NP-MRD: Showing NP-Card for luteoride A (NP0041022)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 23:02:42 UTC

Updated at

2021-06-30 00:15:17 UTC

NP-MRD ID

NP0041022

Secondary Accession Numbers

None

Natural Product Identification

Common Name

luteoride A

Provided By

JEOL Database JEOL Logo

Description

Luteoride A belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. luteoride A is found in Torrubiella luteorostrata. luteoride A was first documented in 2011 (Asai, T., et al.). Based on a literature review very few articles have been published on Luteoride A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101023D          

 40 41  0  0  0  0            999 V2000
    5.1872    0.9635   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9495    0.7481   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7325    0.4426   -2.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8058    0.8144   -0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5234    0.6032   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4297    0.6931    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396    1.7935    1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8413    1.8470    1.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7704    0.8028    1.9448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -0.3148    1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649   -1.5166    0.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6329   -1.9175    1.5731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8407   -1.5011    0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6854   -2.2769    0.1483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3478   -3.6269    0.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0761   -0.0072    0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3643    0.6424    1.6947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8735    0.4321   -0.5526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0044    1.8444   -0.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6986   -2.2410   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5913   -1.5349   -0.4604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5171   -0.3447    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0581    0.9222   -1.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740    1.1867    0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2699   -0.5423   -2.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887    1.1980   -3.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6740    0.4318   -3.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358    1.0492    0.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336    0.3489   -1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371    2.6279    0.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692    2.7098    2.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6099    0.8636    2.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6293   -2.9968    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6984   -1.4467    2.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0443   -4.0737   -0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8147    2.1001   -1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0195    2.1638   -0.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673    2.3629   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223   -3.2002   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -1.8384   -1.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 22  2  0  0  0  0
 12 13  1  0  0  0  0
 13 16  1  0  0  0  0
  7  6  2  0  0  0  0
 13 14  2  0  0  0  0
  6 22  1  0  0  0  0
 14 15  1  0  0  0  0
  8  7  1  0  0  0  0
 16 17  2  0  0  0  0
 10  9  1  0  0  0  0
 16 18  1  0  0  0  0
 22 21  1  0  0  0  0
 18 19  1  0  0  0  0
 21 20  1  0  0  0  0
  6  5  1  0  0  0  0
 20 11  2  0  0  0  0
  5  4  2  0  0  0  0
 11 10  1  0  0  0  0
  4  2  1  0  0  0  0
  9  8  2  0  0  0  0
  2  1  2  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  0  0  0  0
  8 31  1  0  0  0  0
  7 30  1  0  0  0  0
  9 32  1  0  0  0  0
 21 40  1  0  0  0  0
 20 39  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
 15 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 19 38  1  0  0  0  0
  5 29  1  0  0  0  0
  4 28  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
M  END

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    5.1872    0.9635   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9495    0.7481   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7325    0.4426   -2.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8058    0.8144   -0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5234    0.6032   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4297    0.6931    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396    1.7935    1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8413    1.8470    1.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7704    0.8028    1.9448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -0.3148    1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649   -1.5166    0.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6329   -1.9175    1.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8407   -1.5011    0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6854   -2.2769    0.1483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3478   -3.6269    0.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0761   -0.0072    0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3643    0.6424    1.6947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8735    0.4321   -0.5526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0044    1.8444   -0.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6986   -2.2410   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5913   -1.5349   -0.4604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5171   -0.3447    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0581    0.9222   -1.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740    1.1867    0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2699   -0.5423   -2.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887    1.1980   -3.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6740    0.4318   -3.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358    1.0492    0.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336    0.3489   -1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371    2.6279    0.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692    2.7098    2.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6099    0.8636    2.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6293   -2.9968    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6984   -1.4467    2.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0443   -4.0737   -0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8147    2.1001   -1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0195    2.1638   -0.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673    2.3629   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223   -3.2002   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -1.8384   -1.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 22  2  0
 12 13  1  0
 13 16  1  0
  7  6  2  0
 13 14  2  0
  6 22  1  0
 14 15  1  0
  8  7  1  0
 16 17  2  0
 10  9  1  0
 16 18  1  0
 22 21  1  0
 18 19  1  0
 21 20  1  0
  6  5  1  0
 20 11  2  0
  5  4  2  0
 11 10  1  0
  4  2  1  0
  9  8  2  0
  2  1  2  0
 11 12  1  0
  2  3  1  0
  8 31  1  0
  7 30  1  0
  9 32  1  0
 21 40  1  0
 20 39  1  0
 12 33  1  0
 12 34  1  0
 15 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
  5 29  1  0
  4 28  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
M  END


  Mrv1652306212101023D          

 40 41  0  0  0  0            999 V2000
    5.1872    0.9635   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9495    0.7481   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7325    0.4426   -2.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8058    0.8144   -0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5234    0.6032   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4297    0.6931    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396    1.7935    1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8413    1.8470    1.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7704    0.8028    1.9448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -0.3148    1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649   -1.5166    0.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6329   -1.9175    1.5731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8407   -1.5011    0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6854   -2.2769    0.1483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3478   -3.6269    0.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0761   -0.0072    0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3643    0.6424    1.6947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8735    0.4321   -0.5526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0044    1.8444   -0.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6986   -2.2410   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5913   -1.5349   -0.4604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5171   -0.3447    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0581    0.9222   -1.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740    1.1867    0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2699   -0.5423   -2.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887    1.1980   -3.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6740    0.4318   -3.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358    1.0492    0.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336    0.3489   -1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371    2.6279    0.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692    2.7098    2.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6099    0.8636    2.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6293   -2.9968    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6984   -1.4467    2.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0443   -4.0737   -0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8147    2.1001   -1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0195    2.1638   -0.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673    2.3629   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223   -3.2002   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -1.8384   -1.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 22  2  0  0  0  0
 12 13  1  0  0  0  0
 13 16  1  0  0  0  0
  7  6  2  0  0  0  0
 13 14  2  0  0  0  0
  6 22  1  0  0  0  0
 14 15  1  0  0  0  0
  8  7  1  0  0  0  0
 16 17  2  0  0  0  0
 10  9  1  0  0  0  0
 16 18  1  0  0  0  0
 22 21  1  0  0  0  0
 18 19  1  0  0  0  0
 21 20  1  0  0  0  0
  6  5  1  0  0  0  0
 20 11  2  0  0  0  0
  5  4  2  0  0  0  0
 11 10  1  0  0  0  0
  4  2  1  0  0  0  0
  9  8  2  0  0  0  0
  2  1  2  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  0  0  0  0
  8 31  1  0  0  0  0
  7 30  1  0  0  0  0
  9 32  1  0  0  0  0
 21 40  1  0  0  0  0
 20 39  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
 15 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 19 38  1  0  0  0  0
  5 29  1  0  0  0  0
  4 28  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041022

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O\N=C(\C(=O)OC([H])([H])[H])C([H])([H])C1=C([H])N([H])C2=C1C([H])=C([H])C([H])=C2\C([H])=C(/[H])C(=C([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H18N2O3/c1-11(2)7-8-12-5-4-6-14-13(10-18-16(12)14)9-15(19-21)17(20)22-3/h4-8,10,18,21H,1,9H2,2-3H3/b8-7+,19-15+

> <INCHI_KEY>
DXWANSGMSJGOET-USADASMXSA-N

> <FORMULA>
C17H18N2O3

> <MOLECULAR_WEIGHT>
298.342

> <EXACT_MASS>
298.131742448

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
32.36845049233082

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-2-(N-hydroxyimino)-3-{7-[(1E)-3-methylbuta-1,3-dien-1-yl]-1H-indol-3-yl}propanoate

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
3.8949619543333327

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.959747042797495

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.078259512967621

> <JCHEM_PKA_STRONGEST_BASIC>
-2.259715486363865

> <JCHEM_POLAR_SURFACE_AREA>
74.68

> <JCHEM_REFRACTIVITY>
86.67580000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E)-2-(N-hydroxyimino)-3-{7-[(1E)-3-methylbuta-1,3-dien-1-yl]-1H-indol-3-yl}propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    5.1872    0.9635   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9495    0.7481   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7325    0.4426   -2.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8058    0.8144   -0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5234    0.6032   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4297    0.6931    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396    1.7935    1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8413    1.8470    1.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7704    0.8028    1.9448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -0.3148    1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649   -1.5166    0.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6329   -1.9175    1.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8407   -1.5011    0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6854   -2.2769    0.1483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3478   -3.6269    0.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0761   -0.0072    0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3643    0.6424    1.6947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8735    0.4321   -0.5526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0044    1.8444   -0.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6986   -2.2410   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5913   -1.5349   -0.4604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5171   -0.3447    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0581    0.9222   -1.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740    1.1867    0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2699   -0.5423   -2.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887    1.1980   -3.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6740    0.4318   -3.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358    1.0492    0.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336    0.3489   -1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371    2.6279    0.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692    2.7098    2.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6099    0.8636    2.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6293   -2.9968    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6984   -1.4467    2.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0443   -4.0737   -0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8147    2.1001   -1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0195    2.1638   -0.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673    2.3629   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223   -3.2002   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -1.8384   -1.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 22  2  0
 12 13  1  0
 13 16  1  0
  7  6  2  0
 13 14  2  0
  6 22  1  0
 14 15  1  0
  8  7  1  0
 16 17  2  0
 10  9  1  0
 16 18  1  0
 22 21  1  0
 18 19  1  0
 21 20  1  0
  6  5  1  0
 20 11  2  0
  5  4  2  0
 11 10  1  0
  4  2  1  0
  9  8  2  0
  2  1  2  0
 11 12  1  0
  2  3  1  0
  8 31  1  0
  7 30  1  0
  9 32  1  0
 21 40  1  0
 20 39  1  0
 12 33  1  0
 12 34  1  0
 15 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
  5 29  1  0
  4 28  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       5.187   0.964  -0.881  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.950   0.748  -1.357  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.732   0.443  -2.815  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.806   0.814  -0.458  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.523   0.603  -0.796  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.430   0.693   0.172  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.240   1.794   1.020  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.841   1.847   1.896  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.770   0.803   1.945  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.612  -0.315   1.098  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.365  -1.517   0.888  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.633  -1.918   1.573  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.841  -1.501   0.769  0.00  0.00           C+0
HETATM   14  N   UNK     0      -5.685  -2.277   0.148  0.00  0.00           N+0
HETATM   15  O   UNK     0      -5.348  -3.627   0.289  0.00  0.00           O+0
HETATM   16  C   UNK     0      -5.076  -0.007   0.705  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.364   0.642   1.695  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.874   0.432  -0.553  0.00  0.00           O+0
HETATM   19  C   UNK     0      -5.004   1.844  -0.694  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.699  -2.241  -0.080  0.00  0.00           C+0
HETATM   21  N   UNK     0      -0.591  -1.535  -0.460  0.00  0.00           N+0
HETATM   22  C   UNK     0      -0.517  -0.345   0.230  0.00  0.00           C+0
HETATM   23  H   UNK     0       6.058   0.922  -1.529  0.00  0.00           H+0
HETATM   24  H   UNK     0       5.374   1.187   0.165  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.270  -0.542  -2.940  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.089   1.198  -3.278  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.674   0.432  -3.376  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.036   1.049   0.582  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.234   0.349  -1.810  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.937   2.628   0.991  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.969   2.710   2.545  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.610   0.864   2.633  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.629  -2.997   1.753  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.698  -1.447   2.561  0.00  0.00           H+0
HETATM   35  H   UNK     0      -6.044  -4.074  -0.229  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.815   2.100  -1.740  0.00  0.00           H+0
HETATM   37  H   UNK     0      -6.019   2.164  -0.438  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.267   2.363  -0.073  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.922  -3.200  -0.530  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.088  -1.838  -1.144  0.00  0.00           H+0
CONECT    1    2   23   24                                                  
CONECT    2    4    1    3                                                  
CONECT    3    2   25   26   27                                             
CONECT    4    5    2   28                                                  
CONECT    5    6    4   29                                                  
CONECT    6    7   22    5                                                  
CONECT    7    6    8   30                                                  
CONECT    8    7    9   31                                                  
CONECT    9   10    8   32                                                  
CONECT   10   22    9   11                                                  
CONECT   11   20   10   12                                                  
CONECT   12   13   11   33   34                                             
CONECT   13   12   16   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   35                                                       
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   36   37   38                                             
CONECT   20   21   11   39                                                  
CONECT   21   22   20   40                                                  
CONECT   22   10    6   21                                                  
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    5                                                            
CONECT   30    7                                                            
CONECT   31    8                                                            
CONECT   32    9                                                            
CONECT   33   12                                                            
CONECT   34   12                                                            
CONECT   35   15                                                            
CONECT   36   19                                                            
CONECT   37   19                                                            
CONECT   38   19                                                            
CONECT   39   20                                                            
CONECT   40   21                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   82    0
END

RDKit          3D

40 41  0  0  0  0  0  0  0  0999 V2000
    5.1872    0.9635   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9495    0.7481   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7325    0.4426   -2.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8058    0.8144   -0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5234    0.6032   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4297    0.6931    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396    1.7935    1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8413    1.8470    1.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7704    0.8028    1.9448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -0.3148    1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649   -1.5166    0.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6329   -1.9175    1.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8407   -1.5011    0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6854   -2.2769    0.1483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3478   -3.6269    0.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0761   -0.0072    0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3643    0.6424    1.6947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8735    0.4321   -0.5526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0044    1.8444   -0.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6986   -2.2410   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5913   -1.5349   -0.4604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5171   -0.3447    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0581    0.9222   -1.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740    1.1867    0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2699   -0.5423   -2.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887    1.1980   -3.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6740    0.4318   -3.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358    1.0492    0.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336    0.3489   -1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371    2.6279    0.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692    2.7098    2.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6099    0.8636    2.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6293   -2.9968    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6984   -1.4467    2.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0443   -4.0737   -0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8147    2.1001   -1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0195    2.1638   -0.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673    2.3629   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223   -3.2002   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -1.8384   -1.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 22  2  0
 12 13  1  0
 13 16  1  0
  7  6  2  0
 13 14  2  0
  6 22  1  0
 14 15  1  0
  8  7  1  0
 16 17  2  0
 10  9  1  0
 16 18  1  0
 22 21  1  0
 18 19  1  0
 21 20  1  0
  6  5  1  0
 20 11  2  0
  5  4  2  0
 11 10  1  0
  4  2  1  0
  9  8  2  0
  2  1  2  0
 11 12  1  0
  2  3  1  0
  8 31  1  0
  7 30  1  0
  9 32  1  0
 21 40  1  0
 20 39  1  0
 12 33  1  0
 12 34  1  0
 15 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
  5 29  1  0
  4 28  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₈N₂O₃

Average Mass

298.3420 Da

Monoisotopic Mass

298.13174 Da

IUPAC Name

methyl (2E)-2-(N-hydroxyimino)-3-{7-[(1E)-3-methylbuta-1,3-dien-1-yl]-1H-indol-3-yl}propanoate

Traditional Name

methyl (2E)-2-(N-hydroxyimino)-3-{7-[(1E)-3-methylbuta-1,3-dien-1-yl]-1H-indol-3-yl}propanoate

CAS Registry Number

Not Available

SMILES

[H]O\N=C(\C(=O)OC([H])([H])[H])C([H])([H])C1=C([H])N([H])C2=C1C([H])=C([H])C([H])=C2\C([H])=C(/[H])C(=C([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C17H18N2O3/c1-11(2)7-8-12-5-4-6-14-13(10-18-16(12)14)9-15(19-21)17(20)22-3/h4-8,10,18,21H,1,9H2,2-3H3/b8-7+,19-15+

InChI Key

DXWANSGMSJGOET-USADASMXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃ / CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Conoideocrella luteorostrata	JEOL database	Asai, T., et al, Tetrahedron Lett. 52, 7042 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Indolyl carboxylic acid derivative
3-alkylindole
Indole
Styrene
Fatty acid ester
Substituted pyrrole
Benzenoid
Fatty acyl
Heteroaromatic compound
Methyl ester
Pyrrole
Ketoxime
Carboxylic acid ester
Azacycle
Carboxylic acid derivative
Oxime
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.44	ALOGPS
logP	3.89	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	5.08	ChemAxon
pKa (Strongest Basic)	-2.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.68 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	86.68 m³·mol⁻¹	ChemAxon
Polarizability	32.37 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

101806600

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Asai, T., et al. (2011). Asai, T., et al, Tetrahedron Lett. 52, 7042 (2011). Tetrahedron Lett.

Showing NP-Card for luteoride A (NP0041022)

MOL for NP0041022 (luteoride A)

3D MOL for NP0041022 (luteoride A)

3D SDF for NP0041022 (luteoride A)

3D-SDF for NP0041022 (luteoride A)

PDB for NP0041022 (luteoride A)

3D PDB for NP0041022 (luteoride A)

SMILES for NP0041022 (luteoride A)

INCHI for NP0041022 (luteoride A)

Structure for NP0041022 (luteoride A)

3D Structure for NP0041022 (luteoride A)