NP-MRD: Showing NP-Card for (1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid (NP0241624)

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Record Information

Version

2.0

Created at

2022-09-07 01:45:14 UTC

Updated at

2022-09-07 01:45:14 UTC

NP-MRD ID

NP0241624

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid

Description

(1R,2S,3S,4R,8S,9S,11S,12S)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]Pentadecane-2,4-dicarboxylic acid belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. (1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid is found in Zea mays. Based on a literature review very few articles have been published on (1R,2S,3S,4R,8S,9S,11S,12S)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]Pentadecane-2,4-dicarboxylic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309072203452D          

 25 28  0  0  1  0            999 V2000
    3.6098    1.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9364    0.6776    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4958    1.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3006    1.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5461    0.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9868   -0.2912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6811   -0.7368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6685   -1.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1686   -1.7085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8502   -1.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1819   -0.1100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4594   -0.5578    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4842   -1.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7825   -1.8162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2108   -1.7733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7103   -0.1536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0858    0.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2315    0.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6334    1.4442    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5798    1.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0694    0.6878    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2806    0.6162    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4571    0.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0884   -0.1715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417   -0.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11  2  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
  2 21  1  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 16 25  1  0  0  0  0
M  END


  Mrv1652309072203452D          

 25 28  0  0  1  0            999 V2000
    3.6098    1.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9364    0.6776    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4958    1.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3006    1.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5461    0.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9868   -0.2912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6811   -0.7368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6685   -1.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1686   -1.7085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8502   -1.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1819   -0.1100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4594   -0.5578    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4842   -1.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7825   -1.8162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2108   -1.7733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7103   -0.1536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0858    0.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2315    0.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6334    1.4442    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5798    1.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0694    0.6878    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2806    0.6162    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4571    0.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0884   -0.1715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417   -0.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11  2  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
  2 21  1  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 16 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0241624

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CCC[C@](C)([C@H]1[C@H](C(O)=O)[C@@]13CC[C@@H](C[C@@H]21)[C@@H](CO)C3)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O5/c1-18-5-3-6-19(2,17(24)25)15(18)14(16(22)23)20-7-4-11(8-13(18)20)12(9-20)10-21/h11-15,21H,3-10H2,1-2H3,(H,22,23)(H,24,25)/t11-,12+,13-,14+,15-,18-,19+,20+/m0/s1

> <INCHI_KEY>
TXELHOYJNPPLEM-GSZVZHDASA-N

> <FORMULA>
C20H30O5

> <MOLECULAR_WEIGHT>
350.455

> <EXACT_MASS>
350.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
37.807273336216554

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,3S,4R,8S,9S,11S,12S)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0^{1,9}.0^{3,8}]pentadecane-2,4-dicarboxylic acid

> <JCHEM_LOGP>
2.5749275370000007

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.815933176557803

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.142252686327569

> <JCHEM_PKA_STRONGEST_BASIC>
-1.527862687377291

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
91.0767

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3S,4R,8S,9S,11S,12S)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0^{1,9}.0^{3,8}]pentadecane-2,4-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       6.738   2.679   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.348   1.265   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.392   2.397   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.894   2.059   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.353   0.588   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.309  -0.544   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.605  -1.375   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.715  -1.964   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.648  -3.189   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       7.187  -2.160   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.806  -0.205   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.458  -1.041   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.504  -2.581   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.194  -3.390   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       7.860  -3.310   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.059  -0.287   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.893   0.487   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.166   1.855   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.049   2.696   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.816   2.768   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.730   1.284   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.391   1.150   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.853   1.058   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.165  -0.320   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.251  -0.342   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11   21                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   11                                             
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6    2   12                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   12   17   21   25                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20    2   16                                                  
CONECT   22   19   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   16                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,3S,4R,8S,9S,11S,12S)-12-(Hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0,.0,]pentadecane-2,4-dicarboxylate	Generator

Chemical Formula

C₂₀H₃₀O₅

Average Mass

350.4550 Da

Monoisotopic Mass

350.20932 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@]12CCC[C@](C)([C@H]1[C@H](C(O)=O)[C@@]13CC[C@@H](C[C@@H]21)[C@@H](CO)C3)C(O)=O

InChI Identifier

InChI=1S/C20H30O5/c1-18-5-3-6-19(2,17(24)25)15(18)14(16(22)23)20-7-4-11(8-13(18)20)12(9-20)10-21/h11-15,21H,3-10H2,1-2H3,(H,22,23)(H,24,25)/t11-,12+,13-,14+,15-,18-,19+,20+/m0/s1

InChI Key

TXELHOYJNPPLEM-GSZVZHDASA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Zea mays	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
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

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

162903999

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid (NP0241624)

MOL for NP0241624 ((1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid)

3D MOL for NP0241624 ((1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid)

3D SDF for NP0241624 ((1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid)

3D-SDF for NP0241624 ((1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid)

PDB for NP0241624 ((1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid)

3D PDB for NP0241624 ((1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid)

SMILES for NP0241624 ((1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid)

INCHI for NP0241624 ((1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid)

Structure for NP0241624 ((1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid)

3D Structure for NP0241624 ((1r,2s,3s,4r,8s,9s,11s,12s)-12-(hydroxymethyl)-4,8-dimethyltetracyclo[9.2.2.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid)