ChemFOnt: Showing chemical card for 2-[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid (CFc000124979)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:51:30 UTC

Chemfont ID

CFc000124979

Molecule Identification

Common Name

2-[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid

Definition

2-[(2s)-2-hydroxy-6-[(5e)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(e)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-[(2s,6r)-2-hydroxy-6-[(5e,20r)-14-hydroxy-21-{[(1s)-4-hydroxy-3-methoxycyclohexyl]methyl}-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(e)-(2s)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid. It is generated by cyp3a4 enzyme via an allylic-hydroxylation reaction. This allylic-hydroxylation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[(2S)-2-Hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(e)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetate	Generator

Chemical Formula

C₅₁H₈₁NO₁₅

Average Molecular Weight

948.201

Monoisotopic Molecular Weight

947.560620912

IUPAC Name

Traditional Name

[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl](oxo)acetic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C([H])=C(C)C([H])(CC1([H])CCC([H])(C)[C@](O)(O1)C(=O)C(O)=O)OC)C([H])=C([H])C([H])(C)CC([H])(C)C(=O)C([H])(OC)C([H])(O)C(CO)=C([H])C([H])(C)C(=O)CC([H])(OC(=O)C1([H])CCCCN1)C([H])(C)CC1([H])CCC([H])(O)C([H])(C1)OC

InChI Identifier

InChI=1S/C51H81NO15/c1-30(15-11-10-12-16-31(2)42(63-7)27-38-20-18-35(6)51(62,67-38)48(58)49(59)60)23-34(5)45(56)47(65-9)46(57)37(29-53)25-32(3)41(55)28-43(66-50(61)39-17-13-14-22-52-39)33(4)24-36-19-21-40(54)44(26-36)64-8/h10-12,15-16,25,30,32-36,38-40,42-44,46-47,52-54,57,62H,13-14,17-24,26-29H2,1-9H3,(H,59,60)/b12-10+,15-11?,31-16?,37-25?/t30?,32?,33?,34?,35?,36?,38?,39?,40?,42?,43?,44?,46?,47?,51-/m0/s1

InChI Key

SZYUBEIQEUMHMB-PCSMJXAHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
Piperidinecarboxylic acid
Cyclohexanol
Monosaccharide
Oxane
Alpha-keto acid
Piperidine
Keto acid
Dicarboxylic acid or derivatives
Beta-hydroxy ketone
Alpha-hydroxy ketone
Cyclic alcohol
Hemiacetal
Ketone
Carboxylic acid ester
Amino acid
Secondary alcohol
Carboxylic acid
Oxacycle
Azacycle
Dialkyl ether
Secondary aliphatic amine
Organoheterocyclic compound
Ether
Secondary amine
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Amine
Organic oxide
Carbonyl group
Primary alcohol
Organooxygen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0144570)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0022 g/L	ALOGPS
logP	4.4	ALOGPS
logP	3.88	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	2.86	ChemAxon
pKa (Strongest Basic)	6.43	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	244.68 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	255.52 m³·mol⁻¹	ChemAxon
Polarizability	104.61 Å³	ChemAxon
Number of Rings	3	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

HMDB0144570

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-[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid (CFc000124979)

MOL for CFc000124979 (2-[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid)

3D MOL for CFc000124979 (2-[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid)

3D SDF for CFc000124979 (2-[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid)

3D-SDF for CFc000124979 (2-[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid)

PDB for CFc000124979 (2-[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid)

3D PDB for CFc000124979 (2-[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid)

SMILES for CFc000124979 (2-[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid)

INCHI for CFc000124979 (2-[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid)

Structure for CFc000124979 (2-[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid)

3D Structure for CFc000124979 (2-[(2S)-2-hydroxy-6-[(5E)-14-hydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-15-(hydroxymethyl)-2,13-dimethoxy-3,9,11,17-tetramethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-3-methyloxan-2-yl]-2-oxoacetic acid)