NP-MRD: Showing NP-Card for Salfredin C3 (NP0022317)

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Record Information

Version

2.0

Created at

2021-01-06 07:31:29 UTC

Updated at

2021-07-15 17:38:42 UTC

NP-MRD ID

NP0022317

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Salfredin C3

Provided By

NPAtlas

Description

Salfredin C3 is found in Crucibulum. Based on a literature review very few articles have been published on (2R)-2-[(2S)-6-(1-carboxyethyl)-4-hydroxy-5,7-dioxo-2H,3H,5H,6H,7H-furo[2,3-f]isoindol-2-yl]propanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105223D          

 40 42  0  0  0  0            999 V2000
    5.4409   -1.2965    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9388    0.0172    0.6545 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4497    1.1867   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6753    1.4228   -0.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811    2.0634   -0.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -0.0234    0.5693 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5415    0.0258    1.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7953    0.1145    2.8624 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1918   -0.0458    1.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772   -0.0395    1.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -0.1211    0.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0809   -0.2102   -0.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1688   -0.2179   -1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2687   -0.3079   -2.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2740   -0.1365   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7260   -0.1221   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1566   -0.1917   -1.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687   -0.2879   -1.1575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2916    0.3089   -0.0449 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6674   -0.3066    0.0586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3787    0.3807    1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4439   -0.2100   -1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5439    0.4000   -1.2064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9948   -0.7791   -2.3460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758   -0.1297    1.1253 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2945   -1.6289    0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655   -2.0634    0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7564   -1.1152   -0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1994    0.0970    1.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615    3.0332   -0.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1893    0.0313    2.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252   -0.3227   -3.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5413    0.2969   -2.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6718   -1.3648   -1.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047    1.3985   -0.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5329   -1.3738    0.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6454    0.6455    2.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2138   -0.2246    1.6056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8206    1.3405    0.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6444   -0.2436   -3.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 19 25  1  0  0  0  0
 16  6  1  0  0  0  0
 15  9  1  0  0  0  0
 25 11  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  2 29  1  1  0  0  0
  5 30  1  0  0  0  0
 10 31  1  0  0  0  0
 14 32  1  0  0  0  0
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
 19 35  1  6  0  0  0
 20 36  1  1  0  0  0
 21 37  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 24 40  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    5.4409   -1.2965    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9388    0.0172    0.6545 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4497    1.1867   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6753    1.4228   -0.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811    2.0634   -0.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -0.0234    0.5693 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5415    0.0258    1.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7953    0.1145    2.8624 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1918   -0.0458    1.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772   -0.0395    1.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -0.1211    0.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0809   -0.2102   -0.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1688   -0.2179   -1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2687   -0.3079   -2.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2740   -0.1365   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7260   -0.1221   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1566   -0.1917   -1.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687   -0.2879   -1.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2916    0.3089   -0.0449 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6674   -0.3066    0.0586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3787    0.3807    1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4439   -0.2100   -1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5439    0.4000   -1.2064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9948   -0.7791   -2.3460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758   -0.1297    1.1253 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2945   -1.6289    0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655   -2.0634    0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7564   -1.1152   -0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1994    0.0970    1.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615    3.0332   -0.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1893    0.0313    2.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252   -0.3227   -3.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5413    0.2969   -2.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6718   -1.3648   -1.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047    1.3985   -0.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5329   -1.3738    0.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6454    0.6455    2.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2138   -0.2246    1.6056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8206    1.3405    0.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6444   -0.2436   -3.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 12 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
 19 25  1  0
 16  6  1  0
 15  9  1  0
 25 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  1
  5 30  1  0
 10 31  1  0
 14 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  6
 20 36  1  1
 21 37  1  0
 21 38  1  0
 21 39  1  0
 24 40  1  0
M  END


  Mrv1652306242105223D          

 40 42  0  0  0  0            999 V2000
    5.4409   -1.2965    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9388    0.0172    0.6545 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4497    1.1867   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6753    1.4228   -0.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811    2.0634   -0.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -0.0234    0.5693 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5415    0.0258    1.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7953    0.1145    2.8624 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1918   -0.0458    1.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772   -0.0395    1.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -0.1211    0.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0809   -0.2102   -0.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1688   -0.2179   -1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2687   -0.3079   -2.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2740   -0.1365   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7260   -0.1221   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1566   -0.1917   -1.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687   -0.2879   -1.1575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2916    0.3089   -0.0449 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6674   -0.3066    0.0586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3787    0.3807    1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4439   -0.2100   -1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5439    0.4000   -1.2064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9948   -0.7791   -2.3460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758   -0.1297    1.1253 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2945   -1.6289    0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655   -2.0634    0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7564   -1.1152   -0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1994    0.0970    1.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615    3.0332   -0.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1893    0.0313    2.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252   -0.3227   -3.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5413    0.2969   -2.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6718   -1.3648   -1.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047    1.3985   -0.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5329   -1.3738    0.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6454    0.6455    2.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2138   -0.2246    1.6056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8206    1.3405    0.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6444   -0.2436   -3.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 19 25  1  0  0  0  0
 16  6  1  0  0  0  0
 15  9  1  0  0  0  0
 25 11  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  2 29  1  1  0  0  0
  5 30  1  0  0  0  0
 10 31  1  0  0  0  0
 14 32  1  0  0  0  0
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
 19 35  1  6  0  0  0
 20 36  1  1  0  0  0
 21 37  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 24 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022317

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]([H])(N1C(=O)C2=C([H])C3=C(C(O[H])=C2C1=O)C([H])([H])[C@]([H])(O3)[C@]([H])(C(=O)O[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H15NO8/c1-5(15(21)22)9-3-7-10(25-9)4-8-11(12(7)18)14(20)17(13(8)19)6(2)16(23)24/h4-6,9,18H,3H2,1-2H3,(H,21,22)(H,23,24)/t5-,6+,9+/m1/s1

> <INCHI_KEY>
VQOAQUIDELNUAB-NCUFMZKJSA-N

> <FORMULA>
C16H15NO8

> <MOLECULAR_WEIGHT>
349.295

> <EXACT_MASS>
349.079766447

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
33.60305264782122

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-[(1R)-1-carboxyethyl]-4-hydroxy-5,7-dioxo-2H,3H,5H,6H,7H-furo[2,3-f]isoindol-6-yl]propanoic acid

> <ALOGPS_LOGP>
0.92

> <JCHEM_LOGP>
1.5102479666666664

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.2503044645189125

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.557300846899635

> <JCHEM_PKA_STRONGEST_BASIC>
-4.902704052502997

> <JCHEM_POLAR_SURFACE_AREA>
141.43999999999997

> <JCHEM_REFRACTIVITY>
81.5724

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.43e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-[(1R)-1-carboxyethyl]-4-hydroxy-5,7-dioxo-2H,3H-furo[2,3-f]isoindol-6-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    5.4409   -1.2965    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9388    0.0172    0.6545 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4497    1.1867   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6753    1.4228   -0.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811    2.0634   -0.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -0.0234    0.5693 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5415    0.0258    1.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7953    0.1145    2.8624 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1918   -0.0458    1.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772   -0.0395    1.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -0.1211    0.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0809   -0.2102   -0.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1688   -0.2179   -1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2687   -0.3079   -2.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2740   -0.1365   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7260   -0.1221   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1566   -0.1917   -1.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687   -0.2879   -1.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2916    0.3089   -0.0449 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6674   -0.3066    0.0586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3787    0.3807    1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4439   -0.2100   -1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5439    0.4000   -1.2064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9948   -0.7791   -2.3460 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6655   -2.0634    0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7564   -1.1152   -0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1994    0.0970    1.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615    3.0332   -0.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1893    0.0313    2.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252   -0.3227   -3.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5413    0.2969   -2.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3047    1.3985   -0.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5329   -1.3738    0.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6454    0.6455    2.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2138   -0.2246    1.6056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8206    1.3405    0.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6444   -0.2436   -3.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
  3  4  2  0
  3  5  1  0
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 19 25  1  0
 16  6  1  0
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  2 29  1  1
  5 30  1  0
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 18 33  1  0
 18 34  1  0
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 20 36  1  1
 21 37  1  0
 21 38  1  0
 21 39  1  0
 24 40  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       5.441  -1.297   0.092  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.939   0.017   0.655  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.450   1.187  -0.065  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.675   1.423  -0.125  0.00  0.00           O+0
HETATM    5  O   UNK     0       4.581   2.063  -0.700  0.00  0.00           O+0
HETATM    6  N   UNK     0       3.479  -0.023   0.569  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.542   0.026   1.635  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.795   0.115   2.862  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.192  -0.046   1.050  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.077  -0.040   1.593  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.204  -0.121   0.779  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.081  -0.210  -0.583  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.169  -0.218  -1.143  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.269  -0.308  -2.514  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.274  -0.137  -0.327  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.726  -0.122  -0.629  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.157  -0.192  -1.816  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.469  -0.288  -1.157  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.292   0.309  -0.045  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.667  -0.307   0.059  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.379   0.381   1.207  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.444  -0.210  -1.183  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.544   0.400  -1.206  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.995  -0.779  -2.346  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.576  -0.130   1.125  0.00  0.00           O+0
HETATM   26  H   UNK     0       6.295  -1.629   0.732  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.665  -2.063   0.186  0.00  0.00           H+0
HETATM   28  H   UNK     0       5.756  -1.115  -0.963  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.199   0.097   1.747  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.561   3.033  -0.369  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.189   0.031   2.683  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.125  -0.323  -3.039  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.541   0.297  -2.095  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.672  -1.365  -1.316  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.305   1.399  -0.133  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.533  -1.374   0.381  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.645   0.646   2.008  0.00  0.00           H+0
HETATM   38  H   UNK     0      -6.214  -0.225   1.606  0.00  0.00           H+0
HETATM   39  H   UNK     0      -5.821   1.341   0.862  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.644  -0.244  -3.139  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    1    3    6   29                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3   30                                                       
CONECT    6    2    7   16                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   15                                                  
CONECT   10    9   11   31                                                  
CONECT   11   10   12   25                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   32                                                       
CONECT   15   13   16    9                                                  
CONECT   16   15   17    6                                                  
CONECT   17   16                                                            
CONECT   18   12   19   33   34                                             
CONECT   19   18   20   25   35                                             
CONECT   20   19   21   22   36                                             
CONECT   21   20   37   38   39                                             
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   40                                                       
CONECT   25   19   11                                                       
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    2                                                            
CONECT   30    5                                                            
CONECT   31   10                                                            
CONECT   32   14                                                            
CONECT   33   18                                                            
CONECT   34   18                                                            
CONECT   35   19                                                            
CONECT   36   20                                                            
CONECT   37   21                                                            
CONECT   38   21                                                            
CONECT   39   21                                                            
CONECT   40   24                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
    5.4409   -1.2965    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9388    0.0172    0.6545 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4497    1.1867   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6753    1.4228   -0.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811    2.0634   -0.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -0.0234    0.5693 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5415    0.0258    1.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7953    0.1145    2.8624 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1918   -0.0458    1.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772   -0.0395    1.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -0.1211    0.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0809   -0.2102   -0.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1688   -0.2179   -1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2687   -0.3079   -2.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2740   -0.1365   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7260   -0.1221   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1566   -0.1917   -1.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687   -0.2879   -1.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2916    0.3089   -0.0449 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6674   -0.3066    0.0586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3787    0.3807    1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4439   -0.2100   -1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5439    0.4000   -1.2064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9948   -0.7791   -2.3460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758   -0.1297    1.1253 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2945   -1.6289    0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655   -2.0634    0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7564   -1.1152   -0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1994    0.0970    1.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615    3.0332   -0.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1893    0.0313    2.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252   -0.3227   -3.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5413    0.2969   -2.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6718   -1.3648   -1.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047    1.3985   -0.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5329   -1.3738    0.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6454    0.6455    2.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2138   -0.2246    1.6056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8206    1.3405    0.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6444   -0.2436   -3.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 12 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
 19 25  1  0
 16  6  1  0
 15  9  1  0
 25 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  1
  5 30  1  0
 10 31  1  0
 14 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  6
 20 36  1  1
 21 37  1  0
 21 38  1  0
 21 39  1  0
 24 40  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2R)-2-[(2S)-6-(1-Carboxyethyl)-4-hydroxy-5,7-dioxo-2H,3H,5H,6H,7H-furo[2,3-F]isoindol-2-yl]propanoate	Generator

Chemical Formula

C₁₆H₁₅NO₈

Average Mass

349.2950 Da

Monoisotopic Mass

349.07977 Da

IUPAC Name

(2S)-2-[(2S)-2-[(1R)-1-carboxyethyl]-4-hydroxy-5,7-dioxo-2H,3H,5H,6H,7H-furo[2,3-f]isoindol-6-yl]propanoic acid

Traditional Name

(2S)-2-[(2S)-2-[(1R)-1-carboxyethyl]-4-hydroxy-5,7-dioxo-2H,3H-furo[2,3-f]isoindol-6-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

C[C@H]([C@@H]1CC2=C(O1)C=C1C(=O)N(C(C)C(O)=O)C(=O)C1=C2O)C(O)=O

InChI Identifier

InChI=1S/C16H15NO8/c1-5(15(21)22)9-3-7-10(25-9)4-8-11(12(7)18)14(20)17(13(8)19)6(2)16(23)24/h4-6,9,18H,3H2,1-2H3,(H,21,22)(H,23,24)/t5-,6?,9+/m1/s1

InChI Key

VQOAQUIDELNUAB-NCUFMZKJSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Crucibulum	NPAtlas	7622427

Species Where Detected

Species Name	Source	Reference
Crucibulum sp. RF-3817	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

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	0.92	ALOGPS
logP	1.51	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.56	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	141.44 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.57 m³·mol⁻¹	ChemAxon
Polarizability	33.6 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

External Links

NPAtlas ID

NPA017146

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8648399

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10472988

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Salfredin C3 (NP0022317)

MOL for NP0022317 (Salfredin C3)

3D MOL for NP0022317 (Salfredin C3)

3D SDF for NP0022317 (Salfredin C3)

3D-SDF for NP0022317 (Salfredin C3)

PDB for NP0022317 (Salfredin C3)

3D PDB for NP0022317 (Salfredin C3)

SMILES for NP0022317 (Salfredin C3)

INCHI for NP0022317 (Salfredin C3)

Structure for NP0022317 (Salfredin C3)

3D Structure for NP0022317 (Salfredin C3)