NP-MRD: Showing NP-Card for Penicimarin E (NP0011581)

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Record Information

Version

2.0

Created at

2021-01-05 21:13:14 UTC

Updated at

2026-02-06 12:00:55 UTC

NP-MRD ID

NP0011581

Natural Product DOI

https://doi.org/10.57994/5523

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Penicimarin E

Provided By

NPAtlas

Description

Penicimarin E belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1. Penicimarin E is found in Penicillium. Penicimarin E was first documented in 2013 (PMID: 23477451). Based on a literature review very few articles have been published on Penicimarin E.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242116573D          

 31 32  0  0  0  0            999 V2000
    3.8531    1.4013    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8247    0.3415    0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2306   -0.1663    1.5423 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153   -0.1966   -0.7006 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4687   -1.1804   -0.8290 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0589   -1.0886   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6289   -2.3258   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0288   -3.6037   -0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9027   -2.3245   -0.3668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344   -1.2991   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793   -1.3388    0.0771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0351   -0.0464   -0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8067    1.0666    0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1896    0.9468    0.3265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    2.3010    0.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530    2.4301   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062    3.6634   -0.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660    1.3069   -0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6547    0.0368   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270    1.2542   -0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3985    1.2556    1.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752    2.4218    0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6404   -1.7158   -1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662   -2.0227   -0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0943   -3.6762   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799   -4.3240   -0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3216   -4.0825   -1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7259    1.7908    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7697    3.1985    0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6975    4.5410   -0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9685    1.4351   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19  6  1  0  0  0  0
 19 12  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  5 23  1  0  0  0  0
  5 24  1  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
 14 28  1  0  0  0  0
 15 29  1  0  0  0  0
 17 30  1  0  0  0  0
 18 31  1  0  0  0  0
M  END

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    3.8531    1.4013    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8247    0.3415    0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2306   -0.1663    1.5423 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153   -0.1966   -0.7006 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4687   -1.1804   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0589   -1.0886   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6289   -2.3258   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0288   -3.6037   -0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9027   -2.3245   -0.3668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344   -1.2991   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793   -1.3388    0.0771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0351   -0.0464   -0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8067    1.0666    0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1896    0.9468    0.3265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    2.3010    0.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530    2.4301   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062    3.6634   -0.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660    1.3069   -0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6547    0.0368   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270    1.2542   -0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3985    1.2556    1.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752    2.4218    0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6404   -1.7158   -1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662   -2.0227   -0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0943   -3.6762   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799   -4.3240   -0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3216   -4.0825   -1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7259    1.7908    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7697    3.1985    0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6975    4.5410   -0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9685    1.4351   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19  6  1  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
M  END


  Mrv1652306242116573D          

 31 32  0  0  0  0            999 V2000
    3.8531    1.4013    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8247    0.3415    0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2306   -0.1663    1.5423 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153   -0.1966   -0.7006 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4687   -1.1804   -0.8290 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0589   -1.0886   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6289   -2.3258   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0288   -3.6037   -0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9027   -2.3245   -0.3668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344   -1.2991   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793   -1.3388    0.0771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0351   -0.0464   -0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8067    1.0666    0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1896    0.9468    0.3265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    2.3010    0.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530    2.4301   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062    3.6634   -0.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660    1.3069   -0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6547    0.0368   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270    1.2542   -0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3985    1.2556    1.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752    2.4218    0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6404   -1.7158   -1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662   -2.0227   -0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0943   -3.6762   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799   -4.3240   -0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3216   -4.0825   -1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7259    1.7908    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7697    3.1985    0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6975    4.5410   -0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9685    1.4351   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19  6  1  0  0  0  0
 19 12  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  5 23  1  0  0  0  0
  5 24  1  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
 14 28  1  0  0  0  0
 15 29  1  0  0  0  0
 17 30  1  0  0  0  0
 18 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0011581

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(O[H])=C2C(=O)OC(=C(C2=C1[H])C([H])([H])OC(=O)C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O6/c1-6-10(5-18-7(2)14)9-3-8(15)4-11(16)12(9)13(17)19-6/h3-4,15-16H,5H2,1-2H3

> <INCHI_KEY>
FTNRNAIIBOEQPZ-UHFFFAOYSA-N

> <FORMULA>
C13H12O6

> <MOLECULAR_WEIGHT>
264.233

> <EXACT_MASS>
264.063388106

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
25.457733923967027

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6,8-dihydroxy-3-methyl-1-oxo-1H-isochromen-4-yl)methyl acetate

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
1.7580812566666664

> <ALOGPS_LOGS>
-2.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.200502740810089

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.362350007114266

> <JCHEM_PKA_STRONGEST_BASIC>
-4.024657652976317

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
66.4751

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6,8-dihydroxy-3-methyl-1-oxoisochromen-4-yl)methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    3.8531    1.4013    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8247    0.3415    0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2306   -0.1663    1.5423 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153   -0.1966   -0.7006 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4687   -1.1804   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0589   -1.0886   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6289   -2.3258   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0288   -3.6037   -0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9027   -2.3245   -0.3668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344   -1.2991   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793   -1.3388    0.0771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0351   -0.0464   -0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8067    1.0666    0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1896    0.9468    0.3265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    2.3010    0.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530    2.4301   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062    3.6634   -0.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660    1.3069   -0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6547    0.0368   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270    1.2542   -0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3985    1.2556    1.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752    2.4218    0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6404   -1.7158   -1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662   -2.0227   -0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0943   -3.6762   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799   -4.3240   -0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3216   -4.0825   -1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7259    1.7908    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7697    3.1985    0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6975    4.5410   -0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9685    1.4351   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19  6  1  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  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       3.853   1.401   0.663  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.825   0.342   0.536  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.231  -0.166   1.542  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.415  -0.197  -0.701  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.469  -1.180  -0.829  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.059  -1.089  -0.573  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.629  -2.326  -0.585  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.029  -3.604  -0.837  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.903  -2.325  -0.367  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.634  -1.299  -0.135  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.879  -1.339   0.077  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.035  -0.046  -0.111  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.807   1.067   0.089  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.190   0.947   0.327  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.199   2.301   0.055  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.853   2.430  -0.173  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.206   3.663  -0.218  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.066   1.307  -0.374  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.655   0.037  -0.341  0.00  0.00           C+0
HETATM   20  H   UNK     0       4.627   1.254  -0.145  0.00  0.00           H+0
HETATM   21  H   UNK     0       4.399   1.256   1.626  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.475   2.422   0.545  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.640  -1.716  -1.855  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.866  -2.023  -0.133  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.094  -3.676  -0.776  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.380  -4.324  -0.061  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.322  -4.082  -1.805  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.726   1.791   0.478  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.770   3.199   0.210  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.698   4.541  -0.083  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.969   1.435  -0.608  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   23   24                                             
CONECT    6    5    7   19                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7   25   26   27                                             
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   28                                                       
CONECT   15   13   16   29                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   30                                                       
CONECT   18   16   19   31                                                  
CONECT   19   18    6   12                                                  
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    5                                                            
CONECT   24    5                                                            
CONECT   25    8                                                            
CONECT   26    8                                                            
CONECT   27    8                                                            
CONECT   28   14                                                            
CONECT   29   15                                                            
CONECT   30   17                                                            
CONECT   31   18                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

RDKit          3D

31 32  0  0  0  0  0  0  0  0999 V2000
    3.8531    1.4013    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8247    0.3415    0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2306   -0.1663    1.5423 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153   -0.1966   -0.7006 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4687   -1.1804   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0589   -1.0886   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6289   -2.3258   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0288   -3.6037   -0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9027   -2.3245   -0.3668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344   -1.2991   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793   -1.3388    0.0771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0351   -0.0464   -0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8067    1.0666    0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1896    0.9468    0.3265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    2.3010    0.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530    2.4301   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062    3.6634   -0.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660    1.3069   -0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6547    0.0368   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270    1.2542   -0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3985    1.2556    1.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752    2.4218    0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6404   -1.7158   -1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662   -2.0227   -0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0943   -3.6762   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799   -4.3240   -0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3216   -4.0825   -1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7259    1.7908    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7697    3.1985    0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6975    4.5410   -0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9685    1.4351   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19  6  1  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Value	Source
(6,8-Dihydroxy-3-methyl-1-oxo-1H-isochromen-4-yl)methyl acetic acid	Generator

Chemical Formula

C₁₃H₁₂O₆

Average Mass

264.2330 Da

Monoisotopic Mass

264.06339 Da

IUPAC Name

(6,8-dihydroxy-3-methyl-1-oxo-1H-isochromen-4-yl)methyl acetate

Traditional Name

(6,8-dihydroxy-3-methyl-1-oxoisochromen-4-yl)methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCC1=C(C)OC(=O)C2=C(O)C=C(O)C=C12

InChI Identifier

InChI=1S/C13H12O6/c1-6-10(5-18-7(2)14)9-3-8(15)4-11(16)12(9)13(17)19-6/h3-4,15-16H,5H2,1-2H3

InChI Key

FTNRNAIIBOEQPZ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.0, Dimethylsulfoxide-d6, simulated)	[email protected]	Not Available	Not Available	2026-02-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.0, Dimethylsulfoxide-d6, simulated)	[email protected]	Not Available	Not Available	2026-02-06	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Penicillium	NPAtlas	23477451
Penicillium sp. MWZ14-4		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isocoumarins and derivatives

Sub Class

Not Available

Direct Parent

Isocoumarins and derivatives

Alternative Parents

Substituents

Isocoumarin
Benzopyran
2-benzopyran
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
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	1.62	ALOGPS
logP	1.76	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	8.36	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	66.48 m³·mol⁻¹	ChemAxon
Polarizability	25.46 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

NPAtlas ID

NPA010379

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30770826

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71664848

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Qi J, Shao CL, Li ZY, Gan LS, Fu XM, Bian WT, Zhao HY, Wang CY: Isocoumarin derivatives and benzofurans from a sponge-derived Penicillium sp. fungus. J Nat Prod. 2013 Apr 26;76(4):571-9. doi: 10.1021/np3007556. Epub 2013 Mar 11. [PubMed:23477451 ]
DOI: 10.1021/np3007556
PMID: 23477451

Showing NP-Card for Penicimarin E (NP0011581)

MOL for NP0011581 (Penicimarin E)

3D MOL for NP0011581 (Penicimarin E)

3D SDF for NP0011581 (Penicimarin E)

3D-SDF for NP0011581 (Penicimarin E)

PDB for NP0011581 (Penicimarin E)

3D PDB for NP0011581 (Penicimarin E)

SMILES for NP0011581 (Penicimarin E)

INCHI for NP0011581 (Penicimarin E)

Structure for NP0011581 (Penicimarin E)

3D Structure for NP0011581 (Penicimarin E)