NP-MRD: Showing NP-Card for [10-hydroxy-4,4,6a,8a,13b,15b-hexamethyl-9-(sulfooxy)-1h,2h,3h,4ah,5h,6h,6bh,7h,8h,13h,13ah,14h,15h,15ah-indeno[2,1-a]chrysen-12-yl]oxidanesulfonic acid (NP0189193)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 05:38:28 UTC

Updated at

2022-09-04 05:38:28 UTC

NP-MRD ID

NP0189193

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[10-hydroxy-4,4,6a,8a,13b,15b-hexamethyl-9-(sulfooxy)-1h,2h,3h,4ah,5h,6h,6bh,7h,8h,13h,13ah,14h,15h,15ah-indeno[2,1-a]chrysen-12-yl]oxidanesulfonic acid

Description

[20-Hydroxy-2,6,6,10,14,23-hexamethyl-21-(sulfooxy)hexacyclo[12.11.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²³.0¹⁷,²²]Pentacosa-17,19,21-trien-18-yl]oxidanesulfonic acid belongs to the class of organic compounds known as scalarane sesterterpenoids. These are sesterterpenoids with a structure based on the scalarane backbone. Scalarane is a tetracyclic compound, which is similar the homoandrostane with five methyl groups at the 4-, 4-, 8-, 17-, 17a-positions. [20-Hydroxy-2,6,6,10,14,23-hexamethyl-21-(sulfooxy)hexacyclo[12.11.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²³.0¹⁷,²²]Pentacosa-17,19,21-trien-18-yl]oxidanesulfonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191523252D          

 42 47  0  0  0  0            999 V2000
    7.9693    1.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2041    1.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0333    1.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6407    0.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2527   -0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4282   -0.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9916    0.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6036   -0.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3796    1.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9431    1.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1185    1.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306    1.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940    1.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1671    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7791   -0.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9546   -0.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180    0.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1301   -0.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9060    1.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4695    1.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6450    1.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2570    0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7497    1.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935    0.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1627   -0.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562   -0.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5979   -1.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440   -1.5944    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8858   -1.9553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5049   -0.8525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2170   -2.3362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0274    0.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0309    0.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6526    1.3364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7728    1.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8311    2.0584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1475    2.5203    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3144    1.8368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5360    2.9823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6095    3.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4563    0.7735    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
  2  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
  7  9  1  0  0  0  0
  2  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
 12 14  1  0  0  0  0
  7 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
 17 19  1  0  0  0  0
 12 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  1  0  0  0  0
 22 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  2  0  0  0  0
 38 41  1  0  0  0  0
 36 42  2  0  0  0  0
 22 42  1  0  0  0  0
 26 42  1  0  0  0  0
M  END

     RDKit          3D

 88 93  0  0  0  0  0  0  0  0999 V2000
   -5.3125    2.0086   -1.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1820    0.6293   -0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4484   -0.1096   -1.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0183    0.8944    0.7105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9761   -0.4105    1.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3237   -1.5324    0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4120   -1.1459   -0.4384 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4521   -2.3985   -1.3483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9893   -1.0097    0.0131 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8470   -0.4916    1.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3692   -0.7192    1.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3025    0.4983    1.1096 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2824    1.6939    1.8544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288    0.5845   -0.3392 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2522    0.5519   -1.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019    1.6991   -0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6595    1.3228    0.6676 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9017    2.6378    1.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9532    0.6018    0.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7774   -0.6955    1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8482   -1.5634    1.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6642   -2.8745    1.6581 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3047   -4.0822    0.5208 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.8735   -3.7173   -0.8320 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8170   -4.2656    0.4635 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0501   -5.5126    0.9952 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1165   -1.2025    0.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3162    0.0699    0.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5817    0.4791    0.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2464    0.9595    0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5761    2.2148   -0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6276    2.6642   -1.7917 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.2565    1.4795   -2.6493 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176    3.8236   -2.0842 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2071    3.0779   -2.2574 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3394   -0.9340    1.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7437    0.4203    1.4670 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0376   -0.3550   -0.9011 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2290   -1.4190   -1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7203    0.4036   -2.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9229    1.0878   -1.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9522   -0.0347   -1.2755 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3122    1.9474   -2.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3481    2.3526   -1.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6272    2.7418   -0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2863   -1.0889   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0046   -0.2190   -0.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1306    0.4537   -1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9382    1.4763    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1852    1.5820    0.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0527   -0.6559    1.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5430   -0.1990    2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1769   -2.1657    0.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7759   -2.2612    1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2862   -2.1416   -2.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5025   -2.8217   -1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8213   -3.2024   -0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6209   -2.0802    0.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3601   -1.1104    2.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394    0.5397    1.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0709   -1.6671    1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1903   -0.6857    2.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405    2.4671    2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7913    1.4197    2.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0560    2.2055    1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4049    1.6392   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0584    0.7804   -2.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8145   -0.3665   -1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8599    1.9323   -1.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391    2.5992   -0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9593    2.9333    1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3040    3.4604    0.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7757    2.4991    2.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8360   -6.2446    0.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9285   -1.9072    0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3687   -0.1501    0.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3915    4.0305   -2.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8929   -1.7027    0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3896   -1.3788    2.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8341    0.7923    2.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5036   -1.9255   -1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253   -2.2342   -2.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1667   -0.9923   -2.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0623    1.2253   -2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9334   -0.2324   -2.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6518    1.5714   -0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013    1.7970   -2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1951   -0.3418   -2.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  1
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  1  1
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  6
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  1  0
  2 42  1  0
 42 41  1  0
 41 40  1  0
 40 38  1  0
 38 39  1  6
 12 37  1  0
 37 36  1  0
 36 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 26  1  0
 23 24  2  0
 23 25  2  0
 21 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 35  1  0
 32 33  2  0
 32 34  2  0
 30 19  2  0
 37 17  1  0
 19 20  1  0
 19 17  1  0
 38 14  1  0
 38  9  1  0
 42  7  1  0
 18 71  1  0
 18 72  1  0
 18 73  1  0
 16 69  1  0
 16 70  1  0
 15 67  1  0
 15 68  1  0
 14 66  1  1
 13 63  1  0
 13 64  1  0
 13 65  1  0
 11 61  1  0
 11 62  1  0
 10 59  1  0
 10 60  1  0
  9 58  1  1
  8 55  1  0
  8 56  1  0
  8 57  1  0
  6 53  1  0
  6 54  1  0
  5 51  1  0
  5 52  1  0
  4 49  1  0
  4 50  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  3 46  1  0
  3 47  1  0
  3 48  1  0
 42 88  1  6
 41 86  1  0
 41 87  1  0
 40 84  1  0
 40 85  1  0
 39 81  1  0
 39 82  1  0
 39 83  1  0
 37 80  1  1
 36 78  1  0
 36 79  1  0
 26 74  1  0
 27 75  1  0
 29 76  1  0
 35 77  1  0
M  END


  Mrv1533004191523252D          

 42 47  0  0  0  0            999 V2000
    7.9693    1.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2041    1.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0333    1.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6407    0.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2527   -0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4282   -0.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9916    0.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6036   -0.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3796    1.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9431    1.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1185    1.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306    1.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940    1.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1671    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7791   -0.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9546   -0.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180    0.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1301   -0.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9060    1.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4695    1.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6450    1.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2570    0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7497    1.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935    0.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1627   -0.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562   -0.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5979   -1.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440   -1.5944    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8858   -1.9553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5049   -0.8525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2170   -2.3362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0274    0.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0309    0.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6526    1.3364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7728    1.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8311    2.0584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1475    2.5203    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3144    1.8368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5360    2.9823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6095    3.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4563    0.7735    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
  2  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
  7  9  1  0  0  0  0
  2  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
 12 14  1  0  0  0  0
  7 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
 17 19  1  0  0  0  0
 12 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  1  0  0  0  0
 22 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  2  0  0  0  0
 38 41  1  0  0  0  0
 36 42  2  0  0  0  0
 22 42  1  0  0  0  0
 26 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0189193

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CCC3C(C)(CCC4C5(C)CCCC(C)(C)C5CCC34C)C1CC1=C(OS(O)(=O)=O)C=C(O)C(OS(O)(=O)=O)=C21

> <INCHI_IDENTIFIER>
InChI=1S/C31H46O9S2/c1-27(2)11-7-12-28(3)21(27)8-13-29(4)22(28)9-14-30(5)23(29)10-15-31(6)24(30)16-18-20(39-41(33,34)35)17-19(32)26(25(18)31)40-42(36,37)38/h17,21-24,32H,7-16H2,1-6H3,(H,33,34,35)(H,36,37,38)

> <INCHI_KEY>
MAGSVXHKGFRXIN-UHFFFAOYSA-N

> <FORMULA>
C31H46O9S2

> <MOLECULAR_WEIGHT>
626.82

> <EXACT_MASS>
626.258325409

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
67.59005571621032

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[20-hydroxy-2,6,6,10,14,23-hexamethyl-21-(sulfooxy)hexacyclo[12.11.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²³.0¹⁷,²²]pentacosa-17,19,21-trien-18-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.70

> <JCHEM_LOGP>
7.554661875666669

> <ALOGPS_LOGS>
-5.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
-1.7410206608914782

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.404771697409008

> <JCHEM_PKA_STRONGEST_BASIC>
-4.444450899317155

> <JCHEM_POLAR_SURFACE_AREA>
147.43

> <JCHEM_REFRACTIVITY>
157.77759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.49e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[20-hydroxy-2,6,6,10,14,23-hexamethyl-21-(sulfooxy)hexacyclo[12.11.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²³.0¹⁷,²²]pentacosa-17,19,21-trien-18-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      14.876   2.705   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.448   2.129   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.129   3.636   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.263   0.822   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.538  -0.537   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.999  -0.589   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.184   0.718   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.460  -0.641   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.909   2.077   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.094   3.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.555   3.331   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.830   1.972   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.015   3.279   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.645   0.665   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.921  -0.694   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.382  -0.746   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.567   0.561   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.843  -0.798   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.291   1.920   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.476   3.226   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.937   3.174   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.213   1.815   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.266   3.029   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.028   0.508   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.037  -0.671   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.610  -0.092   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.225  -0.766   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.116  -2.302   0.000  0.00  0.00           O+0
HETATM   29  S   UNK     0      -0.269  -2.976   0.000  0.00  0.00           S+0
HETATM   30  O   UNK     0      -1.653  -3.650   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.943  -1.591   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.405  -4.361   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -0.051   0.096   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.058   1.632   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -1.218   2.495   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.443   2.306   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       1.551   3.842   0.000  0.00  0.00           O+0
HETATM   38  S   UNK     0       0.275   4.705   0.000  0.00  0.00           S+0
HETATM   39  O   UNK     0      -0.587   3.429   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -1.001   5.567   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       1.138   5.981   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       2.718   1.444   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    9                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   14                                             
CONECT    8    7                                                            
CONECT    9    7    2   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   19                                             
CONECT   13   12                                                            
CONECT   14   12    7   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   24                                             
CONECT   18   17                                                            
CONECT   19   17   12   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   42                                             
CONECT   23   22                                                            
CONECT   24   22   17   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   42                                                  
CONECT   27   26   28   33                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29                                                            
CONECT   33   27   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   42                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40   41                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   38                                                            
CONECT   42   36   22   26                                                  
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

View in JSmol

Synonyms

Value	Source
[20-Hydroxy-2,6,6,10,14,23-hexamethyl-21-(sulfooxy)hexacyclo[12.11.0.0,.0,.0,.0,]pentacosa-17,19,21-trien-18-yl]oxidanesulfonate	Generator
[20-Hydroxy-2,6,6,10,14,23-hexamethyl-21-(sulphooxy)hexacyclo[12.11.0.0,.0,.0,.0,]pentacosa-17,19,21-trien-18-yl]oxidanesulphonate	Generator
[20-Hydroxy-2,6,6,10,14,23-hexamethyl-21-(sulphooxy)hexacyclo[12.11.0.0,.0,.0,.0,]pentacosa-17,19,21-trien-18-yl]oxidanesulphonic acid	Generator
[20-Hydroxy-2,6,6,10,14,23-hexamethyl-21-(sulfooxy)hexacyclo[12.11.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²³.0¹⁷,²²]pentacosa-17,19,21-trien-18-yl]oxidanesulfonate	Generator
[20-Hydroxy-2,6,6,10,14,23-hexamethyl-21-(sulphooxy)hexacyclo[12.11.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²³.0¹⁷,²²]pentacosa-17,19,21-trien-18-yl]oxidanesulphonate	Generator
[20-Hydroxy-2,6,6,10,14,23-hexamethyl-21-(sulphooxy)hexacyclo[12.11.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²³.0¹⁷,²²]pentacosa-17,19,21-trien-18-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₃₁H₄₆O₉S₂

Average Mass

626.8200 Da

Monoisotopic Mass

626.25833 Da

IUPAC Name

[20-hydroxy-2,6,6,10,14,23-hexamethyl-21-(sulfooxy)hexacyclo[12.11.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²³.0¹⁷,²²]pentacosa-17,19,21-trien-18-yl]oxidanesulfonic acid

Traditional Name

[20-hydroxy-2,6,6,10,14,23-hexamethyl-21-(sulfooxy)hexacyclo[12.11.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²³.0¹⁷,²²]pentacosa-17,19,21-trien-18-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

CC12CCC3C(C)(CCC4C5(C)CCCC(C)(C)C5CCC34C)C1CC1=C(OS(O)(=O)=O)C=C(O)C(OS(O)(=O)=O)=C21

InChI Identifier

InChI=1S/C31H46O9S2/c1-27(2)11-7-12-28(3)21(27)8-13-29(4)22(28)9-14-30(5)23(29)10-15-31(6)24(30)16-18-20(39-41(33,34)35)17-19(32)26(25(18)31)40-42(36,37)38/h17,21-24,32H,7-16H2,1-6H3,(H,33,34,35)(H,36,37,38)

InChI Key

MAGSVXHKGFRXIN-UHFFFAOYSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as scalarane sesterterpenoids. These are sesterterpenoids with a structure based on the scalarane backbone. Scalarane is a tetracyclic compound, which is similar the homoandrostane with five methyl groups at the 4-, 4-, 8-, 17-, 17a-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Scalarane sesterterpenoids

Alternative Parents

Substituents

Scalarane sesterterpenoid
Fluorene
Arylsulfate
Indane
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Organic sulfuric acid or derivatives
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	0.7	ALOGPS
logP	7.55	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	-2.4	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	147.43 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	157.78 m³·mol⁻¹	ChemAxon
Polarizability	67.59 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

74318538

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [10-hydroxy-4,4,6a,8a,13b,15b-hexamethyl-9-(sulfooxy)-1h,2h,3h,4ah,5h,6h,6bh,7h,8h,13h,13ah,14h,15h,15ah-indeno[2,1-a]chrysen-12-yl]oxidanesulfonic acid (NP0189193)

MOL for NP0189193 ([10-hydroxy-4,4,6a,8a,13b,15b-hexamethyl-9-(sulfooxy)-1h,2h,3h,4ah,5h,6h,6bh,7h,8h,13h,13ah,14h,15h,15ah-indeno[2,1-a]chrysen-12-yl]oxidanesulfonic acid)

3D MOL for NP0189193 ([10-hydroxy-4,4,6a,8a,13b,15b-hexamethyl-9-(sulfooxy)-1h,2h,3h,4ah,5h,6h,6bh,7h,8h,13h,13ah,14h,15h,15ah-indeno[2,1-a]chrysen-12-yl]oxidanesulfonic acid)

3D SDF for NP0189193 ([10-hydroxy-4,4,6a,8a,13b,15b-hexamethyl-9-(sulfooxy)-1h,2h,3h,4ah,5h,6h,6bh,7h,8h,13h,13ah,14h,15h,15ah-indeno[2,1-a]chrysen-12-yl]oxidanesulfonic acid)

3D-SDF for NP0189193 ([10-hydroxy-4,4,6a,8a,13b,15b-hexamethyl-9-(sulfooxy)-1h,2h,3h,4ah,5h,6h,6bh,7h,8h,13h,13ah,14h,15h,15ah-indeno[2,1-a]chrysen-12-yl]oxidanesulfonic acid)

PDB for NP0189193 ([10-hydroxy-4,4,6a,8a,13b,15b-hexamethyl-9-(sulfooxy)-1h,2h,3h,4ah,5h,6h,6bh,7h,8h,13h,13ah,14h,15h,15ah-indeno[2,1-a]chrysen-12-yl]oxidanesulfonic acid)

3D PDB for NP0189193 ([10-hydroxy-4,4,6a,8a,13b,15b-hexamethyl-9-(sulfooxy)-1h,2h,3h,4ah,5h,6h,6bh,7h,8h,13h,13ah,14h,15h,15ah-indeno[2,1-a]chrysen-12-yl]oxidanesulfonic acid)

SMILES for NP0189193 ([10-hydroxy-4,4,6a,8a,13b,15b-hexamethyl-9-(sulfooxy)-1h,2h,3h,4ah,5h,6h,6bh,7h,8h,13h,13ah,14h,15h,15ah-indeno[2,1-a]chrysen-12-yl]oxidanesulfonic acid)

INCHI for NP0189193 ([10-hydroxy-4,4,6a,8a,13b,15b-hexamethyl-9-(sulfooxy)-1h,2h,3h,4ah,5h,6h,6bh,7h,8h,13h,13ah,14h,15h,15ah-indeno[2,1-a]chrysen-12-yl]oxidanesulfonic acid)

Structure for NP0189193 ([10-hydroxy-4,4,6a,8a,13b,15b-hexamethyl-9-(sulfooxy)-1h,2h,3h,4ah,5h,6h,6bh,7h,8h,13h,13ah,14h,15h,15ah-indeno[2,1-a]chrysen-12-yl]oxidanesulfonic acid)

3D Structure for NP0189193 ([10-hydroxy-4,4,6a,8a,13b,15b-hexamethyl-9-(sulfooxy)-1h,2h,3h,4ah,5h,6h,6bh,7h,8h,13h,13ah,14h,15h,15ah-indeno[2,1-a]chrysen-12-yl]oxidanesulfonic acid)