ChemFOnt: Showing chemical card for 2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid (CFc000123601)

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

CFc000123601

Molecule Identification

Common Name

2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-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-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-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 a terminal-desaturation-pattern1 reaction. This terminal-desaturation-pattern1 occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[(2R)-6-[14-(4-Chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-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

C₄₃H₆₈ClNO₁₂

Average Molecular Weight

826.46

Monoisotopic Molecular Weight

825.4430043

IUPAC Name

Traditional Name

[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-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)CC([H])(O)C(=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/C43H68ClNO12/c1-10-30(18-24(2)17-25(3)19-36(54-8)39-37(55-9)21-27(5)43(52,57-39)40(48)41(49)50)34(47)23-33(46)28(6)38(56-42(51)32-13-11-12-16-45-32)26(4)20-29-14-15-31(44)35(22-29)53-7/h18,20,25,27,29-33,35-39,45-46,52H,6,10-17,19,21-23H2,1-5,7-9H3,(H,49,50)/t25?,27?,29?,30?,31?,32?,33?,35?,36?,37?,38?,39?,43-/m1/s1

InChI Key

ICTOUACTXOZQEY-KCKLKXASSA-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
Alpha-keto acid
Beta-hydroxy ketone
Dicarboxylic acid or derivatives
Keto acid
Oxane
Piperidine
Alpha-hydroxy ketone
Secondary alcohol
Amino acid
Amino acid or derivatives
Carboxylic acid ester
Ketone
Hemiacetal
Azacycle
Organoheterocyclic compound
Secondary amine
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Secondary aliphatic amine
Ether
Organohalogen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Organochloride
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Alkyl chloride
Organic oxygen compound
Organopnictogen compound
Amine
Alkyl halide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0143192)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.002 g/L	ALOGPS
logP	3.91	ALOGPS
logP	4.36	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	2.85	ChemAxon
pKa (Strongest Basic)	6.43	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	187.15 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	216.75 m³·mol⁻¹	ChemAxon
Polarizability	89.82 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

HMDB0143192

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-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid (CFc000123601)

MOL for CFc000123601 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-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 CFc000123601 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-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 CFc000123601 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-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 CFc000123601 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-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 CFc000123601 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-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 CFc000123601 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-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 CFc000123601 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-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 CFc000123601 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-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 CFc000123601 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-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 CFc000123601 (2-[(2R)-6-[14-(4-chloro-3-methoxycyclohexyl)-7-ethyl-10-hydroxy-1-methoxy-3,5,13-trimethyl-11-methylidene-8-oxo-12-(piperidine-2-carbonyloxy)tetradeca-5,13-dien-1-yl]-2-hydroxy-5-methoxy-3-methyloxan-2-yl]-2-oxoacetic acid)