MiMeDB: Showing metabocard for Kalihinol J (MMDBc0013817)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 05:02:19 UTC

Update Date

2022-08-31 06:36:45 UTC

Metabolite ID

MMDBc0013817

Metabolite Identification

Common Name

Kalihinol J

Description

kalihinol J belongs to the class of organic compounds known as biflorane and serrulatane diterpenoids. These are diterpenoids with a structure based either on the biflorane or the serrulatane skeleton. kalihinol J is a strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152107022D          

 34 36  0  0  1  0            999 V2000
    0.4663    5.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303    5.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    0.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125    3.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428    3.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    3.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428    0.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0606    4.5640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2481    4.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5909    5.1960    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303    0.1930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559    1.9192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2822    4.0752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1552    0.4795    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784    5.3392    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 14  7  1  0  0  0  0
 15  6  1  0  0  0  0
 16  8  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19 16  1  0  0  0  0
 20  3  1  1  0  0  0
 20  9  1  0  0  0  0
 20 14  1  0  0  0  0
 21  4  1  1  0  0  0
 21 10  1  0  0  0  0
 21 18  1  0  0  0  0
 22  5  1  6  0  0  0
 22 11  1  0  0  0  0
 15 22  1  6  0  0  0
 16 23  1  6  0  0  0
 24 12  2  0  0  0  0
 18 24  1  1  0  0  0
 25 13  2  0  0  0  0
 20 25  1  6  0  0  0
 12 26  1  4  0  0  0
 21 27  1  6  0  0  0
 28 19  1  0  0  0  0
 22 28  1  1  0  0  0
 29 13  2  0  0  0  0
 14 30  1  1  0  0  0
 15 31  1  1  0  0  0
 16 32  1  1  0  0  0
 17 33  1  6  0  0  0
 18 34  1  6  0  0  0
M  END


  Mrv1652305152107022D          

 34 36  0  0  1  0            999 V2000
    0.4663    5.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303    5.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    0.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125    3.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428    3.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    3.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428    0.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0606    4.5640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2481    4.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5909    5.1960    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303    0.1930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559    1.9192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2822    4.0752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1552    0.4795    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784    5.3392    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 14  7  1  0  0  0  0
 15  6  1  0  0  0  0
 16  8  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19 16  1  0  0  0  0
 20  3  1  1  0  0  0
 20  9  1  0  0  0  0
 20 14  1  0  0  0  0
 21  4  1  1  0  0  0
 21 10  1  0  0  0  0
 21 18  1  0  0  0  0
 22  5  1  6  0  0  0
 22 11  1  0  0  0  0
 15 22  1  6  0  0  0
 16 23  1  6  0  0  0
 24 12  2  0  0  0  0
 18 24  1  1  0  0  0
 25 13  2  0  0  0  0
 20 25  1  6  0  0  0
 12 26  1  4  0  0  0
 21 27  1  6  0  0  0
 28 19  1  0  0  0  0
 22 28  1  1  0  0  0
 29 13  2  0  0  0  0
 14 30  1  1  0  0  0
 15 31  1  1  0  0  0
 16 32  1  1  0  0  0
 17 33  1  6  0  0  0
 18 34  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0013817

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(Cl)CC[C@@](C)(OC1(C)C)[C@@]1([H])CC[C@@](C)(N=C=S)[C@@]2([H])CC[C@@](C)(O)[C@]([H])(N=CO)[C@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H35ClN2O3S/c1-19(2)16(23)8-11-22(5,28-19)15-6-9-20(3,25-13-29)14-7-10-21(4,27)18(17(14)15)24-12-26/h12,14-18,27H,6-11H2,1-5H3,(H,24,26)/t14-,15-,16-,17-,18+,20+,21+,22+/m0/s1

> <INCHI_KEY>
JJCHVOBKBZMVBH-JJAPNAJXSA-N

> <FORMULA>
C22H35ClN2O3S

> <MOLECULAR_WEIGHT>
443.04

> <EXACT_MASS>
442.2056919

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
48.02926299797652

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(1R,2R,4aS,5R,8S,8aS)-8-[(2R,5S)-5-chloro-2,6,6-trimethyloxan-2-yl]-2-hydroxy-5-isothiocyanato-2,5-dimethyl-decahydronaphthalen-1-yl]carboximidic acid

> <ALOGPS_LOGP>
4.86

> <JCHEM_LOGP>
3.755510260204336

> <ALOGPS_LOGS>
-5.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.442130371396004

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.248090618352327

> <JCHEM_PKA_STRONGEST_BASIC>
4.797203887896103

> <JCHEM_POLAR_SURFACE_AREA>
74.41000000000001

> <JCHEM_REFRACTIVITY>
119.19760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1R,2R,4aS,5R,8S,8aS)-8-[(2R,5S)-5-chloro-2,6,6-trimethyloxan-2-yl]-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       0.870   9.557   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.990  10.234   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.990   0.360   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.528   5.297   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.517   5.893   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.506   7.072   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.517   5.893   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.506   0.628   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.980   8.519   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.463   8.787   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0      -2.970   9.699   0.000  0.00  0.00          Cl+0
HETATM   24  N   UNK     0       2.667   6.160   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      -0.990   0.360   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.518   3.583   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.527   7.607   0.000  0.00  0.00           O+0
HETATM   29  S   UNK     0      -4.023   0.895   0.000  0.00  0.00           S+0
HETATM   30  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.334   5.390   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.453   9.967   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.001   5.390   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5   22                                                            
CONECT    6    9   15                                                       
CONECT    7   10   14                                                       
CONECT    8   11   16                                                       
CONECT    9    6   20                                                       
CONECT   10    7   21                                                       
CONECT   11    8   22                                                       
CONECT   12   24   26                                                       
CONECT   13   25   29                                                       
CONECT   14    7   17   20   30                                             
CONECT   15    6   17   22   31                                             
CONECT   16    8   19   23   32                                             
CONECT   17   14   15   18   33                                             
CONECT   18   17   21   24   34                                             
CONECT   19    1    2   16   28                                             
CONECT   20    3    9   14   25                                             
CONECT   21    4   10   18   27                                             
CONECT   22    5   11   15   28                                             
CONECT   23   16                                                            
CONECT   24   12   18                                                       
CONECT   25   13   20                                                       
CONECT   26   12                                                            
CONECT   27   21                                                            
CONECT   28   19   22                                                       
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   17                                                            
CONECT   34   18                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

Synonyms

Not Available

Molecular Formula

C₂₂H₃₅ClN₂O₃S

Average Mass

443.04

Monoisotopic Mass

442.2056919

IUPAC Name

N-[(1R,2R,4aS,5R,8S,8aS)-8-[(2R,5S)-5-chloro-2,6,6-trimethyloxan-2-yl]-2-hydroxy-5-isothiocyanato-2,5-dimethyl-decahydronaphthalen-1-yl]carboximidic acid

Traditional Name

N-[(1R,2R,4aS,5R,8S,8aS)-8-[(2R,5S)-5-chloro-2,6,6-trimethyloxan-2-yl]-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(Cl)CC[C@@](C)(OC1(C)C)[C@@]1([H])CC[C@@](C)(N=C=S)[C@@]2([H])CC[C@@](C)(O)[C@]([H])(N=CO)[C@]12[H]

InChI Identifier

InChI=1S/C22H35ClN2O3S/c1-19(2)16(23)8-11-22(5,28-19)15-6-9-20(3,25-13-29)14-7-10-21(4,27)18(17(14)15)24-12-26/h12,14-18,27H,6-11H2,1-5H3,(H,24,26)/t14-,15-,16-,17-,18+,20+,21+,22+/m0/s1

InChI Key

JJCHVOBKBZMVBH-JJAPNAJXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflorane and serrulatane diterpenoids. These are diterpenoids with a structure based either on the biflorane or the serrulatane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Biflorane and serrulatane diterpenoids

Alternative Parents

Substituents

Biflorane diterpenoid
Oxane
Cyclic alcohol
Tertiary alcohol
Carboxamide group
Isothiocyanate
Secondary carboxylic acid amide
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organopnictogen compound
Alkyl chloride
Organic oxygen compound
Organosulfur compound
Organic oxide
Hydrocarbon derivative
Alkyl halide
Carbonyl group
Organic nitrogen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0012 g/L	ALOGPS
logP	4.86	ALOGPS
logP	3.76	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	3.25	ChemAxon
pKa (Strongest Basic)	4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.41 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	119.2 m³·mol⁻¹	ChemAxon
Polarizability	48.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1	Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8179081

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10003501

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Kalihinol J (MMDBc0013817)

MOL for #<Metabolite:0x00007fecab784020>

3D MOL for #<Metabolite:0x00007fecab784020>

3D SDF for #<Metabolite:0x00007fecab784020>

3D-SDF for #<Metabolite:0x00007fecab784020>

PDB for #<Metabolite:0x00007fecab784020>

3D PDB for #<Metabolite:0x00007fecab784020>

SMILES for #<Metabolite:0x00007fecab784020>

INCHI for #<Metabolite:0x00007fecab784020>

Structure for #<Metabolite:0x00007fecab784020>

3D Structure for #<Metabolite:0x00007fecab784020>