NP-MRD: Showing NP-Card for 2S,3S-acetylpterosin C (NP0041632)

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Record Information

Version

2.0

Created at

2021-06-20 23:29:49 UTC

Updated at

2021-06-30 00:16:15 UTC

NP-MRD ID

NP0041632

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2S,3S-acetylpterosin C

Provided By

JEOL Database JEOL Logo

Description

2-[(1S,2S)-1-hydroxy-2,4,6-trimethyl-3-oxo-2,3-dihydro-1H-inden-5-yl]ethyl acetate belongs to the class of organic compounds known as indanones. Indanones are compounds containing an indane ring bearing a ketone group. 2S,3S-acetylpterosin C is found in Pteris multifida Poir. 2S,3S-acetylpterosin C was first documented in 2012 (Shu, J., et al.). Based on a literature review very few articles have been published on 2-[(1S,2S)-1-hydroxy-2,4,6-trimethyl-3-oxo-2,3-dihydro-1H-inden-5-yl]ethyl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101293D          

 40 41  0  0  0  0            999 V2000
    4.3018   -5.1979   -0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912   -4.4354   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0412   -4.9508   -1.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350   -3.0977   -0.7545 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2529   -2.2503   -1.1779 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2567   -2.0423   -0.0363 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1205   -1.1109   -0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0878   -1.6596   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2754   -3.1465   -1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1581   -0.8178   -1.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    0.5498   -1.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8486    1.0828   -0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2536    0.2965   -0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940    0.9663    0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0204    2.5392   -0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1828    3.3178   -0.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3717    2.9321   -1.1291 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1791    3.7591   -2.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714    1.5888   -1.4095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1810    1.4299   -0.5314 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300   -4.9573    0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1020   -6.2706   -0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1495   -4.9567   -1.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7741   -2.6570   -2.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -1.2962   -1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -1.6718    0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8643   -3.0074    0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2099   -3.3705   -1.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3160   -3.6465   -0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643   -3.5671   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0862   -1.2297   -1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8076    1.7704   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3517    0.2954    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3036    1.3770    1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9145    3.5112   -0.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5881    3.2194   -3.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    4.6918   -2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    4.0160   -2.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4348    1.5171   -2.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9449    0.7904    0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 12  1  0  0  0  0
 13  7  2  0  0  0  0
 15 16  2  0  0  0  0
 12 11  2  0  0  0  0
 13 14  1  0  0  0  0
  7  6  1  0  0  0  0
  8 10  2  0  0  0  0
  6  5  1  0  0  0  0
 10 11  1  0  0  0  0
  5  4  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 11 19  1  0  0  0  0
  4  2  1  0  0  0  0
 19 17  1  0  0  0  0
  2  1  1  0  0  0  0
 17 15  1  0  0  0  0
  2  3  2  0  0  0  0
 20 40  1  0  0  0  0
 10 31  1  0  0  0  0
 19 39  1  6  0  0  0
 17 35  1  1  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  5 24  1  0  0  0  0
  5 25  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  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
M  END

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    4.3018   -5.1979   -0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912   -4.4354   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0412   -4.9508   -1.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350   -3.0977   -0.7545 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2529   -2.2503   -1.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2567   -2.0423   -0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1205   -1.1109   -0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0878   -1.6596   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2754   -3.1465   -1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1581   -0.8178   -1.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    0.5498   -1.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8486    1.0828   -0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2536    0.2965   -0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940    0.9663    0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0204    2.5392   -0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1828    3.3178   -0.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3717    2.9321   -1.1291 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1791    3.7591   -2.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714    1.5888   -1.4095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1810    1.4299   -0.5314 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300   -4.9573    0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1020   -6.2706   -0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1495   -4.9567   -1.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7741   -2.6570   -2.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -1.2962   -1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -1.6718    0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8643   -3.0074    0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2099   -3.3705   -1.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3160   -3.6465   -0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643   -3.5671   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0862   -1.2297   -1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8076    1.7704   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3517    0.2954    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3036    1.3770    1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9145    3.5112   -0.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5881    3.2194   -3.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    4.6918   -2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    4.0160   -2.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4348    1.5171   -2.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9449    0.7904    0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 12  1  0
 13  7  2  0
 15 16  2  0
 12 11  2  0
 13 14  1  0
  7  6  1  0
  8 10  2  0
  6  5  1  0
 10 11  1  0
  5  4  1  0
  7  8  1  0
  8  9  1  0
 12 13  1  0
 17 18  1  0
 19 20  1  0
 11 19  1  0
  4  2  1  0
 19 17  1  0
  2  1  1  0
 17 15  1  0
  2  3  2  0
 20 40  1  0
 10 31  1  0
 19 39  1  6
 17 35  1  1
 14 32  1  0
 14 33  1  0
 14 34  1  0
  6 26  1  0
  6 27  1  0
  5 24  1  0
  5 25  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END


  Mrv1652306212101293D          

 40 41  0  0  0  0            999 V2000
    4.3018   -5.1979   -0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912   -4.4354   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0412   -4.9508   -1.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350   -3.0977   -0.7545 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2529   -2.2503   -1.1779 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2567   -2.0423   -0.0363 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1205   -1.1109   -0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0878   -1.6596   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2754   -3.1465   -1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1581   -0.8178   -1.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    0.5498   -1.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8486    1.0828   -0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2536    0.2965   -0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940    0.9663    0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0204    2.5392   -0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1828    3.3178   -0.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3717    2.9321   -1.1291 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1791    3.7591   -2.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714    1.5888   -1.4095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1810    1.4299   -0.5314 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300   -4.9573    0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1020   -6.2706   -0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1495   -4.9567   -1.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7741   -2.6570   -2.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -1.2962   -1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -1.6718    0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8643   -3.0074    0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2099   -3.3705   -1.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3160   -3.6465   -0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643   -3.5671   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0862   -1.2297   -1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8076    1.7704   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3517    0.2954    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3036    1.3770    1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9145    3.5112   -0.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5881    3.2194   -3.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    4.6918   -2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    4.0160   -2.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4348    1.5171   -2.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9449    0.7904    0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 12  1  0  0  0  0
 13  7  2  0  0  0  0
 15 16  2  0  0  0  0
 12 11  2  0  0  0  0
 13 14  1  0  0  0  0
  7  6  1  0  0  0  0
  8 10  2  0  0  0  0
  6  5  1  0  0  0  0
 10 11  1  0  0  0  0
  5  4  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 11 19  1  0  0  0  0
  4  2  1  0  0  0  0
 19 17  1  0  0  0  0
  2  1  1  0  0  0  0
 17 15  1  0  0  0  0
  2  3  2  0  0  0  0
 20 40  1  0  0  0  0
 10 31  1  0  0  0  0
 19 39  1  6  0  0  0
 17 35  1  1  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  5 24  1  0  0  0  0
  5 25  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  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
M  END
> <DATABASE_ID>
NP0041632

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C2=C(C(=O)[C@@]1([H])C([H])([H])[H])C(=C(C(=C2[H])C([H])([H])[H])C([H])([H])C([H])([H])OC(=O)C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H20O4/c1-8-7-13-14(16(19)10(3)15(13)18)9(2)12(8)5-6-20-11(4)17/h7,10,15,18H,5-6H2,1-4H3/t10-,15-/m0/s1

> <INCHI_KEY>
KBPAOKSMUDDOIN-BONVTDFDSA-N

> <FORMULA>
C16H20O4

> <MOLECULAR_WEIGHT>
276.332

> <EXACT_MASS>
276.136159124

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.339461880326443

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1S,2S)-1-hydroxy-2,4,6-trimethyl-3-oxo-2,3-dihydro-1H-inden-5-yl]ethyl acetate

> <ALOGPS_LOGP>
2.12

> <JCHEM_LOGP>
2.293918301333332

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.055329261436306

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.862099627017233

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2837996770981563

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
76.46650000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1S,2S)-1-hydroxy-2,4,6-trimethyl-3-oxo-1,2-dihydroinden-5-yl]ethyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    4.3018   -5.1979   -0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912   -4.4354   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0412   -4.9508   -1.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350   -3.0977   -0.7545 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2529   -2.2503   -1.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2567   -2.0423   -0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1205   -1.1109   -0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0878   -1.6596   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2754   -3.1465   -1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1581   -0.8178   -1.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    0.5498   -1.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8486    1.0828   -0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2536    0.2965   -0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940    0.9663    0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0204    2.5392   -0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1828    3.3178   -0.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3717    2.9321   -1.1291 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1791    3.7591   -2.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714    1.5888   -1.4095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1810    1.4299   -0.5314 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300   -4.9573    0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1020   -6.2706   -0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1495   -4.9567   -1.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7741   -2.6570   -2.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -1.2962   -1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -1.6718    0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8643   -3.0074    0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2099   -3.3705   -1.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3160   -3.6465   -0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643   -3.5671   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0862   -1.2297   -1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8076    1.7704   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3517    0.2954    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3036    1.3770    1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9145    3.5112   -0.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5881    3.2194   -3.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    4.6918   -2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    4.0160   -2.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4348    1.5171   -2.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9449    0.7904    0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 12  1  0
 13  7  2  0
 15 16  2  0
 12 11  2  0
 13 14  1  0
  7  6  1  0
  8 10  2  0
  6  5  1  0
 10 11  1  0
  5  4  1  0
  7  8  1  0
  8  9  1  0
 12 13  1  0
 17 18  1  0
 19 20  1  0
 11 19  1  0
  4  2  1  0
 19 17  1  0
  2  1  1  0
 17 15  1  0
  2  3  2  0
 20 40  1  0
 10 31  1  0
 19 39  1  6
 17 35  1  1
 14 32  1  0
 14 33  1  0
 14 34  1  0
  6 26  1  0
  6 27  1  0
  5 24  1  0
  5 25  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
  1 21  1  0
  1 22  1  0
  1 23  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       4.302  -5.198  -0.374  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.091  -4.435  -0.818  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.041  -4.951  -1.174  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.335  -3.098  -0.755  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.253  -2.250  -1.178  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.257  -2.042  -0.036  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.121  -1.111  -0.422  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.088  -1.660  -0.953  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.275  -3.147  -1.138  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.158  -0.818  -1.299  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.029   0.550  -1.130  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.849   1.083  -0.631  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.254   0.297  -0.282  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.494   0.966   0.245  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.020   2.539  -0.568  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.183   3.318  -0.144  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.372   2.932  -1.129  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.179   3.759  -2.393  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.071   1.589  -1.410  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.181   1.430  -0.531  0.00  0.00           O+0
HETATM   21  H   UNK     0       4.530  -4.957   0.667  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.102  -6.271  -0.450  0.00  0.00           H+0
HETATM   23  H   UNK     0       5.149  -4.957  -1.020  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.774  -2.657  -2.077  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.701  -1.296  -1.476  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.774  -1.672   0.857  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.864  -3.007   0.303  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.210  -3.370  -1.664  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.316  -3.647  -0.165  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.464  -3.567  -1.739  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.086  -1.230  -1.690  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.808   1.770  -0.429  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.352   0.295   0.320  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.304   1.377   1.242  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.914   3.511  -0.373  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.588   3.219  -3.142  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.650   4.692  -2.170  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.145   4.016  -2.839  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.435   1.517  -2.440  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.945   0.790   0.163  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    6    4   24   25                                             
CONECT    6    7    5   26   27                                             
CONECT    7   13    6    8                                                  
CONECT    8   10    7    9                                                  
CONECT    9    8   28   29   30                                             
CONECT   10    8   11   31                                                  
CONECT   11   12   10   19                                                  
CONECT   12   15   11   13                                                  
CONECT   13    7   14   12                                                  
CONECT   14   13   32   33   34                                             
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   18   19   15   35                                             
CONECT   18   17   36   37   38                                             
CONECT   19   20   11   17   39                                             
CONECT   20   19   40                                                       
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    5                                                            
CONECT   25    5                                                            
CONECT   26    6                                                            
CONECT   27    6                                                            
CONECT   28    9                                                            
CONECT   29    9                                                            
CONECT   30    9                                                            
CONECT   31   10                                                            
CONECT   32   14                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
CONECT   39   19                                                            
CONECT   40   20                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   82    0
END

RDKit          3D

40 41  0  0  0  0  0  0  0  0999 V2000
    4.3018   -5.1979   -0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912   -4.4354   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0412   -4.9508   -1.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350   -3.0977   -0.7545 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2529   -2.2503   -1.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2567   -2.0423   -0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1205   -1.1109   -0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0878   -1.6596   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2754   -3.1465   -1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1581   -0.8178   -1.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    0.5498   -1.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8486    1.0828   -0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2536    0.2965   -0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940    0.9663    0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0204    2.5392   -0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1828    3.3178   -0.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3717    2.9321   -1.1291 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1791    3.7591   -2.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714    1.5888   -1.4095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1810    1.4299   -0.5314 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300   -4.9573    0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1020   -6.2706   -0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1495   -4.9567   -1.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7741   -2.6570   -2.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -1.2962   -1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -1.6718    0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8643   -3.0074    0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2099   -3.3705   -1.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3160   -3.6465   -0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643   -3.5671   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0862   -1.2297   -1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8076    1.7704   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3517    0.2954    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3036    1.3770    1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9145    3.5112   -0.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5881    3.2194   -3.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    4.6918   -2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    4.0160   -2.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4348    1.5171   -2.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9449    0.7904    0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 12  1  0
 13  7  2  0
 15 16  2  0
 12 11  2  0
 13 14  1  0
  7  6  1  0
  8 10  2  0
  6  5  1  0
 10 11  1  0
  5  4  1  0
  7  8  1  0
  8  9  1  0
 12 13  1  0
 17 18  1  0
 19 20  1  0
 11 19  1  0
  4  2  1  0
 19 17  1  0
  2  1  1  0
 17 15  1  0
  2  3  2  0
 20 40  1  0
 10 31  1  0
 19 39  1  6
 17 35  1  1
 14 32  1  0
 14 33  1  0
 14 34  1  0
  6 26  1  0
  6 27  1  0
  5 24  1  0
  5 25  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END

View in JSmol

Synonyms

Value	Source
2-[(1S,2S)-1-Hydroxy-2,4,6-trimethyl-3-oxo-2,3-dihydro-1H-inden-5-yl]ethyl acetic acid	Generator

Chemical Formula

C₁₆H₂₀O₄

Average Mass

276.3320 Da

Monoisotopic Mass

276.13616 Da

IUPAC Name

2-[(1S,2S)-1-hydroxy-2,4,6-trimethyl-3-oxo-2,3-dihydro-1H-inden-5-yl]ethyl acetate

Traditional Name

2-[(1S,2S)-1-hydroxy-2,4,6-trimethyl-3-oxo-1,2-dihydroinden-5-yl]ethyl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C2=C(C(=O)[C@@]1([H])C([H])([H])[H])C(=C(C(=C2[H])C([H])([H])[H])C([H])([H])C([H])([H])OC(=O)C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C16H20O4/c1-8-7-13-14(16(19)10(3)15(13)18)9(2)12(8)5-6-20-11(4)17/h7,10,15,18H,5-6H2,1-4H3/t10-,15-/m0/s1

InChI Key

KBPAOKSMUDDOIN-BONVTDFDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Pteris multifida Poir	JEOL database	Shu, J., et al, Phytochem. Lett. 5, 276 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indanones. Indanones are compounds containing an indane ring bearing a ketone group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Indanone
Aryl alkyl ketone
Aryl ketone
Secondary alcohol
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	2.12	ALOGPS
logP	2.29	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	13.86	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	76.47 m³·mol⁻¹	ChemAxon
Polarizability	30.34 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

19985903

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21122778

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shu, J., et al. (2012). Shu, J., et al, Phytochem. Lett. 5, 276 (2012). Phytochem..

Showing NP-Card for 2S,3S-acetylpterosin C (NP0041632)

MOL for NP0041632 (2S,3S-acetylpterosin C)

3D MOL for NP0041632 (2S,3S-acetylpterosin C)

3D SDF for NP0041632 (2S,3S-acetylpterosin C)

3D-SDF for NP0041632 (2S,3S-acetylpterosin C)

PDB for NP0041632 (2S,3S-acetylpterosin C)

3D PDB for NP0041632 (2S,3S-acetylpterosin C)

SMILES for NP0041632 (2S,3S-acetylpterosin C)

INCHI for NP0041632 (2S,3S-acetylpterosin C)

Structure for NP0041632 (2S,3S-acetylpterosin C)

3D Structure for NP0041632 (2S,3S-acetylpterosin C)