2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid)

Structure for CFc000119687 (2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid)

3D Structure for CFc000119687 (2-[({13-chloro-5,14-dihydroxy-6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-15-yl}(hydroxy)methylidene)amino]acetic acid)