NP-MRD: Showing NP-Card for Anthoteibinene C (NP0332685)

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Record Information

Version

2.0

Created at

2024-03-21 13:48:33 UTC

Updated at

2024-09-03 04:20:00 UTC

NP-MRD ID

NP0332685

Natural Product DOI

https://doi.org/10.57994/1945

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Anthoteibinene C

Description

Anthoteibinene C belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on Anthoteibinene C.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03212413482D          

 20 22  0  0  1  0            999 V2000
    2.1001   -2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4326   -1.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6790   -2.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5189   -1.1617    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8514   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913    0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9463    1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4614    1.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7969    2.6850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3120    3.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6174    2.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0262    0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588   -0.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2725   -0.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8661   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198   -1.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7799    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 14 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332685

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@H]1CCC2=C(CN(C)C)OC3=C2C1=CC(C)=C3

> <INCHI_IDENTIFIER>
InChI=1S/C18H25NO/c1-11(2)13-6-7-14-17(10-19(4)5)20-16-9-12(3)8-15(13)18(14)16/h8-9,11,13H,6-7,10H2,1-5H3/t13-/m1/s1

> <INCHI_KEY>
ISOQTESCOIZKJS-CYBMUJFWSA-N

> <FORMULA>
C18H25NO

> <MOLECULAR_WEIGHT>
271.404

> <EXACT_MASS>
271.193614429

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.30341114600586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
dimethyl({[(7R)-10-methyl-7-(propan-2-yl)-2-oxatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,8,10-tetraen-3-yl]methyl})amine

> <JCHEM_LOGP>
4.533480895333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.600499632221535

> <JCHEM_POLAR_SURFACE_AREA>
16.380000000000003

> <JCHEM_REFRACTIVITY>
84.9399

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
{[(7R)-7-isopropyl-10-methyl-2-oxatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,8,10-tetraen-3-yl]methyl}dimethylamine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 21-MAR-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-MAR-24         0                                  
HETATM    1  C   UNK     0       3.920  -4.605   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.674  -3.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.267  -4.326   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.835  -2.168   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.589  -1.263   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.750   0.268   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.157   0.895   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.633   2.359   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.728   3.605   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       3.354   5.012   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.449   6.258   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.886   5.173   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.173   2.359   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.649   0.895   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.403  -0.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.242  -1.542   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.971  -2.168   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.217  -1.263   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.624  -1.890   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.056   0.268   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14    7   16                                                  
CONECT   16   15    4   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₅NO

Average Mass

271.4040 Da

Monoisotopic Mass

271.19361 Da

IUPAC Name

dimethyl({[(7R)-10-methyl-7-(propan-2-yl)-2-oxatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,8,10-tetraen-3-yl]methyl})amine

Traditional Name

{[(7R)-7-isopropyl-10-methyl-2-oxatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,8,10-tetraen-3-yl]methyl}dimethylamine

CAS Registry Number

Not Available

SMILES

CC(C)[C@H]1CCC2=C(CN(C)C)OC3=C2C1=CC(C)=C3

InChI Identifier

InChI=1S/C18H25NO/c1-11(2)13-6-7-14-17(10-19(4)5)20-16-9-12(3)8-15(13)18(14)16/h8-9,11,13H,6-7,10H2,1-5H3/t13-/m1/s1

InChI Key

ISOQTESCOIZKJS-CYBMUJFWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D_ NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)	Not Available	University of South Florida	Bill J. Baker	2024-03-21	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	Not Available	University of South Florida	Bill J. Baker	2024-03-21	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	Not Available	University of South Florida	Bill J. Baker	2024-03-21	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	Not Available	University of South Florida	Bill J. Baker	2024-03-21	View Spectrum
1D_ NMR	¹³C NMR Spectrum (1D, 101 MHz, CDCl3, experimental)	Not Available	University of South Florida	Bill J. Baker	2024-03-21	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anthothela grandiflora		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Benzofuran
Aralkylamine
Benzenoid
Heteroaromatic compound
Furan
Tertiary aliphatic amine
Tertiary amine
Oxacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.53	ChemAxon
pKa (Strongest Basic)	8.6	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	16.38 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	84.94 m³·mol⁻¹	ChemAxon
Polarizability	33.3 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Anthoteibinene C (NP0332685)

MOL for NP0332685 (Anthoteibinene C)

3D MOL for NP0332685 (Anthoteibinene C)

3D SDF for NP0332685 (Anthoteibinene C)

3D-SDF for NP0332685 (Anthoteibinene C)

PDB for NP0332685 (Anthoteibinene C)

3D PDB for NP0332685 (Anthoteibinene C)

SMILES for NP0332685 (Anthoteibinene C)

INCHI for NP0332685 (Anthoteibinene C)

Structure for NP0332685 (Anthoteibinene C)

3D Structure for NP0332685 (Anthoteibinene C)