ChemFOnt: Showing chemical card for 8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium (CFc000143072)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:20:15 UTC

Chemfont ID

CFc000143072

Molecule Identification

Common Name

8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium

Definition

8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium 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-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₉H₄₁N₂O₉

Average Molecular Weight

561.651

Monoisotopic Molecular Weight

561.280657328

IUPAC Name

8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5-trien-16-ium

Traditional Name

8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5-trien-16-ium

CAS Registry Number

Not Available

SMILES

CCC12CCC[N+]3(CCC4(C(CC1)N(C(C)=O)C1=C4C=CC(OC)=C1OC)C23)OC1OC(CC(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C29H40N2O9/c1-5-28-10-6-13-31(40-26-23(34)18(33)15-20(39-26)25(35)36)14-12-29(27(28)31)17-7-8-19(37-3)24(38-4)22(17)30(16(2)32)21(29)9-11-28/h7-8,18,20-21,23,26-27,33-34H,5-6,9-15H2,1-4H3/p+1

InChI Key

FTEKSXXLDXAWHA-UHFFFAOYSA-O

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
Pyran
N-alkylpyrrolidine
Oxane
Benzenoid
Piperidine
Pyrrolidine
Tertiary carboxylic acid amide
Acetamide
Secondary alcohol
Carboxamide group
1,2-diol
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Ether
Azacycle
N-organohydroxylamine
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic cation
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	0.044 g/L	ALOGPS
logP	1.59	ALOGPS
logP	0.39	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	3.37	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	134.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	142.82 m³·mol⁻¹	ChemAxon
Polarizability	59.9 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0162664

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-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium (CFc000143072)

MOL for CFc000143072 (8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium)

3D MOL for CFc000143072 (8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium)

3D SDF for CFc000143072 (8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium)

3D-SDF for CFc000143072 (8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium)

PDB for CFc000143072 (8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium)

3D PDB for CFc000143072 (8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium)

SMILES for CFc000143072 (8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium)

INCHI for CFc000143072 (8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium)

Structure for CFc000143072 (8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium)

3D Structure for CFc000143072 (8-acetyl-16-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-16-ium)