ChemFOnt: Showing chemical card for 8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one (CFc000143056)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:20:13 UTC

Chemfont ID

CFc000143056

Molecule Identification

Common Name

8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one

Definition

8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one belongs to the class of organic compounds known as aspidospermatan-type alkaloids. These are tryptophan-derived alkaloids that are derived from the fusion of tryptamine and a terpene unit (generally either 9 or 10 carbons). Aspidospermine and aspidospermidine (along with tabersonine) are the archetypical members of the Aspidosperma alkaloids. Based on a literature review very few articles have been published on 8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₃H₃₂N₂O₄

Average Molecular Weight

400.519

Monoisotopic Molecular Weight

400.236207518

IUPAC Name

8-acetyl-12-ethyl-5,6-dimethoxy-8,16lambda5-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5-trien-16-one

Traditional Name

8-acetyl-12-ethyl-5,6-dimethoxy-8,16lambda5-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5-trien-16-one

CAS Registry Number

Not Available

SMILES

CCC12CCCN3(=O)CCC4(C(CC1)N(C(C)=O)C1=C4C=CC(OC)=C1OC)C23

InChI Identifier

InChI=1S/C23H32N2O4/c1-5-22-10-6-13-25(27)14-12-23(21(22)25)16-7-8-17(28-3)20(29-4)19(16)24(15(2)26)18(23)9-11-22/h7-8,18,21H,5-6,9-14H2,1-4H3

InChI Key

MYXLINIEPBGMPS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspidospermatan-type alkaloids. These are tryptophan-derived alkaloids that are derived from the fusion of tryptamine and a terpene unit (generally either 9 or 10 carbons). Aspidospermine and aspidospermidine (along with tabersonine) are the archetypical members of the Aspidosperma alkaloids.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aspidospermatan-type alkaloids

Sub Class

Not Available

Direct Parent

Aspidospermatan-type alkaloids

Alternative Parents

Substituents

Aspidosperma alkaloid
Plumeran-type alkaloid
Carbazole
Quinolidine
Indole or derivatives
Indolizidine
Anisole
Alkyl aryl ether
Piperidine
N-alkylpyrrolidine
Benzenoid
Trialkyl amine oxide
Acetamide
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Organoheterocyclic compound
N-oxide
Azacycle
Trisubstituted n-oxide
Carboxylic acid derivative
Ether
Organic zwitterion
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	1.72	ALOGPS
logP	1.5	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	2.05	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.65 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	110.78 m³·mol⁻¹	ChemAxon
Polarizability	44.61 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0162648

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 8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one (CFc000143056)

MOL for CFc000143056 (8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one)

3D MOL for CFc000143056 (8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one)

3D SDF for CFc000143056 (8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one)

3D-SDF for CFc000143056 (8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one)

PDB for CFc000143056 (8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one)

3D PDB for CFc000143056 (8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one)

SMILES for CFc000143056 (8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one)

INCHI for CFc000143056 (8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one)

Structure for CFc000143056 (8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one)

3D Structure for CFc000143056 (8-acetyl-12-ethyl-5,6-dimethoxy-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-one)