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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:23 UTC

Update Date

2022-03-07 02:52:43 UTC

HMDB ID

HMDB0030846

Secondary Accession Numbers

HMDB30846

Metabolite Identification

Common Name

Archangelin

Description

Archangelin, also known as iselin, belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Based on a literature review very few articles have been published on Archangelin.

Structure

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

HMDB0030846
     RDKit          3D
Archangelin
 47 50  0  0  0  0  0  0  0  0999 V2000
   -0.8500   -0.9739    1.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7186   -0.5149    0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874   -0.1500   -0.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2418   -0.1748   -1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0340   -0.6079   -0.1324 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3872   -0.7270   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9981   -1.9070   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5336   -3.1306   -0.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6242   -3.9344   -1.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7034   -3.2540   -0.8968 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3695   -2.0479   -0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1882   -0.9877   -0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5496    0.1756    0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2597    1.2154    0.6870 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7142    2.3423    1.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4218    3.3300    1.4319 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3507    2.5376    1.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405    1.5019    0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1734    0.3200    0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1982    0.3015   -1.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9984    1.3905   -1.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7946    0.8330   -0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7386    1.8354    1.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2660    0.6366   -0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2246   -0.4538    0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919   -0.1855    1.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3376   -1.9395    1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5344   -1.2212    2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4269   -0.8545   -2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5698    0.8333   -1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855   -3.3629   -1.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663   -4.9743   -1.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2591   -1.0728   -0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8813    3.4623    1.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4590    1.5563    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7184    0.7323   -2.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8963   -0.4996   -2.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2554    2.1066   -0.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6223    1.9654   -1.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6851    1.9563    1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3177    1.3682    1.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2073    2.7879    0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4832   -0.4512   -0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9339    1.2261    0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4347    0.9534   -1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4467   -0.6499    1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6965   -1.2926   -0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  3 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25  2  1  0
 19  6  1  0
 11  7  1  0
 19 13  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  4 30  1  0
  8 31  1  0
  9 32  1  0
 12 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
 25 47  1  0
M  END


  Mrv0541 05061305332D          

 25 28  0  0  0  0            999 V2000
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    6.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    6.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4130    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    0.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 13  1  1  0  0  0  0
 13 11  1  0  0  0  0
 14  6  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  2  0  0  0  0
 15  4  1  0  0  0  0
 16  7  1  0  0  0  0
 17 10  2  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 18 15  2  0  0  0  0
 19  5  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  2  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 21  8  1  0  0  0  0
 21 11  1  0  0  0  0
 22 19  2  0  0  0  0
 23  9  1  0  0  0  0
 23 17  1  0  0  0  0
 24 12  1  0  0  0  0
 24 20  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030846

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(COC2=C3C=COC3=CC3=C2C=CC(=O)O3)CCC(C)(C)C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O4/c1-13-11-21(2,3)8-6-14(13)12-24-20-15-4-5-19(22)25-18(15)10-17-16(20)7-9-23-17/h4-5,7,9-10H,6,8,11-12H2,1-3H3

> <INCHI_KEY>
NETRCGJRLNZPCW-UHFFFAOYSA-N

> <FORMULA>
C21H22O4

> <MOLECULAR_WEIGHT>
338.397

> <EXACT_MASS>
338.151809192

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
37.32419478694911

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2,4,4-trimethylcyclohex-1-en-1-yl)methoxy]-7H-furo[3,2-g]chromen-7-one

> <ALOGPS_LOGP>
4.75

> <JCHEM_LOGP>
4.4018967553333335

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8259415273116204

> <JCHEM_POLAR_SURFACE_AREA>
48.67

> <JCHEM_REFRACTIVITY>
96.6766

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2,4,4-trimethylcyclohex-1-en-1-yl)methoxy]furo[3,2-g]chromen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030846
     RDKit          3D
Archangelin
 47 50  0  0  0  0  0  0  0  0999 V2000
   -0.8500   -0.9739    1.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7186   -0.5149    0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874   -0.1500   -0.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2418   -0.1748   -1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0340   -0.6079   -0.1324 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3872   -0.7270   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9981   -1.9070   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5336   -3.1306   -0.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6242   -3.9344   -1.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7034   -3.2540   -0.8968 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3695   -2.0479   -0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1882   -0.9877   -0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5496    0.1756    0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2597    1.2154    0.6870 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7142    2.3423    1.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4218    3.3300    1.4319 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3507    2.5376    1.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405    1.5019    0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1734    0.3200    0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1982    0.3015   -1.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9984    1.3905   -1.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7946    0.8330   -0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7386    1.8354    1.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2660    0.6366   -0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2246   -0.4538    0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919   -0.1855    1.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3376   -1.9395    1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5344   -1.2212    2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4269   -0.8545   -2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5698    0.8333   -1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855   -3.3629   -1.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663   -4.9743   -1.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2591   -1.0728   -0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8813    3.4623    1.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4590    1.5563    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7184    0.7323   -2.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8963   -0.4996   -2.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2554    2.1066   -0.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6223    1.9654   -1.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6851    1.9563    1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3177    1.3682    1.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2073    2.7879    0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4832   -0.4512   -0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9339    1.2261    0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4347    0.9534   -1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4467   -0.6499    1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6965   -1.2926   -0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  3 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25  2  1  0
 19  6  1  0
 11  7  1  0
 19 13  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  4 30  1  0
  8 31  1  0
  9 32  1  0
 12 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
 25 47  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       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.991  12.730   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.011  12.730   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.466   4.326   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.371   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.466   1.834   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   21                                                            
CONECT    3   21                                                            
CONECT    4    5   15                                                       
CONECT    5    4   19                                                       
CONECT    6    8   14                                                       
CONECT    7    9   16                                                       
CONECT    8    6   21                                                       
CONECT    9    7   23                                                       
CONECT   10   17   18                                                       
CONECT   11   13   21                                                       
CONECT   12   14   24                                                       
CONECT   13    1   11   14                                                  
CONECT   14    6   12   13                                                  
CONECT   15    4   18   20                                                  
CONECT   16    7   17   20                                                  
CONECT   17   10   16   23                                                  
CONECT   18   10   15   25                                                  
CONECT   19    5   22   25                                                  
CONECT   20   15   16   24                                                  
CONECT   21    2    3    8   11                                             
CONECT   22   19                                                            
CONECT   23    9   17                                                       
CONECT   24   12   20                                                       
CONECT   25   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0030846
HETATM    1  C1  UNL     1      -0.850  -0.974   1.352  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.719  -0.515   0.256  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.187  -0.150  -0.905  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.242  -0.175  -1.173  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.034  -0.608  -0.132  1.00  0.00           O  
HETATM    6  C5  UNL     1       2.387  -0.727  -0.115  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.998  -1.907  -0.501  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.534  -3.131  -0.948  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.624  -3.934  -1.181  1.00  0.00           C  
HETATM   10  O2  UNL     1       4.703  -3.254  -0.897  1.00  0.00           O  
HETATM   11  C9  UNL     1       4.369  -2.048  -0.490  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.188  -0.988  -0.085  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.550   0.176   0.293  1.00  0.00           C  
HETATM   14  O3  UNL     1       5.260   1.215   0.687  1.00  0.00           O  
HETATM   15  C12 UNL     1       4.714   2.342   1.057  1.00  0.00           C  
HETATM   16  O4  UNL     1       5.422   3.330   1.432  1.00  0.00           O  
HETATM   17  C13 UNL     1       3.351   2.538   1.066  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.541   1.502   0.669  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.173   0.320   0.284  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.198   0.302  -1.941  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.998   1.390  -1.214  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.795   0.833  -0.082  1.00  0.00           C  
HETATM   23  C19 UNL     1      -3.739   1.835   1.074  1.00  0.00           C  
HETATM   24  C20 UNL     1      -5.266   0.637  -0.468  1.00  0.00           C  
HETATM   25  C21 UNL     1      -3.225  -0.454   0.434  1.00  0.00           C  
HETATM   26  H1  UNL     1      -0.192  -0.185   1.781  1.00  0.00           H  
HETATM   27  H2  UNL     1      -0.338  -1.939   1.167  1.00  0.00           H  
HETATM   28  H3  UNL     1      -1.534  -1.221   2.223  1.00  0.00           H  
HETATM   29  H4  UNL     1       0.427  -0.855  -2.058  1.00  0.00           H  
HETATM   30  H5  UNL     1       0.570   0.833  -1.561  1.00  0.00           H  
HETATM   31  H6  UNL     1       1.486  -3.363  -1.074  1.00  0.00           H  
HETATM   32  H7  UNL     1       3.566  -4.974  -1.546  1.00  0.00           H  
HETATM   33  H8  UNL     1       6.259  -1.073  -0.068  1.00  0.00           H  
HETATM   34  H9  UNL     1       2.881   3.462   1.368  1.00  0.00           H  
HETATM   35  H10 UNL     1       1.459   1.556   0.641  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.718   0.732  -2.819  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.896  -0.500  -2.190  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.255   2.107  -0.807  1.00  0.00           H  
HETATM   39  H14 UNL     1      -3.622   1.965  -1.927  1.00  0.00           H  
HETATM   40  H15 UNL     1      -2.685   1.956   1.359  1.00  0.00           H  
HETATM   41  H16 UNL     1      -4.318   1.368   1.896  1.00  0.00           H  
HETATM   42  H17 UNL     1      -4.207   2.788   0.743  1.00  0.00           H  
HETATM   43  H18 UNL     1      -5.483  -0.451  -0.438  1.00  0.00           H  
HETATM   44  H19 UNL     1      -5.934   1.226   0.185  1.00  0.00           H  
HETATM   45  H20 UNL     1      -5.435   0.953  -1.518  1.00  0.00           H  
HETATM   46  H21 UNL     1      -3.447  -0.650   1.486  1.00  0.00           H  
HETATM   47  H22 UNL     1      -3.697  -1.293  -0.152  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    3   25
CONECT    3    4   20
CONECT    4    5   29   30
CONECT    5    6
CONECT    6    7    7   19
CONECT    7    8   11
CONECT    8    9    9   31
CONECT    9   10   32
CONECT   10   11
CONECT   11   12   12
CONECT   12   13   33
CONECT   13   14   19   19
CONECT   14   15
CONECT   15   16   16   17
CONECT   17   18   18   34
CONECT   18   19   35
CONECT   20   21   36   37
CONECT   21   22   38   39
CONECT   22   23   24   25
CONECT   23   40   41   42
CONECT   24   43   44   45
CONECT   25   46   47
END

HMDB0030846
     RDKit          3D
Archangelin
 47 50  0  0  0  0  0  0  0  0999 V2000
   -0.8500   -0.9739    1.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7186   -0.5149    0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874   -0.1500   -0.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2418   -0.1748   -1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0340   -0.6079   -0.1324 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3872   -0.7270   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9981   -1.9070   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5336   -3.1306   -0.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6242   -3.9344   -1.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7034   -3.2540   -0.8968 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3695   -2.0479   -0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1882   -0.9877   -0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5496    0.1756    0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2597    1.2154    0.6870 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7142    2.3423    1.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4218    3.3300    1.4319 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3507    2.5376    1.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405    1.5019    0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1734    0.3200    0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1982    0.3015   -1.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9984    1.3905   -1.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7946    0.8330   -0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7386    1.8354    1.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2660    0.6366   -0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2246   -0.4538    0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919   -0.1855    1.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3376   -1.9395    1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5344   -1.2212    2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4269   -0.8545   -2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5698    0.8333   -1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855   -3.3629   -1.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663   -4.9743   -1.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2591   -1.0728   -0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8813    3.4623    1.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4590    1.5563    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7184    0.7323   -2.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8963   -0.4996   -2.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2554    2.1066   -0.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6223    1.9654   -1.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6851    1.9563    1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3177    1.3682    1.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2073    2.7879    0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4832   -0.4512   -0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9339    1.2261    0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4347    0.9534   -1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4467   -0.6499    1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6965   -1.2926   -0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  3 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25  2  1  0
 19  6  1  0
 11  7  1  0
 19 13  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  4 30  1  0
  8 31  1  0
  9 32  1  0
 12 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
 25 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-[(2,4,4-Trimethyl-1-cyclohexen-1-yl)methoxy]-7H-furo[3,2-g][1]benzopyran-7-one, 9ci	HMDB
Iselin	HMDB

Chemical Formula

C₂₁H₂₂O₄

Average Molecular Weight

338.397

Monoisotopic Molecular Weight

338.151809192

IUPAC Name

4-[(2,4,4-trimethylcyclohex-1-en-1-yl)methoxy]-7H-furo[3,2-g]chromen-7-one

Traditional Name

4-[(2,4,4-trimethylcyclohex-1-en-1-yl)methoxy]furo[3,2-g]chromen-7-one

CAS Registry Number

21174-75-4

SMILES

CC1=C(COC2=C3C=COC3=CC3=C2C=CC(=O)O3)CCC(C)(C)C1

InChI Identifier

InChI=1S/C21H22O4/c1-13-11-21(2,3)8-6-14(13)12-24-20-15-4-5-19(22)25-18(15)10-17-16(20)7-9-23-17/h4-5,7,9-10H,6,8,11-12H2,1-3H3

InChI Key

NETRCGJRLNZPCW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

Psoralen
Benzopyran
1-benzopyran
Benzofuran
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Furan
Lactone
Ether
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	132 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.035 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	4.75	ALOGPS
logP	4.4	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48.67 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	96.68 m³·mol⁻¹	ChemAxon
Polarizability	37.32 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	179.205	31661259
DarkChem	[M-H]-	176.897	31661259
DeepCCS	[M+H]+	185.826	30932474
DeepCCS	[M-H]-	183.468	30932474
DeepCCS	[M-2H]-	217.483	30932474
DeepCCS	[M+Na]+	192.711	30932474
AllCCS	[M+H]+	181.7	32859911
AllCCS	[M+H-H2O]+	178.6	32859911
AllCCS	[M+NH4]+	184.6	32859911
AllCCS	[M+Na]+	185.4	32859911
AllCCS	[M-H]-	187.3	32859911
AllCCS	[M+Na-2H]-	186.5	32859911
AllCCS	[M+HCOO]-	185.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Archangelin	CC1=C(COC2=C3C=COC3=CC3=C2C=CC(=O)O3)CCC(C)(C)C1	3408.5	Standard polar	33892256
Archangelin	CC1=C(COC2=C3C=COC3=CC3=C2C=CC(=O)O3)CCC(C)(C)C1	2913.2	Standard non polar	33892256
Archangelin	CC1=C(COC2=C3C=COC3=CC3=C2C=CC(=O)O3)CCC(C)(C)C1	3088.7	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 - Archangelin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ec-9887000000-375fbbff4f7c9638c74d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Archangelin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Archangelin 10V, Positive-QTOF	splash10-000i-1119000000-4c013964f4a45fbb63cc	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Archangelin 20V, Positive-QTOF	splash10-000i-9568000000-851b1b99c20aaf35707f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Archangelin 40V, Positive-QTOF	splash10-00m0-9200000000-9acdb80b4fb0e7753e4a	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Archangelin 10V, Negative-QTOF	splash10-000i-0039000000-41eeae4cc15ee9934458	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Archangelin 20V, Negative-QTOF	splash10-0f79-0297000000-5f78a926a8f138977596	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Archangelin 40V, Negative-QTOF	splash10-0a4i-0930000000-ecab9ec8a5a8ac3d56ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Archangelin 10V, Positive-QTOF	splash10-000i-0269000000-00b55ed5305a40ba3857	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Archangelin 20V, Positive-QTOF	splash10-0f8i-9583000000-dda6779fa1e39e02ca63	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Archangelin 40V, Positive-QTOF	splash10-066v-9740000000-e8b50bf9c5aa580b9bc3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Archangelin 10V, Negative-QTOF	splash10-0f79-0059000000-c3029d4a0215cfb82989	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Archangelin 20V, Negative-QTOF	splash10-000i-0549000000-159827294901f956f9ed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Archangelin 40V, Negative-QTOF	splash10-0pbi-1930000000-983e940b33b01c713199	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB002805

KNApSAcK ID

C00054289

Chemspider ID

154271

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

177156

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1823141

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Archangelin (HMDB0030846)

MOL for HMDB0030846 (Archangelin)

3D MOL for HMDB0030846 (Archangelin)

3D SDF for HMDB0030846 (Archangelin)

3D-SDF for HMDB0030846 (Archangelin)

PDB for HMDB0030846 (Archangelin)

3D PDB for HMDB0030846 (Archangelin)

SMILES for HMDB0030846 (Archangelin)

INCHI for HMDB0030846 (Archangelin)

Structure for HMDB0030846 (Archangelin)

3D Structure for HMDB0030846 (Archangelin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra