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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:10:33 UTC

Update Date

2022-03-07 02:55:56 UTC

HMDB ID

HMDB0038828

Secondary Accession Numbers

HMDB38828

Metabolite Identification

Common Name

Pyrafoline D

Description

Pyrafoline D belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. Pyrafoline D has been detected, but not quantified in, herbs and spices. This could make pyrafoline D a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Pyrafoline D.

Structure

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


  Mrv0541 05061310412D          

 26 29  0  0  0  0            999 V2000
    8.5494    1.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1382    0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6736    1.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8285   -0.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5580    0.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1586    1.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7678    1.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7962   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9487    1.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2436    1.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909    1.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6962    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672    0.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801   -0.3254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7521   -0.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7145    1.1494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
 10  5  1  0  0  0  0
 11  9  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  6  2  0  0  0  0
 15  3  1  0  0  0  0
 15 12  2  0  0  0  0
 16  7  1  0  0  0  0
 17  9  1  0  0  0  0
 18 12  1  0  0  0  0
 18 16  1  0  0  0  0
 19 13  1  0  0  0  0
 19 18  2  0  0  0  0
 20 13  2  0  0  0  0
 20 15  1  0  0  0  0
 21  8  1  0  0  0  0
 21 17  2  0  0  0  0
 22 16  2  0  0  0  0
 22 17  1  0  0  0  0
 23  4  1  0  0  0  0
 23 10  1  0  0  0  0
 23 11  1  0  0  0  0
 24 19  1  0  0  0  0
 24 22  1  0  0  0  0
 25 20  1  0  0  0  0
 26 21  1  0  0  0  0
 26 23  1  0  0  0  0
M  END

HMDB0038828
     RDKit          3D
Pyrafoline D
 51 54  0  0  0  0  0  0  0  0999 V2000
   -6.8317   -1.5690    0.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3959   -1.2628    0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5286   -2.3391    0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9145   -0.0412    0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4937    0.2492    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4758    1.3200   -0.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0696    1.7139   -0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3239    2.8138   -1.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3360    2.3787    0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1140    2.0564    0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5774    0.9984   -0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1004    0.3466   -1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -0.6574   -1.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8509   -1.0130   -1.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4940   -0.3482   -0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8808    0.6708    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060    1.1498    1.0539 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8535    0.4619    0.9684 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0330    0.5427    1.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0825   -0.2978    1.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2637   -0.2094    2.1117 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9811   -1.2329    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1316   -2.1224    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8195   -1.3347   -0.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7723   -0.4811   -0.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3856    0.7268   -1.5679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3955   -0.6557    1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7981   -2.2615    1.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2871   -2.1331    0.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6833   -2.5903    0.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1697   -2.0134   -0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1120   -3.2693    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5318    0.7626    1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0172   -0.6775    0.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9785    0.5437    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0007    0.9801   -1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9618    2.2511   -0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4573    2.8873   -2.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038    2.5503   -2.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4284    3.8014   -1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8053    3.2058    0.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4458    2.5436    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0493   -1.1643   -2.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3888   -1.8097   -2.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4778    1.9164    1.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071    1.2794    2.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3664    0.4721    2.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1247   -3.0019    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0434   -2.4920   -0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0718   -1.5717    0.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7118   -2.0736   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  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
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 12 26  1  0
 26  7  1  0
 16 11  1  0
 25 18  1  0
 25 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 13 43  1  0
 14 44  1  0
 17 45  1  0
 19 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
M  END


  Mrv0541 05061310412D          

 26 29  0  0  0  0            999 V2000
    8.5494    1.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1382    0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6736    1.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8285   -0.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5580    0.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1586    1.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7678    1.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7962   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9487    1.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2436    1.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909    1.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6962    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672    0.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801   -0.3254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7521   -0.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7145    1.1494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
 10  5  1  0  0  0  0
 11  9  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  6  2  0  0  0  0
 15  3  1  0  0  0  0
 15 12  2  0  0  0  0
 16  7  1  0  0  0  0
 17  9  1  0  0  0  0
 18 12  1  0  0  0  0
 18 16  1  0  0  0  0
 19 13  1  0  0  0  0
 19 18  2  0  0  0  0
 20 13  2  0  0  0  0
 20 15  1  0  0  0  0
 21  8  1  0  0  0  0
 21 17  2  0  0  0  0
 22 16  2  0  0  0  0
 22 17  1  0  0  0  0
 23  4  1  0  0  0  0
 23 10  1  0  0  0  0
 23 11  1  0  0  0  0
 24 19  1  0  0  0  0
 24 22  1  0  0  0  0
 25 20  1  0  0  0  0
 26 21  1  0  0  0  0
 26 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038828

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCCC1(C)OC2=C(C=C1)C1=C(C=C2)C2=C(N1)C=C(O)C(C)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C23H25NO2/c1-14(2)6-5-10-23(4)11-9-17-21(26-23)8-7-16-18-12-15(3)20(25)13-19(18)24-22(16)17/h6-9,11-13,24-25H,5,10H2,1-4H3

> <INCHI_KEY>
WWXYBSVWYPHUPZ-UHFFFAOYSA-N

> <FORMULA>
C23H25NO2

> <MOLECULAR_WEIGHT>
347.4501

> <EXACT_MASS>
347.188529049

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
41.46823229274147

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,8-dimethyl-3-(4-methylpent-3-en-1-yl)-3H,11H-pyrano[3,2-a]carbazol-9-ol

> <ALOGPS_LOGP>
5.86

> <JCHEM_LOGP>
5.9390331640000005

> <ALOGPS_LOGS>
-6.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.436236462583658

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.776241049345753

> <JCHEM_PKA_STRONGEST_BASIC>
-4.917556205679013

> <JCHEM_POLAR_SURFACE_AREA>
45.25

> <JCHEM_REFRACTIVITY>
108.6133

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.66e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,8-dimethyl-3-(4-methylpent-3-en-1-yl)-11H-pyrano[3,2-a]carbazol-9-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038828
     RDKit          3D
Pyrafoline D
 51 54  0  0  0  0  0  0  0  0999 V2000
   -6.8317   -1.5690    0.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3959   -1.2628    0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5286   -2.3391    0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9145   -0.0412    0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4937    0.2492    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4758    1.3200   -0.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0696    1.7139   -0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3239    2.8138   -1.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3360    2.3787    0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1140    2.0564    0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5774    0.9984   -0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1004    0.3466   -1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -0.6574   -1.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8509   -1.0130   -1.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4940   -0.3482   -0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8808    0.6708    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060    1.1498    1.0539 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8535    0.4619    0.9684 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0330    0.5427    1.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0825   -0.2978    1.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2637   -0.2094    2.1117 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9811   -1.2329    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1316   -2.1224    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8195   -1.3347   -0.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7723   -0.4811   -0.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3856    0.7268   -1.5679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3955   -0.6557    1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7981   -2.2615    1.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2871   -2.1331    0.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6833   -2.5903    0.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1697   -2.0134   -0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1120   -3.2693    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5318    0.7626    1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0172   -0.6775    0.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9785    0.5437    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0007    0.9801   -1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9618    2.2511   -0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4573    2.8873   -2.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038    2.5503   -2.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4284    3.8014   -1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8053    3.2058    0.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4458    2.5436    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0493   -1.1643   -2.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3888   -1.8097   -2.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4778    1.9164    1.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071    1.2794    2.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3664    0.4721    2.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1247   -3.0019    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0434   -2.4920   -0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0718   -1.5717    0.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7118   -2.0736   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  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
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 12 26  1  0
 26  7  1  0
 16 11  1  0
 25 18  1  0
 25 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 13 43  1  0
 14 44  1  0
 17 45  1  0
 19 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  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      15.959   3.139   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.191   0.584   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.257   2.435   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.880  -0.063   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.242   1.471   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.363   2.526   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.881   3.257   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.418   3.345   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.416  -0.606   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.767   1.914   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.953  -0.517   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.407   2.308   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.261  -0.768   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.838   2.083   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.038   1.603   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.188   1.881   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.570   0.682   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.702   1.476   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.629  -0.063   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.035   0.064   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.263   2.057   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.033   0.594   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.645   0.858   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       4.070  -0.607   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      -1.404  -0.642   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.800   2.146   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   23                                                            
CONECT    5    6   10                                                       
CONECT    6    5   14                                                       
CONECT    7    8   16                                                       
CONECT    8    7   21                                                       
CONECT    9   11   17                                                       
CONECT   10    5   23                                                       
CONECT   11    9   23                                                       
CONECT   12   15   18                                                       
CONECT   13   19   20                                                       
CONECT   14    1    2    6                                                  
CONECT   15    3   12   20                                                  
CONECT   16    7   18   22                                                  
CONECT   17    9   21   22                                                  
CONECT   18   12   16   19                                                  
CONECT   19   13   18   24                                                  
CONECT   20   13   15   25                                                  
CONECT   21    8   17   26                                                  
CONECT   22   16   17   24                                                  
CONECT   23    4   10   11   26                                             
CONECT   24   19   22                                                       
CONECT   25   20                                                            
CONECT   26   21   23                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0038828
HETATM    1  C1  UNL     1      -6.832  -1.569   0.996  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.396  -1.263   0.674  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.529  -2.339   0.148  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.914  -0.041   0.861  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.494   0.249   0.540  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.476   1.320  -0.508  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.070   1.714  -0.930  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.324   2.814  -1.999  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.336   2.379   0.140  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.114   2.056   0.466  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.577   0.998  -0.240  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.100   0.347  -1.266  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.567  -0.657  -1.931  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.851  -1.013  -1.605  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.494  -0.348  -0.584  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.881   0.671   0.124  1.00  0.00           C  
HETATM   17  N1  UNL     1       2.706   1.150   1.054  1.00  0.00           N  
HETATM   18  C17 UNL     1       3.854   0.462   0.968  1.00  0.00           C  
HETATM   19  C18 UNL     1       5.033   0.543   1.682  1.00  0.00           C  
HETATM   20  C19 UNL     1       6.083  -0.298   1.389  1.00  0.00           C  
HETATM   21  O1  UNL     1       7.264  -0.209   2.112  1.00  0.00           O  
HETATM   22  C20 UNL     1       5.981  -1.233   0.383  1.00  0.00           C  
HETATM   23  C21 UNL     1       7.132  -2.122   0.094  1.00  0.00           C  
HETATM   24  C22 UNL     1       4.819  -1.335  -0.343  1.00  0.00           C  
HETATM   25  C23 UNL     1       3.772  -0.481  -0.035  1.00  0.00           C  
HETATM   26  O2  UNL     1      -1.386   0.727  -1.568  1.00  0.00           O  
HETATM   27  H1  UNL     1      -7.396  -0.656   1.234  1.00  0.00           H  
HETATM   28  H2  UNL     1      -6.798  -2.261   1.885  1.00  0.00           H  
HETATM   29  H3  UNL     1      -7.287  -2.133   0.173  1.00  0.00           H  
HETATM   30  H4  UNL     1      -3.683  -2.590   0.825  1.00  0.00           H  
HETATM   31  H5  UNL     1      -4.170  -2.013  -0.860  1.00  0.00           H  
HETATM   32  H6  UNL     1      -5.112  -3.269   0.002  1.00  0.00           H  
HETATM   33  H7  UNL     1      -5.532   0.763   1.246  1.00  0.00           H  
HETATM   34  H8  UNL     1      -3.017  -0.677   0.165  1.00  0.00           H  
HETATM   35  H9  UNL     1      -2.979   0.544   1.475  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.001   0.980  -1.401  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.962   2.251  -0.157  1.00  0.00           H  
HETATM   38  H12 UNL     1      -1.457   2.887  -2.677  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.204   2.550  -2.611  1.00  0.00           H  
HETATM   40  H14 UNL     1      -2.428   3.801  -1.505  1.00  0.00           H  
HETATM   41  H15 UNL     1      -1.805   3.206   0.730  1.00  0.00           H  
HETATM   42  H16 UNL     1       0.446   2.544   1.262  1.00  0.00           H  
HETATM   43  H17 UNL     1       0.049  -1.164  -2.724  1.00  0.00           H  
HETATM   44  H18 UNL     1       2.389  -1.810  -2.128  1.00  0.00           H  
HETATM   45  H19 UNL     1       2.478   1.916   1.712  1.00  0.00           H  
HETATM   46  H20 UNL     1       5.107   1.279   2.472  1.00  0.00           H  
HETATM   47  H21 UNL     1       7.366   0.472   2.860  1.00  0.00           H  
HETATM   48  H22 UNL     1       7.125  -3.002   0.786  1.00  0.00           H  
HETATM   49  H23 UNL     1       7.043  -2.492  -0.940  1.00  0.00           H  
HETATM   50  H24 UNL     1       8.072  -1.572   0.258  1.00  0.00           H  
HETATM   51  H25 UNL     1       4.712  -2.074  -1.152  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    4    4
CONECT    3   30   31   32
CONECT    4    5   33
CONECT    5    6   34   35
CONECT    6    7   36   37
CONECT    7    8    9   26
CONECT    8   38   39   40
CONECT    9   10   10   41
CONECT   10   11   42
CONECT   11   12   12   16
CONECT   12   13   26
CONECT   13   14   14   43
CONECT   14   15   44
CONECT   15   16   16   25
CONECT   16   17
CONECT   17   18   45
CONECT   18   19   19   25
CONECT   19   20   46
CONECT   20   21   22   22
CONECT   21   47
CONECT   22   23   24
CONECT   23   48   49   50
CONECT   24   25   25   51
END

HMDB0038828
     RDKit          3D
Pyrafoline D
 51 54  0  0  0  0  0  0  0  0999 V2000
   -6.8317   -1.5690    0.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3959   -1.2628    0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5286   -2.3391    0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9145   -0.0412    0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4937    0.2492    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4758    1.3200   -0.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0696    1.7139   -0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3239    2.8138   -1.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3360    2.3787    0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1140    2.0564    0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5774    0.9984   -0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1004    0.3466   -1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -0.6574   -1.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8509   -1.0130   -1.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4940   -0.3482   -0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8808    0.6708    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060    1.1498    1.0539 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8535    0.4619    0.9684 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0330    0.5427    1.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0825   -0.2978    1.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2637   -0.2094    2.1117 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9811   -1.2329    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1316   -2.1224    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8195   -1.3347   -0.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7723   -0.4811   -0.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3856    0.7268   -1.5679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3955   -0.6557    1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7981   -2.2615    1.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2871   -2.1331    0.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6833   -2.5903    0.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1697   -2.0134   -0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1120   -3.2693    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5318    0.7626    1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0172   -0.6775    0.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9785    0.5437    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0007    0.9801   -1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9618    2.2511   -0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4573    2.8873   -2.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038    2.5503   -2.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4284    3.8014   -1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8053    3.2058    0.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4458    2.5436    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0493   -1.1643   -2.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3888   -1.8097   -2.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4778    1.9164    1.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071    1.2794    2.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3664    0.4721    2.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1247   -3.0019    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0434   -2.4920   -0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0718   -1.5717    0.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7118   -2.0736   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  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
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 12 26  1  0
 26  7  1  0
 16 11  1  0
 25 18  1  0
 25 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 13 43  1  0
 14 44  1  0
 17 45  1  0
 19 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Isomahanine	HMDB
Pyrayafoline D	HMDB
Bisisomahanine	MeSH
Mahanine	MeSH

Chemical Formula

C₂₃H₂₅NO₂

Average Molecular Weight

347.4501

Monoisotopic Molecular Weight

347.188529049

IUPAC Name

3,8-dimethyl-3-(4-methylpent-3-en-1-yl)-3H,11H-pyrano[3,2-a]carbazol-9-ol

Traditional Name

3,8-dimethyl-3-(4-methylpent-3-en-1-yl)-11H-pyrano[3,2-a]carbazol-9-ol

CAS Registry Number

138876-26-3

SMILES

CC(C)=CCCC1(C)OC2=C(C=C1)C1=C(C=C2)C2=C(N1)C=C(O)C(C)=C2

InChI Identifier

InChI=1S/C23H25NO2/c1-14(2)6-5-10-23(4)11-9-17-21(26-23)8-7-16-18-12-15(3)20(25)13-19(18)24-22(16)17/h6-9,11-13,24-25H,5,10H2,1-4H3

InChI Key

WWXYBSVWYPHUPZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
Benzopyran
1-benzopyran
Hydroxyindole
Indole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Heteroaromatic compound
Pyrrole
Oxacycle
Azacycle
Ether
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038828)
Cell membrane (HMDB: HMDB0038828)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038828)

Source

Exogenous

Exogenous (HMDB: HMDB0038828)

Food

Food (HMDB: HMDB0038828)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0038828)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038828)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	184 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00027 g/L	ALOGPS
logP	5.86	ALOGPS
logP	5.94	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	9.78	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	45.25 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	108.61 m³·mol⁻¹	ChemAxon
Polarizability	41.47 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]+	187.9	31661259
DarkChem	[M-H]-	185.555	31661259
DeepCCS	[M+H]+	189.77	30932474
DeepCCS	[M-H]-	187.412	30932474
DeepCCS	[M-2H]-	221.542	30932474
DeepCCS	[M+Na]+	196.897	30932474
AllCCS	[M+H]+	189.2	32859911
AllCCS	[M+H-H2O]+	186.0	32859911
AllCCS	[M+NH4]+	192.1	32859911
AllCCS	[M+Na]+	192.9	32859911
AllCCS	[M-H]-	187.5	32859911
AllCCS	[M+Na-2H]-	186.9	32859911
AllCCS	[M+HCOO]-	186.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.24 minutes	32390414
Predicted by Siyang on May 30, 2022	16.5172 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.5 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2807.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	365.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	216.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	207.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	232.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	884.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	702.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	81.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1390.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	643.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1599.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	605.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	415.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	330.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	317.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pyrafoline D	CC(C)=CCCC1(C)OC2=C(C=C1)C1=C(C=C2)C2=C(N1)C=C(O)C(C)=C2	4363.8	Standard polar	33892256
Pyrafoline D	CC(C)=CCCC1(C)OC2=C(C=C1)C1=C(C=C2)C2=C(N1)C=C(O)C(C)=C2	3296.9	Standard non polar	33892256
Pyrafoline D	CC(C)=CCCC1(C)OC2=C(C=C1)C1=C(C=C2)C2=C(N1)C=C(O)C(C)=C2	3220.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pyrafoline D,1TMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=CC3=C2[NH]C2=CC(O[Si](C)(C)C)=C(C)C=C23)O1	3298.3	Semi standard non polar	33892256
Pyrafoline D,1TMS,isomer #2	CC(C)=CCCC1(C)C=CC2=C(C=CC3=C2N([Si](C)(C)C)C2=CC(O)=C(C)C=C32)O1	3257.0	Semi standard non polar	33892256
Pyrafoline D,2TMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=CC3=C2N([Si](C)(C)C)C2=CC(O[Si](C)(C)C)=C(C)C=C32)O1	3230.0	Semi standard non polar	33892256
Pyrafoline D,2TMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=CC3=C2N([Si](C)(C)C)C2=CC(O[Si](C)(C)C)=C(C)C=C32)O1	3048.8	Standard non polar	33892256
Pyrafoline D,1TBDMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=CC3=C2[NH]C2=CC(O[Si](C)(C)C(C)(C)C)=C(C)C=C23)O1	3504.9	Semi standard non polar	33892256
Pyrafoline D,1TBDMS,isomer #2	CC(C)=CCCC1(C)C=CC2=C(C=CC3=C2N([Si](C)(C)C(C)(C)C)C2=CC(O)=C(C)C=C32)O1	3339.2	Semi standard non polar	33892256
Pyrafoline D,2TBDMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=CC3=C2N([Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=C(C)C=C32)O1	3565.8	Semi standard non polar	33892256
Pyrafoline D,2TBDMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=CC3=C2N([Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=C(C)C=C32)O1	3485.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pyrafoline D GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9224000000-5e70fce1c1f4a854dad8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyrafoline D GC-MS (1 TMS) - 70eV, Positive	splash10-106r-9032400000-d2c55b7282d149465ac6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyrafoline D GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyrafoline D 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrafoline D LC-ESI-qTof , Positive-QTOF	splash10-0a4i-0390000000-05ee89ba1f8ae9db73cc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrafoline D , positive-QTOF	splash10-03di-0390000000-b5e90aa3935a8bb02406	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrafoline D 10V, Positive-QTOF	splash10-0002-1029000000-fd381fbd2dfb2319f903	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrafoline D 20V, Positive-QTOF	splash10-004j-2192000000-17f738a6cd407f7f7d5f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrafoline D 40V, Positive-QTOF	splash10-0gi1-9870000000-a6fc05080d7a6e0d2000	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrafoline D 10V, Negative-QTOF	splash10-0002-0119000000-da6a23837b45c58f2662	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrafoline D 20V, Negative-QTOF	splash10-0002-0249000000-1ad12e1d30c2e54b6e6b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrafoline D 40V, Negative-QTOF	splash10-01ox-0941000000-845508c89d56d3ddb570	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrafoline D 10V, Positive-QTOF	splash10-0005-0089000000-2c676ba21cd8e0598069	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrafoline D 20V, Positive-QTOF	splash10-004j-1095000000-bd869c5ef31e6a9f5511	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrafoline D 40V, Positive-QTOF	splash10-03du-2090000000-877163a341b7292d6fac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrafoline D 10V, Negative-QTOF	splash10-0002-0009000000-05ac4a26ff2e3947323e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrafoline D 20V, Negative-QTOF	splash10-000b-0389000000-8e4e3242d0b1c2409162	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrafoline D 40V, Negative-QTOF	splash10-03ki-0190000000-d7089b32510469d780b7	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

FDB018258

KNApSAcK ID

C00024748

Chemspider ID

332791

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

375148

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

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

Showing metabocard for Pyrafoline D (HMDB0038828)

MOL for HMDB0038828 (Pyrafoline D)

3D MOL for HMDB0038828 (Pyrafoline D)

3D SDF for HMDB0038828 (Pyrafoline D)

3D-SDF for HMDB0038828 (Pyrafoline D)

PDB for HMDB0038828 (Pyrafoline D)

3D PDB for HMDB0038828 (Pyrafoline D)

SMILES for HMDB0038828 (Pyrafoline D)

INCHI for HMDB0038828 (Pyrafoline D)

Structure for HMDB0038828 (Pyrafoline D)

3D Structure for HMDB0038828 (Pyrafoline D)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra