NP-MRD: Showing NP-Card for peneciraistin A (NP0041190)

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Record Information

Version

2.0

Created at

2021-06-20 23:09:45 UTC

Updated at

2021-06-30 00:15:33 UTC

NP-MRD ID

NP0041190

Secondary Accession Numbers

None

Natural Product Identification

Common Name

peneciraistin A

Provided By

JEOL Database JEOL Logo

Description

peneciraistin A is found in Penicillium raistrickii. peneciraistin A was first documented in 2012 (Ma, L.-Y., et al.). Based on a literature review very few articles have been published on (3R,3'S,6'S)-6',7-dimethyl-1,4-dihydrospiro[2-benzopyran-3,2'-oxane]-3',6,8-triol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101093D          

 40 42  0  0  0  0            999 V2000
   -2.8102   -3.9488    2.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5712   -2.6234    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6373   -1.8861    0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9074   -2.3845    1.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4326   -0.6580    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1388   -0.1385    0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539   -0.8413    0.7506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2793   -2.0834    1.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1740   -2.7443    1.8382 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3450   -0.2984    0.6069 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4106    1.0920    0.2632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4396    1.4338   -0.8440 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9142    1.2033   -0.4404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1510    0.6754   -2.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1694    0.8728   -2.5420 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3281   -0.0357   -3.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3901    2.3353   -2.9230 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1403    3.2339   -1.7219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2388    2.9536   -1.1288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3805    3.7381    0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3046   -4.7451    1.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316   -3.9260    3.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8700   -4.2137    2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243   -1.7609    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705   -0.0963   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4423   -3.5940    2.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901   -0.8791   -0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -0.3965    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544    1.2878   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2313    1.9555    0.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029    0.5676   -1.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1649   -1.0810   -3.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838    0.2005   -4.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3268    0.0548   -4.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078    2.4871   -3.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6957    2.6206   -3.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2164    4.2888   -2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9177    3.0763   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9952    3.2944   -1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1222    3.2592    0.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  5  3  1  0  0  0  0
  6  7  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 14  1  6  0  0  0
  6 13  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3  2  2  0  0  0  0
  3  4  1  0  0  0  0
 12 19  1  0  0  0  0
  2  1  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8  7  2  0  0  0  0
 19 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 31  1  1  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 19 39  1  6  0  0  0
  5 25  1  0  0  0  0
 10 27  1  0  0  0  0
 10 28  1  0  0  0  0
 13 29  1  0  0  0  0
 13 30  1  0  0  0  0
  4 24  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  9 26  1  0  0  0  0
 20 40  1  0  0  0  0
 16 32  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.8102   -3.9488    2.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5712   -2.6234    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6373   -1.8861    0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9074   -2.3845    1.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4326   -0.6580    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1388   -0.1385    0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539   -0.8413    0.7506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2793   -2.0834    1.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1740   -2.7443    1.8382 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3450   -0.2984    0.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4106    1.0920    0.2632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4396    1.4338   -0.8440 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9142    1.2033   -0.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1510    0.6754   -2.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1694    0.8728   -2.5420 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3281   -0.0357   -3.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3901    2.3353   -2.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1403    3.2339   -1.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2388    2.9536   -1.1288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3805    3.7381    0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3046   -4.7451    1.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316   -3.9260    3.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8700   -4.2137    2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243   -1.7609    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705   -0.0963   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4423   -3.5940    2.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901   -0.8791   -0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -0.3965    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544    1.2878   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2313    1.9555    0.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029    0.5676   -1.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1649   -1.0810   -3.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838    0.2005   -4.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3268    0.0548   -4.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078    2.4871   -3.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6957    2.6206   -3.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2164    4.2888   -2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9177    3.0763   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9952    3.2944   -1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1222    3.2592    0.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0
  5  3  1  0
  6  7  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 12 14  1  6
  6 13  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  3  2  2  0
  3  4  1  0
 12 19  1  0
  2  1  1  0
  2  8  1  0
  8  9  1  0
  8  7  2  0
 19 20  1  0
 14 15  1  0
 15 16  1  0
 15 31  1  1
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  6
  5 25  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
 13 30  1  0
  4 24  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  9 26  1  0
 20 40  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
M  END


  Mrv1652306212101093D          

 40 42  0  0  0  0            999 V2000
   -2.8102   -3.9488    2.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5712   -2.6234    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6373   -1.8861    0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9074   -2.3845    1.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4326   -0.6580    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1388   -0.1385    0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539   -0.8413    0.7506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2793   -2.0834    1.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1740   -2.7443    1.8382 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3450   -0.2984    0.6069 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4106    1.0920    0.2632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4396    1.4338   -0.8440 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9142    1.2033   -0.4404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1510    0.6754   -2.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1694    0.8728   -2.5420 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3281   -0.0357   -3.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3901    2.3353   -2.9230 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1403    3.2339   -1.7219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2388    2.9536   -1.1288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3805    3.7381    0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3046   -4.7451    1.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316   -3.9260    3.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8700   -4.2137    2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243   -1.7609    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705   -0.0963   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4423   -3.5940    2.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901   -0.8791   -0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -0.3965    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544    1.2878   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2313    1.9555    0.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029    0.5676   -1.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1649   -1.0810   -3.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838    0.2005   -4.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3268    0.0548   -4.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078    2.4871   -3.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6957    2.6206   -3.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2164    4.2888   -2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9177    3.0763   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9952    3.2944   -1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1222    3.2592    0.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  5  3  1  0  0  0  0
  6  7  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 14  1  6  0  0  0
  6 13  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3  2  2  0  0  0  0
  3  4  1  0  0  0  0
 12 19  1  0  0  0  0
  2  1  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8  7  2  0  0  0  0
 19 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 31  1  1  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 19 39  1  6  0  0  0
  5 25  1  0  0  0  0
 10 27  1  0  0  0  0
 10 28  1  0  0  0  0
 13 29  1  0  0  0  0
 13 30  1  0  0  0  0
  4 24  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  9 26  1  0  0  0  0
 20 40  1  0  0  0  0
 16 32  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041190

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(O[H])=C2C(=C1[H])C([H])([H])[C@@]1(OC2([H])[H])O[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]1([H])O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O5/c1-8-3-4-13(17)15(20-8)6-10-5-12(16)9(2)14(18)11(10)7-19-15/h5,8,13,16-18H,3-4,6-7H2,1-2H3/t8-,13-,15+/m0/s1

> <INCHI_KEY>
SUQIXSQBLCRCPS-MIUALZABSA-N

> <FORMULA>
C15H20O5

> <MOLECULAR_WEIGHT>
280.32

> <EXACT_MASS>
280.131073744

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
29.816188535716144

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,3'S,6'S)-6',7-dimethyl-1,4-dihydrospiro[2-benzopyran-3,2'-oxane]-3',6,8-triol

> <ALOGPS_LOGP>
0.94

> <JCHEM_LOGP>
2.271747419999999

> <ALOGPS_LOGS>
-2.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.798721657004542

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.391806365383808

> <JCHEM_PKA_STRONGEST_BASIC>
-3.570947026272825

> <JCHEM_POLAR_SURFACE_AREA>
79.15

> <JCHEM_REFRACTIVITY>
73.85910000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,3'S,6'S)-6',7-dimethyl-1,4-dihydrospiro[2-benzopyran-3,2'-oxane]-3',6,8-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.8102   -3.9488    2.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5712   -2.6234    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6373   -1.8861    0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9074   -2.3845    1.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4326   -0.6580    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1388   -0.1385    0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539   -0.8413    0.7506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2793   -2.0834    1.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1740   -2.7443    1.8382 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3450   -0.2984    0.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4106    1.0920    0.2632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4396    1.4338   -0.8440 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9142    1.2033   -0.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1510    0.6754   -2.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1694    0.8728   -2.5420 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3281   -0.0357   -3.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3901    2.3353   -2.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1403    3.2339   -1.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2388    2.9536   -1.1288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3805    3.7381    0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3046   -4.7451    1.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316   -3.9260    3.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8700   -4.2137    2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243   -1.7609    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705   -0.0963   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4423   -3.5940    2.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901   -0.8791   -0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -0.3965    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544    1.2878   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2313    1.9555    0.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029    0.5676   -1.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1649   -1.0810   -3.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838    0.2005   -4.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3268    0.0548   -4.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078    2.4871   -3.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6957    2.6206   -3.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2164    4.2888   -2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9177    3.0763   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9952    3.2944   -1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1222    3.2592    0.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0
  5  3  1  0
  6  7  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 12 14  1  6
  6 13  1  0
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 10 11  1  0
 11 12  1  0
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 12 19  1  0
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 14 15  1  0
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 17 35  1  0
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 10 27  1  0
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 13 29  1  0
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  4 24  1  0
  1 21  1  0
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  1 23  1  0
  9 26  1  0
 20 40  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.810  -3.949   2.158  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.571  -2.623   1.490  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.637  -1.886   0.960  0.00  0.00           C+0
HETATM    4  O   UNK     0      -4.907  -2.385   1.062  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.433  -0.658   0.330  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.139  -0.139   0.211  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.054  -0.841   0.751  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.279  -2.083   1.367  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.174  -2.744   1.838  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.345  -0.298   0.607  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.411   1.092   0.263  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.440   1.434  -0.844  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.914   1.203  -0.440  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.151   0.675  -2.029  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.169   0.873  -2.542  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.328  -0.036  -3.754  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.390   2.335  -2.923  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.140   3.234  -1.722  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.239   2.954  -1.129  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.381   3.738   0.061  0.00  0.00           O+0
HETATM   21  H   UNK     0      -2.305  -4.745   1.601  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.432  -3.926   3.185  0.00  0.00           H+0
HETATM   23  H   UNK     0      -3.870  -4.214   2.214  0.00  0.00           H+0
HETATM   24  H   UNK     0      -5.524  -1.761   0.646  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.271  -0.096  -0.074  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.442  -3.594   2.221  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.890  -0.879  -0.146  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.880  -0.397   1.557  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.554   1.288  -1.327  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.231   1.956   0.293  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.903   0.568  -1.786  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.165  -1.081  -3.470  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.584   0.201  -4.523  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.327   0.055  -4.192  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.408   2.487  -3.300  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.696   2.621  -3.724  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.216   4.289  -2.011  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.918   3.076  -0.963  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.995   3.294  -1.847  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.122   3.259   0.750  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    3    1    8                                                  
CONECT    3    5    2    4                                                  
CONECT    4    3   24                                                       
CONECT    5    6    3   25                                                  
CONECT    6    5    7   13                                                  
CONECT    7    6   10    8                                                  
CONECT    8    2    9    7                                                  
CONECT    9    8   26                                                       
CONECT   10    7   11   27   28                                             
CONECT   11   10   12                                                       
CONECT   12   14   11   13   19                                             
CONECT   13    6   12   29   30                                             
CONECT   14   12   15                                                       
CONECT   15   17   14   16   31                                             
CONECT   16   15   32   33   34                                             
CONECT   17   15   18   35   36                                             
CONECT   18   17   19   37   38                                             
CONECT   19   18   12   20   39                                             
CONECT   20   19   40                                                       
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26    9                                                            
CONECT   27   10                                                            
CONECT   28   10                                                            
CONECT   29   13                                                            
CONECT   30   13                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   16                                                            
CONECT   34   16                                                            
CONECT   35   17                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
CONECT   39   19                                                            
CONECT   40   20                                                            
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
   -2.8102   -3.9488    2.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5712   -2.6234    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6373   -1.8861    0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9074   -2.3845    1.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4326   -0.6580    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1388   -0.1385    0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539   -0.8413    0.7506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2793   -2.0834    1.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1740   -2.7443    1.8382 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3450   -0.2984    0.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4106    1.0920    0.2632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4396    1.4338   -0.8440 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9142    1.2033   -0.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1510    0.6754   -2.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1694    0.8728   -2.5420 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3281   -0.0357   -3.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3901    2.3353   -2.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1403    3.2339   -1.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2388    2.9536   -1.1288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3805    3.7381    0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3046   -4.7451    1.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316   -3.9260    3.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8700   -4.2137    2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243   -1.7609    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705   -0.0963   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4423   -3.5940    2.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901   -0.8791   -0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -0.3965    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544    1.2878   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2313    1.9555    0.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029    0.5676   -1.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1649   -1.0810   -3.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838    0.2005   -4.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3268    0.0548   -4.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078    2.4871   -3.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6957    2.6206   -3.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2164    4.2888   -2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9177    3.0763   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9952    3.2944   -1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1222    3.2592    0.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0
  5  3  1  0
  6  7  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 12 14  1  6
  6 13  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  3  2  2  0
  3  4  1  0
 12 19  1  0
  2  1  1  0
  2  8  1  0
  8  9  1  0
  8  7  2  0
 19 20  1  0
 14 15  1  0
 15 16  1  0
 15 31  1  1
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  6
  5 25  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
 13 30  1  0
  4 24  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  9 26  1  0
 20 40  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₅

Average Mass

280.3200 Da

Monoisotopic Mass

280.13107 Da

IUPAC Name

(3R,3'S,6'S)-6',7-dimethyl-1,4-dihydrospiro[2-benzopyran-3,2'-oxane]-3',6,8-triol

Traditional Name

(3R,3'S,6'S)-6',7-dimethyl-1,4-dihydrospiro[2-benzopyran-3,2'-oxane]-3',6,8-triol

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C(O[H])=C2C(=C1[H])C([H])([H])[C@@]1(OC2([H])[H])O[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]1([H])O[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H20O5/c1-8-3-4-13(17)15(20-8)6-10-5-12(16)9(2)14(18)11(10)7-19-15/h5,8,13,16-18H,3-4,6-7H2,1-2H3/t8-,13-,15+/m0/s1

InChI Key

SUQIXSQBLCRCPS-MIUALZABSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Penicillium raistrickii	JEOL database	Ma, L.-Y., et al, Tetrahedron 68, 2276 (2012)

Species Where Detected

Species Name	Source	Reference
Penicillium raistrickii HQ717799	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	0.94	ALOGPS
logP	2.27	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	79.15 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	73.86 m³·mol⁻¹	ChemAxon
Polarizability	29.82 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00053643

Chemspider ID

28289710

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101564884

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ma, L.-Y., et al. (2012). Ma, L.-Y., et al, Tetrahedron 68, 2276 (2012). Tetrahedron.

Showing NP-Card for peneciraistin A (NP0041190)

MOL for NP0041190 (peneciraistin A)

3D MOL for NP0041190 (peneciraistin A)

3D SDF for NP0041190 (peneciraistin A)

3D-SDF for NP0041190 (peneciraistin A)

PDB for NP0041190 (peneciraistin A)

3D PDB for NP0041190 (peneciraistin A)

SMILES for NP0041190 (peneciraistin A)

INCHI for NP0041190 (peneciraistin A)

Structure for NP0041190 (peneciraistin A)

3D Structure for NP0041190 (peneciraistin A)