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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:46:32 UTC

Update Date

2022-03-07 02:56:53 UTC

HMDB ID

HMDB0041126

Secondary Accession Numbers

HMDB41126

Metabolite Identification

Common Name

Heterophylol

Description

Heterophylol belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Heterophylol has been detected, but not quantified in, fruits. This could make heterophylol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Heterophylol.

Structure

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


  Mrv0541 05061312242D          

 30 33  0  0  0  0            999 V2000
    4.1463    3.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4966    3.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3437    2.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    2.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4164    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864    2.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9058    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1758    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8763    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6358    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  7  2  0  0  0  0
 16  8  1  0  0  0  0
 16 11  2  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 13  1  0  0  0  0
 19 17  2  0  0  0  0
 20 12  1  0  0  0  0
 20 18  1  0  0  0  0
 21 12  1  0  0  0  0
 21 19  1  0  0  0  0
 22 13  1  0  0  0  0
 22 20  1  0  0  0  0
 23 14  2  0  0  0  0
 23 17  1  0  0  0  0
 24 14  1  0  0  0  0
 24 21  2  0  0  0  0
 25 11  1  0  0  0  0
 25 18  2  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 22  1  0  0  0  0
 27 16  1  0  0  0  0
 28  5  1  0  0  0  0
 28 23  1  0  0  0  0
 29  6  1  0  0  0  0
 29 24  1  0  0  0  0
 30 25  1  0  0  0  0
 30 26  1  0  0  0  0
M  END

HMDB0041126
     RDKit          3D
Heterophylol
 62 65  0  0  0  0  0  0  0  0999 V2000
    4.7050    2.4462   -0.8135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690    1.2550   -0.5667 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6007    1.2897   -0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9555    2.5107   -0.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6035    2.5977   -0.2174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0607    3.7939   -0.2553 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5925    5.0022   -0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1168    1.3990    0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5307    0.1901    0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9193    0.1382   -0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429   -1.2021   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9875   -1.2317   -0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7835   -1.6746    0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2050   -2.1470    1.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2708   -1.7309    0.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2055   -1.0865    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270   -0.8710   -0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1779    0.2496    0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5818    1.5547    0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6543    0.2793    0.5933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3647    1.4655    0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7337    1.4431    0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4348    0.2505    0.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8224    0.2776    0.4939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7424   -0.9397    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3446   -0.9069    0.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5904   -2.0749    0.6099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -2.1301   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5480   -3.2933    0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8560   -2.4783   -1.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047    2.9160   -1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521    2.2524   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5644    3.1949    0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    3.3839   -0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2732    4.8595   -1.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583    5.1993    0.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0801    5.8459   -0.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0923   -1.7672   -0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2577   -1.6754    0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4216   -0.9006   -1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5038   -3.0038    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9579   -2.4664    2.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6181   -1.3065    2.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7865   -1.3442    1.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6014   -2.7940    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6130   -1.1880   -0.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -1.2073    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798   -1.9375   -0.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5031   -0.4873   -1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637    0.1017    1.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    2.3333    0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    1.8455   -0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7868    2.3814    0.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2522    2.3938    0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3329   -0.5802    0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2752   -1.8792    0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0045   -3.0687    1.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8405   -3.5965   -0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -4.1900    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7422   -3.1745   -1.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593   -1.5180   -2.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0535   -2.9985   -2.1624 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  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 10  3  1  0
 28 17  1  0
 19  8  1  0
 26 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 21 53  1  0
 22 54  1  0
 24 55  1  0
 25 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 30 61  1  0
 30 62  1  0
M  END


  Mrv0541 05061312242D          

 30 33  0  0  0  0            999 V2000
    4.1463    3.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4966    3.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3437    2.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    2.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4164    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864    2.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9058    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1758    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8763    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6358    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  7  2  0  0  0  0
 16  8  1  0  0  0  0
 16 11  2  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 13  1  0  0  0  0
 19 17  2  0  0  0  0
 20 12  1  0  0  0  0
 20 18  1  0  0  0  0
 21 12  1  0  0  0  0
 21 19  1  0  0  0  0
 22 13  1  0  0  0  0
 22 20  1  0  0  0  0
 23 14  2  0  0  0  0
 23 17  1  0  0  0  0
 24 14  1  0  0  0  0
 24 21  2  0  0  0  0
 25 11  1  0  0  0  0
 25 18  2  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 22  1  0  0  0  0
 27 16  1  0  0  0  0
 28  5  1  0  0  0  0
 28 23  1  0  0  0  0
 29  6  1  0  0  0  0
 29 24  1  0  0  0  0
 30 25  1  0  0  0  0
 30 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041126

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(OC)=C2CC3C(CC2=C1CC=C(C)C)C(C)(C)OC1=C3C=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O4/c1-15(2)7-9-17-19-13-22-20(12-21(19)24(29-6)14-23(17)28-5)18-10-8-16(27)11-25(18)30-26(22,3)4/h7-8,10-11,14,20,22,27H,9,12-13H2,1-6H3

> <INCHI_KEY>
VDNFSSVVXBUKRX-UHFFFAOYSA-N

> <FORMULA>
C26H32O4

> <MOLECULAR_WEIGHT>
408.5299

> <EXACT_MASS>
408.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
46.894158953627205

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9,11-dimethoxy-6,6-dimethyl-8-(3-methylbut-2-en-1-yl)-6a,7,12,12a-tetrahydro-6H-5-oxatetraphen-3-ol

> <ALOGPS_LOGP>
6.22

> <JCHEM_LOGP>
5.942333942999999

> <ALOGPS_LOGS>
-5.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.762502498834097

> <JCHEM_PKA_STRONGEST_BASIC>
-4.375811008926872

> <JCHEM_POLAR_SURFACE_AREA>
47.92

> <JCHEM_REFRACTIVITY>
120.99309999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.78e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9,11-dimethoxy-6,6-dimethyl-8-(3-methylbut-2-en-1-yl)-6a,7,12,12a-tetrahydro-5-oxatetraphen-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041126
     RDKit          3D
Heterophylol
 62 65  0  0  0  0  0  0  0  0999 V2000
    4.7050    2.4462   -0.8135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690    1.2550   -0.5667 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6007    1.2897   -0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9555    2.5107   -0.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6035    2.5977   -0.2174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0607    3.7939   -0.2553 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5925    5.0022   -0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1168    1.3990    0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5307    0.1901    0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9193    0.1382   -0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429   -1.2021   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9875   -1.2317   -0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7835   -1.6746    0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2050   -2.1470    1.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2708   -1.7309    0.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2055   -1.0865    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270   -0.8710   -0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1779    0.2496    0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5818    1.5547    0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6543    0.2793    0.5933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3647    1.4655    0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7337    1.4431    0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4348    0.2505    0.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8224    0.2776    0.4939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7424   -0.9397    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3446   -0.9069    0.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5904   -2.0749    0.6099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -2.1301   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5480   -3.2933    0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8560   -2.4783   -1.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047    2.9160   -1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521    2.2524   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5644    3.1949    0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    3.3839   -0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2732    4.8595   -1.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583    5.1993    0.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0801    5.8459   -0.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0923   -1.7672   -0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2577   -1.6754    0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4216   -0.9006   -1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5038   -3.0038    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9579   -2.4664    2.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6181   -1.3065    2.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7865   -1.3442    1.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6014   -2.7940    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6130   -1.1880   -0.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -1.2073    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798   -1.9375   -0.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5031   -0.4873   -1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637    0.1017    1.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    2.3333    0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    1.8455   -0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7868    2.3814    0.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2522    2.3938    0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3329   -0.5802    0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2752   -1.8792    0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0045   -3.0687    1.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8405   -3.5965   -0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -4.1900    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7422   -3.1745   -1.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593   -1.5180   -2.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0535   -2.9985   -2.1624 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  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 10  3  1  0
 28 17  1  0
 19  8  1  0
 26 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 21 53  1  0
 22 54  1  0
 24 55  1  0
 25 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 30 61  1  0
 30 62  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       7.740   6.591   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.260   5.718   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.508   4.762   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.637   5.410   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.252   2.807   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.203  -2.431   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.244   3.971   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.838  -0.685   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.732   3.680   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.326  -0.394   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.342   1.934   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.699   0.188   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.707   3.098   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.732  -0.394   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.748   5.427   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.846   0.479   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.228   2.225   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.179   1.061   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.715   1.934   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.691   1.352   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.211   0.479   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.195   2.807   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.236   1.061   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.219  -0.685   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.830   2.225   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.187   3.971   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -4.358   0.188   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.748   1.352   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.715  -2.140   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.326   3.680   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   26                                                            
CONECT    4   26                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7    9   15                                                       
CONECT    8   10   16                                                       
CONECT    9    7   17                                                       
CONECT   10    8   18                                                       
CONECT   11   16   25                                                       
CONECT   12   20   21                                                       
CONECT   13   19   22                                                       
CONECT   14   23   24                                                       
CONECT   15    1    2    7                                                  
CONECT   16    8   11   27                                                  
CONECT   17    9   19   23                                                  
CONECT   18   10   20   25                                                  
CONECT   19   13   17   21                                                  
CONECT   20   12   18   22                                                  
CONECT   21   12   19   24                                                  
CONECT   22   13   20   26                                                  
CONECT   23   14   17   28                                                  
CONECT   24   14   21   29                                                  
CONECT   25   11   18   30                                                  
CONECT   26    3    4   22   30                                             
CONECT   27   16                                                            
CONECT   28    5   23                                                       
CONECT   29    6   24                                                       
CONECT   30   25   26                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0041126
HETATM    1  C1  UNL     1       4.705   2.446  -0.813  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.969   1.255  -0.567  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.601   1.290  -0.367  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.956   2.511  -0.410  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.604   2.598  -0.217  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.061   3.794  -0.255  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.592   5.002  -0.492  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.117   1.399   0.028  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.531   0.190   0.070  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.919   0.138  -0.133  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.543  -1.202  -0.074  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.988  -1.232  -0.268  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.783  -1.675   0.689  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.205  -2.147   1.976  1.00  0.00           C  
HETATM   15  C13 UNL     1       6.271  -1.731   0.554  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.206  -1.086   0.339  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.627  -0.871  -0.184  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.178   0.250   0.638  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.582   1.555   0.226  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.654   0.279   0.593  1.00  0.00           C  
HETATM   21  C19 UNL     1      -4.365   1.466   0.568  1.00  0.00           C  
HETATM   22  C20 UNL     1      -5.734   1.443   0.536  1.00  0.00           C  
HETATM   23  C21 UNL     1      -6.435   0.250   0.527  1.00  0.00           C  
HETATM   24  O3  UNL     1      -7.822   0.278   0.494  1.00  0.00           O  
HETATM   25  C22 UNL     1      -5.742  -0.940   0.552  1.00  0.00           C  
HETATM   26  C23 UNL     1      -4.345  -0.907   0.585  1.00  0.00           C  
HETATM   27  O4  UNL     1      -3.590  -2.075   0.610  1.00  0.00           O  
HETATM   28  C24 UNL     1      -2.416  -2.130  -0.185  1.00  0.00           C  
HETATM   29  C25 UNL     1      -1.548  -3.293   0.280  1.00  0.00           C  
HETATM   30  C26 UNL     1      -2.856  -2.478  -1.598  1.00  0.00           C  
HETATM   31  H1  UNL     1       4.205   2.916  -1.711  1.00  0.00           H  
HETATM   32  H2  UNL     1       5.752   2.252  -1.046  1.00  0.00           H  
HETATM   33  H3  UNL     1       4.564   3.195   0.004  1.00  0.00           H  
HETATM   34  H4  UNL     1       2.559   3.384  -0.601  1.00  0.00           H  
HETATM   35  H5  UNL     1       1.273   4.860  -1.378  1.00  0.00           H  
HETATM   36  H6  UNL     1       1.258   5.199   0.385  1.00  0.00           H  
HETATM   37  H7  UNL     1      -0.080   5.846  -0.676  1.00  0.00           H  
HETATM   38  H8  UNL     1       2.092  -1.767  -0.950  1.00  0.00           H  
HETATM   39  H9  UNL     1       2.258  -1.675   0.892  1.00  0.00           H  
HETATM   40  H10 UNL     1       4.422  -0.901  -1.198  1.00  0.00           H  
HETATM   41  H11 UNL     1       3.504  -3.004   1.817  1.00  0.00           H  
HETATM   42  H12 UNL     1       4.958  -2.466   2.694  1.00  0.00           H  
HETATM   43  H13 UNL     1       3.618  -1.306   2.413  1.00  0.00           H  
HETATM   44  H14 UNL     1       6.786  -1.344   1.458  1.00  0.00           H  
HETATM   45  H15 UNL     1       6.601  -2.794   0.438  1.00  0.00           H  
HETATM   46  H16 UNL     1       6.613  -1.188  -0.350  1.00  0.00           H  
HETATM   47  H17 UNL     1      -0.209  -1.207   1.449  1.00  0.00           H  
HETATM   48  H18 UNL     1       0.280  -1.937  -0.124  1.00  0.00           H  
HETATM   49  H19 UNL     1      -1.503  -0.487  -1.234  1.00  0.00           H  
HETATM   50  H20 UNL     1      -1.864   0.102   1.719  1.00  0.00           H  
HETATM   51  H21 UNL     1      -1.785   2.333   0.993  1.00  0.00           H  
HETATM   52  H22 UNL     1      -2.071   1.845  -0.739  1.00  0.00           H  
HETATM   53  H23 UNL     1      -3.787   2.381   0.575  1.00  0.00           H  
HETATM   54  H24 UNL     1      -6.252   2.394   0.516  1.00  0.00           H  
HETATM   55  H25 UNL     1      -8.333  -0.580   0.488  1.00  0.00           H  
HETATM   56  H26 UNL     1      -6.275  -1.879   0.546  1.00  0.00           H  
HETATM   57  H27 UNL     1      -1.004  -3.069   1.214  1.00  0.00           H  
HETATM   58  H28 UNL     1      -0.840  -3.597  -0.511  1.00  0.00           H  
HETATM   59  H29 UNL     1      -2.173  -4.190   0.498  1.00  0.00           H  
HETATM   60  H30 UNL     1      -3.742  -3.174  -1.577  1.00  0.00           H  
HETATM   61  H31 UNL     1      -3.159  -1.518  -2.080  1.00  0.00           H  
HETATM   62  H32 UNL     1      -2.054  -2.998  -2.162  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   34
CONECT    5    6    8    8
CONECT    6    7
CONECT    7   35   36   37
CONECT    8    9   19
CONECT    9   10   10   16
CONECT   10   11
CONECT   11   12   38   39
CONECT   12   13   13   40
CONECT   13   14   15
CONECT   14   41   42   43
CONECT   15   44   45   46
CONECT   16   17   47   48
CONECT   17   18   28   49
CONECT   18   19   20   50
CONECT   19   51   52
CONECT   20   21   21   26
CONECT   21   22   53
CONECT   22   23   23   54
CONECT   23   24   25
CONECT   24   55
CONECT   25   26   26   56
CONECT   26   27
CONECT   27   28
CONECT   28   29   30
CONECT   29   57   58   59
CONECT   30   60   61   62
END

HMDB0041126
     RDKit          3D
Heterophylol
 62 65  0  0  0  0  0  0  0  0999 V2000
    4.7050    2.4462   -0.8135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690    1.2550   -0.5667 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6007    1.2897   -0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9555    2.5107   -0.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6035    2.5977   -0.2174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0607    3.7939   -0.2553 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5925    5.0022   -0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1168    1.3990    0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5307    0.1901    0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9193    0.1382   -0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429   -1.2021   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9875   -1.2317   -0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7835   -1.6746    0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2050   -2.1470    1.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2708   -1.7309    0.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2055   -1.0865    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1779    0.2496    0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6543    0.2793    0.5933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3647    1.4655    0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7337    1.4431    0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.8224    0.2776    0.4939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7424   -0.9397    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3446   -0.9069    0.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5904   -2.0749    0.6099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -2.1301   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5480   -3.2933    0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8560   -2.4783   -1.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047    2.9160   -1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521    2.2524   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5644    3.1949    0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    3.3839   -0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2732    4.8595   -1.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583    5.1993    0.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0801    5.8459   -0.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0923   -1.7672   -0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2577   -1.6754    0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4216   -0.9006   -1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5038   -3.0038    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9579   -2.4664    2.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6181   -1.3065    2.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7865   -1.3442    1.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6014   -2.7940    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6130   -1.1880   -0.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -1.2073    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798   -1.9375   -0.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5031   -0.4873   -1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637    0.1017    1.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    2.3333    0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    1.8455   -0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7868    2.3814    0.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2522    2.3938    0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3329   -0.5802    0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2752   -1.8792    0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0045   -3.0687    1.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8405   -3.5965   -0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -4.1900    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7422   -3.1745   -1.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593   -1.5180   -2.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0535   -2.9985   -2.1624 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
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 30 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6a,7,12,12a-tetrahydro-9,11-Dimethoxy-6,6-dimethyl-8-(3-methyl-2-butenyl)-6H-benzo[b]naphtho[2,3-D]pyran-3-ol, 9ci	HMDB

Chemical Formula

C₂₆H₃₂O₄

Average Molecular Weight

408.5299

Monoisotopic Molecular Weight

408.230059512

IUPAC Name

9,11-dimethoxy-6,6-dimethyl-8-(3-methylbut-2-en-1-yl)-6a,7,12,12a-tetrahydro-6H-5-oxatetraphen-3-ol

Traditional Name

9,11-dimethoxy-6,6-dimethyl-8-(3-methylbut-2-en-1-yl)-6a,7,12,12a-tetrahydro-5-oxatetraphen-3-ol

CAS Registry Number

152841-81-1

SMILES

COC1=CC(OC)=C2CC3C(CC2=C1CC=C(C)C)C(C)(C)OC1=C3C=CC(O)=C1

InChI Identifier

InChI=1S/C26H32O4/c1-15(2)7-9-17-19-13-22-20(12-21(19)24(29-6)14-23(17)28-5)18-10-8-16(27)11-25(18)30-26(22,3)4/h7-8,10-11,14,20,22,27H,9,12-13H2,1-6H3

InChI Key

VDNFSSVVXBUKRX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Tetralin
Naphthalene
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Pyran
Ether
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041126)

Cellular substructure

Membrane (HMDB: HMDB0041126)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041126)

Source

Exogenous

Food

Food (HMDB: HMDB0041126)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0041126)

Not Available

Nutrient (HMDB: HMDB0041126)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	217 - 218 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0014 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	0.00078 g/L	ALOGPS
logP	6.22	ALOGPS
logP	5.94	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.92 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	120.99 m³·mol⁻¹	ChemAxon
Polarizability	46.89 Å³	ChemAxon
Number of Rings	4	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]+	198.696	31661259
DarkChem	[M-H]-	197.231	31661259
DeepCCS	[M+H]+	208.046	30932474
DeepCCS	[M-H]-	205.688	30932474
DeepCCS	[M-2H]-	239.654	30932474
DeepCCS	[M+Na]+	214.883	30932474
AllCCS	[M+H]+	201.7	32859911
AllCCS	[M+H-H2O]+	199.1	32859911
AllCCS	[M+NH4]+	204.1	32859911
AllCCS	[M+Na]+	204.8	32859911
AllCCS	[M-H]-	207.1	32859911
AllCCS	[M+Na-2H]-	207.3	32859911
AllCCS	[M+HCOO]-	207.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Heterophylol	COC1=CC(OC)=C2CC3C(CC2=C1CC=C(C)C)C(C)(C)OC1=C3C=CC(O)=C1	4423.1	Standard polar	33892256
Heterophylol	COC1=CC(OC)=C2CC3C(CC2=C1CC=C(C)C)C(C)(C)OC1=C3C=CC(O)=C1	3276.3	Standard non polar	33892256
Heterophylol	COC1=CC(OC)=C2CC3C(CC2=C1CC=C(C)C)C(C)(C)OC1=C3C=CC(O)=C1	3479.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Heterophylol,1TMS,isomer #1	COC1=CC(OC)=C2CC3C4=CC=C(O[Si](C)(C)C)C=C4OC(C)(C)C3CC2=C1CC=C(C)C	3275.8	Semi standard non polar	33892256
Heterophylol,1TBDMS,isomer #1	COC1=CC(OC)=C2CC3C4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4OC(C)(C)C3CC2=C1CC=C(C)C	3490.1	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 - Heterophylol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-1149000000-c2a0073e7b0316a5ba11	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heterophylol GC-MS (1 TMS) - 70eV, Positive	splash10-014i-2041900000-af7de81e7707316cbf56	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heterophylol 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 - Heterophylol 10V, Negative-QTOF	splash10-0a4i-0001900000-20e1048f1f71db82967a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heterophylol 20V, Negative-QTOF	splash10-0a4i-0009800000-3a3081a048efdfbc879a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heterophylol 40V, Negative-QTOF	splash10-03k9-1009000000-24a57a9a8174e85ea4da	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heterophylol 10V, Negative-QTOF	splash10-0a4i-0000900000-150cf3642e69ed410a9d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heterophylol 20V, Negative-QTOF	splash10-0a4i-0005900000-7c0f4a5f79e3a3344e79	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heterophylol 40V, Negative-QTOF	splash10-0ab9-0009100000-52b17b5c0e376d23dca7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heterophylol 10V, Positive-QTOF	splash10-0a4i-0016900000-d70570213dcb6e1dcc40	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heterophylol 20V, Positive-QTOF	splash10-066r-1159100000-1b81804d146d7fdf9e52	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heterophylol 40V, Positive-QTOF	splash10-0udi-7196000000-50b6d67a7f7e9bbe6cf2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heterophylol 10V, Positive-QTOF	splash10-0pb9-0007900000-93886434121dc693a272	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heterophylol 20V, Positive-QTOF	splash10-052b-0196300000-5c7d6b776a32bd4ef174	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heterophylol 40V, Positive-QTOF	splash10-0r0d-1039000000-bdc92ecf5599358322c1	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

FDB021008

KNApSAcK ID

C00057918

Chemspider ID

35015111

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15227962

PDB ID

Not Available

ChEBI ID

176014

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1889801

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 Heterophylol (HMDB0041126)

MOL for HMDB0041126 (Heterophylol)

3D MOL for HMDB0041126 (Heterophylol)

3D SDF for HMDB0041126 (Heterophylol)

3D-SDF for HMDB0041126 (Heterophylol)

PDB for HMDB0041126 (Heterophylol)

3D PDB for HMDB0041126 (Heterophylol)

SMILES for HMDB0041126 (Heterophylol)

INCHI for HMDB0041126 (Heterophylol)

Structure for HMDB0041126 (Heterophylol)

3D Structure for HMDB0041126 (Heterophylol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra