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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 06:36:14 UTC

Update Date

2021-09-23 06:36:14 UTC

HMDB ID

HMDB0302103

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Oryzalexin F

Description

(2R,4aS,4bR,7S,10aS)-7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthren-2-ol belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review very few articles have been published on (2R,4aS,4bR,7S,10aS)-7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthren-2-ol.

Structure

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

HMDB0302103
     RDKit          3D
Oryzalexin F
 54 56  0  0  0  0  0  0  0  0999 V2000
    4.2467    2.1295   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4495    0.8966   -1.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6975   -0.2486   -0.4667 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7619   -1.1724    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    0.2224    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4986    0.2107    0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373    0.7138    1.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5916    1.3001    1.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2432    0.6398    0.2417 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7312    0.6106    0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1347    2.0953    0.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2639   -0.0625    1.6098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6852   -0.0036    1.5901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4108    0.1762   -0.8786 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7423   -0.0940   -0.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7529   -1.0264   -1.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766   -0.8884   -1.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6092   -0.6048   -0.2800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7488   -1.8374    0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299   -0.3177   -0.5890 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6302   -1.5018   -1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9442   -0.9191   -1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5245    2.3251    0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7726    2.9493   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1615    0.6842   -1.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3380   -2.1587    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6549   -1.2052   -0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0471   -0.7234    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3284    0.6079    1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6364   -0.0235    2.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3606    1.5411    2.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4464    2.4106    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    1.2637    2.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    1.3646   -0.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1414    2.2680    0.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4359    2.7410   -0.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1623    2.3745    1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0148    0.4516    2.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9395   -1.1109    1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0691   -0.4256    2.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3207    1.0097   -1.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3093    0.7240   -0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1499   -1.0463   -2.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1155   -1.9637   -1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302   -0.1150   -2.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8790   -1.8522   -2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0706   -2.5446    0.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6688   -2.4464    0.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6437   -1.7647    1.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9143    0.5088   -1.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1961   -2.1033   -1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930   -2.1005   -0.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6854   -0.2181   -2.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5449   -1.7400   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  6
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22  3  1  0
 20  6  1  0
 18  9  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  6
 11 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  6
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  6
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
M  END


  Mrv0541 02241220452D          

 24 26  0  0  0  0            999 V2000
   -2.7696    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -0.9134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7696   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0552   -0.9134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0552   -0.0884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3407    0.3241    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3407   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262    1.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    1.1491    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8027    1.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5172    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    1.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407   -0.5009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0552    0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0552   -1.7384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1986   -1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -2.5634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 12  7  1  0  0  0  0
  7 10  1  0  0  0  0
 10 13  2  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 14 17  1  6  0  0  0
  7 18  1  1  0  0  0
  6 19  1  6  0  0  0
  5 20  1  1  0  0  0
  3 21  1  6  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302103

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@@](C)(C=C)C=C1CC[C@]1([H])C(C)(CO)[C@H](O)CC[C@@]21C

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O2/c1-5-18(2)10-8-15-14(12-18)6-7-16-19(15,3)11-9-17(22)20(16,4)13-21/h5,12,15-17,21-22H,1,6-11,13H2,2-4H3/t15-,16+,17-,18-,19+,20?/m1/s1

> <INCHI_KEY>
OJSKJQFODPKTBT-QNSYIDHGSA-N

> <FORMULA>
C20H32O2

> <MOLECULAR_WEIGHT>
304.4669

> <EXACT_MASS>
304.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.59609553691454

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,4aS,4bR,7S,10aS)-7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthren-2-ol

> <ALOGPS_LOGP>
3.68

> <JCHEM_LOGP>
3.363909756333334

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.270309304625695

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.48592146300977

> <JCHEM_PKA_STRONGEST_BASIC>
-2.785455404066977

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
91.9078

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4aS,4bR,7S,10aS)-7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302103
     RDKit          3D
Oryzalexin F
 54 56  0  0  0  0  0  0  0  0999 V2000
    4.2467    2.1295   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4495    0.8966   -1.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6975   -0.2486   -0.4667 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7619   -1.1724    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    0.2224    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4986    0.2107    0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373    0.7138    1.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5916    1.3001    1.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2432    0.6398    0.2417 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7312    0.6106    0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1347    2.0953    0.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2639   -0.0625    1.6098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6852   -0.0036    1.5901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4108    0.1762   -0.8786 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7423   -0.0940   -0.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7529   -1.0264   -1.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766   -0.8884   -1.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6092   -0.6048   -0.2800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7488   -1.8374    0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299   -0.3177   -0.5890 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6302   -1.5018   -1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9442   -0.9191   -1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5245    2.3251    0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7726    2.9493   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1615    0.6842   -1.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3380   -2.1587    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6549   -1.2052   -0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0471   -0.7234    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3284    0.6079    1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6364   -0.0235    2.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3606    1.5411    2.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4464    2.4106    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    1.2637    2.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    1.3646   -0.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1414    2.2680    0.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4359    2.7410   -0.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1623    2.3745    1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0148    0.4516    2.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9395   -1.1109    1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0691   -0.4256    2.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3207    1.0097   -1.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3093    0.7240   -0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1499   -1.0463   -2.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1155   -1.9637   -1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302   -0.1150   -2.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8790   -1.8522   -2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0706   -2.5446    0.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6688   -2.4464    0.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6437   -1.7647    1.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9143    0.5088   -1.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1961   -2.1033   -1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930   -2.1005   -0.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6854   -0.2181   -2.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5449   -1.7400   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  6
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22  3  1  0
 20  6  1  0
 18  9  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  6
 11 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  6
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  6
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.170   0.605   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.504  -0.165   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.504  -1.705   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.170  -2.475   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.836  -1.705   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.836  -0.165   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.503   0.605   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.503  -2.475   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.169  -1.705   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.169  -0.165   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.169   2.915   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.503   2.145   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.165   0.605   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.165   2.145   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.498   2.915   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.832   2.145   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.165   3.685   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0      -2.503  -0.935   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0      -3.836   1.375   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      -3.836  -3.245   0.000  0.00  0.00           H+0
HETATM   21  O   UNK     0      -7.837  -2.475   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -5.170  -4.015   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.504  -3.245   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.504  -4.785   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5   22   23                                             
CONECT    5    4    6    8   20                                             
CONECT    6    1    7    5   19                                             
CONECT    7    6   12   10   18                                             
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    7   13                                                  
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   10   14                                                       
CONECT   14   13   11   15   17                                             
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14                                                            
CONECT   18    7                                                            
CONECT   19    6                                                            
CONECT   20    5                                                            
CONECT   21    3                                                            
CONECT   22    4   24                                                       
CONECT   23    4                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0302103
HETATM    1  C1  UNL     1       4.247   2.129  -0.694  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.449   0.897  -1.084  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.698  -0.249  -0.467  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.762  -1.172   0.119  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.822   0.222   0.631  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.499   0.211   0.625  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.737   0.714   1.794  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.592   1.300   1.393  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.243   0.640   0.242  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.731   0.611   0.395  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.135   2.095   0.549  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.264  -0.063   1.610  1.00  0.00           C  
HETATM   13  O1  UNL     1      -4.685  -0.004   1.590  1.00  0.00           O  
HETATM   14  C13 UNL     1      -3.411   0.176  -0.879  1.00  0.00           C  
HETATM   15  O2  UNL     1      -4.742  -0.094  -0.694  1.00  0.00           O  
HETATM   16  C14 UNL     1      -2.753  -1.026  -1.509  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.277  -0.888  -1.640  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.609  -0.605  -0.280  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.749  -1.837   0.514  1.00  0.00           C  
HETATM   20  C18 UNL     1       0.830  -0.318  -0.589  1.00  0.00           C  
HETATM   21  C19 UNL     1       1.630  -1.502  -1.037  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.944  -0.919  -1.594  1.00  0.00           C  
HETATM   23  H1  UNL     1       3.525   2.325   0.088  1.00  0.00           H  
HETATM   24  H2  UNL     1       4.773   2.949  -1.123  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.161   0.684  -1.858  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.338  -2.159   0.324  1.00  0.00           H  
HETATM   27  H5  UNL     1       5.655  -1.205  -0.559  1.00  0.00           H  
HETATM   28  H6  UNL     1       5.047  -0.723   1.102  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.328   0.608   1.511  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.636  -0.024   2.616  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.361   1.541   2.233  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.446   2.411   1.224  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.224   1.264   2.299  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.104   1.365  -0.635  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.141   2.268   0.114  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.436   2.741  -0.006  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.162   2.374   1.625  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.015   0.452   2.569  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.939  -1.111   1.763  1.00  0.00           H  
HETATM   40  H18 UNL     1      -5.069  -0.426   2.378  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.321   1.010  -1.607  1.00  0.00           H  
HETATM   42  H20 UNL     1      -5.309   0.724  -0.844  1.00  0.00           H  
HETATM   43  H21 UNL     1      -3.150  -1.046  -2.570  1.00  0.00           H  
HETATM   44  H22 UNL     1      -3.116  -1.964  -1.069  1.00  0.00           H  
HETATM   45  H23 UNL     1      -1.030  -0.115  -2.373  1.00  0.00           H  
HETATM   46  H24 UNL     1      -0.879  -1.852  -2.028  1.00  0.00           H  
HETATM   47  H25 UNL     1       0.071  -2.545   0.180  1.00  0.00           H  
HETATM   48  H26 UNL     1      -1.669  -2.446   0.266  1.00  0.00           H  
HETATM   49  H27 UNL     1      -0.644  -1.765   1.592  1.00  0.00           H  
HETATM   50  H28 UNL     1       0.914   0.509  -1.354  1.00  0.00           H  
HETATM   51  H29 UNL     1       1.196  -2.103  -1.830  1.00  0.00           H  
HETATM   52  H30 UNL     1       1.993  -2.100  -0.148  1.00  0.00           H  
HETATM   53  H31 UNL     1       2.685  -0.218  -2.412  1.00  0.00           H  
HETATM   54  H32 UNL     1       3.545  -1.740  -2.036  1.00  0.00           H  
CONECT    1    2    2   23   24
CONECT    2    3   25
CONECT    3    4    5   22
CONECT    4   26   27   28
CONECT    5    6    6   29
CONECT    6    7   20
CONECT    7    8   30   31
CONECT    8    9   32   33
CONECT    9   10   18   34
CONECT   10   11   12   14
CONECT   11   35   36   37
CONECT   12   13   38   39
CONECT   13   40
CONECT   14   15   16   41
CONECT   15   42
CONECT   16   17   43   44
CONECT   17   18   45   46
CONECT   18   19   20
CONECT   19   47   48   49
CONECT   20   21   50
CONECT   21   22   51   52
CONECT   22   53   54
END

HMDB0302103
     RDKit          3D
Oryzalexin F
 54 56  0  0  0  0  0  0  0  0999 V2000
    4.2467    2.1295   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4495    0.8966   -1.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6975   -0.2486   -0.4667 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7619   -1.1724    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    0.2224    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4986    0.2107    0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373    0.7138    1.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5916    1.3001    1.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2432    0.6398    0.2417 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7312    0.6106    0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1347    2.0953    0.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2639   -0.0625    1.6098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6852   -0.0036    1.5901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4108    0.1762   -0.8786 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7423   -0.0940   -0.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7529   -1.0264   -1.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766   -0.8884   -1.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6092   -0.6048   -0.2800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7488   -1.8374    0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299   -0.3177   -0.5890 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6302   -1.5018   -1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9442   -0.9191   -1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5245    2.3251    0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7726    2.9493   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1615    0.6842   -1.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3380   -2.1587    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6549   -1.2052   -0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0471   -0.7234    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3284    0.6079    1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6364   -0.0235    2.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3606    1.5411    2.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4464    2.4106    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    1.2637    2.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    1.3646   -0.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1414    2.2680    0.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4359    2.7410   -0.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1623    2.3745    1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0148    0.4516    2.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9395   -1.1109    1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0691   -0.4256    2.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3207    1.0097   -1.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3093    0.7240   -0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1499   -1.0463   -2.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1155   -1.9637   -1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302   -0.1150   -2.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8790   -1.8522   -2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0706   -2.5446    0.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6688   -2.4464    0.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6437   -1.7647    1.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9143    0.5088   -1.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1961   -2.1033   -1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930   -2.1005   -0.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6854   -0.2181   -2.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5449   -1.7400   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  6
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22  3  1  0
 20  6  1  0
 18  9  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  6
 11 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  6
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  6
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂O₂

Average Molecular Weight

304.4669

Monoisotopic Molecular Weight

304.240230268

IUPAC Name

(2R,4aS,4bR,7S,10aS)-7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthren-2-ol

Traditional Name

(2R,4aS,4bR,7S,10aS)-7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-2-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@@](C)(C=C)C=C1CC[C@]1([H])C(C)(CO)[C@H](O)CC[C@@]21C

InChI Identifier

InChI=1S/C20H32O2/c1-5-18(2)10-8-15-14(12-18)6-7-16-19(15,3)11-9-17(22)20(16,4)13-21/h5,12,15-17,21-22H,1,6-11,13H2,2-4H3/t15-,16+,17-,18-,19+,20?/m1/s1

InChI Key

OJSKJQFODPKTBT-QNSYIDHGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Pimarane diterpenoid
Diterpenoid
Steroid
Phenanthrene
Hydrophenanthrene
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Cereal and cereal product

Cereal

Rice (FooDB: FOOD00125)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.68	ALOGPS
logP	3.36	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	14.49	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.91 m³·mol⁻¹	ChemAxon
Polarizability	36.6 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	177.924	32859911
AllCCS	[M+H-H2O]+	174.923	32859911
AllCCS	[M+Na]+	181.502	32859911
AllCCS	[M+NH4]+	180.704	32859911
AllCCS	[M-H]-	182.769	32859911
AllCCS	[M+Na-2H]-	183.312	32859911
AllCCS	[M+HCOO]-	184.047	32859911
DeepCCS	[M-2H]-	206.678	30932474
DeepCCS	[M+Na]+	181.441	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalexin F 10V, Positive-QTOF	splash10-052r-0093000000-8ca3773360b1086edad6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalexin F 20V, Positive-QTOF	splash10-00kr-3190000000-8eb82e7c96074e30c450	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalexin F 40V, Positive-QTOF	splash10-0udi-9260000000-b7feedfa2a2e24c62ada	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalexin F 10V, Negative-QTOF	splash10-0udi-0059000000-b594e7ea5357cbff4a43	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalexin F 20V, Negative-QTOF	splash10-0zmr-0093000000-042bf4556a8107371b63	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalexin F 40V, Negative-QTOF	splash10-0ab9-1090000000-182947546663dd156d11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalexin F 10V, Positive-QTOF	splash10-0a4r-0095000000-867be66223b5c1f21520	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalexin F 20V, Positive-QTOF	splash10-000i-0891000000-77235047b2d7be38ba05	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalexin F 40V, Positive-QTOF	splash10-0002-9330000000-47a86989878087d00bfb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalexin F 10V, Negative-QTOF	splash10-0udi-0009000000-f9d10b76ade80bd401ad	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalexin F 20V, Negative-QTOF	splash10-0udi-0009000000-f9d10b76ade80bd401ad	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalexin F 40V, Negative-QTOF	splash10-0udi-0029000000-6d88372b0b4ce8aaaef7	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001860

KNApSAcK ID

Not Available

Chemspider ID

58837364

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90657451

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Oryzalexin F (HMDB0302103)

MOL for HMDB0302103 (Oryzalexin F)

3D MOL for HMDB0302103 (Oryzalexin F)

3D SDF for HMDB0302103 (Oryzalexin F)

3D-SDF for HMDB0302103 (Oryzalexin F)

PDB for HMDB0302103 (Oryzalexin F)

3D PDB for HMDB0302103 (Oryzalexin F)

SMILES for HMDB0302103 (Oryzalexin F)

INCHI for HMDB0302103 (Oryzalexin F)

Structure for HMDB0302103 (Oryzalexin F)

3D Structure for HMDB0302103 (Oryzalexin F)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra