NP-MRD: Showing NP-Card for ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide (NP0065187)

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Record Information

Version

2.0

Created at

2022-04-28 09:26:37 UTC

Updated at

2022-04-28 09:26:37 UTC

NP-MRD ID

NP0065187

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide

Description

[(3S,4aS,6aS,7R,10aR,10bS)-3-[(1R)-1,2-dihydroxyethyl]-3-(hydroxymethyl)-4a,7,10a-trimethyl-dodecahydro-1H-naphtho[2,1-b]pyran-7-yl]methyl acetate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide is found in Palafoxia arida. Based on a literature review very few articles have been published on [(3S,4aS,6aS,7R,10aR,10bS)-3-[(1R)-1,2-dihydroxyethyl]-3-(hydroxymethyl)-4a,7,10a-trimethyl-dodecahydro-1H-naphtho[2,1-b]pyran-7-yl]methyl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282211262D          

 28 30  0  0  1  0            999 V2000
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.0252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8678   -0.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5962   -1.1866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5386    0.4624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8678    1.6243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016   -0.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0300   -0.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7297   -0.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4581   -0.4017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7009   -1.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308   -1.1265    0.0000 C   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
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  1  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  1  0  0  0
 12 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  1  0  0  0
 12 19  1  6  0  0  0
 19 20  1  0  0  0  0
  8 21  1  1  0  0  0
  5 22  1  1  0  0  0
  3 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  3 28  1  6  0  0  0
M  END

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
    7.3609    0.5531   -0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9307    0.9169   -1.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6501    1.6819   -2.0992 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9084    0.4271   -0.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5259    0.7350   -0.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7685   -0.0369    0.4816 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3420    0.5506    1.7798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107   -1.4479    0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2793   -2.4619    0.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8497   -2.0979    0.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4796   -0.9794    0.0135 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6736   -1.4735   -1.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9526   -0.5758    0.3709 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8751   -1.7285    0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2809   -1.3014    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5356    0.1837    0.6981 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6405    0.4407    2.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9424    1.7699    2.4300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9032    0.3908    0.0914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8233    0.1080   -1.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4781    1.7594    0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7386    1.7419   -0.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6419    1.0033    0.1575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4721    0.5780   -0.3885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7765    0.2417   -1.8576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4947    1.7325   -0.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9279    1.4583   -0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3043    0.2063    0.4240 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8572    1.3371   -0.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4186   -0.4163   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9494    0.4420   -1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4412    1.8276   -0.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2803    0.3853   -1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3614    0.1591    1.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2920    1.6491    1.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7036    0.1489    2.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803   -1.5638    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295   -1.6840   -0.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5760   -2.7493    2.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4192   -3.4080    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5196   -1.7663    1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2314   -3.0109    0.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1842   -0.7761   -2.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2815   -1.8736   -1.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3452   -2.3894   -1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8445   -0.2125    1.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6812   -2.4724   -0.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5920   -2.3325    1.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7876   -1.8129    1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8061   -1.6844   -0.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7376    0.1828    2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4976   -0.1491    2.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2266    2.3905    2.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6515   -0.3314    0.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2321   -0.7458   -1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8582    2.4949   -0.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7506    2.0264    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7175    2.3340   -1.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8630    0.3588   -2.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157   -0.6813   -1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386    1.0791   -2.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8035    2.4528    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636    2.3421   -1.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3879    1.3387   -1.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4496    2.3431    0.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664    0.3920    1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  6  5  1  6
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  6
 11 28  1  0
 28 27  1  0
 27 26  1  0
 26 24  1  0
 24 25  1  6
 24 23  1  0
 23 16  1  0
 16 17  1  1
 17 18  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 28  6  1  0
 13 24  1  0
 13 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 12 43  1  0
 12 44  1  0
 12 45  1  0
 28 66  1  1
 27 64  1  0
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 26 62  1  0
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 25 59  1  0
 25 60  1  0
 25 61  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 15 49  1  0
 15 50  1  0
 14 47  1  0
 14 48  1  0
 13 46  1  1
 19 54  1  1
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
M  END


  Mrv1652304282211262D          

 28 30  0  0  1  0            999 V2000
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.0252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8678   -0.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5962   -1.1866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5386    0.4624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8678    1.6243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016   -0.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0300   -0.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7297   -0.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4581   -0.4017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7009   -1.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308   -1.1265    0.0000 C   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
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  1  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  1  0  0  0
 12 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  1  0  0  0
 12 19  1  6  0  0  0
 19 20  1  0  0  0  0
  8 21  1  1  0  0  0
  5 22  1  1  0  0  0
  3 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  3 28  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0065187

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@]1(C)CCC[C@]2(C)[C@@H]1CC[C@]1(C)O[C@](CO)(CC[C@@H]21)[C@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C22H38O6/c1-15(25)27-14-19(2)8-5-9-20(3)16(19)6-10-21(4)17(20)7-11-22(13-24,28-21)18(26)12-23/h16-18,23-24,26H,5-14H2,1-4H3/t16-,17+,18-,19+,20-,21+,22+/m1/s1

> <INCHI_KEY>
QPAYHBCUXRMDDV-CSGHFTSRSA-N

> <FORMULA>
C22H38O6

> <MOLECULAR_WEIGHT>
398.54

> <EXACT_MASS>
398.266838944

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
45.155163558107304

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(3S,4aS,6aS,7R,10aR,10bS)-3-[(1R)-1,2-dihydroxyethyl]-3-(hydroxymethyl)-4a,7,10a-trimethyl-dodecahydro-1H-naphtho[2,1-b]pyran-7-yl]methyl acetate

> <ALOGPS_LOGP>
1.79

> <JCHEM_LOGP>
1.5603192709999987

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.373931151228224

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.118526913951275

> <JCHEM_PKA_STRONGEST_BASIC>
-2.978198595720662

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
105.03479999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.31e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3S,4aS,6aS,7R,10aR,10bS)-3-[(1R)-1,2-dihydroxyethyl]-3-(hydroxymethyl)-4a,7,10a-trimethyl-octahydro-1H-naphtho[2,1-b]pyran-7-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.564  -0.564   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.566   0.047   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.620  -1.492   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.980  -2.215   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.872   0.863   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.566   1.493   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.620   3.032   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.334  -1.897   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.030  -1.380   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.389  -0.657   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.695  -1.473   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.055  -0.750   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.642  -3.012   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.777  -2.103   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   23   28                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   22                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11   21                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13   15   19                                             
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15                                                            
CONECT   19   12   20                                                       
CONECT   20   19                                                            
CONECT   21    8                                                            
CONECT   22    5                                                            
CONECT   23    3   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28    3                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
[(3S,4AS,6as,7R,10ar,10BS)-3-[(1R)-1,2-dihydroxyethyl]-3-(hydroxymethyl)-4a,7,10a-trimethyl-dodecahydro-1H-naphtho[2,1-b]pyran-7-yl]methyl acetic acid	Generator

Chemical Formula

C₂₂H₃₈O₆

Average Mass

398.5400 Da

Monoisotopic Mass

398.26684 Da

IUPAC Name

[(3S,4aS,6aS,7R,10aR,10bS)-3-[(1R)-1,2-dihydroxyethyl]-3-(hydroxymethyl)-4a,7,10a-trimethyl-dodecahydro-1H-naphtho[2,1-b]pyran-7-yl]methyl acetate

Traditional Name

[(3S,4aS,6aS,7R,10aR,10bS)-3-[(1R)-1,2-dihydroxyethyl]-3-(hydroxymethyl)-4a,7,10a-trimethyl-octahydro-1H-naphtho[2,1-b]pyran-7-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@]1(C)CCC[C@]2(C)[C@@H]1CC[C@]1(C)O[C@](CO)(CC[C@@H]21)[C@H](O)CO

InChI Identifier

InChI=1S/C22H38O6/c1-15(25)27-14-19(2)8-5-9-20(3)16(19)6-10-21(4)17(20)7-11-22(13-24,28-21)18(26)12-23/h16-18,23-24,26H,5-14H2,1-4H3/t16-,17+,18-,19+,20-,21+,22+/m1/s1

InChI Key

QPAYHBCUXRMDDV-CSGHFTSRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Palafoxia arida	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Polycyclic triterpenoid
Naphthopyran
Naphthalene
Oxane
Pyran
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Primary alcohol
Alcohol
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	1.79	ALOGPS
logP	1.56	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	13.12	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	105.03 m³·mol⁻¹	ChemAxon
Polarizability	45.16 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162842485

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide (NP0065187)

MOL for NP0065187 (ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide)

3D MOL for NP0065187 (ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide)

3D SDF for NP0065187 (ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide)

3D-SDF for NP0065187 (ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide)

PDB for NP0065187 (ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide)

3D PDB for NP0065187 (ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide)

SMILES for NP0065187 (ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide)

INCHI for NP0065187 (ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide)

Structure for NP0065187 (ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide)

3D Structure for NP0065187 (ent-19-Acetoxy-14,15,16-trihydroxymanoyl oxide)