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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:40:57 UTC

Update Date

2021-09-26 22:54:12 UTC

HMDB ID

HMDB0245623

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Acetylcochinol-O-phosphate

Description

N-Acetylcochinol-O-phosphate, also known as N-acetylcolchinol phosphoric acid, belongs to the class of organic compounds known as allocolchicine alkaloids. These are alkaloids with a structure based on the tricyclic allocolchicine skeleton, which consists of a dibenzocycloheptane where the cycloheptane moiety carries the N-acetamide group. Based on a literature review very few articles have been published on N-Acetylcochinol-O-phosphate. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-acetylcochinol-o-phosphate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Acetylcochinol-O-phosphate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112100412D          

 30 32  0  0  0  0            999 V2000
    0.6990    2.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3440    1.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2211    0.7003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1120    1.8175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7570    1.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003    1.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2436    1.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4272    0.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5444   -0.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0300   -1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2142   -0.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9128   -0.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0878   -0.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734    0.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7576    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -0.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9706   -1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7864   -0.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6404   -0.5151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390   -1.2830    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.0376   -2.0510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1070   -1.5844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4289   -0.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6998   -1.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0012   -2.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3314   -1.8051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170   -2.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3602   -0.5151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8745    0.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
 10 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

HMDB0245623
     RDKit          3D
N-Acetylcochinol-O-phosphate
 54 56  0  0  0  0  0  0  0  0999 V2000
    5.7609   -2.0535    0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1951   -0.7590    0.0092 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8127   -0.5589    0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396   -1.6196    0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5781   -1.4547    0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0962   -0.1257    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    0.9632    0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977    2.2305    0.1397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0160    2.8979   -1.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2746    0.7073    0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1129    1.8010   -0.0402 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880    2.4919    1.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3054    0.2698    0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338    1.4278    1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7213    1.9087    1.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8268    1.2542    0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1277    1.7493    0.8607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4261    3.2045    1.7085 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5763    4.3386    1.2138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0610    3.5976    1.5002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542    2.9029    3.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6311    0.0634    0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928   -0.4227   -0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -1.7619   -0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4795   -2.2311   -1.3155 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6419   -2.4035   -2.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9161   -2.8895   -3.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7104   -2.1522   -3.5380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6471   -2.6470    0.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8141   -2.7125    0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8165   -2.0635   -0.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6608   -2.4429    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613   -2.6569   -0.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3624   -2.6162    0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8960    3.0678   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6494    3.9056   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089    2.3985   -1.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7947    2.3401    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3605    2.0731    2.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5341    3.5894    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3871    1.8908    1.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8847    2.8394    1.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1565    4.2136    0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2380    1.9334    3.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4684   -0.4712   -0.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4789   -1.6029   -1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2906   -2.4621   -0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8021   -3.2725   -4.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2301   -3.7675   -2.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7280   -2.1450   -3.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0115   -3.6921    0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245   -2.4409    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0491   -3.1617    1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276   -3.4732   -0.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 16 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 24 29  1  0
 29 30  1  0
 10  3  1  0
 23 13  1  0
 30  5  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
 25 47  1  0
 27 48  1  0
 27 49  1  0
 27 50  1  0
 29 51  1  0
 29 52  1  0
 30 53  1  0
 30 54  1  0
M  END


  Mrv1652309112100412D          

 30 32  0  0  0  0            999 V2000
    0.6990    2.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3440    1.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2211    0.7003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1120    1.8175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7570    1.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003    1.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2436    1.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4272    0.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5444   -0.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0300   -1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2142   -0.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9128   -0.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0878   -0.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734    0.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7576    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -0.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9706   -1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7864   -0.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6404   -0.5151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390   -1.2830    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.0376   -2.0510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1070   -1.5844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4289   -0.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6998   -1.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0012   -2.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3314   -1.8051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170   -2.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3602   -0.5151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8745    0.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
 10 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245623

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C(OC)=C2C(CCC(NC(C)=O)C3=C2C=CC(OP(O)(O)=O)=C3)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24NO8P/c1-11(22)21-16-8-5-12-9-17(26-2)19(27-3)20(28-4)18(12)14-7-6-13(10-15(14)16)29-30(23,24)25/h6-7,9-10,16H,5,8H2,1-4H3,(H,21,22)(H2,23,24,25)

> <INCHI_KEY>
UGBMEXLBFDAOGL-UHFFFAOYSA-N

> <FORMULA>
C20H24NO8P

> <MOLECULAR_WEIGHT>
437.385

> <EXACT_MASS>
437.123953735

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
42.304653242907136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
({8-acetamido-13,14,15-trimethoxytricyclo[9.4.0.0^{2,7}]pentadeca-1(15),2(7),3,5,11,13-hexaen-5-yl}oxy)phosphonic acid

> <ALOGPS_LOGP>
1.56

> <JCHEM_LOGP>
1.6788661939999998

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.743537505270483

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.786075371238368

> <JCHEM_PKA_STRONGEST_BASIC>
-1.53089619037819

> <JCHEM_POLAR_SURFACE_AREA>
123.55000000000001

> <JCHEM_REFRACTIVITY>
108.9356

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{8-acetamido-13,14,15-trimethoxytricyclo[9.4.0.0^{2,7}]pentadeca-1(15),2(7),3,5,11,13-hexaen-5-yl}oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245623
     RDKit          3D
N-Acetylcochinol-O-phosphate
 54 56  0  0  0  0  0  0  0  0999 V2000
    5.7609   -2.0535    0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1951   -0.7590    0.0092 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8127   -0.5589    0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396   -1.6196    0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5781   -1.4547    0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0962   -0.1257    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    0.9632    0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977    2.2305    0.1397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0160    2.8979   -1.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2746    0.7073    0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1129    1.8010   -0.0402 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880    2.4919    1.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3054    0.2698    0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338    1.4278    1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7213    1.9087    1.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8268    1.2542    0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1277    1.7493    0.8607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4261    3.2045    1.7085 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5763    4.3386    1.2138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0610    3.5976    1.5002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542    2.9029    3.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6311    0.0634    0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928   -0.4227   -0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -1.7619   -0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4795   -2.2311   -1.3155 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6419   -2.4035   -2.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9161   -2.8895   -3.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7104   -2.1522   -3.5380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6471   -2.6470    0.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8141   -2.7125    0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8165   -2.0635   -0.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6608   -2.4429    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613   -2.6569   -0.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3624   -2.6162    0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8960    3.0678   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6494    3.9056   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089    2.3985   -1.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7947    2.3401    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3605    2.0731    2.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5341    3.5894    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3871    1.8908    1.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8847    2.8394    1.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1565    4.2136    0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2380    1.9334    3.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4684   -0.4712   -0.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4789   -1.6029   -1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2906   -2.4621   -0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8021   -3.2725   -4.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2301   -3.7675   -2.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7280   -2.1450   -3.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0115   -3.6921    0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245   -2.4409    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0491   -3.1617    1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276   -3.4732   -0.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 16 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 24 29  1  0
 29 30  1  0
 10  3  1  0
 23 13  1  0
 30  5  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
 25 47  1  0
 27 48  1  0
 27 49  1  0
 27 50  1  0
 29 51  1  0
 29 52  1  0
 30 53  1  0
 30 54  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.305   3.790   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.509   2.830   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.279   1.307   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       3.942   3.393   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.146   2.433   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.534   3.101   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.921   2.433   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.264   0.931   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.787   0.702   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.350  -0.732   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.389  -1.936   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.867  -1.706   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.304  -0.273   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.764  -0.273   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.804   0.931   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.281   0.702   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.718  -0.732   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.678  -1.936   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.201  -1.706   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.196  -0.961   0.000  0.00  0.00           O+0
HETATM   21  P   UNK     0       0.633  -2.395   0.000  0.00  0.00           P+0
HETATM   22  O   UNK     0       0.070  -3.829   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.066  -2.958   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.801  -1.832   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.906  -2.910   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.469  -4.344   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.952  -3.369   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.992  -4.574   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      11.872  -0.961   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      12.832   0.243   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   29                                                  
CONECT   11   10   12   27                                                  
CONECT   12   11   13   25                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14    5   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   17   21                                                       
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   12   26                                                       
CONECT   26   25                                                            
CONECT   27   11   28                                                       
CONECT   28   27                                                            
CONECT   29   10   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0245623
HETATM    1  C1  UNL     1       5.761  -2.053   0.032  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.195  -0.759   0.009  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.813  -0.559   0.109  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.940  -1.620   0.234  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.578  -1.455   0.335  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.096  -0.126   0.307  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.908   0.963   0.181  1.00  0.00           C  
HETATM    8  O2  UNL     1       1.398   2.230   0.140  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.016   2.898  -1.048  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.275   0.707   0.085  1.00  0.00           C  
HETATM   11  O3  UNL     1       4.113   1.801  -0.040  1.00  0.00           O  
HETATM   12  C9  UNL     1       4.688   2.492   1.038  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.305   0.270   0.435  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.434   1.428   1.129  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.721   1.909   1.261  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.827   1.254   0.724  1.00  0.00           C  
HETATM   17  O4  UNL     1      -4.128   1.749   0.861  1.00  0.00           O  
HETATM   18  P1  UNL     1      -4.426   3.204   1.709  1.00  0.00           P  
HETATM   19  O5  UNL     1      -3.576   4.339   1.214  1.00  0.00           O  
HETATM   20  O6  UNL     1      -6.061   3.598   1.500  1.00  0.00           O  
HETATM   21  O7  UNL     1      -4.154   2.903   3.353  1.00  0.00           O  
HETATM   22  C14 UNL     1      -2.631   0.063   0.023  1.00  0.00           C  
HETATM   23  C15 UNL     1      -1.393  -0.423  -0.118  1.00  0.00           C  
HETATM   24  C16 UNL     1      -1.238  -1.762  -0.798  1.00  0.00           C  
HETATM   25  N1  UNL     1      -2.479  -2.231  -1.315  1.00  0.00           N  
HETATM   26  C17 UNL     1      -2.642  -2.403  -2.716  1.00  0.00           C  
HETATM   27  C18 UNL     1      -3.916  -2.890  -3.301  1.00  0.00           C  
HETATM   28  O8  UNL     1      -1.710  -2.152  -3.538  1.00  0.00           O  
HETATM   29  C19 UNL     1      -0.647  -2.647   0.273  1.00  0.00           C  
HETATM   30  C20 UNL     1       0.814  -2.712   0.406  1.00  0.00           C  
HETATM   31  H1  UNL     1       6.816  -2.063  -0.234  1.00  0.00           H  
HETATM   32  H2  UNL     1       5.661  -2.443   1.065  1.00  0.00           H  
HETATM   33  H3  UNL     1       5.161  -2.657  -0.706  1.00  0.00           H  
HETATM   34  H4  UNL     1       3.362  -2.616   0.251  1.00  0.00           H  
HETATM   35  H5  UNL     1       1.896   3.068  -1.706  1.00  0.00           H  
HETATM   36  H6  UNL     1       0.649   3.906  -0.757  1.00  0.00           H  
HETATM   37  H7  UNL     1       0.209   2.398  -1.592  1.00  0.00           H  
HETATM   38  H8  UNL     1       5.795   2.340   0.961  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.360   2.073   2.018  1.00  0.00           H  
HETATM   40  H10 UNL     1       4.534   3.589   0.987  1.00  0.00           H  
HETATM   41  H11 UNL     1       0.387   1.891   1.593  1.00  0.00           H  
HETATM   42  H12 UNL     1      -1.885   2.839   1.808  1.00  0.00           H  
HETATM   43  H13 UNL     1      -6.157   4.214   0.732  1.00  0.00           H  
HETATM   44  H14 UNL     1      -4.238   1.933   3.549  1.00  0.00           H  
HETATM   45  H15 UNL     1      -3.468  -0.471  -0.407  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.479  -1.603  -1.579  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.291  -2.462  -0.706  1.00  0.00           H  
HETATM   48  H18 UNL     1      -3.802  -3.272  -4.316  1.00  0.00           H  
HETATM   49  H19 UNL     1      -4.230  -3.768  -2.670  1.00  0.00           H  
HETATM   50  H20 UNL     1      -4.728  -2.145  -3.191  1.00  0.00           H  
HETATM   51  H21 UNL     1      -1.011  -3.692   0.036  1.00  0.00           H  
HETATM   52  H22 UNL     1      -1.125  -2.441   1.273  1.00  0.00           H  
HETATM   53  H23 UNL     1       1.049  -3.162   1.419  1.00  0.00           H  
HETATM   54  H24 UNL     1       1.228  -3.473  -0.311  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   34
CONECT    5    6    6   30
CONECT    6    7   13
CONECT    7    8   10   10
CONECT    8    9
CONECT    9   35   36   37
CONECT   10   11
CONECT   11   12
CONECT   12   38   39   40
CONECT   13   14   14   23
CONECT   14   15   41
CONECT   15   16   16   42
CONECT   16   17   22
CONECT   17   18
CONECT   18   19   19   20   21
CONECT   20   43
CONECT   21   44
CONECT   22   23   23   45
CONECT   23   24
CONECT   24   25   29   46
CONECT   25   26   47
CONECT   26   27   28   28
CONECT   27   48   49   50
CONECT   29   30   51   52
CONECT   30   53   54
END

HMDB0245623
     RDKit          3D
N-Acetylcochinol-O-phosphate
 54 56  0  0  0  0  0  0  0  0999 V2000
    5.7609   -2.0535    0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1951   -0.7590    0.0092 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8127   -0.5589    0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396   -1.6196    0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5781   -1.4547    0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0962   -0.1257    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    0.9632    0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977    2.2305    0.1397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0160    2.8979   -1.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2746    0.7073    0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1129    1.8010   -0.0402 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880    2.4919    1.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3054    0.2698    0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338    1.4278    1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7213    1.9087    1.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8268    1.2542    0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1277    1.7493    0.8607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4261    3.2045    1.7085 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5763    4.3386    1.2138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0610    3.5976    1.5002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542    2.9029    3.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6311    0.0634    0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928   -0.4227   -0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -1.7619   -0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4795   -2.2311   -1.3155 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6419   -2.4035   -2.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9161   -2.8895   -3.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7104   -2.1522   -3.5380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6471   -2.6470    0.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8141   -2.7125    0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8165   -2.0635   -0.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6608   -2.4429    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613   -2.6569   -0.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3624   -2.6162    0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8960    3.0678   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6494    3.9056   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089    2.3985   -1.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7947    2.3401    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3605    2.0731    2.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5341    3.5894    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3871    1.8908    1.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8847    2.8394    1.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1565    4.2136    0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2380    1.9334    3.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4684   -0.4712   -0.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4789   -1.6029   -1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2906   -2.4621   -0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8021   -3.2725   -4.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2301   -3.7675   -2.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7280   -2.1450   -3.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0115   -3.6921    0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245   -2.4409    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0491   -3.1617    1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276   -3.4732   -0.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 16 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 24 29  1  0
 29 30  1  0
 10  3  1  0
 23 13  1  0
 30  5  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
 25 47  1  0
 27 48  1  0
 27 49  1  0
 27 50  1  0
 29 51  1  0
 29 52  1  0
 30 53  1  0
 30 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Acetylcochinol-O-phosphoric acid	Generator
N-Acetylcolchinol phosphoric acid	HMDB

Chemical Formula

C₂₀H₂₄NO₈P

Average Molecular Weight

437.385

Monoisotopic Molecular Weight

437.123953735

IUPAC Name

({8-acetamido-13,14,15-trimethoxytricyclo[9.4.0.0^{2,7}]pentadeca-1(15),2(7),3,5,11,13-hexaen-5-yl}oxy)phosphonic acid

Traditional Name

{8-acetamido-13,14,15-trimethoxytricyclo[9.4.0.0^{2,7}]pentadeca-1(15),2(7),3,5,11,13-hexaen-5-yl}oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(OC)=C2C(CCC(NC(C)=O)C3=C2C=CC(OP(O)(O)=O)=C3)=C1

InChI Identifier

InChI=1S/C20H24NO8P/c1-11(22)21-16-8-5-12-9-17(26-2)19(27-3)20(28-4)18(12)14-7-6-13(10-15(14)16)29-30(23,24)25/h6-7,9-10,16H,5,8H2,1-4H3,(H,21,22)(H2,23,24,25)

InChI Key

UGBMEXLBFDAOGL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as allocolchicine alkaloids. These are alkaloids with a structure based on the tricyclic allocolchicine skeleton, which consists of a dibenzocycloheptane where the cycloheptane moiety carries the N-acetamide group.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Allocolchicine alkaloids

Sub Class

Not Available

Direct Parent

Allocolchicine alkaloids

Alternative Parents

Substituents

Allocolchicine alkaloid skeleton
Aryl phosphate
Aryl phosphomonoester
Anisole
Phenol ether
Alkyl aryl ether
Organic phosphoric acid derivative
Benzenoid
Phosphoric acid ester
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Ether
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Organonitrogen compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	1.56	ALOGPS
logP	1.68	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	1.79	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	123.55 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	108.94 m³·mol⁻¹	ChemAxon
Polarizability	42.3 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	201.271	30932474
DeepCCS	[M-H]-	198.913	30932474
DeepCCS	[M-2H]-	232.014	30932474
DeepCCS	[M+Na]+	207.489	30932474
AllCCS	[M+H]+	201.1	32859911
AllCCS	[M+H-H2O]+	198.7	32859911
AllCCS	[M+NH4]+	203.3	32859911
AllCCS	[M+Na]+	203.9	32859911
AllCCS	[M-H]-	200.3	32859911
AllCCS	[M+Na-2H]-	200.8	32859911
AllCCS	[M+HCOO]-	201.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.2298 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.08 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1361.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	187.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	146.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	77.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	287.3 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	355.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	356.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	696.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	356.4 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	756.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	242.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	241.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	397.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	196.5 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	158.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Acetylcochinol-O-phosphate	COC1=C(OC)C(OC)=C2C(CCC(NC(C)=O)C3=C2C=CC(OP(O)(O)=O)=C3)=C1	5072.7	Standard polar	33892256
N-Acetylcochinol-O-phosphate	COC1=C(OC)C(OC)=C2C(CCC(NC(C)=O)C3=C2C=CC(OP(O)(O)=O)=C3)=C1	3282.8	Standard non polar	33892256
N-Acetylcochinol-O-phosphate	COC1=C(OC)C(OC)=C2C(CCC(NC(C)=O)C3=C2C=CC(OP(O)(O)=O)=C3)=C1	3530.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Acetylcochinol-O-phosphate,1TMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O)O[Si](C)(C)C)C=C3C(NC(C)=O)CC2)C(OC)=C1OC	3419.1	Semi standard non polar	33892256
N-Acetylcochinol-O-phosphate,1TMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O)O[Si](C)(C)C)C=C3C(NC(C)=O)CC2)C(OC)=C1OC	3305.9	Standard non polar	33892256
N-Acetylcochinol-O-phosphate,1TMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O)O[Si](C)(C)C)C=C3C(NC(C)=O)CC2)C(OC)=C1OC	4607.2	Standard polar	33892256
N-Acetylcochinol-O-phosphate,1TMS,isomer #2	COC1=CC2=C(C3=CC=C(OP(=O)(O)O)C=C3C(N(C(C)=O)[Si](C)(C)C)CC2)C(OC)=C1OC	3387.3	Semi standard non polar	33892256
N-Acetylcochinol-O-phosphate,1TMS,isomer #2	COC1=CC2=C(C3=CC=C(OP(=O)(O)O)C=C3C(N(C(C)=O)[Si](C)(C)C)CC2)C(OC)=C1OC	3283.8	Standard non polar	33892256
N-Acetylcochinol-O-phosphate,1TMS,isomer #2	COC1=CC2=C(C3=CC=C(OP(=O)(O)O)C=C3C(N(C(C)=O)[Si](C)(C)C)CC2)C(OC)=C1OC	4863.5	Standard polar	33892256
N-Acetylcochinol-O-phosphate,2TMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C3C(NC(C)=O)CC2)C(OC)=C1OC	3351.0	Semi standard non polar	33892256
N-Acetylcochinol-O-phosphate,2TMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C3C(NC(C)=O)CC2)C(OC)=C1OC	3400.1	Standard non polar	33892256
N-Acetylcochinol-O-phosphate,2TMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C3C(NC(C)=O)CC2)C(OC)=C1OC	4161.9	Standard polar	33892256
N-Acetylcochinol-O-phosphate,2TMS,isomer #2	COC1=CC2=C(C3=CC=C(OP(=O)(O)O[Si](C)(C)C)C=C3C(N(C(C)=O)[Si](C)(C)C)CC2)C(OC)=C1OC	3268.4	Semi standard non polar	33892256
N-Acetylcochinol-O-phosphate,2TMS,isomer #2	COC1=CC2=C(C3=CC=C(OP(=O)(O)O[Si](C)(C)C)C=C3C(N(C(C)=O)[Si](C)(C)C)CC2)C(OC)=C1OC	3387.4	Standard non polar	33892256
N-Acetylcochinol-O-phosphate,2TMS,isomer #2	COC1=CC2=C(C3=CC=C(OP(=O)(O)O[Si](C)(C)C)C=C3C(N(C(C)=O)[Si](C)(C)C)CC2)C(OC)=C1OC	4322.6	Standard polar	33892256
N-Acetylcochinol-O-phosphate,3TMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C3C(N(C(C)=O)[Si](C)(C)C)CC2)C(OC)=C1OC	3236.2	Semi standard non polar	33892256
N-Acetylcochinol-O-phosphate,3TMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C3C(N(C(C)=O)[Si](C)(C)C)CC2)C(OC)=C1OC	3457.8	Standard non polar	33892256
N-Acetylcochinol-O-phosphate,3TMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C3C(N(C(C)=O)[Si](C)(C)C)CC2)C(OC)=C1OC	3980.3	Standard polar	33892256
N-Acetylcochinol-O-phosphate,1TBDMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C3C(NC(C)=O)CC2)C(OC)=C1OC	3657.8	Semi standard non polar	33892256
N-Acetylcochinol-O-phosphate,1TBDMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C3C(NC(C)=O)CC2)C(OC)=C1OC	3509.0	Standard non polar	33892256
N-Acetylcochinol-O-phosphate,1TBDMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C3C(NC(C)=O)CC2)C(OC)=C1OC	4724.7	Standard polar	33892256
N-Acetylcochinol-O-phosphate,1TBDMS,isomer #2	COC1=CC2=C(C3=CC=C(OP(=O)(O)O)C=C3C(N(C(C)=O)[Si](C)(C)C(C)(C)C)CC2)C(OC)=C1OC	3649.5	Semi standard non polar	33892256
N-Acetylcochinol-O-phosphate,1TBDMS,isomer #2	COC1=CC2=C(C3=CC=C(OP(=O)(O)O)C=C3C(N(C(C)=O)[Si](C)(C)C(C)(C)C)CC2)C(OC)=C1OC	3485.2	Standard non polar	33892256
N-Acetylcochinol-O-phosphate,1TBDMS,isomer #2	COC1=CC2=C(C3=CC=C(OP(=O)(O)O)C=C3C(N(C(C)=O)[Si](C)(C)C(C)(C)C)CC2)C(OC)=C1OC	4805.9	Standard polar	33892256
N-Acetylcochinol-O-phosphate,2TBDMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C3C(NC(C)=O)CC2)C(OC)=C1OC	3759.9	Semi standard non polar	33892256
N-Acetylcochinol-O-phosphate,2TBDMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C3C(NC(C)=O)CC2)C(OC)=C1OC	3769.4	Standard non polar	33892256
N-Acetylcochinol-O-phosphate,2TBDMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C3C(NC(C)=O)CC2)C(OC)=C1OC	4385.5	Standard polar	33892256
N-Acetylcochinol-O-phosphate,2TBDMS,isomer #2	COC1=CC2=C(C3=CC=C(OP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C3C(N(C(C)=O)[Si](C)(C)C(C)(C)C)CC2)C(OC)=C1OC	3691.7	Semi standard non polar	33892256
N-Acetylcochinol-O-phosphate,2TBDMS,isomer #2	COC1=CC2=C(C3=CC=C(OP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C3C(N(C(C)=O)[Si](C)(C)C(C)(C)C)CC2)C(OC)=C1OC	3780.3	Standard non polar	33892256
N-Acetylcochinol-O-phosphate,2TBDMS,isomer #2	COC1=CC2=C(C3=CC=C(OP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C3C(N(C(C)=O)[Si](C)(C)C(C)(C)C)CC2)C(OC)=C1OC	4473.6	Standard polar	33892256
N-Acetylcochinol-O-phosphate,3TBDMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C3C(N(C(C)=O)[Si](C)(C)C(C)(C)C)CC2)C(OC)=C1OC	3801.4	Semi standard non polar	33892256
N-Acetylcochinol-O-phosphate,3TBDMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C3C(N(C(C)=O)[Si](C)(C)C(C)(C)C)CC2)C(OC)=C1OC	3997.6	Standard non polar	33892256
N-Acetylcochinol-O-phosphate,3TBDMS,isomer #1	COC1=CC2=C(C3=CC=C(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C3C(N(C(C)=O)[Si](C)(C)C(C)(C)C)CC2)C(OC)=C1OC	4242.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylcochinol-O-phosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0097-6019800000-b3a11120e48686cb0c4d	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylcochinol-O-phosphate 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 - N-Acetylcochinol-O-phosphate 10V, Positive-QTOF	splash10-000b-0009800000-d70f51bdbbd096bf9a22	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcochinol-O-phosphate 20V, Positive-QTOF	splash10-002k-0029300000-e24f591ef73450fd544c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcochinol-O-phosphate 40V, Positive-QTOF	splash10-0006-9043000000-2fa23723ec5f6c7a0978	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcochinol-O-phosphate 10V, Negative-QTOF	splash10-004i-9000100000-e7ddb0e811e097be98b8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcochinol-O-phosphate 20V, Negative-QTOF	splash10-004i-9000000000-7219fe2d1d211c4da47e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcochinol-O-phosphate 40V, Negative-QTOF	splash10-004i-9000000000-5ea7468ed246ca1caa73	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

8021629

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9845915

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N-Acetylcochinol-O-phosphate (HMDB0245623)

MOL for HMDB0245623 (N-Acetylcochinol-O-phosphate)

3D MOL for HMDB0245623 (N-Acetylcochinol-O-phosphate)

3D SDF for HMDB0245623 (N-Acetylcochinol-O-phosphate)

3D-SDF for HMDB0245623 (N-Acetylcochinol-O-phosphate)

PDB for HMDB0245623 (N-Acetylcochinol-O-phosphate)

3D PDB for HMDB0245623 (N-Acetylcochinol-O-phosphate)

SMILES for HMDB0245623 (N-Acetylcochinol-O-phosphate)

INCHI for HMDB0245623 (N-Acetylcochinol-O-phosphate)

Structure for HMDB0245623 (N-Acetylcochinol-O-phosphate)

3D Structure for HMDB0245623 (N-Acetylcochinol-O-phosphate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra