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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:30:42 UTC

Update Date

2022-03-07 02:52:10 UTC

HMDB ID

HMDB0029489

Secondary Accession Numbers

HMDB29489

Metabolite Identification

Common Name

Farnesiferol B

Description

Farnesiferol B, also known as kopeodin, belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review a significant number of articles have been published on Farnesiferol B.

Structure

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


  Mrv0541 05061304472D          

 28 30  0  0  0  0            999 V2000
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5757    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0454    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  8  2  0  0  0  0
 14 13  1  0  0  0  0
 16  1  1  0  0  0  0
 16  5  1  0  0  0  0
 16 13  2  0  0  0  0
 17  2  2  0  0  0  0
 17  6  1  0  0  0  0
 18  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19  9  1  0  0  0  0
 19 15  2  0  0  0  0
 20 10  1  0  0  0  0
 20 17  1  0  0  0  0
 21 15  1  0  0  0  0
 21 18  2  0  0  0  0
 22 11  1  0  0  0  0
 23 12  1  0  0  0  0
 24  3  1  0  0  0  0
 24  4  1  0  0  0  0
 24 20  1  0  0  0  0
 24 22  1  0  0  0  0
 25 22  1  0  0  0  0
 26 23  2  0  0  0  0
 27 14  1  0  0  0  0
 27 19  1  0  0  0  0
 28 21  1  0  0  0  0
 28 23  1  0  0  0  0
M  END

HMDB0029489
     RDKit          3D
Farnesiferol B
 58 60  0  0  0  0  0  0  0  0999 V2000
   -2.1168   -2.1799   -0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5791   -1.0398   -0.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1610   -0.9936    1.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6478   -0.7061    1.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8575    0.5406    0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6368    1.6440    1.2104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0421    0.7352   -0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0450    2.2094   -1.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7160    0.0255   -2.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6128    0.2365   -0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380    1.2359   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2736    0.9011    0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805    0.6931   -1.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2943    1.8567   -2.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0162   -0.3947   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1909   -1.5898   -0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4918   -1.9613   -0.5689 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4882   -1.3082    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3779   -0.0637    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500    0.5411    1.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6732   -0.0867    1.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7460    0.5168    2.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9313   -0.1751    2.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0118   -1.4184    1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1229   -2.0377    1.5485 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9889   -1.9708    0.8878 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8209   -1.3410    0.8109 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7546   -1.9143    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1407   -3.0828    0.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6941   -2.2194   -1.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7239   -0.2219    2.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0992   -1.9835    1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0729   -1.6116    0.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0912   -0.5805    2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9305    0.6023    0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4504    1.3468    2.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4585    2.4518   -2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1179    2.4706   -1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7826    2.8281   -0.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1083   -0.9702   -1.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9071   -0.1938   -2.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4799    0.6633   -2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2365    0.0587   -1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8045    2.2549   -0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634    1.4151    0.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1998    1.8597    0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    0.1630    0.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2273    2.8113   -1.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2067    1.8010   -2.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5695    1.6889   -2.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4475   -0.3837   -2.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5800   -1.5629    0.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6932   -2.4384   -1.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4622    0.4963    0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3379    1.5258    1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6611    1.4892    2.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7980    0.2767    2.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8576   -2.9096   -0.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 10  2  1  0
 28 18  1  0
 27 21  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 19 54  1  0
 20 55  1  0
 22 56  1  0
 23 57  1  0
 28 58  1  0
M  END


  Mrv0541 05061304472D          

 28 30  0  0  0  0            999 V2000
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5757    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0454    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  8  2  0  0  0  0
 14 13  1  0  0  0  0
 16  1  1  0  0  0  0
 16  5  1  0  0  0  0
 16 13  2  0  0  0  0
 17  2  2  0  0  0  0
 17  6  1  0  0  0  0
 18  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19  9  1  0  0  0  0
 19 15  2  0  0  0  0
 20 10  1  0  0  0  0
 20 17  1  0  0  0  0
 21 15  1  0  0  0  0
 21 18  2  0  0  0  0
 22 11  1  0  0  0  0
 23 12  1  0  0  0  0
 24  3  1  0  0  0  0
 24  4  1  0  0  0  0
 24 20  1  0  0  0  0
 24 22  1  0  0  0  0
 25 22  1  0  0  0  0
 26 23  2  0  0  0  0
 27 14  1  0  0  0  0
 27 19  1  0  0  0  0
 28 21  1  0  0  0  0
 28 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029489

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(CCC1C(=C)CCC(O)C1(C)C)=C\COC1=CC2=C(C=CC(=O)O2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O4/c1-16(5-10-20-17(2)6-11-22(25)24(20,3)4)13-14-27-19-9-7-18-8-12-23(26)28-21(18)15-19/h7-9,12-13,15,20,22,25H,2,5-6,10-11,14H2,1,3-4H3/b16-13-

> <INCHI_KEY>
XXKXCRGLMFAXTK-SSZFMOIBSA-N

> <FORMULA>
C24H30O4

> <MOLECULAR_WEIGHT>
382.4926

> <EXACT_MASS>
382.214409448

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
43.26043917029807

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-{[(2Z)-5-(3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-2-en-1-yl]oxy}-2H-chromen-2-one

> <ALOGPS_LOGP>
5.30

> <JCHEM_LOGP>
4.773268057666667

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.57570025460736

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7973515837186661

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
112.34769999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.64e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-{[(2Z)-5-(3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-2-en-1-yl]oxy}chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029489
     RDKit          3D
Farnesiferol B
 58 60  0  0  0  0  0  0  0  0999 V2000
   -2.1168   -2.1799   -0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5791   -1.0398   -0.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1610   -0.9936    1.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6478   -0.7061    1.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8575    0.5406    0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6368    1.6440    1.2104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0421    0.7352   -0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0450    2.2094   -1.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7160    0.0255   -2.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6128    0.2365   -0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380    1.2359   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2736    0.9011    0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805    0.6931   -1.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2943    1.8567   -2.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0162   -0.3947   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1909   -1.5898   -0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4918   -1.9613   -0.5689 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4882   -1.3082    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3779   -0.0637    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500    0.5411    1.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6732   -0.0867    1.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7460    0.5168    2.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9313   -0.1751    2.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0118   -1.4184    1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1229   -2.0377    1.5485 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9889   -1.9708    0.8878 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8209   -1.3410    0.8109 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7546   -1.9143    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1407   -3.0828    0.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6941   -2.2194   -1.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7239   -0.2219    2.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0992   -1.9835    1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0729   -1.6116    0.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0912   -0.5805    2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9305    0.6023    0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4504    1.3468    2.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4585    2.4518   -2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1179    2.4706   -1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7826    2.8281   -0.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1083   -0.9702   -1.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9071   -0.1938   -2.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4799    0.6633   -2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2365    0.0587   -1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8045    2.2549   -0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634    1.4151    0.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1998    1.8597    0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    0.1630    0.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2273    2.8113   -1.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2067    1.8010   -2.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5695    1.6889   -2.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4475   -0.3837   -2.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5800   -1.5629    0.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6932   -2.4384   -1.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4622    0.4963    0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3379    1.5258    1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6611    1.4892    2.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7980    0.2767    2.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8576   -2.9096   -0.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 10  2  1  0
 28 18  1  0
 27 21  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 19 54  1  0
 20 55  1  0
 22 56  1  0
 23 57  1  0
 28 58  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      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.808   2.987   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.818   1.273   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   17                                                            
CONECT    3   24                                                            
CONECT    4   24                                                            
CONECT    5   10   16                                                       
CONECT    6   11   17                                                       
CONECT    7    9   18                                                       
CONECT    8   12   18                                                       
CONECT    9    7   19                                                       
CONECT   10    5   20                                                       
CONECT   11    6   22                                                       
CONECT   12    8   23                                                       
CONECT   13   14   16                                                       
CONECT   14   13   27                                                       
CONECT   15   19   21                                                       
CONECT   16    1    5   13                                                  
CONECT   17    2    6   20                                                  
CONECT   18    7    8   21                                                  
CONECT   19    9   15   27                                                  
CONECT   20   10   17   24                                                  
CONECT   21   15   18   28                                                  
CONECT   22   11   24   25                                                  
CONECT   23   12   26   28                                                  
CONECT   24    3    4   20   22                                             
CONECT   25   22                                                            
CONECT   26   23                                                            
CONECT   27   14   19                                                       
CONECT   28   21   23                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0029489
HETATM    1  C1  UNL     1      -2.117  -2.180  -0.454  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.579  -1.040  -0.000  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.161  -0.994   1.372  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.648  -0.706   1.119  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.857   0.541   0.356  1.00  0.00           C  
HETATM    6  O1  UNL     1      -4.637   1.644   1.210  1.00  0.00           O  
HETATM    7  C6  UNL     1      -4.042   0.735  -0.881  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.045   2.209  -1.203  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.716   0.026  -2.031  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.613   0.236  -0.732  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.738   1.236  -0.076  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.274   0.901   0.021  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.380   0.693  -1.280  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.294   1.857  -2.257  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.016  -0.395  -1.648  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.191  -1.590  -0.824  1.00  0.00           C  
HETATM   17  O2  UNL     1       2.492  -1.961  -0.569  1.00  0.00           O  
HETATM   18  C16 UNL     1       3.488  -1.308   0.069  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.378  -0.064   0.631  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.450   0.541   1.269  1.00  0.00           C  
HETATM   21  C19 UNL     1       5.673  -0.087   1.365  1.00  0.00           C  
HETATM   22  C20 UNL     1       6.746   0.517   2.003  1.00  0.00           C  
HETATM   23  C21 UNL     1       7.931  -0.175   2.056  1.00  0.00           C  
HETATM   24  C22 UNL     1       8.012  -1.418   1.485  1.00  0.00           C  
HETATM   25  O3  UNL     1       9.123  -2.038   1.549  1.00  0.00           O  
HETATM   26  O4  UNL     1       6.989  -1.971   0.888  1.00  0.00           O  
HETATM   27  C23 UNL     1       5.821  -1.341   0.811  1.00  0.00           C  
HETATM   28  C24 UNL     1       4.755  -1.914   0.190  1.00  0.00           C  
HETATM   29  H1  UNL     1      -2.141  -3.083   0.125  1.00  0.00           H  
HETATM   30  H2  UNL     1      -1.694  -2.219  -1.448  1.00  0.00           H  
HETATM   31  H3  UNL     1      -2.724  -0.222   2.013  1.00  0.00           H  
HETATM   32  H4  UNL     1      -3.099  -1.984   1.878  1.00  0.00           H  
HETATM   33  H5  UNL     1      -5.073  -1.612   0.653  1.00  0.00           H  
HETATM   34  H6  UNL     1      -5.091  -0.581   2.127  1.00  0.00           H  
HETATM   35  H7  UNL     1      -5.930   0.602   0.078  1.00  0.00           H  
HETATM   36  H8  UNL     1      -4.450   1.347   2.133  1.00  0.00           H  
HETATM   37  H9  UNL     1      -3.458   2.452  -2.100  1.00  0.00           H  
HETATM   38  H10 UNL     1      -5.118   2.471  -1.440  1.00  0.00           H  
HETATM   39  H11 UNL     1      -3.783   2.828  -0.325  1.00  0.00           H  
HETATM   40  H12 UNL     1      -5.108  -0.970  -1.735  1.00  0.00           H  
HETATM   41  H13 UNL     1      -3.907  -0.194  -2.784  1.00  0.00           H  
HETATM   42  H14 UNL     1      -5.480   0.663  -2.520  1.00  0.00           H  
HETATM   43  H15 UNL     1      -2.237   0.059  -1.761  1.00  0.00           H  
HETATM   44  H16 UNL     1      -1.805   2.255  -0.522  1.00  0.00           H  
HETATM   45  H17 UNL     1      -2.063   1.415   0.998  1.00  0.00           H  
HETATM   46  H18 UNL     1       0.200   1.860   0.427  1.00  0.00           H  
HETATM   47  H19 UNL     1      -0.053   0.163   0.799  1.00  0.00           H  
HETATM   48  H20 UNL     1       0.227   2.811  -1.693  1.00  0.00           H  
HETATM   49  H21 UNL     1       1.207   1.801  -2.882  1.00  0.00           H  
HETATM   50  H22 UNL     1      -0.570   1.689  -2.921  1.00  0.00           H  
HETATM   51  H23 UNL     1       1.447  -0.384  -2.672  1.00  0.00           H  
HETATM   52  H24 UNL     1       0.580  -1.563   0.116  1.00  0.00           H  
HETATM   53  H25 UNL     1       0.693  -2.438  -1.408  1.00  0.00           H  
HETATM   54  H26 UNL     1       2.462   0.496   0.610  1.00  0.00           H  
HETATM   55  H27 UNL     1       4.338   1.526   1.706  1.00  0.00           H  
HETATM   56  H28 UNL     1       6.661   1.489   2.442  1.00  0.00           H  
HETATM   57  H29 UNL     1       8.798   0.277   2.554  1.00  0.00           H  
HETATM   58  H30 UNL     1       4.858  -2.910  -0.255  1.00  0.00           H  
CONECT    1    2    2   29   30
CONECT    2    3   10
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6    7   35
CONECT    6   36
CONECT    7    8    9   10
CONECT    8   37   38   39
CONECT    9   40   41   42
CONECT   10   11   43
CONECT   11   12   44   45
CONECT   12   13   46   47
CONECT   13   14   15   15
CONECT   14   48   49   50
CONECT   15   16   51
CONECT   16   17   52   53
CONECT   17   18
CONECT   18   19   19   28
CONECT   19   20   54
CONECT   20   21   21   55
CONECT   21   22   27
CONECT   22   23   23   56
CONECT   23   24   57
CONECT   24   25   25   26
CONECT   26   27
CONECT   27   28   28
CONECT   28   58
END

HMDB0029489
     RDKit          3D
Farnesiferol B
 58 60  0  0  0  0  0  0  0  0999 V2000
   -2.1168   -2.1799   -0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5791   -1.0398   -0.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1610   -0.9936    1.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6478   -0.7061    1.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8575    0.5406    0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6368    1.6440    1.2104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0421    0.7352   -0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0450    2.2094   -1.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7160    0.0255   -2.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6128    0.2365   -0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380    1.2359   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2736    0.9011    0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805    0.6931   -1.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2943    1.8567   -2.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0162   -0.3947   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1909   -1.5898   -0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4918   -1.9613   -0.5689 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4882   -1.3082    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3779   -0.0637    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500    0.5411    1.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6732   -0.0867    1.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7460    0.5168    2.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9313   -0.1751    2.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0118   -1.4184    1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1229   -2.0377    1.5485 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9889   -1.9708    0.8878 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8209   -1.3410    0.8109 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7546   -1.9143    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1407   -3.0828    0.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6941   -2.2194   -1.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7239   -0.2219    2.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0992   -1.9835    1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0729   -1.6116    0.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0912   -0.5805    2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9305    0.6023    0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4504    1.3468    2.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4585    2.4518   -2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1179    2.4706   -1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7826    2.8281   -0.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1083   -0.9702   -1.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9071   -0.1938   -2.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4799    0.6633   -2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2365    0.0587   -1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8045    2.2549   -0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634    1.4151    0.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1998    1.8597    0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    0.1630    0.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2273    2.8113   -1.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2067    1.8010   -2.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5695    1.6889   -2.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4475   -0.3837   -2.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5800   -1.5629    0.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6932   -2.4384   -1.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4622    0.4963    0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3379    1.5258    1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6611    1.4892    2.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7980    0.2767    2.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8576   -2.9096   -0.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 10  2  1  0
 28 18  1  0
 27 21  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 19 54  1  0
 20 55  1  0
 22 56  1  0
 23 57  1  0
 28 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-[[3-Methyl-5-(3-hydroxy-2,2-dimethyl-6-methylene)cyclohexyl-2-pentenyl]oxy]-2H-1-benzopyran-2-one, 9ci	HMDB
Kopeodin	HMDB
Farnesiferol b	MeSH

Chemical Formula

C₂₄H₃₀O₄

Average Molecular Weight

382.4926

Monoisotopic Molecular Weight

382.214409448

IUPAC Name

7-{[(2Z)-5-(3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-2-en-1-yl]oxy}-2H-chromen-2-one

Traditional Name

7-{[(2Z)-5-(3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-2-en-1-yl]oxy}chromen-2-one

CAS Registry Number

54990-68-0

SMILES

C\C(CCC1C(=C)CCC(O)C1(C)C)=C\COC1=CC2=C(C=CC(=O)O2)C=C1

InChI Identifier

InChI=1S/C24H30O4/c1-16(5-10-20-17(2)6-11-22(25)24(20,3)4)13-14-27-19-9-7-18-8-12-23(26)28-21(18)15-19/h7-9,12-13,15,20,22,25H,2,5-6,10-11,14H2,1,3-4H3/b16-13-

InChI Key

XXKXCRGLMFAXTK-SSZFMOIBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Sesquiterpenoid
Cyclofarsesane sesquiterpenoid
Coumarin
Benzopyran
1-benzopyran
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Cyclic alcohol
Heteroaromatic compound
Lactone
Secondary alcohol
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029489)

Source

Endogenous

Endogenous (HMDB: HMDB0029489)

Plant

Plant (HMDB: HMDB0029489)

Animal

Animal (HMDB: HMDB0029489)

Exogenous

Food

Food (HMDB: HMDB0029489)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Exogenous (HMDB: HMDB0029489)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0029489)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0029489)

Lipid metabolism pathway (HMDB: HMDB0029489)

Cellular process

Cell signaling (HMDB: HMDB0029489)

Biochemical process

Lipid transport (HMDB: HMDB0029489)

Role

Biological role

Energy source (HMDB: HMDB0029489)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	112.5 - 113.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.044 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	0.0036 g/L	ALOGPS
logP	5.3	ALOGPS
logP	4.77	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	19.58	ChemAxon
pKa (Strongest Basic)	-0.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	112.35 m³·mol⁻¹	ChemAxon
Polarizability	43.26 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
DarkChem	[M+H]+	190.398	31661259
DarkChem	[M-H]-	188.415	31661259
DeepCCS	[M+H]+	202.049	30932474
DeepCCS	[M-H]-	199.691	30932474
DeepCCS	[M-2H]-	233.563	30932474
DeepCCS	[M+Na]+	209.232	30932474
AllCCS	[M+H]+	197.4	32859911
AllCCS	[M+H-H2O]+	194.7	32859911
AllCCS	[M+NH4]+	199.9	32859911
AllCCS	[M+Na]+	200.6	32859911
AllCCS	[M-H]-	198.7	32859911
AllCCS	[M+Na-2H]-	199.1	32859911
AllCCS	[M+HCOO]-	199.6	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.	9.07 minutes	32390414
Predicted by Siyang on May 30, 2022	18.778 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.87 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2790.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	481.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	248.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	223.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	178.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	768.2 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	757.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	95.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1523.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	579.3 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	1727.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	530.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	457.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	300.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	519.8 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Farnesiferol B	C\C(CCC1C(=C)CCC(O)C1(C)C)=C\COC1=CC2=C(C=CC(=O)O2)C=C1	3879.8	Standard polar	33892256
Farnesiferol B	C\C(CCC1C(=C)CCC(O)C1(C)C)=C\COC1=CC2=C(C=CC(=O)O2)C=C1	3168.9	Standard non polar	33892256
Farnesiferol B	C\C(CCC1C(=C)CCC(O)C1(C)C)=C\COC1=CC2=C(C=CC(=O)O2)C=C1	3482.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Farnesiferol B,1TMS,isomer #1	C=C1CCC(O[Si](C)(C)C)C(C)(C)C1CC/C(C)=C\COC1=CC=C2C=CC(=O)OC2=C1	3346.3	Semi standard non polar	33892256
Farnesiferol B,1TBDMS,isomer #1	C=C1CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C1CC/C(C)=C\COC1=CC=C2C=CC(=O)OC2=C1	3554.3	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 - Farnesiferol B GC-MS (Non-derivatized) - 70eV, Positive	splash10-014r-5498000000-e6b43f8cd8b5c06a5695	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Farnesiferol B GC-MS (1 TMS) - 70eV, Positive	splash10-020c-5291400000-bc70acc8858867ce8903	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Farnesiferol B 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 - Farnesiferol B 10V, Positive-QTOF	splash10-0159-0329000000-2911ec01c557462f5061	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesiferol B 20V, Positive-QTOF	splash10-0i90-1974000000-f1eba9733dc4031a3c89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesiferol B 40V, Positive-QTOF	splash10-0i0c-8913000000-332135df07029498a3db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesiferol B 10V, Negative-QTOF	splash10-01q9-0309000000-93c50f72713a99267e40	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesiferol B 20V, Negative-QTOF	splash10-03di-0903000000-9581c4961ca73aea0ef9	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesiferol B 40V, Negative-QTOF	splash10-014i-1900000000-aa7e558ae6913e497d97	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesiferol B 10V, Negative-QTOF	splash10-01q9-0609000000-41feb38c7715bd28f139	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesiferol B 20V, Negative-QTOF	splash10-03di-0916000000-90efee619f3bfea2a8bb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesiferol B 40V, Negative-QTOF	splash10-0159-0900000000-9eaeebdd9e7d9912eeed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesiferol B 10V, Positive-QTOF	splash10-001i-0349000000-4c2dd41cc8eeec694195	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesiferol B 20V, Positive-QTOF	splash10-03dj-0945000000-49f416ed6764befe94d4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesiferol B 40V, Positive-QTOF	splash10-03di-3910000000-71a87f8fcf68d29a334c	2021-09-23	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

FDB000621

KNApSAcK ID

C00034507

Chemspider ID

35013060

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750875

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1809891

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Farnesiferol B (HMDB0029489)

MOL for HMDB0029489 (Farnesiferol B)

3D MOL for HMDB0029489 (Farnesiferol B)

3D SDF for HMDB0029489 (Farnesiferol B)

3D-SDF for HMDB0029489 (Farnesiferol B)

PDB for HMDB0029489 (Farnesiferol B)

3D PDB for HMDB0029489 (Farnesiferol B)

SMILES for HMDB0029489 (Farnesiferol B)

INCHI for HMDB0029489 (Farnesiferol B)

Structure for HMDB0029489 (Farnesiferol B)

3D Structure for HMDB0029489 (Farnesiferol B)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra