NP-MRD: Showing NP-Card for Cephalosol (NP0008044)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 05:40:19 UTC

Updated at

2021-07-15 16:59:16 UTC

NP-MRD ID

NP0008044

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cephalosol

Provided By

NPAtlas

Description

Cephalosol 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. Cephalosol is found in Sarocladium strictum and Cephalosporium. Cephalosol was first documented in 2008 (PMID: 18850610). Based on a literature review very few articles have been published on Cephalosol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106063D          

 38 40  0  0  0  0            999 V2000
    3.6827    2.5126    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613    1.1086    0.0582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153    0.4051   -0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8770    1.1266   -1.4134 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624   -1.0195   -0.6530 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5476   -1.6595    0.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8837   -1.3953    1.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112   -3.0547    0.1724 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9122   -3.7969   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9358   -5.0315   -0.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2620   -2.9392   -0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4963   -3.2144   -0.8862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4660   -2.3630   -0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6213   -2.6436   -1.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1774   -1.0912   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1919   -0.1549   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4402   -0.5178   -0.9615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9402    1.1151   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    1.4728    0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222    2.7757    0.8722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119    3.7681    0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6911    0.5220    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079   -0.7424   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1220   -1.6955    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7761    3.0020   -0.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5065    2.7627   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9946    2.8683    1.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4986   -1.4509   -0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669   -1.4150   -1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -2.0033    2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9095   -1.8299    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9412   -0.3500    2.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2173    0.1200   -0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7547    1.8317   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0695    3.6413    1.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0542    3.7442   -0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9445    4.7833    0.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    0.8084    0.7817 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
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  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 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24  6  1  0  0  0  0
 24 11  2  0  0  0  0
 23 15  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
 17 33  1  0  0  0  0
 18 34  1  0  0  0  0
 21 35  1  0  0  0  0
 21 36  1  0  0  0  0
 21 37  1  0  0  0  0
 22 38  1  0  0  0  0
M  END

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    3.6827    2.5126    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613    1.1086    0.0582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153    0.4051   -0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8770    1.1266   -1.4134 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624   -1.0195   -0.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5476   -1.6595    0.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8837   -1.3953    1.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112   -3.0547    0.1724 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9122   -3.7969   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9358   -5.0315   -0.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2620   -2.9392   -0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4963   -3.2144   -0.8862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4660   -2.3630   -0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6213   -2.6436   -1.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1774   -1.0912   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1919   -0.1549   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4402   -0.5178   -0.9615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9402    1.1151   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    1.4728    0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222    2.7757    0.8722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119    3.7681    0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6911    0.5220    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079   -0.7424   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1220   -1.6955    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7761    3.0020   -0.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5065    2.7627   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9946    2.8683    1.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4986   -1.4509   -0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669   -1.4150   -1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -2.0033    2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9095   -1.8299    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9412   -0.3500    2.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2173    0.1200   -0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7547    1.8317   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0695    3.6413    1.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0542    3.7442   -0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9445    4.7833    0.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    0.8084    0.7817 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
  6  5  1  6
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
 23 24  1  0
 24  6  1  0
 24 11  2  0
 23 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
 21 36  1  0
 21 37  1  0
 22 38  1  0
M  END


  Mrv1652306242106063D          

 38 40  0  0  0  0            999 V2000
    3.6827    2.5126    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613    1.1086    0.0582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153    0.4051   -0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8770    1.1266   -1.4134 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624   -1.0195   -0.6530 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5476   -1.6595    0.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8837   -1.3953    1.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112   -3.0547    0.1724 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9122   -3.7969   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9358   -5.0315   -0.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2620   -2.9392   -0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4963   -3.2144   -0.8862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4660   -2.3630   -0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6213   -2.6436   -1.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1774   -1.0912   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1919   -0.1549   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4402   -0.5178   -0.9615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9402    1.1151   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    1.4728    0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222    2.7757    0.8722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119    3.7681    0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6911    0.5220    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079   -0.7424   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1220   -1.6955    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7761    3.0020   -0.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5065    2.7627   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9946    2.8683    1.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4986   -1.4509   -0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669   -1.4150   -1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -2.0033    2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9095   -1.8299    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9412   -0.3500    2.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2173    0.1200   -0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7547    1.8317   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0695    3.6413    1.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0542    3.7442   -0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9445    4.7833    0.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    0.8084    0.7817 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
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  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 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24  6  1  0  0  0  0
 24 11  2  0  0  0  0
 23 15  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
 17 33  1  0  0  0  0
 18 34  1  0  0  0  0
 21 35  1  0  0  0  0
 21 36  1  0  0  0  0
 21 37  1  0  0  0  0
 22 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008044

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)OC3=C(C2=C([H])C(OC([H])([H])[H])=C1[H])[C@](OC3=O)(C([H])([H])[H])C([H])([H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O8/c1-16(6-10(18)22-3)12-8-4-7(21-2)5-9(17)11(8)14(19)23-13(12)15(20)24-16/h4-5,17H,6H2,1-3H3/t16-/m0/s1

> <INCHI_KEY>
UUXIFHBKTREDJD-INIZCTEOSA-N

> <FORMULA>
C16H14O8

> <MOLECULAR_WEIGHT>
334.28

> <EXACT_MASS>
334.068867411

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.530997805752026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[(1S)-6-hydroxy-8-methoxy-1-methyl-3,5-dioxo-1H,3H,5H-furo[3,4-c]isochromen-1-yl]acetate

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
1.9874419883333334

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.35205113285077

> <JCHEM_PKA_STRONGEST_BASIC>
-4.077899399003091

> <JCHEM_POLAR_SURFACE_AREA>
108.36000000000001

> <JCHEM_REFRACTIVITY>
79.66140000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1S)-6-hydroxy-8-methoxy-1-methyl-3,5-dioxofuro[3,4-c]isochromen-1-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    3.6827    2.5126    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613    1.1086    0.0582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153    0.4051   -0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8770    1.1266   -1.4134 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624   -1.0195   -0.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5476   -1.6595    0.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8837   -1.3953    1.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112   -3.0547    0.1724 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9122   -3.7969   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9358   -5.0315   -0.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2620   -2.9392   -0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4963   -3.2144   -0.8862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4660   -2.3630   -0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6213   -2.6436   -1.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1774   -1.0912   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1919   -0.1549   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4402   -0.5178   -0.9615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9402    1.1151   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    1.4728    0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222    2.7757    0.8722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119    3.7681    0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6911    0.5220    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079   -0.7424   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1220   -1.6955    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7761    3.0020   -0.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5065    2.7627   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9946    2.8683    1.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4986   -1.4509   -0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669   -1.4150   -1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -2.0033    2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9095   -1.8299    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9412   -0.3500    2.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2173    0.1200   -0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7547    1.8317   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0695    3.6413    1.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0542    3.7442   -0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9445    4.7833    0.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    0.8084    0.7817 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
  6  5  1  6
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
 23 24  1  0
 24  6  1  0
 24 11  2  0
 23 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
 21 36  1  0
 21 37  1  0
 22 38  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       3.683   2.513   0.001  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.561   1.109   0.058  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.615   0.405  -0.685  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.877   1.127  -1.413  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.462  -1.020  -0.653  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.548  -1.660   0.349  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.884  -1.395   1.767  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.911  -3.055   0.172  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.912  -3.797  -0.337  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.936  -5.032  -0.675  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.262  -2.939  -0.453  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.496  -3.214  -0.886  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.466  -2.363  -0.928  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.621  -2.644  -1.341  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.177  -1.091  -0.486  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.192  -0.155  -0.499  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.440  -0.518  -0.962  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.940   1.115  -0.052  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.691   1.473   0.410  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.422   2.776   0.872  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.412   3.768   0.884  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.691   0.522   0.414  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.908  -0.742  -0.023  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.122  -1.696   0.003  0.00  0.00           C+0
HETATM   25  H   UNK     0       2.776   3.002  -0.368  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.506   2.763  -0.695  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.995   2.868   1.014  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.499  -1.451  -0.495  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.167  -1.415  -1.649  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.200  -2.003   2.400  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.910  -1.830   1.958  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.941  -0.350   2.067  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.217   0.120  -0.994  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.755   1.832  -0.072  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.070   3.641   1.750  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.054   3.744  -0.035  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.944   4.783   0.969  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.255   0.808   0.782  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   28   29                                             
CONECT    6    5    7    8   24                                             
CONECT    7    6   30   31   32                                             
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   24                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   23                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   33                                                       
CONECT   18   16   19   34                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   35   36   37                                             
CONECT   22   19   23   38                                                  
CONECT   23   22   24   15                                                  
CONECT   24   23    6   11                                                  
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    5                                                            
CONECT   29    5                                                            
CONECT   30    7                                                            
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33   17                                                            
CONECT   34   18                                                            
CONECT   35   21                                                            
CONECT   36   21                                                            
CONECT   37   21                                                            
CONECT   38   22                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
    3.6827    2.5126    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613    1.1086    0.0582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153    0.4051   -0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8770    1.1266   -1.4134 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624   -1.0195   -0.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5476   -1.6595    0.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8837   -1.3953    1.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112   -3.0547    0.1724 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9122   -3.7969   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9358   -5.0315   -0.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2620   -2.9392   -0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4963   -3.2144   -0.8862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4660   -2.3630   -0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6213   -2.6436   -1.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1774   -1.0912   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1919   -0.1549   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4402   -0.5178   -0.9615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9402    1.1151   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    1.4728    0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222    2.7757    0.8722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119    3.7681    0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6911    0.5220    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079   -0.7424   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1220   -1.6955    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7761    3.0020   -0.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5065    2.7627   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9946    2.8683    1.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4986   -1.4509   -0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669   -1.4150   -1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -2.0033    2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9095   -1.8299    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9412   -0.3500    2.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2173    0.1200   -0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7547    1.8317   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0695    3.6413    1.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0542    3.7442   -0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9445    4.7833    0.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    0.8084    0.7817 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
  6  5  1  6
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
 23 24  1  0
 24  6  1  0
 24 11  2  0
 23 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
 21 36  1  0
 21 37  1  0
 22 38  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl 2-[(1S)-6-hydroxy-8-methoxy-1-methyl-3,5-dioxo-1H,3H,5H-furo[3,4-c]isochromen-1-yl]acetic acid	Generator

Chemical Formula

C₁₆H₁₄O₈

Average Mass

334.2800 Da

Monoisotopic Mass

334.06887 Da

IUPAC Name

methyl 2-[(1S)-6-hydroxy-8-methoxy-1-methyl-3,5-dioxo-1H,3H,5H-furo[3,4-c]isochromen-1-yl]acetate

Traditional Name

methyl [(1S)-6-hydroxy-8-methoxy-1-methyl-3,5-dioxofuro[3,4-c]isochromen-1-yl]acetate

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@]1(C)OC(=O)C2=C1C1=CC(OC)=CC(O)=C1C(=O)O2

InChI Identifier

InChI=1S/C16H14O8/c1-16(6-10(18)22-3)12-8-4-7(21-2)5-9(17)11(8)14(19)23-13(12)15(20)24-16/h4-5,17H,6H2,1-3H3/t16-/m0/s1

InChI Key

UUXIFHBKTREDJD-INIZCTEOSA-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
Acremonium strictum	LOTUS Database	35616633
Cephalosporium	NPAtlas	18850610

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
Anisole
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Fatty acid ester
Phenol
Pyranone
Fatty acyl
Pyran
Benzenoid
Vinylogous acid
Heteroaromatic compound
Methyl ester
Lactone
Carboxylic acid ester
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Oxacycle
Ether
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	2.29	ALOGPS
logP	1.99	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.35	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	108.36 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	79.66 m³·mol⁻¹	ChemAxon
Polarizability	31.53 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

NPA017453

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28285825

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25180632

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang HW, Huang WY, Chen JR, Yan WZ, Xie DQ, Tan RX: Cephalosol: an antimicrobial metabolite with an unprecedented skeleton from endophytic Cephalosporium acremonium IFB-E007. Chemistry. 2008;14(34):10670-4. doi: 10.1002/chem.200801000. [PubMed:18850610 ]

Showing NP-Card for Cephalosol (NP0008044)

MOL for NP0008044 (Cephalosol)

3D MOL for NP0008044 (Cephalosol)

3D SDF for NP0008044 (Cephalosol)

3D-SDF for NP0008044 (Cephalosol)

PDB for NP0008044 (Cephalosol)

3D PDB for NP0008044 (Cephalosol)

SMILES for NP0008044 (Cephalosol)

INCHI for NP0008044 (Cephalosol)

Structure for NP0008044 (Cephalosol)

3D Structure for NP0008044 (Cephalosol)