ChemFOnt: Showing chemical card for 2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid (CFc000123604)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:49:24 UTC

Chemfont ID

CFc000123604

Molecule Identification

Common Name

2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid

Definition

2-[(2r)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-[(2r,6r)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-[(2r)-piperidine-2-carbonyloxy]tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid. It is generated by cyp3a4 enzyme via an alpha-hydroxylation-of-carbonyl-group reaction. This alpha-hydroxylation-of-carbonyl-group occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[(2R)-6-[14-(4-Chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetate	Generator

Chemical Formula

C₄₃H₇₀ClNO₁₃

Average Molecular Weight

844.48

Monoisotopic Molecular Weight

843.453569

IUPAC Name

Traditional Name

[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl](oxo)acetic acid

CAS Registry Number

Not Available

SMILES

[H]C(C)(CC(C)=CC([H])(CC)C(=O)C([H])(O)C([H])(O)C([H])(C)C([H])(OC(=O)C1([H])CCCCN1)C(C)=CC1([H])CCC([H])(Cl)C([H])(C1)OC)CC([H])(OC)C1([H])O[C@@](O)(C(=O)C(O)=O)C([H])(C)CC1([H])OC

InChI Identifier

InChI=1S/C43H70ClNO13/c1-10-29(18-23(2)17-24(3)19-33(55-8)39-34(56-9)21-26(5)43(53,58-39)40(49)41(50)51)36(47)37(48)35(46)27(6)38(57-42(52)31-13-11-12-16-45-31)25(4)20-28-14-15-30(44)32(22-28)54-7/h18,20,24,26-35,37-39,45-46,48,53H,10-17,19,21-22H2,1-9H3,(H,50,51)/t24?,26?,27?,28?,29?,30?,31?,32?,33?,34?,35?,37?,38?,39?,43-/m1/s1

InChI Key

AMFYEKZLTVVMHY-CJDSCBQRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Diterpenoid
Alpha-amino acid ester
C-glycosyl compound
Glycosyl compound
Alpha-amino acid or derivatives
Piperidinecarboxylic acid
Cyclohexyl halide
Acyloin
Alpha-keto acid
Beta-hydroxy ketone
Dicarboxylic acid or derivatives
Keto acid
Monosaccharide
Oxane
Piperidine
Alpha-hydroxy ketone
Secondary alcohol
1,2-diol
Amino acid or derivatives
Carboxylic acid ester
Amino acid
Hemiacetal
Ketone
Ether
Oxacycle
Organoheterocyclic compound
Secondary amine
Secondary aliphatic amine
Dialkyl ether
Carboxylic acid
Azacycle
Carboxylic acid derivative
Organochloride
Carbonyl group
Organopnictogen compound
Alcohol
Amine
Organonitrogen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alkyl chloride
Organic nitrogen compound
Alkyl halide
Organohalogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0143195)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0056 g/L	ALOGPS
logP	3.64	ALOGPS
logP	3.8	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	2.85	ChemAxon
pKa (Strongest Basic)	6.43	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	207.38 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	218.44 m³·mol⁻¹	ChemAxon
Polarizability	91.22 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

HMDB0143195

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-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid (CFc000123604)

MOL for CFc000123604 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid)

3D MOL for CFc000123604 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid)

3D SDF for CFc000123604 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid)

3D-SDF for CFc000123604 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid)

PDB for CFc000123604 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid)

3D PDB for CFc000123604 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid)

SMILES for CFc000123604 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid)

INCHI for CFc000123604 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid)

Structure for CFc000123604 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid)

3D Structure for CFc000123604 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-9,10-dihydroxy-1-methoxy-3,5,11,13-tetramethyl-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid)