NP-MRD: Showing NP-Card for (3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid (NP0304038)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 18:51:05 UTC

Updated at

2022-09-10 18:51:05 UTC

NP-MRD ID

NP0304038

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid

Description

A-beta-BA, also known as a-b-ba, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid is found in Boswellia sacra. Based on a literature review very few articles have been published on A-beta-BA.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102220512D          

 36 40  0  0  1  0            999 V2000
    7.3145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6907    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1058    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5050    1.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7478    2.3887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  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  1  0  0  0
  8 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  1  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 18 30  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  1  6  0  0  0
 10 32  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  1  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
M  END

     RDKit          3D

 86 90  0  0  0  0  0  0  0  0999 V2000
    8.4544   -0.3358   -1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2567   -0.6387   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4381   -1.1374    0.9263 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9697   -0.4081   -0.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8085   -0.7044    0.1736 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8983   -1.6233   -0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4412   -1.2396   -0.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0670   -0.6892    0.8008 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5298   -1.7348    1.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8280    0.5767    1.0672 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0145    1.8324    0.8831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9043    1.6963   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0681    0.6725    0.4464 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8206    1.4465    1.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5977   -0.5010    1.0609 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2086   -1.7686    0.9856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6106   -1.5691    0.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0826   -0.5620   -0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4974   -0.4352   -0.5011 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4451   -1.1997    0.3905 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2956   -0.9816    1.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8463   -0.8977   -0.1057 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7542   -2.1190    0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8801   -0.5411   -1.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2015    0.7689   -1.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9720    0.9146   -0.8578 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3671    1.8307    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9618    1.6351   -1.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003    1.7609   -0.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0889    0.4177   -0.6037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5505   -0.1247   -1.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1724    0.6617    0.4248 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2567    1.3937   -0.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1469    1.3502    1.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7142    2.4236    1.0677 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4109    0.7578    2.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1843    0.3201   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9810   -1.2846   -1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1523    0.1208   -2.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2247   -1.1282    1.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0656   -2.6965   -0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -1.6354   -1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8906   -2.1595   -0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2789   -0.5435   -1.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8569   -2.6643    1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3038   -1.2774    2.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7101   -2.0074    2.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0482    0.5650    2.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6894    2.6958    0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4892    2.1329    1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3689    2.6950   -0.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1879    1.5537   -1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8820    1.2474    1.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6118    2.5132    1.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4342    1.0827    2.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6293   -0.2861    2.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2052   -2.5092    0.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2021   -2.3404    1.9419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3261   -2.3276    0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5632   -1.0274   -1.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3023   -2.2944    0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3020   -1.9921    2.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3353   -0.5452    2.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1627   -0.4605    2.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2809   -0.0952    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7184   -1.8531    0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8490   -2.6822   -0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2294   -2.7979    0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4642   -1.3654   -2.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9443   -0.4388   -1.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9251    1.5764   -1.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9326    0.8393   -2.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4254    2.2193    0.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735    2.7981    0.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2324    1.4598    1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764    1.1675   -2.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087    2.6917   -1.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8036    2.4178   -0.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9468    2.2604   -1.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1197   -1.1409   -1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4684   -0.2880   -2.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0803    0.5394   -2.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2473    1.9365   -0.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5010    2.1363   -1.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2866    0.6968   -1.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2518    1.2471    3.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  6
 30 18  1  0
 18 17  2  0
 17 16  1  0
 16 15  1  0
 15  8  1  0
  8  9  1  1
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 32  1  0
 32 33  1  0
 32 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 32 34  1  1
 34 36  1  0
 34 35  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 19 26  1  0
 13 30  1  0
 13 15  1  0
 10  8  1  0
 23 66  1  0
 23 67  1  0
 23 68  1  0
 22 65  1  1
 24 69  1  0
 24 70  1  0
 25 71  1  0
 25 72  1  0
 27 73  1  0
 27 74  1  0
 27 75  1  0
 28 76  1  0
 28 77  1  0
 29 78  1  0
 29 79  1  0
 31 80  1  0
 31 81  1  0
 31 82  1  0
 17 59  1  0
 16 57  1  0
 16 58  1  0
 15 56  1  1
  9 45  1  0
  9 46  1  0
  9 47  1  0
  7 43  1  0
  7 44  1  0
  6 41  1  0
  6 42  1  0
  5 40  1  1
  1 37  1  0
  1 38  1  0
  1 39  1  0
 33 83  1  0
 33 84  1  0
 33 85  1  0
 10 48  1  1
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 14 53  1  0
 14 54  1  0
 14 55  1  0
 36 86  1  0
 19 60  1  6
 20 61  1  1
 21 62  1  0
 21 63  1  0
 21 64  1  0
M  END


  Mrv1652309102220512D          

 36 40  0  0  1  0            999 V2000
    7.3145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6907    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1058    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5050    1.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7478    2.3887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  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  1  0  0  0
  8 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  1  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 18 30  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  1  6  0  0  0
 10 32  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  1  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0304038

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@]2(C)CC[C@]3(C)C(=CCC4[C@@]5(C)CC[C@@H](OC(C)=O)[C@@](C)(C5CC[C@@]34C)C(O)=O)C2[C@H]1C

> <INCHI_IDENTIFIER>
InChI=1S/C32H50O4/c1-19-11-14-28(4)17-18-30(6)22(26(28)20(19)2)9-10-23-29(5)15-13-25(36-21(3)33)32(8,27(34)35)24(29)12-16-31(23,30)7/h9,19-20,23-26H,10-18H2,1-8H3,(H,34,35)/t19-,20+,23?,24?,25-,26?,28-,29-,30-,31-,32-/m1/s1

> <INCHI_KEY>
YJBVHJIKNLBFDX-INEDWPTMSA-N

> <FORMULA>
C32H50O4

> <MOLECULAR_WEIGHT>
498.748

> <EXACT_MASS>
498.37091009

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
58.852524428585845

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R,6aR,6bS,8aR,11R,12S,14bR)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4-carboxylic acid

> <JCHEM_LOGP>
7.022930819999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.467296716902504

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0049333117820245

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
142.84950000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R,6aR,6bS,8aR,11R,12S,14bR)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      13.654  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.424  -0.564   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      15.964  -0.564   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.654   0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      12.114   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.264  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.206  -1.897   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334   3.437   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.023   3.635   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.397   3.643   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.650   2.920   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      14.009   2.197   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      12.596   4.459   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   32                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   15                                             
CONECT    9    8                                                            
CONECT   10    8   11   32                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   30                                             
CONECT   14   13                                                            
CONECT   15   13    8   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   30                                                  
CONECT   19   18   20   26                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   19   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   18   13   31                                             
CONECT   31   30                                                            
CONECT   32   10    5   33   34                                             
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Value	Source
a-b-BA	Generator
a-Β-ba	Generator

Chemical Formula

C₃₂H₅₀O₄

Average Mass

498.7480 Da

Monoisotopic Mass

498.37091 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@]2(C)CC[C@]3(C)C(=CCC4[C@@]5(C)CC[C@@H](OC(C)=O)[C@@](C)(C5CC[C@@]34C)C(O)=O)C2[C@H]1C

InChI Identifier

InChI=1S/C32H50O4/c1-19-11-14-28(4)17-18-30(6)22(26(28)20(19)2)9-10-23-29(5)15-13-25(36-21(3)33)32(8,27(34)35)24(29)12-16-31(23,30)7/h9,19-20,23-26H,10-18H2,1-8H3,(H,34,35)/t19-,20+,23?,24?,25-,26?,28-,29-,30-,31-,32-/m1/s1

InChI Key

YJBVHJIKNLBFDX-INEDWPTMSA-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
Boswellia sacra	LOTUS Database	35616633

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
Hydroxysteroid
15-hydroxysteroid
Steroid
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid
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

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

5293327

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6918113

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid (NP0304038)

MOL for NP0304038 ((3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid)

3D MOL for NP0304038 ((3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid)

3D SDF for NP0304038 ((3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid)

3D-SDF for NP0304038 ((3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid)

PDB for NP0304038 ((3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid)

3D PDB for NP0304038 ((3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid)

SMILES for NP0304038 ((3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid)

INCHI for NP0304038 ((3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid)

Structure for NP0304038 ((3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid)

3D Structure for NP0304038 ((3r,4r,6ar,6bs,8ar,11r,12s,14br)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picene-4-carboxylic acid)