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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 02:50:26 UTC

Update Date

2021-09-24 02:50:26 UTC

HMDB ID

HMDB0303563

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cnidicin

Description

Cnidicin, also known as 58-diprenyloxypsoralen, is a member of the class of compounds known as psoralens. Psoralens are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Cnidicin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Cnidicin can be found in lemon, which makes cnidicin a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 02241219562D          

 26 28  0  0  0  0            999 V2000
    1.0718   -0.8236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869   -0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8555   -0.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3409    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8555    0.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -2.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  2  0  0  0  0
  3  4  1  0  0  0  0
  3 15  2  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  9  1  0  0  0  0
  8 17  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 22  1  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
 19 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END

HMDB0303563
     RDKit          3D
Cnidicin
 48 50  0  0  0  0  0  0  0  0999 V2000
    6.1367    0.3805   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0252    0.6491    0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3149    0.7242    2.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8014    0.8146    0.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5026    0.7424   -1.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026   -0.2262   -1.7013 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3111   -0.4242   -1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3121    0.2349   -2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3530    1.1252   -3.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453    1.4834   -3.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7147    0.8298   -2.5498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0257    0.0783   -1.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3734   -0.7730   -0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7035   -0.9716   -0.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2363   -0.0958    0.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6586   -0.4536    0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6608    0.3843    0.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0488   -0.0372    0.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4027    1.7859    0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964   -1.4537   -0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -2.2635    0.9703 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1505   -2.9441    1.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2521   -3.7146    2.6156 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5018   -2.8332    1.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705   -1.9733    0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9481   -1.2710   -0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1959    1.2413   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1068    0.2693    0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9582   -0.5438   -0.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5564    0.1548    2.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3436    1.7765    2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2909    0.2662    2.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0146    1.0119    0.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705    0.5226   -1.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2439    1.7695   -1.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2735    1.4541   -3.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2236    2.1790   -4.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6627   -0.1795    1.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1139    0.9274    0.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8638   -1.4546    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1287   -0.5353    1.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4723   -0.6780    0.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7226    0.8646    0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5875    2.2355    0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2326    1.7604   -0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3075    2.4016    0.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2484   -3.3786    1.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171   -1.8625    0.1500 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
 13 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26  7  1  0
 12  8  1  0
 26 20  2  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
  9 36  1  0
 10 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 24 47  1  0
 25 48  1  0
M  END


  Mrv0541 02241219562D          

 26 28  0  0  0  0            999 V2000
    1.0718   -0.8236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869   -0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8555   -0.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3409    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8555    0.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -2.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  2  0  0  0  0
  3  4  1  0  0  0  0
  3 15  2  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  9  1  0  0  0  0
  8 17  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 22  1  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
 19 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303563

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCOC1=C2OC(=O)C=CC2=C(OCC=C(C)C)C2=C1OC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O5/c1-13(2)7-10-23-18-15-5-6-17(22)26-20(15)21(25-11-8-14(3)4)19-16(18)9-12-24-19/h5-9,12H,10-11H2,1-4H3

> <INCHI_KEY>
HJMDOAWWVCOEDW-UHFFFAOYSA-N

> <FORMULA>
C21H22O5

> <MOLECULAR_WEIGHT>
354.3964

> <EXACT_MASS>
354.146723814

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
38.783120052300646

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,9-bis[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one

> <ALOGPS_LOGP>
4.37

> <JCHEM_LOGP>
4.3496326640000005

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0825226474508978

> <JCHEM_POLAR_SURFACE_AREA>
57.900000000000006

> <JCHEM_REFRACTIVITY>
101.55250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,9-bis[(3-methylbut-2-en-1-yl)oxy]furo[3,2-g]chromen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303563
     RDKit          3D
Cnidicin
 48 50  0  0  0  0  0  0  0  0999 V2000
    6.1367    0.3805   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0252    0.6491    0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3149    0.7242    2.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8014    0.8146    0.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5026    0.7424   -1.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026   -0.2262   -1.7013 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3111   -0.4242   -1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3121    0.2349   -2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3530    1.1252   -3.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453    1.4834   -3.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7147    0.8298   -2.5498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0257    0.0783   -1.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3734   -0.7730   -0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7035   -0.9716   -0.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2363   -0.0958    0.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6586   -0.4536    0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6608    0.3843    0.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0488   -0.0372    0.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4027    1.7859    0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964   -1.4537   -0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -2.2635    0.9703 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1505   -2.9441    1.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2521   -3.7146    2.6156 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5018   -2.8332    1.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705   -1.9733    0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9481   -1.2710   -0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1959    1.2413   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1068    0.2693    0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9582   -0.5438   -0.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5564    0.1548    2.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3436    1.7765    2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2909    0.2662    2.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0146    1.0119    0.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705    0.5226   -1.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2439    1.7695   -1.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2735    1.4541   -3.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2236    2.1790   -4.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6627   -0.1795    1.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1139    0.9274    0.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8638   -1.4546    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1287   -0.5353    1.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4723   -0.6780    0.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7226    0.8646    0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5875    2.2355    0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2326    1.7604   -0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3075    2.4016    0.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2484   -3.3786    1.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171   -1.8625    0.1500 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
 13 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26  7  1  0
 12  8  1  0
 26 20  2  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
  9 36  1  0
 10 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 24 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  O   UNK     0       2.001  -1.537   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.669  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.669   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.001   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.336   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.336  -0.767   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.668  -1.540   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.666  -3.080   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.666  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.464  -1.245   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.370   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.464   1.247   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.001   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.666   1.543   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.666   3.080   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.001  -3.847   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.001  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.333  -6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.333  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.668  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.669   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.669   5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.001   6.160   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.001   7.700   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.336   5.390   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6                                                            
CONECT    8    9   17                                                       
CONECT    9    2    8   10                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   10   13   15                                                  
CONECT   15    3   14   16                                                  
CONECT   16   15   22                                                       
CONECT   17    8   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   16   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0303563
HETATM    1  C1  UNL     1       6.137   0.380  -0.332  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.025   0.649   0.620  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.315   0.724   2.069  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.801   0.815   0.145  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.503   0.742  -1.287  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.603  -0.226  -1.701  1.00  0.00           O  
HETATM    7  C6  UNL     1       1.311  -0.424  -1.355  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.312   0.235  -2.036  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.353   1.125  -3.080  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.945   1.483  -3.382  1.00  0.00           C  
HETATM   11  O2  UNL     1      -1.715   0.830  -2.550  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.026   0.078  -1.733  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.373  -0.773  -0.708  1.00  0.00           C  
HETATM   14  O3  UNL     1      -2.703  -0.972  -0.356  1.00  0.00           O  
HETATM   15  C12 UNL     1      -3.236  -0.096   0.632  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.659  -0.454   0.880  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.661   0.384   0.688  1.00  0.00           C  
HETATM   18  C15 UNL     1      -7.049  -0.037   0.954  1.00  0.00           C  
HETATM   19  C16 UNL     1      -5.403   1.786   0.194  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.396  -1.454  -0.001  1.00  0.00           C  
HETATM   21  O4  UNL     1      -0.717  -2.264   0.970  1.00  0.00           O  
HETATM   22  C18 UNL     1       0.151  -2.944   1.682  1.00  0.00           C  
HETATM   23  O5  UNL     1      -0.252  -3.715   2.616  1.00  0.00           O  
HETATM   24  C19 UNL     1       1.502  -2.833   1.428  1.00  0.00           C  
HETATM   25  C20 UNL     1       1.870  -1.973   0.395  1.00  0.00           C  
HETATM   26  C21 UNL     1       0.948  -1.271  -0.335  1.00  0.00           C  
HETATM   27  H1  UNL     1       6.196   1.241  -1.027  1.00  0.00           H  
HETATM   28  H2  UNL     1       7.107   0.269   0.229  1.00  0.00           H  
HETATM   29  H3  UNL     1       5.958  -0.544  -0.943  1.00  0.00           H  
HETATM   30  H4  UNL     1       4.556   0.155   2.678  1.00  0.00           H  
HETATM   31  H5  UNL     1       5.344   1.776   2.435  1.00  0.00           H  
HETATM   32  H6  UNL     1       6.291   0.266   2.329  1.00  0.00           H  
HETATM   33  H7  UNL     1       3.015   1.012   0.903  1.00  0.00           H  
HETATM   34  H8  UNL     1       4.470   0.523  -1.825  1.00  0.00           H  
HETATM   35  H9  UNL     1       3.244   1.770  -1.630  1.00  0.00           H  
HETATM   36  H10 UNL     1       1.274   1.454  -3.547  1.00  0.00           H  
HETATM   37  H11 UNL     1      -1.224   2.179  -4.170  1.00  0.00           H  
HETATM   38  H12 UNL     1      -2.663  -0.179   1.583  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.114   0.927   0.246  1.00  0.00           H  
HETATM   40  H14 UNL     1      -4.864  -1.455   1.234  1.00  0.00           H  
HETATM   41  H15 UNL     1      -7.129  -0.535   1.943  1.00  0.00           H  
HETATM   42  H16 UNL     1      -7.472  -0.678   0.129  1.00  0.00           H  
HETATM   43  H17 UNL     1      -7.723   0.865   0.975  1.00  0.00           H  
HETATM   44  H18 UNL     1      -4.588   2.235   0.773  1.00  0.00           H  
HETATM   45  H19 UNL     1      -5.233   1.760  -0.894  1.00  0.00           H  
HETATM   46  H20 UNL     1      -6.308   2.402   0.374  1.00  0.00           H  
HETATM   47  H21 UNL     1       2.248  -3.379   1.993  1.00  0.00           H  
HETATM   48  H22 UNL     1       2.917  -1.863   0.150  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
CONECT    7    8    8   26
CONECT    8    9   12
CONECT    9   10   10   36
CONECT   10   11   37
CONECT   11   12
CONECT   12   13   13
CONECT   13   14   20
CONECT   14   15
CONECT   15   16   38   39
CONECT   16   17   17   40
CONECT   17   18   19
CONECT   18   41   42   43
CONECT   19   44   45   46
CONECT   20   21   26   26
CONECT   21   22
CONECT   22   23   23   24
CONECT   24   25   25   47
CONECT   25   26   48
END

HMDB0303563
     RDKit          3D
Cnidicin
 48 50  0  0  0  0  0  0  0  0999 V2000
    6.1367    0.3805   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0252    0.6491    0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3149    0.7242    2.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8014    0.8146    0.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5026    0.7424   -1.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026   -0.2262   -1.7013 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3111   -0.4242   -1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3121    0.2349   -2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3530    1.1252   -3.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453    1.4834   -3.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7147    0.8298   -2.5498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0257    0.0783   -1.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3734   -0.7730   -0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7035   -0.9716   -0.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2363   -0.0958    0.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6586   -0.4536    0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6608    0.3843    0.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0488   -0.0372    0.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4027    1.7859    0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964   -1.4537   -0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -2.2635    0.9703 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1505   -2.9441    1.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2521   -3.7146    2.6156 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5018   -2.8332    1.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705   -1.9733    0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9481   -1.2710   -0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1959    1.2413   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1068    0.2693    0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9582   -0.5438   -0.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5564    0.1548    2.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3436    1.7765    2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2909    0.2662    2.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0146    1.0119    0.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705    0.5226   -1.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2439    1.7695   -1.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2735    1.4541   -3.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2236    2.1790   -4.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6627   -0.1795    1.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1139    0.9274    0.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8638   -1.4546    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1287   -0.5353    1.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4723   -0.6780    0.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7226    0.8646    0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5875    2.2355    0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2326    1.7604   -0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3075    2.4016    0.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2484   -3.3786    1.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171   -1.8625    0.1500 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
 13 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26  7  1  0
 12  8  1  0
 26 20  2  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
  9 36  1  0
 10 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 24 47  1  0
 25 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
58-Diprenyloxypsoralen	ChEMBL

Chemical Formula

C₂₁H₂₂O₅

Average Molecular Weight

354.3964

Monoisotopic Molecular Weight

354.146723814

IUPAC Name

4,9-bis[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one

Traditional Name

4,9-bis[(3-methylbut-2-en-1-yl)oxy]furo[3,2-g]chromen-7-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCOC1=C2OC(=O)C=CC2=C(OCC=C(C)C)C2=C1OC=C2

InChI Identifier

InChI=1S/C21H22O5/c1-13(2)7-10-23-18-15-5-6-17(22)26-20(15)21(25-11-8-14(3)4)19-16(18)9-12-24-19/h5-9,12H,10-11H2,1-4H3

InChI Key

HJMDOAWWVCOEDW-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0303563)

Food

Fruit

Citrus

Lemon (FooDB: FOOD00054)

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	4.37	ALOGPS
logP	4.35	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.9 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.55 m³·mol⁻¹	ChemAxon
Polarizability	38.78 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	183.267	32859911
AllCCS	[M+H-H2O]+	180.32	32859911
AllCCS	[M+Na]+	186.772	32859911
AllCCS	[M+NH4]+	185.991	32859911
AllCCS	[M-H]-	187.556	32859911
AllCCS	[M+Na-2H]-	186.775	32859911
AllCCS	[M+HCOO]-	186.068	32859911
DeepCCS	[M+H]+	182.287	30932474
DeepCCS	[M-H]-	179.929	30932474
DeepCCS	[M-2H]-	213.793	30932474
DeepCCS	[M+Na]+	189.02	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 - Cnidicin 10V, Positive-QTOF	splash10-0a4i-2039000000-bd8da17b0ba9eb47301c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cnidicin 20V, Positive-QTOF	splash10-014i-9044000000-95d33c364d1b56582950	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cnidicin 40V, Positive-QTOF	splash10-014i-9060000000-a7f7aa9c597576c78ae3	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cnidicin 10V, Negative-QTOF	splash10-0udr-0069000000-3c43bc9388c0d9198a11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cnidicin 20V, Negative-QTOF	splash10-000i-0091000000-76ebd2fe5cd49ca2f896	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cnidicin 40V, Negative-QTOF	splash10-03y3-1290000000-4af67dc2cb0c0a4d8b22	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cnidicin 10V, Positive-QTOF	splash10-00kr-0092000000-6a4a77f3fef40a0eef34	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cnidicin 20V, Positive-QTOF	splash10-014i-0090000000-01e805ac1d1d368befc8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cnidicin 40V, Positive-QTOF	splash10-014i-5090000000-6da124bed1457d4b3b50	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cnidicin 10V, Negative-QTOF	splash10-0udi-0009000000-8d641cbce8769999efd2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cnidicin 20V, Negative-QTOF	splash10-0gb9-0092000000-fa5c2954b91ab22e805e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cnidicin 40V, Negative-QTOF	splash10-02t9-0090000000-7cd3783db13ae2d79c65	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

FDB015547

KNApSAcK ID

Not Available

Chemspider ID

8219258

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10043694

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 Cnidicin (HMDB0303563)

MOL for HMDB0303563 (Cnidicin)

3D MOL for HMDB0303563 (Cnidicin)

3D SDF for HMDB0303563 (Cnidicin)

3D-SDF for HMDB0303563 (Cnidicin)

PDB for HMDB0303563 (Cnidicin)

3D PDB for HMDB0303563 (Cnidicin)

SMILES for HMDB0303563 (Cnidicin)

INCHI for HMDB0303563 (Cnidicin)

Structure for HMDB0303563 (Cnidicin)

3D Structure for HMDB0303563 (Cnidicin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra