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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 05:28:34 UTC

Update Date

2021-09-23 05:28:34 UTC

HMDB ID

HMDB0301988

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Xanthoangelol H

Description

Xanthoangelol h belongs to hydroxycinnamic acids and derivatives class of compounds. Those are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated. Thus, xanthoangelol h is considered to be a flavonoid lipid molecule. Xanthoangelol h is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Xanthoangelol h can be found in angelica, which makes xanthoangelol h a potential biomarker for the consumption of this food product.

Structure

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

  Mrv0541 02241221242D          

 26 28  0  0  0  0            999 V2000
    0.4323   -2.0127    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  1  0  0  0  0
  3 25  1  0  0  0  0
  2 26  1  0  0  0  0
M  END

HMDB0301988
     RDKit          3D
Xanthoangelol H
 48 50  0  0  0  0  0  0  0  0999 V2000
   -3.5746   -3.9801    0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6823   -2.5731    0.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5597   -1.8146   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3680   -2.3898   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2558   -1.5798   -0.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2980   -0.2293   -0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573    0.7063   -0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4111    1.8350   -1.5316 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1742    0.5748   -0.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8002   -0.4191   -0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2516   -0.4998    0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7523   -1.6183    0.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0991   -1.7883    0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9556   -0.7967    0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3270   -0.8977    0.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4767    0.3201   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1006    0.4684   -0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5389    0.3292   -0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6426   -0.4411   -0.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9499    0.1544    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0073    1.5487   -0.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540    1.3995   -1.5846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8131    2.3802    0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    2.5860    1.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8842    3.7079   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504    1.7174   -0.1946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -4.3569    0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093   -4.2756   -0.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4827   -4.4205    0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2794   -3.4753   -0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6408   -2.0815   -1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8647    1.3770   -1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1783   -1.2207    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0937   -2.4164    0.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4395   -2.6703    1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6924   -1.7211    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1709    1.0941   -0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8143    1.3790   -0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0938    0.1680    1.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7780   -0.4184   -0.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9525    2.0465    0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3234    2.1037   -2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5903    3.3652    1.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0093    1.6779    2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8071    2.9582    2.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1203    4.4183   -0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8741    4.1850   -0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6713    3.5838   -1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  6 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 19  3  1  0
 17 11  1  0
 26 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
 25 47  1  0
 25 48  1  0
M  END

  Mrv0541 02241221242D          

 26 28  0  0  0  0            999 V2000
    0.4323   -2.0127    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  1  0  0  0  0
  3 25  1  0  0  0  0
  2 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301988

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2CC(O)C(C)(C)OC2=C(C=C1)C(=O)\C=C\C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O5/c1-21(2)19(24)12-16-18(25-3)11-9-15(20(16)26-21)17(23)10-6-13-4-7-14(22)8-5-13/h4-11,19,22,24H,12H2,1-3H3/b10-6+

> <INCHI_KEY>
BLZMHRPUJFCGIJ-UXBLZVDNSA-N

> <FORMULA>
C21H22O5

> <MOLECULAR_WEIGHT>
354.3964

> <EXACT_MASS>
354.146723814

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
38.83098412584659

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-(3-hydroxy-5-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-8-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one

> <ALOGPS_LOGP>
3.35

> <JCHEM_LOGP>
3.378122713333333

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.757377291403824

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.034965710409976

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3422591644933277

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
100.11340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.48e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
xanthoangelol H

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301988
     RDKit          3D
Xanthoangelol H
 48 50  0  0  0  0  0  0  0  0999 V2000
   -3.5746   -3.9801    0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6823   -2.5731    0.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5597   -1.8146   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3680   -2.3898   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2558   -1.5798   -0.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2980   -0.2293   -0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573    0.7063   -0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4111    1.8350   -1.5316 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1742    0.5748   -0.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8002   -0.4191   -0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2516   -0.4998    0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7523   -1.6183    0.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0991   -1.7883    0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9556   -0.7967    0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3270   -0.8977    0.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4767    0.3201   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1006    0.4684   -0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5389    0.3292   -0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6426   -0.4411   -0.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9499    0.1544    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0073    1.5487   -0.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540    1.3995   -1.5846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8131    2.3802    0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    2.5860    1.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8842    3.7079   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504    1.7174   -0.1946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -4.3569    0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093   -4.2756   -0.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4827   -4.4205    0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2794   -3.4753   -0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6408   -2.0815   -1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8647    1.3770   -1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1783   -1.2207    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0937   -2.4164    0.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4395   -2.6703    1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6924   -1.7211    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1709    1.0941   -0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8143    1.3790   -0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0938    0.1680    1.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7780   -0.4184   -0.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9525    2.0465    0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3234    2.1037   -2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5903    3.3652    1.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0093    1.6779    2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8071    2.9582    2.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1203    4.4183   -0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8741    4.1850   -0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6713    3.5838   -1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  6 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 19  3  1  0
 17 11  1  0
 26 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
 25 47  1  0
 25 48  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.807  -3.757   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.337  -7.700   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.183  -2.043   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11   26                                             
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10    2                                                       
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19                                                            
CONECT   23    6   24                                                       
CONECT   24   23                                                            
CONECT   25    3                                                            
CONECT   26    2                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0301988
HETATM    1  C1  UNL     1      -3.575  -3.980   0.091  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.682  -2.573   0.187  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.560  -1.815  -0.100  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.368  -2.390  -0.468  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.256  -1.580  -0.749  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.298  -0.229  -0.672  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.757   0.706  -0.982  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.411   1.835  -1.532  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.174   0.575  -0.764  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.800  -0.419  -0.187  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.252  -0.500   0.003  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.752  -1.618   0.630  1.00  0.00           C  
HETATM   13  C11 UNL     1       6.099  -1.788   0.856  1.00  0.00           C  
HETATM   14  C12 UNL     1       6.956  -0.797   0.433  1.00  0.00           C  
HETATM   15  O3  UNL     1       8.327  -0.898   0.625  1.00  0.00           O  
HETATM   16  C13 UNL     1       6.477   0.320  -0.192  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.101   0.468  -0.409  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.539   0.329  -0.291  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.643  -0.441  -0.012  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.950   0.154   0.390  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.007   1.549  -0.197  1.00  0.00           C  
HETATM   22  O4  UNL     1      -3.854   1.399  -1.585  1.00  0.00           O  
HETATM   23  C19 UNL     1      -2.813   2.380   0.262  1.00  0.00           C  
HETATM   24  C20 UNL     1      -2.809   2.586   1.751  1.00  0.00           C  
HETATM   25  C21 UNL     1      -2.884   3.708  -0.449  1.00  0.00           C  
HETATM   26  O5  UNL     1      -1.650   1.717  -0.195  1.00  0.00           O  
HETATM   27  H1  UNL     1      -2.721  -4.357   0.727  1.00  0.00           H  
HETATM   28  H2  UNL     1      -3.409  -4.276  -0.965  1.00  0.00           H  
HETATM   29  H3  UNL     1      -4.483  -4.421   0.536  1.00  0.00           H  
HETATM   30  H4  UNL     1      -1.279  -3.475  -0.545  1.00  0.00           H  
HETATM   31  H5  UNL     1       0.641  -2.081  -1.068  1.00  0.00           H  
HETATM   32  H6  UNL     1       2.865   1.377  -1.104  1.00  0.00           H  
HETATM   33  H7  UNL     1       2.178  -1.221   0.200  1.00  0.00           H  
HETATM   34  H8  UNL     1       4.094  -2.416   0.974  1.00  0.00           H  
HETATM   35  H9  UNL     1       6.440  -2.670   1.345  1.00  0.00           H  
HETATM   36  H10 UNL     1       8.692  -1.721   1.087  1.00  0.00           H  
HETATM   37  H11 UNL     1       7.171   1.094  -0.519  1.00  0.00           H  
HETATM   38  H12 UNL     1       4.814   1.379  -0.907  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.094   0.168   1.480  1.00  0.00           H  
HETATM   40  H14 UNL     1      -4.778  -0.418  -0.110  1.00  0.00           H  
HETATM   41  H15 UNL     1      -4.952   2.046   0.072  1.00  0.00           H  
HETATM   42  H16 UNL     1      -4.323   2.104  -2.091  1.00  0.00           H  
HETATM   43  H17 UNL     1      -3.590   3.365   1.977  1.00  0.00           H  
HETATM   44  H18 UNL     1      -3.009   1.678   2.320  1.00  0.00           H  
HETATM   45  H19 UNL     1      -1.807   2.958   2.039  1.00  0.00           H  
HETATM   46  H20 UNL     1      -2.120   4.418  -0.049  1.00  0.00           H  
HETATM   47  H21 UNL     1      -3.874   4.185  -0.313  1.00  0.00           H  
HETATM   48  H22 UNL     1      -2.671   3.584  -1.531  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   30
CONECT    5    6    6   31
CONECT    6    7   18
CONECT    7    8    8    9
CONECT    9   10   10   32
CONECT   10   11   33
CONECT   11   12   12   17
CONECT   12   13   34
CONECT   13   14   14   35
CONECT   14   15   16
CONECT   15   36
CONECT   16   17   17   37
CONECT   17   38
CONECT   18   19   19   26
CONECT   19   20
CONECT   20   21   39   40
CONECT   21   22   23   41
CONECT   22   42
CONECT   23   24   25   26
CONECT   24   43   44   45
CONECT   25   46   47   48
END

HMDB0301988
     RDKit          3D
Xanthoangelol H
 48 50  0  0  0  0  0  0  0  0999 V2000
   -3.5746   -3.9801    0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6823   -2.5731    0.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5597   -1.8146   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3680   -2.3898   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2558   -1.5798   -0.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2980   -0.2293   -0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573    0.7063   -0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4111    1.8350   -1.5316 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1742    0.5748   -0.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8002   -0.4191   -0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2516   -0.4998    0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7523   -1.6183    0.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0991   -1.7883    0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9556   -0.7967    0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3270   -0.8977    0.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4767    0.3201   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1006    0.4684   -0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5389    0.3292   -0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6426   -0.4411   -0.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9499    0.1544    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0073    1.5487   -0.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540    1.3995   -1.5846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8131    2.3802    0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    2.5860    1.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8842    3.7079   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504    1.7174   -0.1946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -4.3569    0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093   -4.2756   -0.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4827   -4.4205    0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2794   -3.4753   -0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6408   -2.0815   -1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8647    1.3770   -1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1783   -1.2207    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0937   -2.4164    0.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4395   -2.6703    1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6924   -1.7211    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1709    1.0941   -0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8143    1.3790   -0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0938    0.1680    1.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7780   -0.4184   -0.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9525    2.0465    0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3234    2.1037   -2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5903    3.3652    1.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0093    1.6779    2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8071    2.9582    2.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1203    4.4183   -0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8741    4.1850   -0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6713    3.5838   -1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  6 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 19  3  1  0
 17 11  1  0
 26 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
 25 47  1  0
 25 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₅

Average Molecular Weight

354.3964

Monoisotopic Molecular Weight

354.146723814

IUPAC Name

(2E)-1-(3-hydroxy-5-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-8-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one

Traditional Name

xanthoangelol H

CAS Registry Number

Not Available

SMILES

COC1=C2CC(O)C(C)(C)OC2=C(C=C1)C(=O)\C=C\C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C21H22O5/c1-21(2)19(24)12-16-18(25-3)11-9-15(20(16)26-21)17(23)10-6-13-4-7-14(22)8-5-13/h4-11,19,22,24H,12H2,1-3H3/b10-6+

InChI Key

BLZMHRPUJFCGIJ-UXBLZVDNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids and derivatives

Alternative Parents

Substituents

Hydroxycinnamic acid or derivatives
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Anisole
Styrene
Aryl ketone
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated ketone
Acryloyl-group
Enone
Secondary alcohol
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Alcohol
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120095 )

Ontology

Not Available

Exogenous (HMDB: HMDB0301988)

Food

Herb and spice

Herb

Angelica (FooDB: FOOD00001)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.35	ALOGPS
logP	3.38	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.03	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	100.11 m³·mol⁻¹	ChemAxon
Polarizability	38.83 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	187.895	32859911
AllCCS	[M+H-H2O]+	184.652	32859911
AllCCS	[M+Na]+	191.759	32859911
AllCCS	[M+NH4]+	190.897	32859911
AllCCS	[M-H]-	189.533	32859911
AllCCS	[M+Na-2H]-	189.616	32859911
AllCCS	[M+HCOO]-	189.862	32859911
DeepCCS	[M+H]+	186.291	30932474
DeepCCS	[M-H]-	183.933	30932474
DeepCCS	[M-2H]-	217.947	30932474
DeepCCS	[M+Na]+	193.176	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthoangelol H 10V, Negative-QTOF	splash10-0udi-0139000000-54786e8c9f08536f260a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthoangelol H 20V, Negative-QTOF	splash10-0fl9-9476000000-a86c9fce333d7fe902cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthoangelol H 40V, Negative-QTOF	splash10-0uxr-3290000000-adb303eac6854c903907	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthoangelol H 10V, Negative-QTOF	splash10-0udi-0009000000-a41173ab33d2457bf4cb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthoangelol H 20V, Negative-QTOF	splash10-0uxr-0269000000-0524d7f7af19fb4b0d0c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthoangelol H 40V, Negative-QTOF	splash10-014i-2696000000-e65a6f99fd0b4b1da089	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthoangelol H 10V, Positive-QTOF	splash10-0a4i-0269000000-5844e673df35f4ccf056	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthoangelol H 20V, Positive-QTOF	splash10-001j-0592000000-6210d559c4e4d86016c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthoangelol H 40V, Positive-QTOF	splash10-05mk-3930000000-14b854c5b3dbbf13089d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthoangelol H 10V, Positive-QTOF	splash10-0a4i-0109000000-33038399c1a802c70144	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthoangelol H 20V, Positive-QTOF	splash10-053b-0894000000-a66bb532541b238890dc	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xanthoangelol H 40V, Positive-QTOF	splash10-016r-5942000000-ec9fcb6fb88b2c4cc1b6	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB001715

KNApSAcK ID

C00014468

Chemspider ID

4980077

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6479089

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Xanthoangelol H (HMDB0301988)

MOL for HMDB0301988 (Xanthoangelol H)

3D MOL for HMDB0301988 (Xanthoangelol H)

3D SDF for HMDB0301988 (Xanthoangelol H)

3D-SDF for HMDB0301988 (Xanthoangelol H)

PDB for HMDB0301988 (Xanthoangelol H)

3D PDB for HMDB0301988 (Xanthoangelol H)

SMILES for HMDB0301988 (Xanthoangelol H)

INCHI for HMDB0301988 (Xanthoangelol H)

Structure for HMDB0301988 (Xanthoangelol H)

3D Structure for HMDB0301988 (Xanthoangelol H)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra