NP-MRD: Showing NP-Card for 3-Oxoishwarane (NP0064824)

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Record Information

Version

2.0

Created at

2022-04-28 09:06:38 UTC

Updated at

2022-04-28 09:06:38 UTC

NP-MRD ID

NP0064824

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Oxoishwarane

Description

(1S,5S,6S,8S,9S,10R)-5,6,9-trimethyltetracyclo[7.2.1.0¹,⁶.0⁸,¹⁰]Dodecan-4-one belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 3-Oxoishwarane is found in Aristolochia debilis . Based on a literature review very few articles have been published on (1S,5S,6S,8S,9S,10R)-5,6,9-trimethyltetracyclo[7.2.1.0¹,⁶.0⁸,¹⁰]Dodecan-4-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282211062D          

 16 19  0  0  1  0            999 V2000
    3.3034    0.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5194    1.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3111    1.9197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960    2.2510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0124    2.0464    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7166    1.2590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4675    0.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169    1.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0461    1.4916    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4823    2.0090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2852    2.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4307    0.9344    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2628    0.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2702    0.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1548    2.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1029    3.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  1  1  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
  5 11  1  0  0  0  0
 10 12  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
  6 13  1  0  0  0  0
 12 14  1  6  0  0  0
  5 15  1  6  0  0  0
  4 16  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0064824

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C(=O)CC[C@@]23C[C@@H]4[C@H](C[C@@]12C)[C@@]4(C)C3

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O/c1-9-12(16)4-5-15-7-11-10(6-14(9,15)3)13(11,2)8-15/h9-11H,4-8H2,1-3H3/t9-,10+,11-,13-,14+,15+/m1/s1

> <INCHI_KEY>
IWGZPPJFOPNORI-JLSALUQPSA-N

> <FORMULA>
C15H22O

> <MOLECULAR_WEIGHT>
218.34

> <EXACT_MASS>
218.167065328

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
25.681018219672854

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5S,6S,8S,9S,10R)-5,6,9-trimethyltetracyclo[7.2.1.0^{1,6}.0^{8,10}]dodecan-4-one

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
2.975239676666667

> <ALOGPS_LOGS>
-4.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.416826441038944

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
63.58359999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5S,6S,8S,9S,10R)-5,6,9-trimethyltetracyclo[7.2.1.0^{1,6}.0^{8,10}]dodecan-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.166   1.675   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.569   3.151   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.047   3.583   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.406   4.202   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.756   3.820   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.204   2.350   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.606   1.359   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.525   2.733   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.086   2.784   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.900   3.750   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.399   4.698   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.804   1.744   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.357   1.066   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.504   0.932   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.022   5.337   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.792   5.693   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   16                                                  
CONECT    5    4    6   11   15                                             
CONECT    6    5    7    8   13                                             
CONECT    7    6    1                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10    5                                                       
CONECT   12   10    9   13   14                                             
CONECT   13   12    6                                                       
CONECT   14   12                                                            
CONECT   15    5                                                            
CONECT   16    4                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O

Average Mass

218.3400 Da

Monoisotopic Mass

218.16707 Da

IUPAC Name

(1S,5S,6S,8S,9S,10R)-5,6,9-trimethyltetracyclo[7.2.1.0^{1,6}.0^{8,10}]dodecan-4-one

Traditional Name

(1S,5S,6S,8S,9S,10R)-5,6,9-trimethyltetracyclo[7.2.1.0^{1,6}.0^{8,10}]dodecan-4-one

CAS Registry Number

Not Available

SMILES

C[C@@H]1C(=O)CC[C@@]23C[C@@H]4[C@H](C[C@@]12C)[C@@]4(C)C3

InChI Identifier

InChI=1S/C15H22O/c1-9-12(16)4-5-15-7-11-10(6-14(9,15)3)13(11,2)8-15/h9-11H,4-8H2,1-3H3/t9-,10+,11-,13-,14+,15+/m1/s1

InChI Key

IWGZPPJFOPNORI-JLSALUQPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aristolochia debilis	Plant	KNApSAcK

Chemical Taxonomy

Description

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

Sesquiterpenoid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	2.57	ALOGPS
logP	2.98	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	63.58 m³·mol⁻¹	ChemAxon
Polarizability	25.68 Å³	ChemAxon
Number of Rings	4	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

162908765

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 3-Oxoishwarane (NP0064824)

MOL for NP0064824 (3-Oxoishwarane)

3D MOL for NP0064824 (3-Oxoishwarane)

3D SDF for NP0064824 (3-Oxoishwarane)

3D-SDF for NP0064824 (3-Oxoishwarane)

PDB for NP0064824 (3-Oxoishwarane)

3D PDB for NP0064824 (3-Oxoishwarane)

SMILES for NP0064824 (3-Oxoishwarane)

INCHI for NP0064824 (3-Oxoishwarane)

Structure for NP0064824 (3-Oxoishwarane)

3D Structure for NP0064824 (3-Oxoishwarane)