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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 21:11:48 UTC

Update Date

2022-09-22 18:35:10 UTC

HMDB ID

HMDB0036131

Secondary Accession Numbers

HMDB36131

Metabolite Identification

Common Name

S-Furanopetasitin

Description

S-Furanopetasitin belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Based on a literature review a small amount of articles have been published on S-Furanopetasitin.

Structure

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


  Mrv0541 05061308532D          

 30 32  0  0  0  0            999 V2000
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
   -2.8579   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  2  0  0  0  0
 14  2  1  0  0  0  0
 14  7  2  0  0  0  0
 15  3  1  0  0  0  0
 15 13  2  0  0  0  0
 16  4  1  0  0  0  0
 17  8  1  0  0  0  0
 17 12  1  0  0  0  0
 18  9  1  0  0  0  0
 18 16  1  0  0  0  0
 19 12  1  0  0  0  0
 20 10  1  0  0  0  0
 21 15  1  0  0  0  0
 21 19  2  0  0  0  0
 22 21  1  0  0  0  0
 23 14  1  0  0  0  0
 24  5  1  0  0  0  0
 24 16  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 20  2  0  0  0  0
 26 23  2  0  0  0  0
 27 13  1  0  0  0  0
 27 19  1  0  0  0  0
 28 18  1  0  0  0  0
 28 20  1  0  0  0  0
 29 22  1  0  0  0  0
 29 23  1  0  0  0  0
 30  6  1  0  0  0  0
 30 11  1  0  0  0  0
M  END

HMDB0036131
     RDKit          3D
S-Furanopetasitin
 62 64  0  0  0  0  0  0  0  0999 V2000
   -5.1394    3.3453    2.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1895    2.1887    2.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7841    1.7739    1.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980    2.4873    0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8548    0.6471    1.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4411    0.0684    2.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154    0.1930   -0.1385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5131   -0.8994   -0.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1690   -2.0405   -0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0144   -3.0407   -0.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543   -3.1585    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3390   -3.8579   -1.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7376   -3.3971   -2.6267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0403   -2.3300   -2.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1608   -1.3791   -3.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0661   -1.2004   -2.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2109   -0.5937   -2.9646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765   -0.0862   -2.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763   -0.6730   -0.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829    0.1759    0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2736   -0.2135    0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -1.3914    0.4669 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521    0.6743    1.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2020    0.2576    2.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2093    1.3052    3.0758 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.2718    2.2867    1.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9627   -0.8288   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8472   -0.1297    1.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2235   -0.4745   -0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2291    1.0281   -1.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428    3.4140    1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8481    3.2100    3.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5945    4.2923    2.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8384    1.6970    3.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3908    2.2960   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1233    3.5852    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7438    2.1528   -0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2872   -1.2479    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6923   -3.6788    1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3550   -3.8374    0.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7833   -2.2052    1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9828   -4.7178   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359   -0.4452   -3.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8470   -1.7777   -4.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3799   -2.2421   -1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6116   -1.3821   -3.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699    0.2259   -3.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2896    1.0403   -2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2663   -0.3570   -2.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8464   -1.6477   -0.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7235    1.6705    1.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5167   -0.7684    1.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3007    1.8510    0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2967    2.3017    2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8689    3.3336    1.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8117   -1.9285    0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8624    0.2484    1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5496   -0.8263    2.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188    0.6858    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0899    1.3057   -2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948    1.4961   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398    1.5191   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 19 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29  8  1  0
 14  9  2  0
 29 16  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  4 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 23 51  1  0
 24 52  1  0
 26 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 28 59  1  0
 30 60  1  0
 30 61  1  0
 30 62  1  0
M  END


  Mrv0541 05061308532D          

 30 32  0  0  0  0            999 V2000
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
   -2.8579   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  2  0  0  0  0
 14  2  1  0  0  0  0
 14  7  2  0  0  0  0
 15  3  1  0  0  0  0
 15 13  2  0  0  0  0
 16  4  1  0  0  0  0
 17  8  1  0  0  0  0
 17 12  1  0  0  0  0
 18  9  1  0  0  0  0
 18 16  1  0  0  0  0
 19 12  1  0  0  0  0
 20 10  1  0  0  0  0
 21 15  1  0  0  0  0
 21 19  2  0  0  0  0
 22 21  1  0  0  0  0
 23 14  1  0  0  0  0
 24  5  1  0  0  0  0
 24 16  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 20  2  0  0  0  0
 26 23  2  0  0  0  0
 27 13  1  0  0  0  0
 27 19  1  0  0  0  0
 28 18  1  0  0  0  0
 28 20  1  0  0  0  0
 29 22  1  0  0  0  0
 29 23  1  0  0  0  0
 30  6  1  0  0  0  0
 30 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036131

> <DATABASE_NAME>
hmdb

> <SMILES>
CS\C=C\C(=O)OC1CCC2CC3=C(C(OC(=O)C(\C)=C\C)C2(C)C1C)C(C)=CO3

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O5S/c1-7-14(2)23(26)29-22-21-15(3)13-27-19(21)12-17-8-9-18(16(4)24(17,22)5)28-20(25)10-11-30-6/h7,10-11,13,16-18,22H,8-9,12H2,1-6H3/b11-10+,14-7+

> <INCHI_KEY>
DZIJJEZRPMYRRP-QFPWAJRASA-N

> <FORMULA>
C24H32O5S

> <MOLECULAR_WEIGHT>
432.573

> <EXACT_MASS>
432.197044824

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
47.59986006582753

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4a,5-trimethyl-6-{[(2E)-3-(methylsulfanyl)prop-2-enoyl]oxy}-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
5.75

> <JCHEM_LOGP>
5.9232031419999975

> <ALOGPS_LOGS>
-4.87

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.077935149290521

> <JCHEM_POLAR_SURFACE_AREA>
65.74000000000001

> <JCHEM_REFRACTIVITY>
120.07909999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.88e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4a,5-trimethyl-6-{[(2E)-3-(methylsulfanyl)prop-2-enoyl]oxy}-4H,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036131
     RDKit          3D
S-Furanopetasitin
 62 64  0  0  0  0  0  0  0  0999 V2000
   -5.1394    3.3453    2.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1895    2.1887    2.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7841    1.7739    1.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980    2.4873    0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8548    0.6471    1.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4411    0.0684    2.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154    0.1930   -0.1385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5131   -0.8994   -0.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1690   -2.0405   -0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0144   -3.0407   -0.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543   -3.1585    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3390   -3.8579   -1.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7376   -3.3971   -2.6267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0403   -2.3300   -2.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1608   -1.3791   -3.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0661   -1.2004   -2.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2109   -0.5937   -2.9646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765   -0.0862   -2.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763   -0.6730   -0.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829    0.1759    0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2736   -0.2135    0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -1.3914    0.4669 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521    0.6743    1.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2020    0.2576    2.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2093    1.3052    3.0758 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.2718    2.2867    1.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9627   -0.8288   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8472   -0.1297    1.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2235   -0.4745   -0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2291    1.0281   -1.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428    3.4140    1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8481    3.2100    3.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5945    4.2923    2.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8384    1.6970    3.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3908    2.2960   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1233    3.5852    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7438    2.1528   -0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2872   -1.2479    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6923   -3.6788    1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3550   -3.8374    0.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7833   -2.2052    1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9828   -4.7178   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359   -0.4452   -3.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8470   -1.7777   -4.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3799   -2.2421   -1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6116   -1.3821   -3.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699    0.2259   -3.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2896    1.0403   -2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2663   -0.3570   -2.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8464   -1.6477   -0.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7235    1.6705    1.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5167   -0.7684    1.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3007    1.8510    0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2967    2.3017    2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8689    3.3336    1.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8117   -1.9285    0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8624    0.2484    1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5496   -0.8263    2.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188    0.6858    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0899    1.3057   -2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948    1.4961   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398    1.5191   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 19 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29  8  1  0
 14  9  2  0
 29 16  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  4 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 23 51  1  0
 24 52  1  0
 26 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 28 59  1  0
 30 60  1  0
 30 61  1  0
 30 62  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.609  -4.251   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.038  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.133  -2.786   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   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       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.133  -0.294   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   30  S   UNK     0      -5.335  -3.080   0.000  0.00  0.00           S+0
CONECT    1    7                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   16                                                            
CONECT    5   24                                                            
CONECT    6   30                                                            
CONECT    7    1   14                                                       
CONECT    8    9   17                                                       
CONECT    9    8   18                                                       
CONECT   10   11   20                                                       
CONECT   11   10   30                                                       
CONECT   12   17   19                                                       
CONECT   13   15   27                                                       
CONECT   14    2    7   23                                                  
CONECT   15    3   13   21                                                  
CONECT   16    4   18   24                                                  
CONECT   17    8   12   24                                                  
CONECT   18    9   16   28                                                  
CONECT   19   12   21   27                                                  
CONECT   20   10   25   28                                                  
CONECT   21   15   19   22                                                  
CONECT   22   21   24   29                                                  
CONECT   23   14   26   29                                                  
CONECT   24    5   16   17   22                                             
CONECT   25   20                                                            
CONECT   26   23                                                            
CONECT   27   13   19                                                       
CONECT   28   18   20                                                       
CONECT   29   22   23                                                       
CONECT   30    6   11                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0036131
HETATM    1  C1  UNL     1      -5.139   3.345   2.501  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.190   2.189   2.405  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.784   1.774   1.230  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.298   2.487   0.020  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.855   0.647   1.069  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.441   0.068   2.105  1.00  0.00           O  
HETATM    7  O2  UNL     1      -2.415   0.193  -0.138  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.513  -0.899  -0.315  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.169  -2.041  -0.985  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.014  -3.041  -0.498  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.454  -3.159   0.915  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.339  -3.858  -1.558  1.00  0.00           C  
HETATM   13  O3  UNL     1      -2.738  -3.397  -2.627  1.00  0.00           O  
HETATM   14  C11 UNL     1      -2.040  -2.330  -2.331  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.161  -1.379  -3.094  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.066  -1.200  -2.238  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.211  -0.594  -2.965  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.277  -0.086  -2.054  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.276  -0.673  -0.688  1.00  0.00           C  
HETATM   20  O4  UNL     1       3.083   0.176   0.138  1.00  0.00           O  
HETATM   21  C17 UNL     1       4.274  -0.214   0.699  1.00  0.00           C  
HETATM   22  O5  UNL     1       4.669  -1.391   0.467  1.00  0.00           O  
HETATM   23  C18 UNL     1       5.052   0.674   1.524  1.00  0.00           C  
HETATM   24  C19 UNL     1       6.202   0.258   2.050  1.00  0.00           C  
HETATM   25  S1  UNL     1       7.209   1.305   3.076  1.00  0.00           S  
HETATM   26  C20 UNL     1       8.272   2.287   1.962  1.00  0.00           C  
HETATM   27  C21 UNL     1       0.963  -0.829  -0.032  1.00  0.00           C  
HETATM   28  C22 UNL     1       0.847  -0.130   1.302  1.00  0.00           C  
HETATM   29  C23 UNL     1      -0.224  -0.475  -0.940  1.00  0.00           C  
HETATM   30  C24 UNL     1      -0.229   1.028  -1.129  1.00  0.00           C  
HETATM   31  H1  UNL     1      -5.743   3.414   1.586  1.00  0.00           H  
HETATM   32  H2  UNL     1      -5.848   3.210   3.346  1.00  0.00           H  
HETATM   33  H3  UNL     1      -4.594   4.292   2.695  1.00  0.00           H  
HETATM   34  H4  UNL     1      -3.838   1.697   3.292  1.00  0.00           H  
HETATM   35  H5  UNL     1      -5.391   2.296  -0.088  1.00  0.00           H  
HETATM   36  H6  UNL     1      -4.123   3.585   0.099  1.00  0.00           H  
HETATM   37  H7  UNL     1      -3.744   2.153  -0.891  1.00  0.00           H  
HETATM   38  H8  UNL     1      -1.287  -1.248   0.736  1.00  0.00           H  
HETATM   39  H9  UNL     1      -2.692  -3.679   1.552  1.00  0.00           H  
HETATM   40  H10 UNL     1      -4.355  -3.837   0.937  1.00  0.00           H  
HETATM   41  H11 UNL     1      -3.783  -2.205   1.337  1.00  0.00           H  
HETATM   42  H12 UNL     1      -3.983  -4.718  -1.471  1.00  0.00           H  
HETATM   43  H13 UNL     1      -1.736  -0.445  -3.229  1.00  0.00           H  
HETATM   44  H14 UNL     1      -0.847  -1.778  -4.059  1.00  0.00           H  
HETATM   45  H15 UNL     1       0.380  -2.242  -1.931  1.00  0.00           H  
HETATM   46  H16 UNL     1       1.612  -1.382  -3.668  1.00  0.00           H  
HETATM   47  H17 UNL     1       0.870   0.226  -3.653  1.00  0.00           H  
HETATM   48  H18 UNL     1       2.290   1.040  -2.062  1.00  0.00           H  
HETATM   49  H19 UNL     1       3.266  -0.357  -2.532  1.00  0.00           H  
HETATM   50  H20 UNL     1       2.846  -1.648  -0.734  1.00  0.00           H  
HETATM   51  H21 UNL     1       4.723   1.671   1.724  1.00  0.00           H  
HETATM   52  H22 UNL     1       6.517  -0.768   1.829  1.00  0.00           H  
HETATM   53  H23 UNL     1       8.301   1.851   0.942  1.00  0.00           H  
HETATM   54  H24 UNL     1       9.297   2.302   2.375  1.00  0.00           H  
HETATM   55  H25 UNL     1       7.869   3.334   1.942  1.00  0.00           H  
HETATM   56  H26 UNL     1       0.812  -1.929   0.185  1.00  0.00           H  
HETATM   57  H27 UNL     1       1.862   0.248   1.622  1.00  0.00           H  
HETATM   58  H28 UNL     1       0.550  -0.826   2.129  1.00  0.00           H  
HETATM   59  H29 UNL     1       0.119   0.686   1.316  1.00  0.00           H  
HETATM   60  H30 UNL     1      -0.090   1.306  -2.214  1.00  0.00           H  
HETATM   61  H31 UNL     1      -1.195   1.496  -0.846  1.00  0.00           H  
HETATM   62  H32 UNL     1       0.540   1.519  -0.495  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   34
CONECT    3    4    5
CONECT    4   35   36   37
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   29   38
CONECT    9   10   14   14
CONECT   10   11   12   12
CONECT   11   39   40   41
CONECT   12   13   42
CONECT   13   14
CONECT   14   15
CONECT   15   16   43   44
CONECT   16   17   29   45
CONECT   17   18   46   47
CONECT   18   19   48   49
CONECT   19   20   27   50
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24   24   51
CONECT   24   25   52
CONECT   25   26
CONECT   26   53   54   55
CONECT   27   28   29   56
CONECT   28   57   58   59
CONECT   29   30
CONECT   30   60   61   62
END

HMDB0036131
     RDKit          3D
S-Furanopetasitin
 62 64  0  0  0  0  0  0  0  0999 V2000
   -5.1394    3.3453    2.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1895    2.1887    2.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7841    1.7739    1.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980    2.4873    0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8548    0.6471    1.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4411    0.0684    2.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154    0.1930   -0.1385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5131   -0.8994   -0.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1690   -2.0405   -0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0144   -3.0407   -0.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543   -3.1585    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3390   -3.8579   -1.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7376   -3.3971   -2.6267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0403   -2.3300   -2.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1608   -1.3791   -3.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0661   -1.2004   -2.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2109   -0.5937   -2.9646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765   -0.0862   -2.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763   -0.6730   -0.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829    0.1759    0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2736   -0.2135    0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -1.3914    0.4669 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521    0.6743    1.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2020    0.2576    2.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2093    1.3052    3.0758 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.2718    2.2867    1.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9627   -0.8288   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8472   -0.1297    1.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2235   -0.4745   -0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2291    1.0281   -1.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428    3.4140    1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8481    3.2100    3.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5945    4.2923    2.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8384    1.6970    3.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3908    2.2960   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1233    3.5852    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7438    2.1528   -0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2872   -1.2479    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6923   -3.6788    1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3550   -3.8374    0.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7833   -2.2052    1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9828   -4.7178   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359   -0.4452   -3.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8470   -1.7777   -4.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3799   -2.2421   -1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6116   -1.3821   -3.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699    0.2259   -3.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2896    1.0403   -2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2663   -0.3570   -2.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8464   -1.6477   -0.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7235    1.6705    1.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5167   -0.7684    1.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3007    1.8510    0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2967    2.3017    2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8689    3.3336    1.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8117   -1.9285    0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8624    0.2484    1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5496   -0.8263    2.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188    0.6858    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0899    1.3057   -2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948    1.4961   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398    1.5191   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 19 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29  8  1  0
 14  9  2  0
 29 16  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  4 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
 11 39  1  0
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 15 43  1  0
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 28 59  1  0
 30 60  1  0
 30 61  1  0
 30 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(S)-Furanopetasitin	HMDB
3,4a,5-Trimethyl-6-{[(2E)-3-(methylsulfanyl)prop-2-enoyl]oxy}-4H,4ah,5H,6H,7H,8H,8ah,9H-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoic acid	Generator
3,4a,5-Trimethyl-6-{[(2E)-3-(methylsulphanyl)prop-2-enoyl]oxy}-4H,4ah,5H,6H,7H,8H,8ah,9H-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate	Generator
3,4a,5-Trimethyl-6-{[(2E)-3-(methylsulphanyl)prop-2-enoyl]oxy}-4H,4ah,5H,6H,7H,8H,8ah,9H-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₄H₃₂O₅S

Average Molecular Weight

432.573

Monoisotopic Molecular Weight

432.197044824

IUPAC Name

3,4a,5-trimethyl-6-{[(2E)-3-(methylsulfanyl)prop-2-enoyl]oxy}-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate

Traditional Name

3,4a,5-trimethyl-6-{[(2E)-3-(methylsulfanyl)prop-2-enoyl]oxy}-4H,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate

CAS Registry Number

34335-97-2

SMILES

CS\C=C\C(=O)OC1CCC2CC3=C(C(OC(=O)C(\C)=C\C)C2(C)C1C)C(C)=CO3

InChI Identifier

InChI=1S/C24H32O5S/c1-7-14(2)23(26)29-22-21-15(3)13-27-19(21)12-17-8-9-18(16(4)24(17,22)5)28-20(25)10-11-30-6/h7,10-11,13,16-18,22H,8-9,12H2,1-6H3/b11-10+,14-7+

InChI Key

DZIJJEZRPMYRRP-QFPWAJRASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids

Alternative Parents

Substituents

Furoeremophilane sesquiterpenoid
Naphthofuran
Benzofuran
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Vinylogous thioester
Heteroaromatic compound
Acrylic acid or derivatives
Furan
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Thioenolether
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Sulfenyl compound
Organosulfur compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	107 - 108 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0038 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	0.0059 g/L	ALOGPS
logP	5.75	ALOGPS
logP	5.92	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.74 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	120.08 m³·mol⁻¹	ChemAxon
Polarizability	47.6 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	201.658	31661259
DarkChem	[M-H]-	193.358	31661259
DeepCCS	[M+H]+	204.821	30932474
DeepCCS	[M-H]-	202.463	30932474
DeepCCS	[M-2H]-	235.782	30932474
DeepCCS	[M+Na]+	211.01	30932474
AllCCS	[M+H]+	206.3	32859911
AllCCS	[M+H-H2O]+	204.2	32859911
AllCCS	[M+NH4]+	208.2	32859911
AllCCS	[M+Na]+	208.7	32859911
AllCCS	[M-H]-	202.9	32859911
AllCCS	[M+Na-2H]-	203.9	32859911
AllCCS	[M+HCOO]-	205.0	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.	9.34 minutes	32390414
Predicted by Siyang on May 30, 2022	20.7989 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.6 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3259.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	533.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	239.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	224.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	178.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	775.7 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	1121.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	89.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1602.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	736.4 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	1959.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	539.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	542.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	318.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	381.0 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
S-Furanopetasitin	CS\C=C\C(=O)OC1CCC2CC3=C(C(OC(=O)C(\C)=C\C)C2(C)C1C)C(C)=CO3	4179.6	Standard polar	33892256
S-Furanopetasitin	CS\C=C\C(=O)OC1CCC2CC3=C(C(OC(=O)C(\C)=C\C)C2(C)C1C)C(C)=CO3	3086.1	Standard non polar	33892256
S-Furanopetasitin	CS\C=C\C(=O)OC1CCC2CC3=C(C(OC(=O)C(\C)=C\C)C2(C)C1C)C(C)=CO3	3153.8	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 - S-Furanopetasitin GC-MS (Non-derivatized) - 70eV, Positive	splash10-05ai-8192100000-2c544ae202a64b6e80d4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Furanopetasitin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Furanopetasitin 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 - S-Furanopetasitin 10V, Positive-QTOF	splash10-001i-5418900000-31007c83830492abbf1c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Furanopetasitin 20V, Positive-QTOF	splash10-0f89-9555100000-bc359ea15dea8476604c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Furanopetasitin 40V, Positive-QTOF	splash10-0f89-9110000000-337e40e21b3556645596	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Furanopetasitin 10V, Negative-QTOF	splash10-001j-9007600000-a3b1a9422ea2cf420a73	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Furanopetasitin 20V, Negative-QTOF	splash10-0002-9002100000-6d13da3a506ae0734653	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Furanopetasitin 40V, Negative-QTOF	splash10-0002-9030000000-0c67c8ea05ad20bfffc9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Furanopetasitin 10V, Negative-QTOF	splash10-0002-9000100000-f48e459a18ba24ef3ac6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Furanopetasitin 20V, Negative-QTOF	splash10-0002-9003200000-3259136ff7fe382708e3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Furanopetasitin 40V, Negative-QTOF	splash10-0a4i-9000000000-a13796696e9fac83da52	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Furanopetasitin 10V, Positive-QTOF	splash10-001i-0035900000-28b336abc3ae71addbcb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Furanopetasitin 20V, Positive-QTOF	splash10-014i-0091000000-ff9f85f04e4a3387d43d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Furanopetasitin 40V, Positive-QTOF	splash10-0ce9-9152000000-951a0293dc008abc6b70	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Asthma	33739820	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Asthma	33739820	details

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

FDB014980

KNApSAcK ID

C00017353

Chemspider ID

35014101

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751917

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1853721

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 S-Furanopetasitin (HMDB0036131)

MOL for HMDB0036131 (S-Furanopetasitin)

3D MOL for HMDB0036131 (S-Furanopetasitin)

3D SDF for HMDB0036131 (S-Furanopetasitin)

3D-SDF for HMDB0036131 (S-Furanopetasitin)

PDB for HMDB0036131 (S-Furanopetasitin)

3D PDB for HMDB0036131 (S-Furanopetasitin)

SMILES for HMDB0036131 (S-Furanopetasitin)

INCHI for HMDB0036131 (S-Furanopetasitin)

Structure for HMDB0036131 (S-Furanopetasitin)

3D Structure for HMDB0036131 (S-Furanopetasitin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra