NP-MRD: Showing NP-Card for (1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl (3z)-pentacos-3-enoate (NP0193380)

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Record Information

Version

2.0

Created at

2022-09-04 10:47:50 UTC

Updated at

2022-09-04 10:47:50 UTC

NP-MRD ID

NP0193380

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl (3z)-pentacos-3-enoate

Description

(3Z)-3-Pentacoseneoic acid (24R)-24-ethylcholesta-5-ene-3beta-yl ester belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on (3Z)-3-Pentacoseneoic acid (24R)-24-ethylcholesta-5-ene-3beta-yl ester.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309042212472D          

 56 59  0  0  1  0            999 V2000
  -17.8294   -5.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.2184   -6.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4328   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8218   -6.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0362   -6.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4252   -7.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6397   -6.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0287   -7.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2431   -7.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0685   -6.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2829   -6.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6719   -6.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8863   -6.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2753   -6.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4898   -6.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8788   -7.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0932   -6.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4822   -7.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6966   -7.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5220   -6.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7364   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1254   -6.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3399   -6.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653   -5.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3797   -5.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7687   -5.9859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2051   -4.6253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196   -4.3733    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2450   -3.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4594   -3.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1516   -3.8693    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3262   -3.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230   -4.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5880   -5.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3736   -4.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5482   -4.1717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9372   -3.6174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1118   -2.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8973   -2.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5083   -3.1134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7662   -2.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3338   -3.9197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0467   -4.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6619   -3.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3291   -3.0303    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7443   -2.3174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5693   -2.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345   -1.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7497   -0.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3399   -0.1724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7551    0.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3453    1.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5149   -0.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0997   -0.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1051    0.5467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085   -4.9276    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
  6  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
 10 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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  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
 28 27  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 36 35  1  6  0  0  0
 36 37  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
 36 42  1  0  0  0  0
 42 43  1  1  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 40 45  1  0  0  0  0
 45 46  1  1  0  0  0
 46 47  1  1  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 50 49  1  6  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 50 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 33 56  1  0  0  0  0
 28 56  1  0  0  0  0
M  END


  Mrv1652309042212472D          

 56 59  0  0  1  0            999 V2000
  -17.8294   -5.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.2184   -6.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4328   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8218   -6.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0362   -6.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4252   -7.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6397   -6.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0287   -7.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2431   -7.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0685   -6.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2829   -6.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6719   -6.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8863   -6.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2753   -6.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4898   -6.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8788   -7.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0932   -6.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4822   -7.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6966   -7.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5220   -6.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7364   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1254   -6.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3399   -6.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653   -5.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3797   -5.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7687   -5.9859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2051   -4.6253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196   -4.3733    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2450   -3.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4594   -3.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1516   -3.8693    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3262   -3.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230   -4.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5880   -5.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3736   -4.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5482   -4.1717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9372   -3.6174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1118   -2.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8973   -2.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5083   -3.1134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7662   -2.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3338   -3.9197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0467   -4.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6619   -3.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3291   -3.0303    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7443   -2.3174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5693   -2.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345   -1.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7497   -0.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3399   -0.1724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7551    0.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3453    1.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5149   -0.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0997   -0.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1051    0.5467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085   -4.9276    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
  6  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
 10 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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  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
 28 27  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 36 35  1  6  0  0  0
 36 37  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
 36 42  1  0  0  0  0
 42 43  1  1  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 40 45  1  0  0  0  0
 45 46  1  1  0  0  0
 46 47  1  1  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 50 49  1  6  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 50 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 33 56  1  0  0  0  0
 28 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0193380

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCCCCC\C=C/CC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3CC=C2C1)[C@H](C)CC[C@@H](CC)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C54H96O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-52(55)56-47-38-40-53(6)46(42-47)34-35-48-50-37-36-49(54(50,7)41-39-51(48)53)44(5)32-33-45(9-2)43(3)4/h29-30,34,43-45,47-51H,8-28,31-33,35-42H2,1-7H3/b30-29-/t44-,45-,47+,48+,49-,50+,51+,53+,54-/m1/s1

> <INCHI_KEY>
WVUYBLYPYXUODW-FGMLKTOFSA-N

> <FORMULA>
C54H96O2

> <MOLECULAR_WEIGHT>
777.36

> <EXACT_MASS>
776.741032331

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
152

> <JCHEM_AVERAGE_POLARIZABILITY>
107.03467803180186

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (3Z)-pentacos-3-enoate

> <JCHEM_LOGP>
18.40472702266667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0888963737741015

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
245.8831000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
30

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (3Z)-pentacos-3-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0     -33.282 -10.986   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -32.141 -12.020   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -30.675 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -29.534 -12.585   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -28.068 -12.114   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -26.927 -13.149   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -25.461 -12.679   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -24.320 -13.714   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -22.854 -13.243   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -22.528 -11.738   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -21.061 -11.268   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -19.921 -12.303   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -18.455 -11.832   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -17.314 -12.867   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -15.848 -12.397   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -14.707 -13.431   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -13.241 -12.961   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -12.100 -13.996   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.634 -13.525   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -10.308 -12.020   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.841 -11.550   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -7.701 -12.585   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.234 -12.114   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.909 -10.609   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.442 -10.139   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.302 -11.174   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.116  -8.634   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.650  -8.163   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.324  -6.658   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.858  -6.188   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.283  -7.223   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.609  -5.718   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.043  -8.728   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.098  -9.763   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.564  -9.292   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.890  -7.787   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.749  -6.752   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.075  -5.247   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.542  -4.777   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.682  -5.812   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.164  -4.349   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.356  -7.317   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       5.687  -8.092   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       6.835  -7.066   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.214  -5.657   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.989  -4.326   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       8.529  -4.332   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       6.224  -2.989   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       7.000  -1.658   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       6.235  -0.322   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       7.010   1.009   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       6.245   2.346   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       4.695  -0.316   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       3.920  -1.647   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       3.930   1.021   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -1.509  -9.198   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   56                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33   37                                             
CONECT   32   31                                                            
CONECT   33   31   34   56                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   42                                                  
CONECT   37   36   31   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42   45                                             
CONECT   41   40                                                            
CONECT   42   40   36   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   40   46                                                  
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51   53                                                  
CONECT   51   50   52                                                       
CONECT   52   51                                                            
CONECT   53   50   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53                                                            
CONECT   56   33   28                                                       
MASTER        0    0    0    0    0    0    0    0   56    0  118    0
END

View in JSmol

Synonyms

Value	Source
(3Z)-3-Pentacoseneoate (24R)-24-ethylcholesta-5-ene-3b-yl ester	Generator
(3Z)-3-Pentacoseneoate (24R)-24-ethylcholesta-5-ene-3beta-yl ester	Generator
(3Z)-3-Pentacoseneoate (24R)-24-ethylcholesta-5-ene-3β-yl ester	Generator
(3Z)-3-Pentacoseneoic acid (24R)-24-ethylcholesta-5-ene-3b-yl ester	Generator
(3Z)-3-Pentacoseneoic acid (24R)-24-ethylcholesta-5-ene-3β-yl ester	Generator

Chemical Formula

C₅₄H₉₆O₂

Average Mass

777.3600 Da

Monoisotopic Mass

776.74103 Da

IUPAC Name

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (3Z)-pentacos-3-enoate

Traditional Name

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (3Z)-pentacos-3-enoate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCCCC\C=C/CC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3CC=C2C1)[C@H](C)CC[C@@H](CC)C(C)C

InChI Identifier

InChI=1S/C54H96O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-52(55)56-47-38-40-53(6)46(42-47)34-35-48-50-37-36-49(54(50,7)41-39-51(48)53)44(5)32-33-45(9-2)43(3)4/h29-30,34,43-45,47-51H,8-28,31-33,35-42H2,1-7H3/b30-29-/t44-,45-,47+,48+,49-,50+,51+,53+,54-/m1/s1

InChI Key

WVUYBLYPYXUODW-FGMLKTOFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
C24-propyl-sterol-skeleton
Steroid ester
Steroid
Delta-5-steroid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	18.4	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	30	ChemAxon
Refractivity	245.88 m³·mol⁻¹	ChemAxon
Polarizability	107.03 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

34981774

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102138449

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl (3z)-pentacos-3-enoate (NP0193380)

MOL for NP0193380 ((1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl (3z)-pentacos-3-enoate)

3D MOL for NP0193380 ((1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl (3z)-pentacos-3-enoate)

3D SDF for NP0193380 ((1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl (3z)-pentacos-3-enoate)

3D-SDF for NP0193380 ((1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl (3z)-pentacos-3-enoate)

PDB for NP0193380 ((1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl (3z)-pentacos-3-enoate)

3D PDB for NP0193380 ((1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl (3z)-pentacos-3-enoate)

SMILES for NP0193380 ((1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl (3z)-pentacos-3-enoate)

INCHI for NP0193380 ((1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl (3z)-pentacos-3-enoate)

Structure for NP0193380 ((1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl (3z)-pentacos-3-enoate)

3D Structure for NP0193380 ((1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl (3z)-pentacos-3-enoate)