NP-MRD: Showing NP-Card for phlomisin (NP0037501)

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Record Information

Version

2.0

Created at

2021-06-20 20:24:41 UTC

Updated at

2021-06-30 00:09:44 UTC

NP-MRD ID

NP0037501

Secondary Accession Numbers

None

Natural Product Identification

Common Name

phlomisin

Provided By

JEOL Database JEOL Logo

Description

Phlomisin belongs to the class of organic compounds known as 12-beta-hydroxysteroids. These are hydroxysteroids carrying a beta-hydroxyl group at the 12-position. phlomisin is found in Phlomis umbrosa, Phlomis umbrosa TURCZ and Phlomoides umbrosa. phlomisin was first documented in 2008 (PMID: 18591808). Based on a literature review very few articles have been published on Phlomisin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122243D          

 81 86  0  0  0  0            999 V2000
   -2.4859   -0.6772   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7221    0.5805    0.3807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1309    1.7736   -0.5381 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5876    2.2341   -0.3929 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7578    3.3820   -1.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0371    3.9897   -1.1073 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9974    5.1947   -1.8489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3900    4.2850    0.3717 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7008    5.0563    0.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194    5.0033    1.0790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2834    3.8789    1.5549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9437    2.5621    1.0771 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6368    1.3673    1.9779 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2255    0.8392    1.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 81 86  0  0  0  0  0  0  0  0999 V2000
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    3.3356   -2.8458   -2.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6323   -4.6324   -1.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0841   -2.5279   -0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    0.0399   -0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9583   -1.1777   -2.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2834   -1.0549   -1.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2565    0.5339   -1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5261    2.3540   -0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2252    2.2960    1.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6909    1.6269    0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0761    2.2104    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7776    3.0769    2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  2  0
 15 16  1  0
 18 17  1  0
 21 23  1  0
  2  1  1  6
 23 24  1  0
 25 26  1  6
 18 19  1  1
 21 20  1  0
 33 34  1  1
 23 25  1  0
 14  2  1  0
 25 30  1  0
 18 20  1  0
 18 30  1  0
 14 13  1  0
  2  3  1  0
  4  3  1  0
  4 12  1  0
 12 13  1  1
 30 31  1  0
 31 32  1  0
 32 33  1  0
 17 33  1  0
 10 11  1  0
 25 28  1  0
 12 11  1  0
 21 22  1  0
 12 35  1  0
 26 27  1  0
  8  6  1  0
 35  8  1  0
  8  9  1  6
  8 10  1  0
 28 29  1  0
 17 16  1  0
  4  5  1  0
  6  5  1  0
 33  2  1  0
  6  7  1  0
 35 80  1  0
 35 81  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 24 65  1  0
 21 62  1  1
 23 64  1  1
 20 60  1  0
 20 61  1  0
 30 72  1  6
 31 73  1  0
 31 74  1  0
 32 75  1  0
 32 76  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  6
  1 36  1  0
  1 37  1  0
  1 38  1  0
 26 66  1  0
 26 67  1  0
 19 57  1  0
 19 58  1  0
 19 59  1  0
 34 77  1  0
 34 78  1  0
 34 79  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  6
 13 51  1  0
 13 52  1  0
 28 69  1  0
 28 70  1  0
 22 63  1  0
 27 68  1  0
  6 42  1  6
  9 44  1  0
  9 45  1  0
  9 46  1  0
 29 71  1  0
  7 43  1  0
M  END


  Mrv1652306202122243D          

 81 86  0  0  0  0            999 V2000
   -2.4859   -0.6772   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7221    0.5805    0.3807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1309    1.7736   -0.5381 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5876    2.2341   -0.3929 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7578    3.3820   -1.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0371    3.9897   -1.1073 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9974    5.1947   -1.8489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3900    4.2850    0.3717 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7008    5.0563    0.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194    5.0033    1.0790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2834    3.8789    1.5549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9437    2.5621    1.0771 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6368    1.3673    1.9779 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2255    0.8392    1.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4903    0.5644    2.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1247   -0.0518    2.8963 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2857   -0.6351    1.5252 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7526   -1.2674    1.4864 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8447   -0.2478    1.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8177   -2.4437    2.5078 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0481   -3.3479    2.3526 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9000   -4.4636    3.2462 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1798   -3.9101    0.9295 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0685   -4.8118    0.7218 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1986   -2.8109   -0.1727 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5447   -2.0491   -0.1566 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6347   -2.9368   -0.3859 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1187   -3.5342   -1.5570 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8371   -4.1036   -1.8071 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527   -1.8649    0.0418 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7873   -0.7690   -1.0289 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3586   -0.2212   -1.0093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1026    0.3579    0.3578 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6192    1.7261    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4282    2.9497    1.1219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5679   -0.6014    0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3515   -0.8200   -1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1731   -1.5953    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5073    2.6520   -0.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9450    1.5213   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2497    1.4477   -0.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7909    3.3377   -1.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6300    4.9270   -2.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9799    5.1946    1.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6249    6.0502    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5197    4.5201    0.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6979    5.7074    0.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5684    5.5718    1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673    4.0222    1.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2216    3.9107    2.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8311    1.6386    3.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3386    0.5531    1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8974    0.7689    3.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5736    0.7126    3.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1204   -0.8508    3.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3670   -1.5088    1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879    0.4860    2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6963   -0.7201    2.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2559    0.3047    1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7997   -2.0599    3.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149   -3.0644    2.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9667   -2.8286    2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -4.1058    4.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0750   -4.5407    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289   -5.3325    1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5691   -1.2822   -0.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7460   -1.5673    0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4395   -2.3950   -0.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8541   -4.3446   -1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3356   -2.8458   -2.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6323   -4.6324   -1.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0841   -2.5279   -0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    0.0399   -0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9583   -1.1777   -2.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2834   -1.0549   -1.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2565    0.5339   -1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5261    2.3540   -0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2252    2.2960    1.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6909    1.6269    0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0761    2.2104    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7776    3.0769    2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 18 17  1  0  0  0  0
 21 23  1  0  0  0  0
  2  1  1  6  0  0  0
 23 24  1  0  0  0  0
 25 26  1  6  0  0  0
 18 19  1  1  0  0  0
 21 20  1  0  0  0  0
 33 34  1  1  0  0  0
 23 25  1  0  0  0  0
 14  2  1  0  0  0  0
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 18 20  1  0  0  0  0
 18 30  1  0  0  0  0
 14 13  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
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 17 33  1  0  0  0  0
 10 11  1  0  0  0  0
 25 28  1  0  0  0  0
 12 11  1  0  0  0  0
 21 22  1  0  0  0  0
 12 35  1  0  0  0  0
 26 27  1  0  0  0  0
  8  6  1  0  0  0  0
 35  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 28 29  1  0  0  0  0
 17 16  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
 33  2  1  0  0  0  0
  6  7  1  0  0  0  0
 35 80  1  0  0  0  0
 35 81  1  0  0  0  0
 10 47  1  0  0  0  0
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 24 65  1  0  0  0  0
 21 62  1  1  0  0  0
 23 64  1  1  0  0  0
 20 60  1  0  0  0  0
 20 61  1  0  0  0  0
 30 72  1  6  0  0  0
 31 73  1  0  0  0  0
 31 74  1  0  0  0  0
 32 75  1  0  0  0  0
 32 76  1  0  0  0  0
 15 53  1  0  0  0  0
 16 54  1  0  0  0  0
 16 55  1  0  0  0  0
 17 56  1  6  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
 26 66  1  0  0  0  0
 26 67  1  0  0  0  0
 19 57  1  0  0  0  0
 19 58  1  0  0  0  0
 19 59  1  0  0  0  0
 34 77  1  0  0  0  0
 34 78  1  0  0  0  0
 34 79  1  0  0  0  0
  3 39  1  0  0  0  0
  3 40  1  0  0  0  0
  4 41  1  6  0  0  0
 13 51  1  0  0  0  0
 13 52  1  0  0  0  0
 28 69  1  0  0  0  0
 28 70  1  0  0  0  0
 22 63  1  0  0  0  0
 27 68  1  0  0  0  0
  6 42  1  6  0  0  0
  9 44  1  0  0  0  0
  9 45  1  0  0  0  0
  9 46  1  0  0  0  0
 29 71  1  0  0  0  0
  7 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037501

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])C1(C([H])([H])O[H])[C@]([H])(O[H])[C@]([H])(O[H])C([H])([H])[C@@]2(C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])[C@]1(C([H])([H])[H])[C@]2([H])C([H])([H])C([H])=C2C([H])([H])[C@]34C([H])([H])C([H])([H])[C@](C([H])([H])[H])(C3([H])[H])[C@@]([H])(O[H])O[C@@]4([H])C([H])([H])[C@@]12C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C29H46O6/c1-24-9-10-28(14-24)11-17-5-6-19-25(2)12-18(32)22(33)29(15-30,16-31)20(25)7-8-26(19,3)27(17,4)13-21(28)35-23(24)34/h5,18-23,30-34H,6-16H2,1-4H3/t18-,19-,20-,21+,22-,23+,24-,25-,26-,27-,28-/m1/s1

> <INCHI_KEY>
IXXYZXGNMUHRMW-XEIMZDSMSA-N

> <FORMULA>
C29H46O6

> <MOLECULAR_WEIGHT>
490.681

> <EXACT_MASS>
490.329439201

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
55.89699368872187

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,6R,7R,9R,10S,12R,15R,16R,18S,20S,21R)-11,11-bis(hydroxymethyl)-7,15,16,21-tetramethyl-19-oxahexacyclo[19.2.1.0^{1,18}.0^{3,16}.0^{6,15}.0^{7,12}]tetracos-3-ene-9,10,20-triol

> <ALOGPS_LOGP>
2.03

> <JCHEM_LOGP>
1.765573224666666

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.489066588157446

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.949675586188999

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8219388374785987

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
133.0796

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.75e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,6R,7R,9R,10S,12R,15R,16R,18S,20S,21R)-11,11-bis(hydroxymethyl)-7,15,16,21-tetramethyl-19-oxahexacyclo[19.2.1.0^{1,18}.0^{3,16}.0^{6,15}.0^{7,12}]tetracos-3-ene-9,10,20-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 81 86  0  0  0  0  0  0  0  0999 V2000
   -2.4859   -0.6772   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7221    0.5805    0.3807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1309    1.7736   -0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5876    2.2341   -0.3929 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7578    3.3820   -1.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0371    3.9897   -1.1073 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9974    5.1947   -1.8489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3900    4.2850    0.3717 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7008    5.0563    0.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194    5.0033    1.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2834    3.8789    1.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9437    2.5621    1.0771 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6368    1.3673    1.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2255    0.8392    1.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4903    0.5644    2.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1247   -0.0518    2.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2857   -0.6351    1.5252 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7526   -1.2674    1.4864 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8447   -0.2478    1.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8177   -2.4437    2.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0481   -3.3479    2.3526 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.5447   -2.0491   -0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6347   -2.9368   -0.3859 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7873   -0.7690   -1.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586   -0.2212   -1.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1026    0.3579    0.3578 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6192    1.7261    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4282    2.9497    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5679   -0.6014    0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3515   -0.8200   -1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1731   -1.5953    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5073    2.6520   -0.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9450    1.5213   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2497    1.4477   -0.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6300    4.9270   -2.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9799    5.1946    1.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6249    6.0502    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6979    5.7074    0.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5684    5.5718    1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673    4.0222    1.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2216    3.9107    2.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8311    1.6386    3.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3386    0.5531    1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8974    0.7689    3.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5736    0.7126    3.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1204   -0.8508    3.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3670   -1.5088    1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879    0.4860    2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6963   -0.7201    2.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2559    0.3047    1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7997   -2.0599    3.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149   -3.0644    2.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9667   -2.8286    2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -4.1058    4.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0750   -4.5407    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289   -5.3325    1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5691   -1.2822   -0.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7460   -1.5673    0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4395   -2.3950   -0.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8541   -4.3446   -1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3356   -2.8458   -2.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6323   -4.6324   -1.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0841   -2.5279   -0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    0.0399   -0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9583   -1.1777   -2.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2834   -1.0549   -1.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2565    0.5339   -1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5261    2.3540   -0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2252    2.2960    1.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6909    1.6269    0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0761    2.2104    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7776    3.0769    2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  2  0
 15 16  1  0
 18 17  1  0
 21 23  1  0
  2  1  1  6
 23 24  1  0
 25 26  1  6
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 21 20  1  0
 33 34  1  1
 23 25  1  0
 14  2  1  0
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 18 20  1  0
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 14 13  1  0
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  4  3  1  0
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 12 35  1  0
 26 27  1  0
  8  6  1  0
 35  8  1  0
  8  9  1  6
  8 10  1  0
 28 29  1  0
 17 16  1  0
  4  5  1  0
  6  5  1  0
 33  2  1  0
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 35 80  1  0
 35 81  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
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 16 54  1  0
 16 55  1  0
 17 56  1  6
  1 36  1  0
  1 37  1  0
  1 38  1  0
 26 66  1  0
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 19 57  1  0
 19 58  1  0
 19 59  1  0
 34 77  1  0
 34 78  1  0
 34 79  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  6
 13 51  1  0
 13 52  1  0
 28 69  1  0
 28 70  1  0
 22 63  1  0
 27 68  1  0
  6 42  1  6
  9 44  1  0
  9 45  1  0
  9 46  1  0
 29 71  1  0
  7 43  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.486  -0.677  -0.134  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.722   0.581   0.381  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.131   1.774  -0.538  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.588   2.234  -0.393  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.758   3.382  -1.237  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.037   3.990  -1.107  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.997   5.195  -1.849  0.00  0.00           O+0
HETATM    8  C   UNK     0      -5.390   4.285   0.372  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.701   5.056   0.498  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.219   5.003   1.079  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.283   3.879   1.555  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.944   2.562   1.077  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.637   1.367   1.978  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.225   0.839   1.813  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.490   0.564   2.905  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.125  -0.052   2.896  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.286  -0.635   1.525  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.753  -1.267   1.486  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.845  -0.248   1.896  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.818  -2.444   2.508  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.048  -3.348   2.353  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.900  -4.464   3.246  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.180  -3.910   0.930  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.068  -4.812   0.722  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.199  -2.811  -0.173  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.545  -2.049  -0.157  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.635  -2.937  -0.386  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.119  -3.534  -1.557  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.837  -4.104  -1.807  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.953  -1.865   0.042  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.787  -0.769  -1.029  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.359  -0.221  -1.009  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.103   0.358   0.358  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.619   1.726   0.543  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.428   2.950   1.122  0.00  0.00           C+0
HETATM   36  H   UNK     0      -3.568  -0.601   0.017  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.352  -0.820  -1.211  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.173  -1.595   0.371  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.507   2.652  -0.354  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.945   1.521  -1.591  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.250   1.448  -0.778  0.00  0.00           H+0
HETATM   42  H   UNK     0      -5.791   3.338  -1.565  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.630   4.927  -2.708  0.00  0.00           H+0
HETATM   44  H   UNK     0      -6.980   5.195   1.549  0.00  0.00           H+0
HETATM   45  H   UNK     0      -6.625   6.050   0.045  0.00  0.00           H+0
HETATM   46  H   UNK     0      -7.520   4.520   0.006  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.698   5.707   0.422  0.00  0.00           H+0
HETATM   48  H   UNK     0      -4.568   5.572   1.950  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.267   4.022   1.177  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.222   3.911   2.650  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.831   1.639   3.024  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.339   0.553   1.757  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.897   0.769   3.894  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.574   0.713   3.246  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.120  -0.851   3.646  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.367  -1.509   1.389  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.488   0.486   2.621  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.696  -0.720   2.392  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.256   0.305   1.050  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.800  -2.060   3.536  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.915  -3.064   2.424  0.00  0.00           H+0
HETATM   62  H   UNK     0       3.967  -2.829   2.639  0.00  0.00           H+0
HETATM   63  H   UNK     0       2.857  -4.106   4.151  0.00  0.00           H+0
HETATM   64  H   UNK     0       4.075  -4.541   0.871  0.00  0.00           H+0
HETATM   65  H   UNK     0       2.029  -5.332   1.553  0.00  0.00           H+0
HETATM   66  H   UNK     0       4.569  -1.282  -0.938  0.00  0.00           H+0
HETATM   67  H   UNK     0       4.746  -1.567   0.797  0.00  0.00           H+0
HETATM   68  H   UNK     0       6.439  -2.395  -0.472  0.00  0.00           H+0
HETATM   69  H   UNK     0       3.854  -4.345  -1.623  0.00  0.00           H+0
HETATM   70  H   UNK     0       3.336  -2.846  -2.380  0.00  0.00           H+0
HETATM   71  H   UNK     0       1.632  -4.632  -1.004  0.00  0.00           H+0
HETATM   72  H   UNK     0       1.084  -2.528  -0.097  0.00  0.00           H+0
HETATM   73  H   UNK     0       2.512   0.040  -0.909  0.00  0.00           H+0
HETATM   74  H   UNK     0       1.958  -1.178  -2.030  0.00  0.00           H+0
HETATM   75  H   UNK     0      -0.283  -1.055  -1.309  0.00  0.00           H+0
HETATM   76  H   UNK     0       0.257   0.534  -1.798  0.00  0.00           H+0
HETATM   77  H   UNK     0       0.526   2.354  -0.350  0.00  0.00           H+0
HETATM   78  H   UNK     0       0.225   2.296   1.390  0.00  0.00           H+0
HETATM   79  H   UNK     0       1.691   1.627   0.694  0.00  0.00           H+0
HETATM   80  H   UNK     0      -6.076   2.210   0.637  0.00  0.00           H+0
HETATM   81  H   UNK     0      -5.778   3.077   2.155  0.00  0.00           H+0
CONECT    1    2   36   37   38                                             
CONECT    2    1   14    3   33                                             
CONECT    3    2    4   39   40                                             
CONECT    4    3   12    5   41                                             
CONECT    5    4    6                                                       
CONECT    6    8    5    7   42                                             
CONECT    7    6   43                                                       
CONECT    8    6   35    9   10                                             
CONECT    9    8   44   45   46                                             
CONECT   10   11    8   47   48                                             
CONECT   11   10   12   49   50                                             
CONECT   12    4   13   11   35                                             
CONECT   13   14   12   51   52                                             
CONECT   14   15    2   13                                                  
CONECT   15   14   16   53                                                  
CONECT   16   15   17   54   55                                             
CONECT   17   18   33   16   56                                             
CONECT   18   17   19   20   30                                             
CONECT   19   18   57   58   59                                             
CONECT   20   21   18   60   61                                             
CONECT   21   23   20   22   62                                             
CONECT   22   21   63                                                       
CONECT   23   21   24   25   64                                             
CONECT   24   23   65                                                       
CONECT   25   26   23   30   28                                             
CONECT   26   25   27   66   67                                             
CONECT   27   26   68                                                       
CONECT   28   25   29   69   70                                             
CONECT   29   28   71                                                       
CONECT   30   25   18   31   72                                             
CONECT   31   30   32   73   74                                             
CONECT   32   31   33   75   76                                             
CONECT   33   34   32   17    2                                             
CONECT   34   33   77   78   79                                             
CONECT   35   12    8   80   81                                             
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    3                                                            
CONECT   40    3                                                            
CONECT   41    4                                                            
CONECT   42    6                                                            
CONECT   43    7                                                            
CONECT   44    9                                                            
CONECT   45    9                                                            
CONECT   46    9                                                            
CONECT   47   10                                                            
CONECT   48   10                                                            
CONECT   49   11                                                            
CONECT   50   11                                                            
CONECT   51   13                                                            
CONECT   52   13                                                            
CONECT   53   15                                                            
CONECT   54   16                                                            
CONECT   55   16                                                            
CONECT   56   17                                                            
CONECT   57   19                                                            
CONECT   58   19                                                            
CONECT   59   19                                                            
CONECT   60   20                                                            
CONECT   61   20                                                            
CONECT   62   21                                                            
CONECT   63   22                                                            
CONECT   64   23                                                            
CONECT   65   24                                                            
CONECT   66   26                                                            
CONECT   67   26                                                            
CONECT   68   27                                                            
CONECT   69   28                                                            
CONECT   70   28                                                            
CONECT   71   29                                                            
CONECT   72   30                                                            
CONECT   73   31                                                            
CONECT   74   31                                                            
CONECT   75   32                                                            
CONECT   76   32                                                            
CONECT   77   34                                                            
CONECT   78   34                                                            
CONECT   79   34                                                            
CONECT   80   35                                                            
CONECT   81   35                                                            
MASTER        0    0    0    0    0    0    0    0   81    0  172    0
END

RDKit          3D

81 86  0  0  0  0  0  0  0  0999 V2000
   -2.4859   -0.6772   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7221    0.5805    0.3807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1309    1.7736   -0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5876    2.2341   -0.3929 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7578    3.3820   -1.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0371    3.9897   -1.1073 C   0  0  2  0  0  0  0  0  0  0  0  0
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    4.5447   -2.0491   -0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7873   -0.7690   -1.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586   -0.2212   -1.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₆O₆

Average Mass

490.6810 Da

Monoisotopic Mass

490.32944 Da

IUPAC Name

(1R,6R,7R,9R,10S,12R,15R,16R,18S,20S,21R)-11,11-bis(hydroxymethyl)-7,15,16,21-tetramethyl-19-oxahexacyclo[19.2.1.0^{1,18}.0^{3,16}.0^{6,15}.0^{7,12}]tetracos-3-ene-9,10,20-triol

Traditional Name

(1R,6R,7R,9R,10S,12R,15R,16R,18S,20S,21R)-11,11-bis(hydroxymethyl)-7,15,16,21-tetramethyl-19-oxahexacyclo[19.2.1.0^{1,18}.0^{3,16}.0^{6,15}.0^{7,12}]tetracos-3-ene-9,10,20-triol

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])C1(C([H])([H])O[H])[C@]([H])(O[H])[C@]([H])(O[H])C([H])([H])[C@@]2(C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])[C@]1(C([H])([H])[H])[C@]2([H])C([H])([H])C([H])=C2C([H])([H])[C@]34C([H])([H])C([H])([H])[C@](C([H])([H])[H])(C3([H])[H])[C@@]([H])(O[H])O[C@@]4([H])C([H])([H])[C@@]12C([H])([H])[H]

InChI Identifier

InChI=1S/C29H46O6/c1-24-9-10-28(14-24)11-17-5-6-19-25(2)12-18(32)22(33)29(15-30,16-31)20(25)7-8-26(19,3)27(17,4)13-21(28)35-23(24)34/h5,18-23,30-34H,6-16H2,1-4H3/t18-,19-,20-,21+,22-,23+,24-,25-,26-,27-,28-/m1/s1

InChI Key

IXXYZXGNMUHRMW-XEIMZDSMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Phlomis umbrosa	JEOL database	Liu, P., et al, Chem. Pharm. Bull. 56, 951 (2008)
Phlomis umbrosa TURCZ	Plant	KNApSAcK
Phlomoides umbrosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 12-beta-hydroxysteroids. These are hydroxysteroids carrying a beta-hydroxyl group at the 12-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

12-beta-hydroxysteroids

Alternative Parents

Substituents

12-beta-hydroxysteroid
Naphthopyran
Naphthalene
Oxepane
Pyran
Oxane
Cyclic alcohol
Secondary alcohol
Hemiacetal
Organoheterocyclic compound
Polyol
Oxacycle
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organic oxygen compound
Alcohol
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	2.03	ALOGPS
logP	1.77	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	11.95	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	133.08 m³·mol⁻¹	ChemAxon
Polarizability	55.9 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

24950678

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liu P, Yao Z, Zhang W, Takaishi Y, Duan HQ: Novel Nortriterpenes from Phlomis umbrosa. Chem Pharm Bull (Tokyo). 2008 Jul;56(7):951-5. doi: 10.1248/cpb.56.951. [PubMed:18591808 ]
Liu, P., et al. (2008). Liu, P., et al, Chem. Pharm. Bull. 56, 951 (2008). Chem. Pharm. Bull..

Showing NP-Card for phlomisin (NP0037501)

MOL for NP0037501 (phlomisin)

3D MOL for NP0037501 (phlomisin)

3D SDF for NP0037501 (phlomisin)

3D-SDF for NP0037501 (phlomisin)

PDB for NP0037501 (phlomisin)

3D PDB for NP0037501 (phlomisin)

SMILES for NP0037501 (phlomisin)

INCHI for NP0037501 (phlomisin)

Structure for NP0037501 (phlomisin)

3D Structure for NP0037501 (phlomisin)