MiMeDB: Showing metabocard for 14-demethyllanosterol (MMDBc0033047)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:32:26 UTC

Update Date

2022-08-31 22:21:11 UTC

Metabolite ID

MMDBc0033047

Metabolite Identification

Common Name

14-demethyllanosterol

Description

14-demethyllanosterol, also known as 4,4-dimethylzymosterol, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, 14-demethyllanosterol is considered to be a sterol lipid molecule. 14-demethyllanosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

165609
  Mrv1652301171922482D          

 30 33  0  0  1  0            999 V2000
    2.0919   -2.6613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414   -0.1431    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5414   -0.9681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3617   -1.3862    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3550   -2.2456    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3220    0.1083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1124   -0.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8269   -1.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8269    0.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833   -2.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220   -1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8035   -0.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1124   -0.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992   -2.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8402   -2.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5969   -0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5783    0.8925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8081   -2.2515    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5414    0.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8149   -1.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3680   -0.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1735   -3.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9985   -3.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3856    1.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0274    1.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6419    1.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4492    2.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7055    2.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5127    2.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1545    3.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 18  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  2 19  1  1  0  0  0
  3  8  1  0  0  0  0
  3 11  1  1  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4 16  1  0  0  0  0
  4 21  1  1  0  0  0
  5 10  1  0  0  0  0
  5 14  1  1  0  0  0
  6 12  1  0  0  0  0
  6 17  1  1  0  0  0
  7  8  2  0  0  0  0
  7 13  1  0  0  0  0
  8 15  1  0  0  0  0
  9 13  1  0  0  0  0
 10 18  1  0  0  0  0
 10 22  1  0  0  0  0
 10 23  1  0  0  0  0
 11 12  1  0  0  0  0
 14 15  1  0  0  0  0
 16 20  1  0  0  0  0
 17 24  1  0  0  0  0
 17 25  1  6  0  0  0
 18 20  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

165609
  Mrv1652301171922482D          

 30 33  0  0  1  0            999 V2000
    2.0919   -2.6613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414   -0.1431    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5414   -0.9681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3617   -1.3862    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3550   -2.2456    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3220    0.1083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1124   -0.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8269   -1.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8269    0.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833   -2.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220   -1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8035   -0.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1124   -0.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992   -2.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8402   -2.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5969   -0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5783    0.8925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8081   -2.2515    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5414    0.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8149   -1.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3680   -0.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1735   -3.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9985   -3.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3856    1.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0274    1.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6419    1.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4492    2.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7055    2.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5127    2.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1545    3.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 18  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  2 19  1  1  0  0  0
  3  8  1  0  0  0  0
  3 11  1  1  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4 16  1  0  0  0  0
  4 21  1  1  0  0  0
  5 10  1  0  0  0  0
  5 14  1  1  0  0  0
  6 12  1  0  0  0  0
  6 17  1  1  0  0  0
  7  8  2  0  0  0  0
  7 13  1  0  0  0  0
  8 15  1  0  0  0  0
  9 13  1  0  0  0  0
 10 18  1  0  0  0  0
 10 22  1  0  0  0  0
 10 23  1  0  0  0  0
 11 12  1  0  0  0  0
 14 15  1  0  0  0  0
 16 20  1  0  0  0  0
 17 24  1  0  0  0  0
 17 25  1  6  0  0  0
 18 20  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033047

> <DATABASE_NAME>
MIME

> <SMILES>
C[C@H](CCC=C(C)C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3

> <INCHI_IDENTIFIER>
InChI=1S/C29H48O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h9,20,22-23,25-26,30H,8,10-18H2,1-7H3/t20-,22-,23+,25+,26+,28-,29-/m1/s1

> <INCHI_KEY>
CHGIKSSZNBCNDW-QGBOJXOESA-N

> <FORMULA>
C29H48O

> <MOLECULAR_WEIGHT>
412.6908

> <EXACT_MASS>
412.370516158

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
53.513716667031574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5S,7R,11R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

> <ALOGPS_LOGP>
7.14

> <JCHEM_LOGP>
7.406625401

> <ALOGPS_LOGS>
-5.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.55378682644714

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8069736421120196

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
130.06959999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.44e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5S,7R,11R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 17-JAN-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 165609                                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JAN-19         0                                  
HETATM    1  O   UNK     0       3.905  -4.968   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      12.211  -0.267   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.211  -1.807   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.142  -2.588   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.129  -4.192   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.668   0.202   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.543  -1.807   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.877  -2.577   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.877   0.503   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.689  -5.038   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.668  -2.276   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.567  -1.037   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.543  -0.267   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.519  -4.994   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.902  -4.181   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.714  -1.719   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.146   1.666   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.242  -4.203   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.211   1.273   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.254  -2.532   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.154  -1.048   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.924  -6.375   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.464  -6.369   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.653   1.984   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.118   2.812   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.132   3.447   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.639   3.765   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.117   5.229   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      19.624   5.546   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.088   6.375   0.000  0.00  0.00           C+0
CONECT    1   18                                                            
CONECT    2    3    6    9   19                                             
CONECT    3    2    8   11                                                  
CONECT    4    5    7   16   21                                             
CONECT    5    4   10   14                                                  
CONECT    6    2   12   17                                                  
CONECT    7    4    8   13                                                  
CONECT    8    3    7   15                                                  
CONECT    9    2   13                                                       
CONECT   10    5   18   22   23                                             
CONECT   11    3   12                                                       
CONECT   12    6   11                                                       
CONECT   13    7    9                                                       
CONECT   14    5   15                                                       
CONECT   15    8   14                                                       
CONECT   16    4   20                                                       
CONECT   17    6   24   25                                                  
CONECT   18    1   10   20                                                  
CONECT   19    2                                                            
CONECT   20   16   18                                                       
CONECT   21    4                                                            
CONECT   22   10                                                            
CONECT   23   10                                                            
CONECT   24   17   26                                                       
CONECT   25   17                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

Synonyms

Value	Source
(3beta,5alpha)-4,4-Dimethylcholesta-8,24-dien-3-ol	ChEBI
14-Desmethyllanosterol	ChEBI
4,4-Dimethyl-5alpha-cholesta-8,24-dien-3beta-ol	ChEBI
4,4-Dimethyl-8,24-cholestadienol	ChEBI
4,4-Dimethylcholesta-8(9),24-dien-3beta-ol	ChEBI
4,4-Dimethylzymosterol	ChEBI
(3b,5a)-4,4-Dimethylcholesta-8,24-dien-3-ol	Generator
(3Β,5α)-4,4-dimethylcholesta-8,24-dien-3-ol	Generator
4,4-Dimethyl-5a-cholesta-8,24-dien-3b-ol	Generator
4,4-Dimethyl-5α-cholesta-8,24-dien-3β-ol	Generator
4,4-Dimethylcholesta-8(9),24-dien-3b-ol	Generator
4,4-Dimethylcholesta-8(9),24-dien-3β-ol	Generator

Molecular Formula

C₂₉H₄₈O

Average Mass

412.6908

Monoisotopic Mass

412.370516158

IUPAC Name

(2S,5S,7R,11R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

Traditional Name

(2S,5S,7R,11R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

CAS Registry Number

59865-13-3

SMILES

C[C@H](CCC=C(C)C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3

InChI Identifier

InChI=1S/C29H48O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h9,20,22-23,25-26,30H,8,10-18H2,1-7H3/t20-,22-,23+,25+,26+,28-,29-/m1/s1

InChI Key

CHGIKSSZNBCNDW-QGBOJXOESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cholesterol-skeleton
Cholestane-skeleton
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3beta-sterol (CHEBI:18364 )
Cholesterol and derivatives (LMST01010176 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00054 g/L	ALOGPS
logP	7.14	ALOGPS
logP	7.41	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	19.55	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	130.07 m³·mol⁻¹	ChemAxon
Polarizability	53.51 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ot-0009500000-5831f1297a9ddaefca1b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dj-2139100000-1571d65e1b255cf2e4d3	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0170-3339000000-9b79492ac4a81d9025ec	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0002900000-e0f073ba6b1bddb613bc	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0005900000-276fec1a6d98e42e92a1	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002b-1009000000-9afa67f4cfe32f1b2acd	2016-09-12	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000411	4,4-Dimethylcholesta-8,14,24-trienol	14-demethyllanosterol	Transmembrane 7 superfamily member 2	C-14 Sterol Reductase	VMH	16784888
MMDBr0000439	14-demethyllanosterol	4beta-methylzymosterol-4alpha-carboxylic acid	Methylsterol monooxygenase 1	C-4 Sterol Methyl Oxidase (4, 4-Dimethylzymosterol)	VMH	30371894
MMDBr0002710	14-demethyllanosterol	4,4-Dimethylcholesta-8,14,24-trienol	Transmembrane 7 superfamily member 2	4, 4-Dimethyl-5A-Cholesta-8, 24-Dien-3B-Ol:NADP+ D14-Oxidoreductase	VMH	11969204 7946524
MMDBr0002856	14-demethyllanosterol	4beta-methylzymosterol-4alpha-carboxylic acid	Not Available	Methylsterol Monooxygenase	VMH	14653780 6299366 7430141
MMDBr0010821	4,4-Dimethylcholesta-8,14,24-trienol	14-demethyllanosterol	Lamin b receptor	4, 4-Dimethyl-5A-Cholesta-8, 24-Dien-3B-Ol:NADP+ D14-Oxidoreductase	VMH; KEGG	30371894
MMDBr0013781	14-demethyllanosterol	4,4-Dimethylcholesta-8,14,24-trienol	Delta(14)-sterol reductase ERG24A	Reduction	RHEA	34755880
MMDBr0013782	14-demethyllanosterol	4,4-Dimethylcholesta-8,14,24-trienol	Delta(14)-sterol reductase ERG24	Reduction	RHEA	34755880
MMDBr0016793	14-demethyllanosterol	4beta-methylzymosterol-4alpha-carboxylic acid	C-4 methylsterol oxidase erg25	Oxidation	RHEA	34755880
MMDBr0016794	14-demethyllanosterol	4beta-methylzymosterol-4alpha-carboxylic acid	C-4 methylsterol oxidase erg25	Oxidation	RHEA	34755880
MMDBr0019912	NADPH	NADP	Delta(14)-sterol reductase ERG24	Reduction	PathBank	31602464
MMDBr0019915	Hydrogen Ion	NADP	C-4 methylsterol oxidase ERG25	Oxidation	PathBank	31602464

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
Eukaryota/Fungi	Ascomycota	9	Human feces; Human saliva	Unknown
Bacteria	Proteobacteria	1

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
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00023776

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

165609

PDB ID

Not Available

ChEBI ID

18364

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bennati AM, Castelli M, Della Fazia MA, Beccari T, Caruso D, Servillo G, Roberti R: Sterol dependent regulation of human TM7SF2 gene expression: role of the encoded 3beta-hydroxysterol Delta14-reductase in human cholesterol biosynthesis. Biochim Biophys Acta. 2006 Jul;1761(7):677-85. doi: 10.1016/j.bbalip.2006.05.004. Epub 2006 May 19. [PubMed:16784888 ]
Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 14-demethyllanosterol (MMDBc0033047)

MOL for #<Metabolite:0x00007fa50008dd18>

3D MOL for #<Metabolite:0x00007fa50008dd18>

3D SDF for #<Metabolite:0x00007fa50008dd18>

3D-SDF for #<Metabolite:0x00007fa50008dd18>

PDB for #<Metabolite:0x00007fa50008dd18>

3D PDB for #<Metabolite:0x00007fa50008dd18>

SMILES for #<Metabolite:0x00007fa50008dd18>

INCHI for #<Metabolite:0x00007fa50008dd18>

Structure for #<Metabolite:0x00007fa50008dd18>

3D Structure for #<Metabolite:0x00007fa50008dd18>