NP-MRD: Showing NP-Card for (3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol (NP0328786)

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Record Information

Version

2.0

Created at

2022-09-12 12:34:36 UTC

Updated at

2022-09-12 12:34:36 UTC

NP-MRD ID

NP0328786

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol

Description

CHEMBL136686 belongs to the class of organic compounds known as hydroxysteroids. Hydroxysteroids are compounds containing an steroid backbone, with at least one hydrogen substituted by a hydroxyl group. (3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol is found in Sarcococca saligna. Based on a literature review very few articles have been published on CHEMBL136686.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122214342D          

 27 30  0  0  1  0            999 V2000
    0.7018   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336   -0.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0458   -0.6798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5776   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215    0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336    0.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -0.4847    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8261   -0.6299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4774   -0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1602   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9309   -1.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4373   -2.0304    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2545   -1.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1264   -2.7946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6327   -3.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3091   -2.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064   -1.4059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4662   -2.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -2.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7624   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821   -1.1154    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6700   -0.9702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9503   -1.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -1.4557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7942   -2.0864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
  8 22  1  0  0  0  0
 22 23  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END

     RDKit          3D

 66 69  0  0  0  0  0  0  0  0999 V2000
    5.3690   -1.5651    3.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5413   -1.3606    2.2020 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3110   -1.0083    1.6687 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9013   -1.9470    0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7161   -1.4408   -0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9467   -2.2924   -0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317   -1.9762   -1.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2678   -0.5523   -1.4211 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2111   -0.5510   -1.2778 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9683   -0.6302   -2.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3421   -0.3132   -2.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2166    0.5223   -0.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4128    0.9973   -0.2378 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4203    2.5184   -0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7566    0.3358    0.9458 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9205    0.3240    2.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7114   -0.7160    0.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926    0.7747   -0.8325 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4421    1.8617   -1.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2269    1.0847    0.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2757    1.3426    0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8454    0.0240   -0.1467 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3569    0.0044   -0.2412 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6900    0.5880   -1.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0132    0.8518    0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4245    0.3818    1.0301 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1641    0.2050   -0.1274 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3256   -1.8492    4.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0357   -0.6159    4.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6757   -2.4142    3.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5152   -0.9718    2.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7590   -2.9418    0.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7360   -2.0111   -0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2093   -3.3575   -0.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0586   -2.7002   -1.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9350   -2.2081   -2.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794   -0.0151   -2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5700   -1.3564   -0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6402    0.1473   -3.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0045   -1.6442   -2.9858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2405   -0.7314   -2.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2974    0.8042   -0.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3243    2.9045   -1.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4583    2.7903    0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7389    2.9233    0.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2504   -0.5737    2.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5900    0.1153    2.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4274    1.2626    2.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1560   -1.6677    0.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2908   -0.8843    1.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4217   -0.5753   -0.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5128    1.6862   -2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3644    2.8495   -1.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2437    1.9701   -2.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2146    0.1594    1.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5732    1.9837    1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663    2.0729   -0.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725    1.7012    1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5871   -0.6939    0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588    1.0900   -1.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6030   -0.2108   -2.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9314    1.4030   -1.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9715    1.9065    0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4830    0.7482    1.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9799    1.0621    1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1200    0.3787   -0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 12 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26  3  1  0
 23  5  1  0
 22  8  1  0
 18  9  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  1
  4 32  1  0
  4 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  6
  9 38  1  1
 10 39  1  0
 10 40  1  0
 11 41  1  0
 13 42  1  6
 14 43  1  0
 14 44  1  0
 14 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 19 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  1
 24 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  1
 27 66  1  0
M  END


  Mrv1652309122214342D          

 27 30  0  0  1  0            999 V2000
    0.7018   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336   -0.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0458   -0.6798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5776   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215    0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336    0.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -0.4847    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8261   -0.6299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4774   -0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1602   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9309   -1.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4373   -2.0304    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2545   -1.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1264   -2.7946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6327   -3.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3091   -2.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064   -1.4059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4662   -2.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -2.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7624   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821   -1.1154    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6700   -0.9702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9503   -1.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -1.4557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7942   -2.0864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
  8 22  1  0  0  0  0
 22 23  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0328786

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1CC2=CC[C@H]3[C@@H]4CC=C([C@H](C)N(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)C[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H39NO2/c1-15(25(4)5)18-9-10-19-17-8-7-16-13-22(27-6)21(26)14-24(16,3)20(17)11-12-23(18,19)2/h7,9,15,17,19-22,26H,8,10-14H2,1-6H3/t15-,17-,19-,20-,21-,22+,23+,24-/m0/s1

> <INCHI_KEY>
NGSWUPZJKYFTDE-FADSCHIBSA-N

> <FORMULA>
C24H39NO2

> <MOLECULAR_WEIGHT>
373.581

> <EXACT_MASS>
373.2980795

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
45.87584217071651

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,4S,5R,10R,11S,15S)-14-[(1S)-1-(dimethylamino)ethyl]-5-methoxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,13-dien-4-ol

> <JCHEM_LOGP>
3.3232013306666657

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.161954128955067

> <JCHEM_PKA_STRONGEST_BASIC>
9.413379466415865

> <JCHEM_POLAR_SURFACE_AREA>
32.7

> <JCHEM_REFRACTIVITY>
113.39729999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4S,5R,10R,11S,15S)-14-[(1S)-1-(dimethylamino)ethyl]-5-methoxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,13-dien-4-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       1.310  -2.175   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.303  -0.998   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.819  -1.269   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.811  -0.092   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.327  -0.363   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.320   0.815   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.836   0.544   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.359  -0.905   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.875  -1.176   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.091  -0.231   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.366  -1.095   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.938  -2.574   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.883  -3.790   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.408  -3.579   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      13.303  -5.217   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      14.248  -6.432   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.777  -5.427   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.399  -2.624   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.070  -4.010   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.406  -3.802   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.890  -3.531   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.367  -2.082   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.851  -1.811   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.374  -3.259   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.858  -2.988   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.342  -2.717   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.349  -3.895   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   22                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   12    9   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    8   23                                                  
CONECT   23   22    5   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25    3   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₉NO₂

Average Mass

373.5810 Da

Monoisotopic Mass

373.29808 Da

IUPAC Name

(1S,2R,4S,5R,10R,11S,15S)-14-[(1S)-1-(dimethylamino)ethyl]-5-methoxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,13-dien-4-ol

Traditional Name

(1S,2R,4S,5R,10R,11S,15S)-14-[(1S)-1-(dimethylamino)ethyl]-5-methoxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,13-dien-4-ol

CAS Registry Number

Not Available

SMILES

CO[C@@H]1CC2=CC[C@H]3[C@@H]4CC=C([C@H](C)N(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)C[C@@H]1O

InChI Identifier

InChI=1S/C24H39NO2/c1-15(25(4)5)18-9-10-19-17-8-7-16-13-22(27-6)21(26)14-24(16,3)20(17)11-12-23(18,19)2/h7,9,15,17,19-22,26H,8,10-14H2,1-6H3/t15-,17-,19-,20-,21-,22+,23+,24-/m0/s1

InChI Key

NGSWUPZJKYFTDE-FADSCHIBSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Sarcococca saligna	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxysteroids. Hydroxysteroids are compounds containing an steroid backbone, with at least one hydrogen substituted by a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

Hydroxysteroids

Alternative Parents

Substituents

22-azasteroid
Androstane-skeleton
2-hydroxysteroid
Hydroxysteroid
Azasteroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Ether
Dialkyl ether
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Alcohol
Organic oxygen compound
Organic nitrogen compound
Amine
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	3.32	ChemAxon
pKa (Strongest Acidic)	14.16	ChemAxon
pKa (Strongest Basic)	9.41	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.7 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	113.4 m³·mol⁻¹	ChemAxon
Polarizability	45.88 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

9489771

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11314804

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol (NP0328786)

MOL for NP0328786 ((3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol)

3D MOL for NP0328786 ((3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol)

3D SDF for NP0328786 ((3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol)

3D-SDF for NP0328786 ((3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol)

PDB for NP0328786 ((3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol)

3D PDB for NP0328786 ((3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol)

SMILES for NP0328786 ((3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol)

INCHI for NP0328786 ((3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol)

Structure for NP0328786 ((3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol)

3D Structure for NP0328786 ((3as,3br,7r,8s,9ar,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-7-methoxy-9a,11a-dimethyl-3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-8-ol)