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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:32:05 UTC

Update Date

2022-03-07 02:53:51 UTC

HMDB ID

HMDB0033773

Secondary Accession Numbers

HMDB33773

Metabolite Identification

Common Name

Physalin A

Description

Physalin A belongs to the class of organic compounds known as physalins and derivatives. These are steroidal constituents of Physalis plants which possess an unusual 13,14-seco-16,24-cyclo-steroidal ring skeleton (where the bond that is normally present between the 13 and 14 positions in other steroids is broken while a new bond between positions 16 and 24 is formed). Based on a literature review a significant number of articles have been published on Physalin A.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061307212D          

 38 44  0  0  0  0            999 V2000
   -0.1777    0.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556    0.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2105   -1.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1707   -2.4802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0662   -0.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5071    0.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8204   -1.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6129   -1.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0071   -2.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1430    0.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4469   -0.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0800    0.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7021   -0.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6514   -1.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3381    0.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0154   -1.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1254   -1.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0923   -0.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5465   -0.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3687   -1.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7903   -0.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8040   -3.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7399   -0.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5969   -1.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790    0.9440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7696   -2.2702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8333   -1.8197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5492   -0.0680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1514   -3.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5597   -3.0554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0389    0.3374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9986   -2.8591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3909   -1.0087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  0  0  0  0
 12  1  2  0  0  0  0
 13  6  1  0  0  0  0
 13 10  2  0  0  0  0
 14  8  1  0  0  0  0
 15 10  1  0  0  0  0
 16  7  1  0  0  0  0
 17 11  1  0  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 12  1  0  0  0  0
 23  2  1  0  0  0  0
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 24  3  1  0  0  0  0
 24 13  1  0  0  0  0
 24 14  1  0  0  0  0
 24 16  1  0  0  0  0
 25  4  1  0  0  0  0
 25 17  1  0  0  0  0
 26  9  1  0  0  0  0
 26 22  1  0  0  0  0
 27 18  1  0  0  0  0
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 29 15  1  0  0  0  0
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 32 21  2  0  0  0  0
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 34 26  1  0  0  0  0
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 36 17  1  0  0  0  0
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 37 22  1  0  0  0  0
 37 25  1  0  0  0  0
 38 27  1  0  0  0  0
 38 28  1  0  0  0  0
M  END

HMDB0033773
     RDKit          3D
Physalin A
 68 74  0  0  0  0  0  0  0  0999 V2000
   -4.8117    0.4126    2.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4256    0.2946    1.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8768    1.2412    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6158    2.2096    0.4894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4645    1.0323   -1.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9057   -0.1810   -1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0874   -1.3009   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -0.7948    0.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6785   -1.9469    1.7200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1593   -0.2850    0.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0828   -1.3100    1.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -2.3690    1.5603 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0166   -0.5235    0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0563    0.6053    1.3282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398   -0.4659   -0.7652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6285    0.2743   -0.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1046    1.6697   -0.6617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4451    2.5260    0.3365 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3029    1.7929   -1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570    1.5797   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1235    0.2370   -0.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -0.8734    0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9827   -1.2060    1.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2097    0.3342   -1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3787   -0.4096   -2.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6452   -2.0511   -1.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
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 17 34  1  0
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 38 66  1  0
 38 67  1  0
 38 68  1  0
M  END


  Mrv0541 05061307212D          

 38 44  0  0  0  0            999 V2000
   -0.1777    0.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556    0.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2105   -1.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1707   -2.4802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0662   -0.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5071    0.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 28 19  1  0  0  0  0
 28 25  1  0  0  0  0
 28 26  1  0  0  0  0
 29 15  1  0  0  0  0
 30 16  2  0  0  0  0
 31 20  2  0  0  0  0
 32 21  2  0  0  0  0
 33 22  2  0  0  0  0
 34 26  1  0  0  0  0
 35 27  1  0  0  0  0
 36 17  1  0  0  0  0
 36 21  1  0  0  0  0
 37 22  1  0  0  0  0
 37 25  1  0  0  0  0
 38 27  1  0  0  0  0
 38 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033773

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12OC(=O)C3(O)CCC4C(C(O)C=C5CC=CC(=O)C45C)C4(O)OC13C(C4=O)C1(C)CC2OC(=O)C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C28H30O10/c1-12-21(32)36-17-11-23(12,2)19-20(31)27(35)18-14(24(3)13(10-15(18)29)6-5-7-16(24)30)8-9-26(34)22(33)37-25(17,4)28(19,26)38-27/h5,7,10,14-15,17-19,29,34-35H,1,6,8-9,11H2,2-4H3

> <INCHI_KEY>
VELDODQHYQSJOF-UHFFFAOYSA-N

> <FORMULA>
C28H30O10

> <MOLECULAR_WEIGHT>
526.5318

> <EXACT_MASS>
526.18389718

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
50.912446682788875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7,18-trihydroxy-1,14,21-trimethyl-25-methylidene-4,20,23-trioxaheptacyclo[20.3.1.1²,⁵.0³,¹⁸.0³,²¹.0⁶,¹⁵.0⁹,¹⁴]heptacosa-8,11-diene-13,19,24,27-tetrone

> <ALOGPS_LOGP>
0.98

> <JCHEM_LOGP>
1.8759108653333332

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.71916723703053

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.218031757629674

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0757577604135298

> <JCHEM_POLAR_SURFACE_AREA>
156.65999999999997

> <JCHEM_REFRACTIVITY>
128.39509999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7,18-trihydroxy-1,14,21-trimethyl-25-methylidene-4,20,23-trioxaheptacyclo[20.3.1.1²,⁵.0³,¹⁸.0³,²¹.0⁶,¹⁵.0⁹,¹⁴]heptacosa-8,11-diene-13,19,24,27-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033773
     RDKit          3D
Physalin A
 68 74  0  0  0  0  0  0  0  0999 V2000
   -4.8117    0.4126    2.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4256    0.2946    1.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8768    1.2412    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6158    2.2096    0.4894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4645    1.0323   -1.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9057   -0.1810   -1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0874   -1.3009   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -0.7948    0.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6785   -1.9469    1.7200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1593   -0.2850    0.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0828   -1.3100    1.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -2.3690    1.5603 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0166   -0.5235    0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0563    0.6053    1.3282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398   -0.4659   -0.7652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6285    0.2743   -0.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1046    1.6697   -0.6617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4451    2.5260    0.3365 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3029    1.7929   -1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570    1.5797   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1235    0.2370   -0.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -0.8734    0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9827   -1.2060    1.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4728   -2.4203    2.2328 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4562   -1.4301    1.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1379   -0.7586    0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5839   -1.0125    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2931    0.3071    0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6318    1.4475    0.7174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601    1.5479    0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6432    2.5877    0.9287 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5673    0.3470   -0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2097    0.3342   -1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9566    2.1555   -1.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3220    3.3517   -2.0154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2659    1.1082   -2.6471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4432   -0.0187   -1.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9533   -1.2217   -2.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4652   -0.2998    3.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689    1.2179    2.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3787   -0.4096   -2.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1808   -1.4458   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5696   -2.1887   -0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1178   -1.7150    2.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7685   -1.9341    2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4112   -2.9224    1.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0337    0.4951    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1018    0.3352    2.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7426    3.4230    0.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3673    1.0072   -2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3469    2.7567   -1.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2712    2.1978   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366    2.1530    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9827   -0.1144   -1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4881   -1.8626   -0.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8094   -0.4619    2.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6305   -3.0680    1.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9865   -2.2222    2.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9379   -1.7668    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8000   -1.4185   -0.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3587    0.2406    0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2040    2.3757    0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5808    1.0490   -2.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2198    0.7834   -1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2285   -0.6731   -1.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0615   -0.9178   -3.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7357   -1.5062   -3.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6452   -2.0511   -1.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 17 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
  8  2  1  0
 16 10  1  0
 32 21  1  0
 37  6  1  0
 22 13  1  0
 32 26  1  0
 37 16  1  0
  1 39  1  0
  1 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 14 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 27 59  1  0
 27 60  1  0
 28 61  1  0
 29 62  1  0
 33 63  1  0
 33 64  1  0
 33 65  1  0
 38 66  1  0
 38 67  1  0
 38 68  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.332   1.715   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.970   1.019   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.860  -3.105   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.319  -4.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.324  -0.960   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.280   0.172   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.865  -2.430   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.744  -3.504   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.613  -4.530   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.734   0.967   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.834  -1.612   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.149   0.186   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.777  -0.165   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.816  -1.973   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.231   0.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.362  -2.768   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.234  -2.925   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.772  -0.840   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.887  -1.072   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.422  -2.124   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.475  -0.731   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.367  -5.688   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.381  -0.404   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.318  -1.635   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.596  -3.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.053  -4.345   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.104  -0.747   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.981  -3.059   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.187   1.762   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       8.903  -4.238   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.289  -3.397   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -2.892  -0.127   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.016  -7.085   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       4.778  -5.703   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       3.806   0.630   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.222  -2.300   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       1.864  -5.337   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       2.596  -1.883   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5    6    7                                                       
CONECT    6    5   13                                                       
CONECT    7    5   16                                                       
CONECT    8    9   14                                                       
CONECT    9    8   26                                                       
CONECT   10   13   15                                                       
CONECT   11   17   23                                                       
CONECT   12    1   21   23                                                  
CONECT   13    6   10   24                                                  
CONECT   14    8   18   24                                                  
CONECT   15   10   18   29                                                  
CONECT   16    7   24   30                                                  
CONECT   17   11   25   36                                                  
CONECT   18   14   15   27                                                  
CONECT   19   20   23   28                                                  
CONECT   20   19   27   31                                                  
CONECT   21   12   32   36                                                  
CONECT   22   26   33   37                                                  
CONECT   23    2   11   12   19                                             
CONECT   24    3   13   14   16                                             
CONECT   25    4   17   28   37                                             
CONECT   26    9   22   28   34                                             
CONECT   27   18   20   35   38                                             
CONECT   28   19   25   26   38                                             
CONECT   29   15                                                            
CONECT   30   16                                                            
CONECT   31   20                                                            
CONECT   32   21                                                            
CONECT   33   22                                                            
CONECT   34   26                                                            
CONECT   35   27                                                            
CONECT   36   17   21                                                       
CONECT   37   22   25                                                       
CONECT   38   27   28                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   88    0
END

COMPND    HMDB0033773
HETATM    1  C1  UNL     1      -4.812   0.413   2.463  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.426   0.295   1.194  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.877   1.241   0.180  1.00  0.00           C  
HETATM    4  O1  UNL     1      -5.616   2.210   0.489  1.00  0.00           O  
HETATM    5  O2  UNL     1      -4.465   1.032  -1.115  1.00  0.00           O  
HETATM    6  C4  UNL     1      -3.906  -0.181  -1.576  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.087  -1.301  -0.575  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.521  -0.795   0.733  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.678  -1.947   1.720  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.159  -0.285   0.667  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.083  -1.310   1.043  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.166  -2.369   1.560  1.00  0.00           O  
HETATM   13  C10 UNL     1       0.017  -0.523   0.546  1.00  0.00           C  
HETATM   14  O4  UNL     1      -0.056   0.605   1.328  1.00  0.00           O  
HETATM   15  O5  UNL     1      -0.440  -0.466  -0.765  1.00  0.00           O  
HETATM   16  C11 UNL     1      -1.629   0.274  -0.577  1.00  0.00           C  
HETATM   17  C12 UNL     1      -1.105   1.670  -0.662  1.00  0.00           C  
HETATM   18  O6  UNL     1      -1.445   2.526   0.337  1.00  0.00           O  
HETATM   19  C13 UNL     1       0.303   1.793  -1.197  1.00  0.00           C  
HETATM   20  C14 UNL     1       1.457   1.580  -0.307  1.00  0.00           C  
HETATM   21  C15 UNL     1       2.124   0.237  -0.264  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.404  -0.873   0.470  1.00  0.00           C  
HETATM   23  C17 UNL     1       1.983  -1.206   1.817  1.00  0.00           C  
HETATM   24  O7  UNL     1       1.473  -2.420   2.233  1.00  0.00           O  
HETATM   25  C18 UNL     1       3.456  -1.430   1.552  1.00  0.00           C  
HETATM   26  C19 UNL     1       4.138  -0.759   0.706  1.00  0.00           C  
HETATM   27  C20 UNL     1       5.584  -1.013   0.481  1.00  0.00           C  
HETATM   28  C21 UNL     1       6.293   0.307   0.695  1.00  0.00           C  
HETATM   29  C22 UNL     1       5.632   1.447   0.717  1.00  0.00           C  
HETATM   30  C23 UNL     1       4.160   1.548   0.538  1.00  0.00           C  
HETATM   31  O8  UNL     1       3.643   2.588   0.929  1.00  0.00           O  
HETATM   32  C24 UNL     1       3.567   0.347  -0.092  1.00  0.00           C  
HETATM   33  C25 UNL     1       4.210   0.334  -1.505  1.00  0.00           C  
HETATM   34  C26 UNL     1      -1.957   2.156  -1.830  1.00  0.00           C  
HETATM   35  O9  UNL     1      -2.322   3.352  -2.015  1.00  0.00           O  
HETATM   36  O10 UNL     1      -2.266   1.108  -2.647  1.00  0.00           O  
HETATM   37  C27 UNL     1      -2.443  -0.019  -1.810  1.00  0.00           C  
HETATM   38  C28 UNL     1      -1.953  -1.222  -2.579  1.00  0.00           C  
HETATM   39  H1  UNL     1      -4.465  -0.300   3.197  1.00  0.00           H  
HETATM   40  H2  UNL     1      -5.469   1.218   2.756  1.00  0.00           H  
HETATM   41  H3  UNL     1      -4.379  -0.410  -2.543  1.00  0.00           H  
HETATM   42  H4  UNL     1      -5.181  -1.446  -0.420  1.00  0.00           H  
HETATM   43  H5  UNL     1      -3.570  -2.189  -0.947  1.00  0.00           H  
HETATM   44  H6  UNL     1      -3.118  -1.715   2.644  1.00  0.00           H  
HETATM   45  H7  UNL     1      -4.769  -1.934   2.018  1.00  0.00           H  
HETATM   46  H8  UNL     1      -3.411  -2.922   1.265  1.00  0.00           H  
HETATM   47  H9  UNL     1      -2.034   0.495   1.478  1.00  0.00           H  
HETATM   48  H10 UNL     1      -0.102   0.335   2.257  1.00  0.00           H  
HETATM   49  H11 UNL     1      -1.743   3.423   0.047  1.00  0.00           H  
HETATM   50  H12 UNL     1       0.367   1.007  -2.011  1.00  0.00           H  
HETATM   51  H13 UNL     1       0.347   2.757  -1.795  1.00  0.00           H  
HETATM   52  H14 UNL     1       2.271   2.198  -0.846  1.00  0.00           H  
HETATM   53  H15 UNL     1       1.437   2.153   0.639  1.00  0.00           H  
HETATM   54  H16 UNL     1       1.983  -0.114  -1.364  1.00  0.00           H  
HETATM   55  H17 UNL     1       1.488  -1.863  -0.089  1.00  0.00           H  
HETATM   56  H18 UNL     1       1.809  -0.462   2.584  1.00  0.00           H  
HETATM   57  H19 UNL     1       1.630  -3.068   1.499  1.00  0.00           H  
HETATM   58  H20 UNL     1       3.987  -2.222   2.120  1.00  0.00           H  
HETATM   59  H21 UNL     1       5.938  -1.767   1.222  1.00  0.00           H  
HETATM   60  H22 UNL     1       5.800  -1.419  -0.518  1.00  0.00           H  
HETATM   61  H23 UNL     1       7.359   0.241   0.825  1.00  0.00           H  
HETATM   62  H24 UNL     1       6.204   2.376   0.878  1.00  0.00           H  
HETATM   63  H25 UNL     1       3.581   1.049  -2.088  1.00  0.00           H  
HETATM   64  H26 UNL     1       5.220   0.783  -1.458  1.00  0.00           H  
HETATM   65  H27 UNL     1       4.228  -0.673  -1.920  1.00  0.00           H  
HETATM   66  H28 UNL     1      -1.062  -0.918  -3.201  1.00  0.00           H  
HETATM   67  H29 UNL     1      -2.736  -1.506  -3.299  1.00  0.00           H  
HETATM   68  H30 UNL     1      -1.645  -2.051  -1.933  1.00  0.00           H  
CONECT    1    2    2   39   40
CONECT    2    3    8
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   37   41
CONECT    7    8   42   43
CONECT    8    9   10
CONECT    9   44   45   46
CONECT   10   11   16   47
CONECT   11   12   12   13
CONECT   13   14   15   22
CONECT   14   48
CONECT   15   16
CONECT   16   17   37
CONECT   17   18   19   34
CONECT   18   49
CONECT   19   20   50   51
CONECT   20   21   52   53
CONECT   21   22   32   54
CONECT   22   23   55
CONECT   23   24   25   56
CONECT   24   57
CONECT   25   26   26   58
CONECT   26   27   32
CONECT   27   28   59   60
CONECT   28   29   29   61
CONECT   29   30   62
CONECT   30   31   31   32
CONECT   32   33
CONECT   33   63   64   65
CONECT   34   35   35   36
CONECT   36   37
CONECT   37   38
CONECT   38   66   67   68
END

HMDB0033773
     RDKit          3D
Physalin A
 68 74  0  0  0  0  0  0  0  0999 V2000
   -4.8117    0.4126    2.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4256    0.2946    1.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8768    1.2412    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6158    2.2096    0.4894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4645    1.0323   -1.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9057   -0.1810   -1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0874   -1.3009   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -0.7948    0.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6785   -1.9469    1.7200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1593   -0.2850    0.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0828   -1.3100    1.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -2.3690    1.5603 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0166   -0.5235    0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0563    0.6053    1.3282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398   -0.4659   -0.7652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6285    0.2743   -0.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1046    1.6697   -0.6617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4451    2.5260    0.3365 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3029    1.7929   -1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570    1.5797   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1235    0.2370   -0.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -0.8734    0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9827   -1.2060    1.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4728   -2.4203    2.2328 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4562   -1.4301    1.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1379   -0.7586    0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5839   -1.0125    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2931    0.3071    0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6318    1.4475    0.7174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601    1.5479    0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6432    2.5877    0.9287 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5673    0.3470   -0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2097    0.3342   -1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9566    2.1555   -1.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3220    3.3517   -2.0154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2659    1.1082   -2.6471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4432   -0.0187   -1.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9533   -1.2217   -2.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4652   -0.2998    3.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689    1.2179    2.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3787   -0.4096   -2.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1808   -1.4458   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5696   -2.1887   -0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1178   -1.7150    2.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7685   -1.9341    2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4112   -2.9224    1.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0337    0.4951    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1018    0.3352    2.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7426    3.4230    0.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3673    1.0072   -2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3469    2.7567   -1.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2712    2.1978   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366    2.1530    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9827   -0.1144   -1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4881   -1.8626   -0.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8094   -0.4619    2.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6305   -3.0680    1.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9865   -2.2222    2.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9379   -1.7668    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8000   -1.4185   -0.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3587    0.2406    0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2040    2.3757    0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5808    1.0490   -2.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2198    0.7834   -1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2285   -0.6731   -1.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0615   -0.9178   -3.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7357   -1.5062   -3.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6452   -2.0511   -1.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 17 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
  8  2  1  0
 16 10  1  0
 32 21  1  0
 37  6  1  0
 22 13  1  0
 32 26  1  0
 37 16  1  0
  1 39  1  0
  1 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 14 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 27 59  1  0
 27 60  1  0
 28 61  1  0
 29 62  1  0
 33 63  1  0
 33 64  1  0
 33 65  1  0
 38 66  1  0
 38 67  1  0
 38 68  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Physalin a	MeSH

Chemical Formula

C₂₈H₃₀O₁₀

Average Molecular Weight

526.5318

Monoisotopic Molecular Weight

526.18389718

IUPAC Name

5,7,18-trihydroxy-1,14,21-trimethyl-25-methylidene-4,20,23-trioxaheptacyclo[20.3.1.1²,⁵.0³,¹⁸.0³,²¹.0⁶,¹⁵.0⁹,¹⁴]heptacosa-8,11-diene-13,19,24,27-tetrone

Traditional Name

5,7,18-trihydroxy-1,14,21-trimethyl-25-methylidene-4,20,23-trioxaheptacyclo[20.3.1.1²,⁵.0³,¹⁸.0³,²¹.0⁶,¹⁵.0⁹,¹⁴]heptacosa-8,11-diene-13,19,24,27-tetrone

CAS Registry Number

23027-91-0

SMILES

CC12OC(=O)C3(O)CCC4C(C(O)C=C5CC=CC(=O)C45C)C4(O)OC13C(C4=O)C1(C)CC2OC(=O)C1=C

InChI Identifier

InChI=1S/C28H30O10/c1-12-21(32)36-17-11-23(12,2)19-20(31)27(35)18-14(24(3)13(10-15(18)29)6-5-7-16(24)30)8-9-26(34)22(33)37-25(17,4)28(19,26)38-27/h5,7,10,14-15,17-19,29,34-35H,1,6,8-9,11H2,2-4H3

InChI Key

VELDODQHYQSJOF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as physalins and derivatives. These are steroidal constituents of Physalis plants which possess an unusual 13,14-seco-16,24-cyclo-steroidal ring skeleton (where the bond that is normally present between the 13 and 14 positions in other steroids is broken while a new bond between positions 16 and 24 is formed).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Physalins and derivatives

Direct Parent

Physalins and derivatives

Alternative Parents

Substituents

Physalin skeleton
Delta valerolactone
Cyclohexenone
Delta_valerolactone
Dicarboxylic acid or derivatives
3-furanone
Gamma butyrolactone
Oxane
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Tetrahydrofuran
Lactone
Ketone
Hemiacetal
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Polyol
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0033773)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0033773)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033773)

Source

Endogenous

Endogenous (HMDB: HMDB0033773)

Plant

Plant (HMDB: HMDB0033773)

Animal

Animal (HMDB: HMDB0033773)

Exogenous

Food

Food (HMDB: HMDB0033773)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0033773)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0033773)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0033773)

Lipid metabolism pathway (HMDB: HMDB0033773)

Cellular process

Cell signaling (HMDB: HMDB0033773)

Biochemical process

Lipid transport (HMDB: HMDB0033773)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0033773)

Molecular messenger

Signaling molecule (HMDB: HMDB0033773)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033773)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	266 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.83 g/L	ALOGPS
logP	0.98	ALOGPS
logP	1.88	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	8.22	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	156.66 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	128.4 m³·mol⁻¹	ChemAxon
Polarizability	50.91 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	217.621	31661259
DarkChem	[M-H]-	207.487	31661259
DeepCCS	[M-2H]-	251.258	30932474
DeepCCS	[M+Na]+	227.226	30932474
AllCCS	[M+H]+	217.1	32859911
AllCCS	[M+H-H2O]+	215.5	32859911
AllCCS	[M+NH4]+	218.6	32859911
AllCCS	[M+Na]+	219.0	32859911
AllCCS	[M-H]-	220.4	32859911
AllCCS	[M+Na-2H]-	221.6	32859911
AllCCS	[M+HCOO]-	223.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.98 minutes	32390414
Predicted by Siyang on May 30, 2022	12.8705 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.44 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	57.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2556.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	180.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	163.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	153.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	81.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	538.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	594.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	184.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	945.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	385.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1407.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	358.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	338.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	309.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	146.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	86.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Physalin A	CC12OC(=O)C3(O)CCC4C(C(O)C=C5CC=CC(=O)C45C)C4(O)OC13C(C4=O)C1(C)CC2OC(=O)C1=C	4115.5	Standard polar	33892256
Physalin A	CC12OC(=O)C3(O)CCC4C(C(O)C=C5CC=CC(=O)C45C)C4(O)OC13C(C4=O)C1(C)CC2OC(=O)C1=C	3368.6	Standard non polar	33892256
Physalin A	CC12OC(=O)C3(O)CCC4C(C(O)C=C5CC=CC(=O)C45C)C4(O)OC13C(C4=O)C1(C)CC2OC(=O)C1=C	4338.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Physalin A,1TMS,isomer #1	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O)OC14C(O[Si](C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4131.5	Semi standard non polar	33892256
Physalin A,1TMS,isomer #1	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O)OC14C(O[Si](C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4131.5	Semi standard non polar	33892256
Physalin A,1TMS,isomer #2	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O)OC14C(O)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4084.8	Semi standard non polar	33892256
Physalin A,1TMS,isomer #2	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O)OC14C(O)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4084.8	Semi standard non polar	33892256
Physalin A,1TMS,isomer #3	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C)OC14C(O)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4102.6	Semi standard non polar	33892256
Physalin A,1TMS,isomer #3	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C)OC14C(O)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4102.6	Semi standard non polar	33892256
Physalin A,1TMS,isomer #4	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O)OC14C(O)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	3940.4	Semi standard non polar	33892256
Physalin A,1TMS,isomer #4	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O)OC14C(O)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	3940.4	Semi standard non polar	33892256
Physalin A,2TMS,isomer #1	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C)OC14C(O[Si](C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4105.1	Semi standard non polar	33892256
Physalin A,2TMS,isomer #1	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C)OC14C(O[Si](C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4105.1	Semi standard non polar	33892256
Physalin A,2TMS,isomer #2	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O)OC14C(O[Si](C)(C)C)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4074.4	Semi standard non polar	33892256
Physalin A,2TMS,isomer #2	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O)OC14C(O[Si](C)(C)C)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4074.4	Semi standard non polar	33892256
Physalin A,2TMS,isomer #3	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O)OC14C(O[Si](C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	3952.1	Semi standard non polar	33892256
Physalin A,2TMS,isomer #3	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O)OC14C(O[Si](C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	3952.1	Semi standard non polar	33892256
Physalin A,2TMS,isomer #4	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C)OC14C(O)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4050.8	Semi standard non polar	33892256
Physalin A,2TMS,isomer #4	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C)OC14C(O)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4050.8	Semi standard non polar	33892256
Physalin A,2TMS,isomer #5	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O)OC14C(O)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	3888.2	Semi standard non polar	33892256
Physalin A,2TMS,isomer #5	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O)OC14C(O)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	3888.2	Semi standard non polar	33892256
Physalin A,2TMS,isomer #6	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O[Si](C)(C)C)OC14C(O)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	3934.4	Semi standard non polar	33892256
Physalin A,2TMS,isomer #6	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O[Si](C)(C)C)OC14C(O)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	3934.4	Semi standard non polar	33892256
Physalin A,3TMS,isomer #1	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C)OC14C(O[Si](C)(C)C)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4037.6	Semi standard non polar	33892256
Physalin A,3TMS,isomer #1	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C)OC14C(O[Si](C)(C)C)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4037.6	Semi standard non polar	33892256
Physalin A,3TMS,isomer #2	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O[Si](C)(C)C)OC14C(O[Si](C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	3922.4	Semi standard non polar	33892256
Physalin A,3TMS,isomer #2	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O[Si](C)(C)C)OC14C(O[Si](C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	3922.4	Semi standard non polar	33892256
Physalin A,3TMS,isomer #3	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O)OC14C(O[Si](C)(C)C)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	3880.9	Semi standard non polar	33892256
Physalin A,3TMS,isomer #3	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O)OC14C(O[Si](C)(C)C)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	3880.9	Semi standard non polar	33892256
Physalin A,3TMS,isomer #4	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O[Si](C)(C)C)OC14C(O)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	3860.6	Semi standard non polar	33892256
Physalin A,3TMS,isomer #4	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O[Si](C)(C)C)OC14C(O)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	3860.6	Semi standard non polar	33892256
Physalin A,4TMS,isomer #1	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O[Si](C)(C)C)OC14C(O[Si](C)(C)C)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	3836.6	Semi standard non polar	33892256
Physalin A,4TMS,isomer #1	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C)C3(O[Si](C)(C)C)OC14C(O[Si](C)(C)C)(CCC1C3C(O[Si](C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	3886.3	Standard non polar	33892256
Physalin A,1TBDMS,isomer #1	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4373.9	Semi standard non polar	33892256
Physalin A,1TBDMS,isomer #1	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4373.9	Semi standard non polar	33892256
Physalin A,1TBDMS,isomer #2	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O)OC14C(O)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4317.6	Semi standard non polar	33892256
Physalin A,1TBDMS,isomer #2	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O)OC14C(O)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4317.6	Semi standard non polar	33892256
Physalin A,1TBDMS,isomer #3	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C(C)(C)C)OC14C(O)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4344.3	Semi standard non polar	33892256
Physalin A,1TBDMS,isomer #3	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C(C)(C)C)OC14C(O)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4344.3	Semi standard non polar	33892256
Physalin A,1TBDMS,isomer #4	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O)OC14C(O)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4156.6	Semi standard non polar	33892256
Physalin A,1TBDMS,isomer #4	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O)OC14C(O)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4156.6	Semi standard non polar	33892256
Physalin A,2TBDMS,isomer #1	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C(C)(C)C)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4600.0	Semi standard non polar	33892256
Physalin A,2TBDMS,isomer #1	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C(C)(C)C)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4600.0	Semi standard non polar	33892256
Physalin A,2TBDMS,isomer #2	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4568.8	Semi standard non polar	33892256
Physalin A,2TBDMS,isomer #2	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4568.8	Semi standard non polar	33892256
Physalin A,2TBDMS,isomer #3	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4394.1	Semi standard non polar	33892256
Physalin A,2TBDMS,isomer #3	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4394.1	Semi standard non polar	33892256
Physalin A,2TBDMS,isomer #4	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C(C)(C)C)OC14C(O)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4532.4	Semi standard non polar	33892256
Physalin A,2TBDMS,isomer #4	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C(C)(C)C)OC14C(O)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4532.4	Semi standard non polar	33892256
Physalin A,2TBDMS,isomer #5	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O)OC14C(O)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4334.5	Semi standard non polar	33892256
Physalin A,2TBDMS,isomer #5	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O)OC14C(O)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4334.5	Semi standard non polar	33892256
Physalin A,2TBDMS,isomer #6	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O[Si](C)(C)C(C)(C)C)OC14C(O)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4375.0	Semi standard non polar	33892256
Physalin A,2TBDMS,isomer #6	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O[Si](C)(C)C(C)(C)C)OC14C(O)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4375.0	Semi standard non polar	33892256
Physalin A,3TBDMS,isomer #1	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C(C)(C)C)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4757.7	Semi standard non polar	33892256
Physalin A,3TBDMS,isomer #1	C=C1C(=O)OC2CC1(C)C1C(=O)C3(O[Si](C)(C)C(C)(C)C)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4757.7	Semi standard non polar	33892256
Physalin A,3TBDMS,isomer #2	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O[Si](C)(C)C(C)(C)C)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4570.9	Semi standard non polar	33892256
Physalin A,3TBDMS,isomer #2	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O[Si](C)(C)C(C)(C)C)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O)C=C3CC=CC(=O)C31C)C(=O)OC24C	4570.9	Semi standard non polar	33892256
Physalin A,3TBDMS,isomer #3	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4551.5	Semi standard non polar	33892256
Physalin A,3TBDMS,isomer #3	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O)OC14C(O[Si](C)(C)C(C)(C)C)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4551.5	Semi standard non polar	33892256
Physalin A,3TBDMS,isomer #4	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O[Si](C)(C)C(C)(C)C)OC14C(O)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4523.4	Semi standard non polar	33892256
Physalin A,3TBDMS,isomer #4	C=C1C(=O)OC2CC1(C)C1=C(O[Si](C)(C)C(C)(C)C)C3(O[Si](C)(C)C(C)(C)C)OC14C(O)(CCC1C3C(O[Si](C)(C)C(C)(C)C)C=C3CC=CC(=O)C31C)C(=O)OC24C	4523.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Physalin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f7d-0921300000-de978ad7cbe8c965af7d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Physalin A GC-MS (2 TMS) - 70eV, Positive	splash10-0fba-3920015000-a7a5292a5a49c0aeab4a	2017-10-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physalin A 10V, Positive-QTOF	splash10-0a6r-0000590000-87ad74e75a34f87627f0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physalin A 20V, Positive-QTOF	splash10-0a4l-0000940000-496bf4f8687f25b38435	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physalin A 40V, Positive-QTOF	splash10-0k96-4101900000-3f30944e379e9cf528b8	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physalin A 10V, Negative-QTOF	splash10-004i-0000590000-df9a01f986dc3cdc2341	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physalin A 20V, Negative-QTOF	splash10-057i-0000790000-d9080fcece37eb91d511	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physalin A 40V, Negative-QTOF	splash10-0f79-0980610000-dab9a07f16515493d6d0	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physalin A 10V, Negative-QTOF	splash10-004i-0000090000-a09e301130798fa02997	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physalin A 20V, Negative-QTOF	splash10-004i-0000390000-6ccfe7d27d671bc567b5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physalin A 40V, Negative-QTOF	splash10-05bb-0800940000-10638870a8ed506c22cc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physalin A 10V, Positive-QTOF	splash10-004i-0000090000-fc1e38c3230a0dbdb830	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physalin A 20V, Positive-QTOF	splash10-0a6r-0100980000-602d3ccc2597c3d889e6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physalin A 40V, Positive-QTOF	splash10-002o-0900210000-c61513f69ecce941fbbf	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011926

KNApSAcK ID

C00040660

Chemspider ID

24710917

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12314218

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1838341

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Physalin A (HMDB0033773)

MOL for HMDB0033773 (Physalin A)

3D MOL for HMDB0033773 (Physalin A)

3D SDF for HMDB0033773 (Physalin A)

3D-SDF for HMDB0033773 (Physalin A)

PDB for HMDB0033773 (Physalin A)

3D PDB for HMDB0033773 (Physalin A)

SMILES for HMDB0033773 (Physalin A)

INCHI for HMDB0033773 (Physalin A)

Structure for HMDB0033773 (Physalin A)

3D Structure for HMDB0033773 (Physalin A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra