MiMeDB: Showing metabocard for 15-formamido-kalihinol F (MMDBc0017287)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:42:51 UTC

Update Date

2022-08-31 06:42:05 UTC

Metabolite ID

MMDBc0017287

Metabolite Identification

Common Name

15-formamido-kalihinol F

Description

15-formamido-kalihinol F 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. Based on a literature review a significant number of articles have been published on 15-formamido-kalihinol F.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109422D          

 34 36  0  0  1  0            999 V2000
    0.1913    5.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4497    5.2537    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
    0.8205    3.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    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    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
   -1.1560    3.9674    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
   -0.8205    3.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4691    6.4960    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
   -0.5429    4.5195    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
   -0.6292    5.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  2  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
    1.4289    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
   -0.7154    6.1604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553    7.3165    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
    0.1715    4.1070    0.0000 O   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
    0.1490    4.9688    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
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 15  9  1  0  0  0  0
 16  8  1  0  0  0  0
 17 10  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 17 20  1  1  0  0  0
 21  3  1  6  0  0  0
 21 11  1  0  0  0  0
 21 15  1  0  0  0  0
 22  4  1  1  0  0  0
 22 12  1  0  0  0  0
 22 19  1  0  0  0  0
 23  5  1  6  0  0  0
 23 13  1  0  0  0  0
 16 23  1  6  0  0  0
 24  6  2  0  0  0  0
 19 24  1  1  0  0  0
 25  7  2  0  0  0  0
 21 25  1  1  0  0  0
 26 14  2  0  0  0  0
 26 20  1  0  0  0  0
 14 27  1  4  0  0  0
 22 28  1  6  0  0  0
 29 17  1  0  0  0  0
 23 29  1  1  0  0  0
 15 30  1  1  0  0  0
 16 31  1  1  0  0  0
 17 32  1  6  0  0  0
 18 33  1  6  0  0  0
 19 34  1  6  0  0  0
M  END


  Mrv1652305152109422D          

 34 36  0  0  1  0            999 V2000
    0.1913    5.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4497    5.2537    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
    0.8205    3.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    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    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
   -1.1560    3.9674    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
   -0.8205    3.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4691    6.4960    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
   -0.5429    4.5195    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
   -0.6292    5.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  2  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
    1.4289    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
   -0.7154    6.1604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553    7.3165    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
    0.1715    4.1070    0.0000 O   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
    0.1490    4.9688    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
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 15  9  1  0  0  0  0
 16  8  1  0  0  0  0
 17 10  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 17 20  1  1  0  0  0
 21  3  1  6  0  0  0
 21 11  1  0  0  0  0
 21 15  1  0  0  0  0
 22  4  1  1  0  0  0
 22 12  1  0  0  0  0
 22 19  1  0  0  0  0
 23  5  1  6  0  0  0
 23 13  1  0  0  0  0
 16 23  1  6  0  0  0
 24  6  2  0  0  0  0
 19 24  1  1  0  0  0
 25  7  2  0  0  0  0
 21 25  1  1  0  0  0
 26 14  2  0  0  0  0
 26 20  1  0  0  0  0
 14 27  1  4  0  0  0
 22 28  1  6  0  0  0
 29 17  1  0  0  0  0
 23 29  1  1  0  0  0
 15 30  1  1  0  0  0
 16 31  1  1  0  0  0
 17 32  1  6  0  0  0
 18 33  1  6  0  0  0
 19 34  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0017287

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(CC[C@@](C)(O1)[C@@]1([H])CC[C@](C)(N=C)[C@@]2([H])CC[C@@](C)(O)[C@]([H])(N=C)[C@]12[H])C(C)(C)N=CO

> <INCHI_IDENTIFIER>
InChI=1S/C23H39N3O3/c1-20(2,26-14-27)17-10-13-23(5,29-17)16-8-11-21(3,25-7)15-9-12-22(4,28)19(24-6)18(15)16/h14-19,28H,6-13H2,1-5H3,(H,26,27)/t15-,16-,17-,18-,19+,21-,22+,23+/m0/s1

> <INCHI_KEY>
XZAKDBMQNHJIAW-DKNXKHEBSA-N

> <FORMULA>
C23H39N3O3

> <MOLECULAR_WEIGHT>
405.583

> <EXACT_MASS>
405.299142128

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
46.29313811146268

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-{2-[(2S,5R)-5-[(1S,4S,4aS,7R,8R,8aS)-7-hydroxy-4,7-dimethyl-4,8-bis(methylideneamino)-decahydronaphthalen-1-yl]-5-methyloxolan-2-yl]propan-2-yl}carboximidic acid

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
-0.9150056896578878

> <ALOGPS_LOGS>
-5.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
14.179374342635757

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3957127958549593

> <JCHEM_PKA_STRONGEST_BASIC>
7.731531881543108

> <JCHEM_POLAR_SURFACE_AREA>
86.77000000000001

> <JCHEM_REFRACTIVITY>
113.07780000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.80e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{2-[(2S,5R)-5-[(1S,4S,4aS,7R,8R,8aS)-7-hydroxy-4,7-dimethyl-4,8-bis(methylideneamino)-octahydronaphthalen-1-yl]-5-methyloxolan-2-yl]propan-2-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       0.357  10.129   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.706   9.807   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       1.532   5.999   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.506   0.628   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.158   7.406   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.532   5.999   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.742  12.126   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.013   8.436   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.174   9.968   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+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  N   UNK     0      -1.335  11.499   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0      -2.903  13.657   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.518   3.583   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.320   7.666   0.000  0.00  0.00           O+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       0.278   9.275   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   20                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   23                                                            
CONECT    6   24                                                            
CONECT    7   25                                                            
CONECT    8   11   16                                                       
CONECT    9   12   15                                                       
CONECT   10   13   17                                                       
CONECT   11    8   21                                                       
CONECT   12    9   22                                                       
CONECT   13   10   23                                                       
CONECT   14   26   27                                                       
CONECT   15    9   18   21   30                                             
CONECT   16    8   18   23   31                                             
CONECT   17   10   20   29   32                                             
CONECT   18   15   16   19   33                                             
CONECT   19   18   22   24   34                                             
CONECT   20    1    2   17   26                                             
CONECT   21    3   11   15   25                                             
CONECT   22    4   12   19   28                                             
CONECT   23    5   13   16   29                                             
CONECT   24    6   19                                                       
CONECT   25    7   21                                                       
CONECT   26   14   20                                                       
CONECT   27   14                                                            
CONECT   28   22                                                            
CONECT   29   17   23                                                       
CONECT   30   15                                                            
CONECT   31   16                                                            
CONECT   32   17                                                            
CONECT   33   18                                                            
CONECT   34   19                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

Synonyms

Not Available

Molecular Formula

C₂₃H₃₉N₃O₃

Average Mass

405.583

Monoisotopic Mass

405.299142128

IUPAC Name

N-{2-[(2S,5R)-5-[(1S,4S,4aS,7R,8R,8aS)-7-hydroxy-4,7-dimethyl-4,8-bis(methylideneamino)-decahydronaphthalen-1-yl]-5-methyloxolan-2-yl]propan-2-yl}carboximidic acid

Traditional Name

N-{2-[(2S,5R)-5-[(1S,4S,4aS,7R,8R,8aS)-7-hydroxy-4,7-dimethyl-4,8-bis(methylideneamino)-octahydronaphthalen-1-yl]-5-methyloxolan-2-yl]propan-2-yl}carboximidic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(CC[C@@](C)(O1)[C@@]1([H])CC[C@](C)(N=C)[C@@]2([H])CC[C@@](C)(O)[C@]([H])(N=C)[C@]12[H])C(C)(C)N=CO

InChI Identifier

InChI=1S/C23H39N3O3/c1-20(2,26-14-27)17-10-13-23(5,29-17)16-8-11-21(3,25-7)15-9-12-22(4,28)19(24-6)18(15)16/h14-19,28H,6-13H2,1-5H3,(H,26,27)/t15-,16-,17-,18-,19+,21-,22+,23+/m0/s1

InChI Key

XZAKDBMQNHJIAW-DKNXKHEBSA-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
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Dialkyl ether
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
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	0.00088 g/L	ALOGPS
logP	3.61	ALOGPS
logP	-0.92	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	3.4	ChemAxon
pKa (Strongest Basic)	7.73	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.77 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	113.08 m³·mol⁻¹	ChemAxon
Polarizability	46.29 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

78440437

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587863

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 15-formamido-kalihinol F (MMDBc0017287)

MOL for #<Metabolite:0x00007fecf00140c0>

3D MOL for #<Metabolite:0x00007fecf00140c0>

3D SDF for #<Metabolite:0x00007fecf00140c0>

3D-SDF for #<Metabolite:0x00007fecf00140c0>

PDB for #<Metabolite:0x00007fecf00140c0>

3D PDB for #<Metabolite:0x00007fecf00140c0>

SMILES for #<Metabolite:0x00007fecf00140c0>

INCHI for #<Metabolite:0x00007fecf00140c0>

Structure for #<Metabolite:0x00007fecf00140c0>

3D Structure for #<Metabolite:0x00007fecf00140c0>