ChemFOnt: Showing chemical card for 2-[(2S)-6-[(5E)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-3-methyloxan-2-yl]-2-oxoacetic acid (CFc000124978)

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

CFc000124978

Molecule Identification

Common Name

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

Definition

2-[(2s)-6-[(5e)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(e)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-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)-6-[(5E)-9,14-Dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(e)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-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)-6-[(5E)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-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(C)(O)CC([H])(C)C(=O)C([H])(OC)C([H])(O)C(C)=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(41(63-8)27-37-20-18-35(6)51(62,67-37)47(57)48(58)59)16-12-11-14-22-50(7,61)29-34(5)45(56)46(65-10)44(55)33(4)24-31(2)40(54)28-42(66-49(60)38-17-13-15-23-52-38)32(3)25-36-19-21-39(53)43(26-36)64-9/h11-12,14,16,22,24,31-32,34-39,41-44,46,52-53,55,61-62H,13,15,17-21,23,25-29H2,1-10H3,(H,58,59)/b12-11+,22-14?,30-16?,33-24?/t31?,32?,34?,35?,36?,37?,38?,39?,41?,42?,43?,44?,46?,50?,51-/m0/s1

InChI Key

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

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0144569)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0018 g/L	ALOGPS
logP	4.26	ALOGPS
logP	3.93	ChemAxon
logS	-5.7	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	27	ChemAxon
Refractivity	255.35 m³·mol⁻¹	ChemAxon
Polarizability	105.09 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

HMDB0144569

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)-6-[(5E)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-3-methyloxan-2-yl]-2-oxoacetic acid (CFc000124978)

MOL for CFc000124978 (2-[(2S)-6-[(5E)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-3-methyloxan-2-yl]-2-oxoacetic acid)

3D MOL for CFc000124978 (2-[(2S)-6-[(5E)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-3-methyloxan-2-yl]-2-oxoacetic acid)

3D SDF for CFc000124978 (2-[(2S)-6-[(5E)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-3-methyloxan-2-yl]-2-oxoacetic acid)

3D-SDF for CFc000124978 (2-[(2S)-6-[(5E)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-3-methyloxan-2-yl]-2-oxoacetic acid)

PDB for CFc000124978 (2-[(2S)-6-[(5E)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-3-methyloxan-2-yl]-2-oxoacetic acid)

3D PDB for CFc000124978 (2-[(2S)-6-[(5E)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-3-methyloxan-2-yl]-2-oxoacetic acid)

SMILES for CFc000124978 (2-[(2S)-6-[(5E)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-3-methyloxan-2-yl]-2-oxoacetic acid)

INCHI for CFc000124978 (2-[(2S)-6-[(5E)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-3-methyloxan-2-yl]-2-oxoacetic acid)

Structure for CFc000124978 (2-[(2S)-6-[(5E)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-3-methyloxan-2-yl]-2-oxoacetic acid)

3D Structure for CFc000124978 (2-[(2S)-6-[(5E)-9,14-dihydroxy-21-[(4-hydroxy-3-methoxycyclohexyl)methyl]-2,13-dimethoxy-3,9,11,15,17-pentamethyl-12,18-dioxo-20-[(E)-piperidine-2-carbonyloxy]docosa-3,5,7,15-tetraen-1-yl]-2-hydroxy-3-methyloxan-2-yl]-2-oxoacetic acid)