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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:34:07 UTC

Update Date

2022-03-07 03:17:50 UTC

HMDB ID

HMDB0062223

Secondary Accession Numbers

HMDB62223

Metabolite Identification

Common Name

(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol

Description

(3S,5R,6R,7S)-12,19-dimethyl-4-oxapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹³,¹⁸]nonadeca-1(19),2(8),9,11,13,15,17-heptaene-6,7-diol belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached (3S,5R,6R,7S)-12,19-dimethyl-4-oxapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹³,¹⁸]nonadeca-1(19),2(8),9,11,13,15,17-heptaene-6,7-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv1652303161704342D          

 27 31  0  0  1  0            999 V2000
    2.7486   -2.4063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -2.6764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6990   -1.8968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.5204    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5353   -1.9804    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -3.1441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0787   -3.7677    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1913   -2.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -3.9236    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1589   -4.7032    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -4.5473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -2.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0197   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4796   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -4.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -5.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -4.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -5.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -4.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  6  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  6  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 12 27  1  0  0  0  0
M  END

HMDB0062223
     RDKit          3D
(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]...
 41 45  0  0  0  0  0  0  0  0999 V2000
   -2.7498    2.3450    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220    1.3380    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5418    0.7576   -0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8028    1.1163   -1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3053    0.5455   -2.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6160   -0.3687   -3.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3506   -0.7391   -2.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8027   -0.1949   -1.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5140   -0.5806   -1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1832   -1.6155   -1.9701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0238    0.0279   -0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2898   -0.2945    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7506    0.3614    1.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9987    1.3036    2.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2504    1.6148    1.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426    0.9638    0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1151    0.1676    2.0820 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0344    1.0631    1.6035 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4570   -1.2525    1.8257 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7287   -2.1099    2.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3823   -1.6427    0.3960 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3948   -2.5401    0.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1306   -1.2685   -0.3603 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1240    3.2710    1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8237    2.0016    2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7167    2.6701    0.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4075    1.8573   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2968    0.8400   -2.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9627   -0.8497   -4.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8073   -1.4617   -3.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5449   -2.5137   -1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6766   -1.3105   -2.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6652   -2.2598   -2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3686    1.8132    3.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    2.3518    2.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0883    0.2925    3.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8423    0.5324    1.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5093   -1.3978    2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0869   -1.9287    3.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3280   -1.8975   -0.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4621   -1.0082   -1.4035 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 13 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 16  2  1  0
 23 21  1  0
  8  3  1  0
 16 11  1  0
 23 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  1
 18 37  1  0
 19 38  1  1
 20 39  1  0
 21 40  1  6
 23 41  1  6
M  END


  Mrv1652303161704342D          

 27 31  0  0  1  0            999 V2000
    2.7486   -2.4063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -2.6764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6990   -1.8968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.5204    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5353   -1.9804    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -3.1441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0787   -3.7677    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1913   -2.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -3.9236    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1589   -4.7032    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -4.5473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -2.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0197   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4796   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -4.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -5.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -4.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -5.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -4.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  6  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  6  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 12 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062223

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12O[C@]1([H])[C@]([H])(O)[C@@]([H])(O)C1=C2C2=C(C)C3=CC=CC=C3C(C)=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O3/c1-9-11-5-3-4-6-12(11)10(2)15-13(9)7-8-14-16(15)19-20(23-19)18(22)17(14)21/h3-8,17-22H,1-2H3/t17-,18+,19-,20+/m0/s1

> <INCHI_KEY>
SZIWZGXOWBSPTO-ZGXWSNOMSA-N

> <FORMULA>
C20H18O3

> <MOLECULAR_WEIGHT>
306.361

> <EXACT_MASS>
306.12559444

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
33.66754060240028

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,5R,6R,7S)-12,19-dimethyl-4-oxapentacyclo[9.8.0.0^{2,8}.0^{3,5}.0^{13,18}]nonadeca-1(19),2(8),9,11,13,15,17-heptaene-6,7-diol

> <ALOGPS_LOGP>
2.96

> <JCHEM_LOGP>
3.2933854583333333

> <ALOGPS_LOGS>
-4.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.29455686489937

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.814487113404585

> <JCHEM_PKA_STRONGEST_BASIC>
-3.551110814968024

> <JCHEM_POLAR_SURFACE_AREA>
52.989999999999995

> <JCHEM_REFRACTIVITY>
88.4589

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,5R,6R,7S)-12,19-dimethyl-4-oxapentacyclo[9.8.0.0^{2,8}.0^{3,5}.0^{13,18}]nonadeca-1(19),2(8),9,11,13,15,17-heptaene-6,7-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062223
     RDKit          3D
(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]...
 41 45  0  0  0  0  0  0  0  0999 V2000
   -2.7498    2.3450    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220    1.3380    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5418    0.7576   -0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8028    1.1163   -1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3053    0.5455   -2.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6160   -0.3687   -3.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3506   -0.7391   -2.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8027   -0.1949   -1.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5140   -0.5806   -1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1832   -1.6155   -1.9701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0238    0.0279   -0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2898   -0.2945    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7506    0.3614    1.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9987    1.3036    2.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2504    1.6148    1.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426    0.9638    0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1151    0.1676    2.0820 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0344    1.0631    1.6035 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4570   -1.2525    1.8257 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7287   -2.1099    2.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3823   -1.6427    0.3960 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3948   -2.5401    0.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1306   -1.2685   -0.3603 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1240    3.2710    1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8237    2.0016    2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7167    2.6701    0.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4075    1.8573   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2968    0.8400   -2.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9627   -0.8497   -4.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8073   -1.4617   -3.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5449   -2.5137   -1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6766   -1.3105   -2.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6652   -2.2598   -2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3686    1.8132    3.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    2.3518    2.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0883    0.2925    3.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8423    0.5324    1.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5093   -1.3978    2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0869   -1.9287    3.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3280   -1.8975   -0.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4621   -1.0082   -1.4035 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 13 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 16  2  1  0
 23 21  1  0
  8  3  1  0
 16 11  1  0
 23 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  1
 18 37  1  0
 19 38  1  1
 20 39  1  0
 21 40  1  6
 23 41  1  6
M  END

HEADER    PROTEIN                                 16-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAR-17         0                                  
HETATM    1  H   UNK     0       5.131  -4.492   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       3.676  -4.996   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.171  -3.541   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.163  -4.705   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0       0.999  -3.697   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0       1.155  -5.869   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0       0.147  -7.033   0.000  0.00  0.00           H+0
HETATM    8  O   UNK     0      -0.357  -5.578   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.659  -7.324   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0       2.163  -8.779   0.000  0.00  0.00           H+0
HETATM   11  O   UNK     0       0.651  -8.488   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.171  -7.615   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.180  -6.451   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.692  -6.742   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.700  -5.578   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.196  -4.123   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.212  -5.869   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.220  -4.705   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.733  -4.996   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.237  -6.451   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.229  -7.615   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.716  -7.324   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.708  -8.488   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.212  -9.943   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.196  -8.197   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.188  -9.361   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.676  -9.070   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   13                                             
CONECT    3    2    4                                                       
CONECT    4    3    2    5    6                                             
CONECT    5    4                                                            
CONECT    6    4    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13   27                                                  
CONECT   13   12    2   14                                                  
CONECT   14   13   15   25                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   14   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   12                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

COMPND    HMDB0062223
HETATM    1  C1  UNL     1      -2.750   2.345   1.001  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.022   1.338   0.204  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.542   0.758  -0.928  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.803   1.116  -1.395  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.305   0.545  -2.539  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.616  -0.369  -3.248  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.351  -0.739  -2.792  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.803  -0.195  -1.646  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.514  -0.581  -1.223  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.183  -1.616  -1.970  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.024   0.028  -0.083  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.290  -0.294   0.363  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.751   0.361   1.487  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.999   1.304   2.188  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.250   1.615   1.768  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.743   0.964   0.626  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.115   0.168   2.082  1.00  0.00           C  
HETATM   18  O1  UNL     1       4.034   1.063   1.604  1.00  0.00           O  
HETATM   19  C18 UNL     1       3.457  -1.252   1.826  1.00  0.00           C  
HETATM   20  O2  UNL     1       2.729  -2.110   2.684  1.00  0.00           O  
HETATM   21  C19 UNL     1       3.382  -1.643   0.396  1.00  0.00           C  
HETATM   22  O3  UNL     1       2.395  -2.540   0.166  1.00  0.00           O  
HETATM   23  C20 UNL     1       2.131  -1.268  -0.360  1.00  0.00           C  
HETATM   24  H1  UNL     1      -2.124   3.271   1.068  1.00  0.00           H  
HETATM   25  H2  UNL     1      -2.824   2.002   2.078  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.717   2.670   0.637  1.00  0.00           H  
HETATM   27  H4  UNL     1      -4.408   1.857  -0.853  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.297   0.840  -2.888  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.963  -0.850  -4.156  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.807  -1.462  -3.407  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.545  -2.514  -1.456  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.677  -1.310  -2.902  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.665  -2.260  -2.445  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.369   1.813   3.071  1.00  0.00           H  
HETATM   35  H12 UNL     1      -0.846   2.352   2.314  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.088   0.293   3.199  1.00  0.00           H  
HETATM   37  H14 UNL     1       4.842   0.532   1.321  1.00  0.00           H  
HETATM   38  H15 UNL     1       4.509  -1.398   2.141  1.00  0.00           H  
HETATM   39  H16 UNL     1       3.087  -1.929   3.602  1.00  0.00           H  
HETATM   40  H17 UNL     1       4.328  -1.898  -0.131  1.00  0.00           H  
HETATM   41  H18 UNL     1       2.462  -1.008  -1.404  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3   16
CONECT    3    4    8
CONECT    4    5    5   27
CONECT    5    6   28
CONECT    6    7    7   29
CONECT    7    8   30
CONECT    8    9    9
CONECT    9   10   11
CONECT   10   31   32   33
CONECT   11   12   12   16
CONECT   12   13   23
CONECT   13   14   14   17
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   17   18   19   36
CONECT   18   37
CONECT   19   20   21   38
CONECT   20   39
CONECT   21   22   23   40
CONECT   22   23
CONECT   23   41
END

HMDB0062223
     RDKit          3D
(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]...
 41 45  0  0  0  0  0  0  0  0999 V2000
   -2.7498    2.3450    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220    1.3380    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5418    0.7576   -0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8028    1.1163   -1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3053    0.5455   -2.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6160   -0.3687   -3.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3506   -0.7391   -2.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8027   -0.1949   -1.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5140   -0.5806   -1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1832   -1.6155   -1.9701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0238    0.0279   -0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2898   -0.2945    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7506    0.3614    1.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9987    1.3036    2.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2504    1.6148    1.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426    0.9638    0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1151    0.1676    2.0820 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0344    1.0631    1.6035 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4570   -1.2525    1.8257 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7287   -2.1099    2.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3823   -1.6427    0.3960 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3948   -2.5401    0.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1306   -1.2685   -0.3603 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1240    3.2710    1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8237    2.0016    2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7167    2.6701    0.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4075    1.8573   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2968    0.8400   -2.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9627   -0.8497   -4.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8073   -1.4617   -3.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5449   -2.5137   -1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6766   -1.3105   -2.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6652   -2.2598   -2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3686    1.8132    3.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    2.3518    2.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0883    0.2925    3.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8423    0.5324    1.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5093   -1.3978    2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0869   -1.9287    3.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3280   -1.8975   -0.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4621   -1.0082   -1.4035 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 13 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 16  2  1  0
 23 21  1  0
  8  3  1  0
 16 11  1  0
 23 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  1
 18 37  1  0
 19 38  1  1
 20 39  1  0
 21 40  1  6
 23 41  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(1Aalpha,2b,3a,11calpha)-1a,2,3,11C-tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol	Generator
(1Aalpha,2β,3α,11calpha)-1a,2,3,11C-tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol	Generator

Chemical Formula

C₂₀H₁₈O₃

Average Molecular Weight

306.361

Monoisotopic Molecular Weight

306.12559444

IUPAC Name

(3S,5R,6R,7S)-12,19-dimethyl-4-oxapentacyclo[9.8.0.0^{2,8}.0^{3,5}.0^{13,18}]nonadeca-1(19),2(8),9,11,13,15,17-heptaene-6,7-diol

Traditional Name

(3S,5R,6R,7S)-12,19-dimethyl-4-oxapentacyclo[9.8.0.0^{2,8}.0^{3,5}.0^{13,18}]nonadeca-1(19),2(8),9,11,13,15,17-heptaene-6,7-diol

CAS Registry Number

86941-58-4

SMILES

[H][C@@]12O[C@]1([H])[C@]([H])(O)[C@@]([H])(O)C1=C2C2=C(C)C3=CC=CC=C3C(C)=C2C=C1

InChI Identifier

InChI=1S/C20H18O3/c1-9-11-5-3-4-6-12(11)10(2)15-13(9)7-8-14-16(15)19-20(23-19)18(22)17(14)21/h3-8,17-22H,1-2H3/t17-,18+,19-,20+/m0/s1

InChI Key

SZIWZGXOWBSPTO-ZGXWSNOMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthrols

Direct Parent

Phenanthrols

Alternative Parents

Substituents

Phenanthrol
Anthracene
Tetralin
Secondary alcohol
1,2-diol
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenanthrol (CHEBI:82558 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062223)

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	0.021 g/l	ALOGPS
LogP	2.96	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.96	ALOGPS
logP	3.29	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	12.81	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.99 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	88.46 m³·mol⁻¹	ChemAxon
Polarizability	33.67 Å³	ChemAxon
Number of Rings	5	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
DarkChem	[M+H]+	168.89	31661259
DarkChem	[M-H]-	167.652	31661259
DeepCCS	[M-2H]-	206.136	30932474
DeepCCS	[M+Na]+	180.445	30932474
AllCCS	[M+H]+	176.0	32859911
AllCCS	[M+H-H2O]+	172.6	32859911
AllCCS	[M+NH4]+	179.2	32859911
AllCCS	[M+Na]+	180.1	32859911
AllCCS	[M-H]-	181.1	32859911
AllCCS	[M+Na-2H]-	180.3	32859911
AllCCS	[M+HCOO]-	179.6	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 √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	6.92 minutes	32390414
Predicted by Siyang on May 30, 2022	13.3672 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.41 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2212.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	352.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	184.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	186.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	116.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	605.0 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	590.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	62.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	908.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	516.4 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	1625.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	370.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	386.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	253.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	213.1 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	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol	[H][C@@]12O[C@]1([H])[C@]([H])(O)[C@@]([H])(O)C1=C2C2=C(C)C3=CC=CC=C3C(C)=C2C=C1	4263.6	Standard polar	33892256
(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol	[H][C@@]12O[C@]1([H])[C@]([H])(O)[C@@]([H])(O)C1=C2C2=C(C)C3=CC=CC=C3C(C)=C2C=C1	2894.0	Standard non polar	33892256
(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol	[H][C@@]12O[C@]1([H])[C@]([H])(O)[C@@]([H])(O)C1=C2C2=C(C)C3=CC=CC=C3C(C)=C2C=C1	3172.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol,1TMS,isomer #1	CC1=C2C=CC=CC2=C(C)C2=C3C(=CC=C12)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H]31	3012.9	Semi standard non polar	33892256
(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol,1TMS,isomer #2	CC1=C2C=CC=CC2=C(C)C2=C3C(=CC=C12)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O[C@@H]31	2946.7	Semi standard non polar	33892256
(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol,2TMS,isomer #1	CC1=C2C=CC=CC2=C(C)C2=C3C(=CC=C12)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H]31	2963.7	Semi standard non polar	33892256
(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol,1TBDMS,isomer #1	CC1=C2C=CC=CC2=C(C)C2=C3C(=CC=C12)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[C@@H]31	3210.6	Semi standard non polar	33892256
(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol,1TBDMS,isomer #2	CC1=C2C=CC=CC2=C(C)C2=C3C(=CC=C12)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[C@@H]31	3167.9	Semi standard non polar	33892256
(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol,2TBDMS,isomer #1	CC1=C2C=CC=CC2=C(C)C2=C3C(=CC=C12)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[C@@H]31	3352.8	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 - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-0090000000-323fc28e67253a0cd27e	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol GC-MS (2 TMS) - 70eV, Positive	splash10-0abc-3039100000-f0937d5bfa9095d09043	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol 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 - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol 10V, Positive-QTOF	splash10-0a4i-0019000000-6b9612b7dd58bfb50b88	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol 20V, Positive-QTOF	splash10-0a4i-1097000000-2c8384e827fd8567f076	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol 40V, Positive-QTOF	splash10-0zmi-0190000000-23a3fc6d00b6336b5dcf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol 10V, Negative-QTOF	splash10-0a4i-0009000000-b9d3d29987b86ad0418b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol 20V, Negative-QTOF	splash10-0a4i-0039000000-cf4527b82de7bac43410	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol 40V, Negative-QTOF	splash10-0pb9-0090000000-547198c03772c48ddb00	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol 10V, Negative-QTOF	splash10-0a4i-0029000000-06d97d84f19675969eee	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol 20V, Negative-QTOF	splash10-0a4i-0019000000-ead838a424b7f1d0408c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol 40V, Negative-QTOF	splash10-0pbi-0094000000-1a93427776742fdc09c6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol 10V, Positive-QTOF	splash10-0a4i-0019000000-5ad003f886535e937ded	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol 20V, Positive-QTOF	splash10-0a4i-0019000000-586e6c4dbeb77df6f9f0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol 40V, Positive-QTOF	splash10-0a4i-0096000000-3eb6db11605bf00ca4ea	2021-09-25	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C19559

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

174597

PDB ID

Not Available

ChEBI ID

82558

Food Biomarker Ontology

Not Available

VMH ID

M00030

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 (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol (HMDB0062223)

MOL for HMDB0062223 ((1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol)

3D MOL for HMDB0062223 ((1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol)

3D SDF for HMDB0062223 ((1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol)

3D-SDF for HMDB0062223 ((1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol)

PDB for HMDB0062223 ((1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol)

3D PDB for HMDB0062223 ((1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol)

SMILES for HMDB0062223 ((1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol)

INCHI for HMDB0062223 ((1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol)

Structure for HMDB0062223 ((1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol)

3D Structure for HMDB0062223 ((1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra