NP-MRD: Showing NP-Card for 13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one (NP0312406)

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Record Information

Version

2.0

Created at

2022-09-11 09:09:58 UTC

Updated at

2022-09-11 09:09:58 UTC

NP-MRD ID

NP0312406

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one

Description

11-Hydroxy-1,10,14,18,18-pentamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosa-4,7-dien-6-one 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. 13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one is found in Carteriospongia foliascens. 11-Hydroxy-1,10,14,18,18-pentamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosa-4,7-dien-6-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171508262D          

 28 32  0  0  0  0            999 V2000
    7.9927   -0.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2218   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0662   -1.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6451    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2435    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4186    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9953    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5937    1.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3969   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9736   -1.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487   -0.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471   -0.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238   -0.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1704    0.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7688    1.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9439    1.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5423    1.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5206    0.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1190    1.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9222   -0.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   -0.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6739   -0.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2724   -0.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6957    0.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1530    1.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3943    0.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8467   -0.5917    0.0000 O   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
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 12 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
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END

     RDKit          3D

 66 70  0  0  0  0  0  0  0  0999 V2000
   -4.1684   -1.4271   -1.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8354   -0.4507    0.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6714   -0.9422    1.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4224    0.8954   -0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1872    1.2432   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6445    0.7856   -0.0829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9830    1.9168    0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1538    0.6274   -0.1717 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3646    0.4038   -1.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    0.8351   -1.5794 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.8331   -0.7663    0.3269 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.6936   -0.5747    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9943   -0.0527    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9747   -0.0897    0.8485 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9196    0.4930   -1.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6959    0.3189   -1.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8440   -0.3727   -0.8755 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4168   -0.4490    0.7187 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4472   -0.0657    2.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3652   -1.7575    0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511   -1.6602   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3850   -0.4258    0.3626 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2278   -1.2427   -1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1495   -2.4827   -0.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6583   -0.2105    2.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2968   -1.9250    1.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6199    1.4750    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1147    1.4121   -2.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0998    1.0012   -2.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8260    1.9402   -1.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -0.4660   -3.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0464    1.8300    0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4312    2.3899    0.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3189    1.2484    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7104   -1.5366   -0.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5774   -2.5662    1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561   -1.3320    2.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6257   -1.2704    2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7664    0.9842   -1.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5008    0.7010   -2.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5582   -1.4111   -1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3351    0.4785    2.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4154    0.5572    2.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
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 26 24  1  0
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 17 18  2  0
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 28  2  1  0
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 13 15  1  0
 19 18  1  0
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  1 31  1  0
  3 32  1  0
  3 33  1  0
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  6 40  1  0
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 14 49  1  0
 14 50  1  0
 14 51  1  0
 11 47  1  6
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 10 45  1  0
 10 46  1  0
  9 44  1  1
M  END


  Mrv1533004171508262D          

 28 32  0  0  0  0            999 V2000
    7.9927   -0.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2218   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0662   -1.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6451    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2435    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4186    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9953    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5937    1.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3969   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9736   -1.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487   -0.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3238   -0.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1704    0.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9439    1.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5423    1.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1190    1.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2724   -0.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6957    0.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1530    1.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3943    0.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8467   -0.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  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
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 18 20  1  0  0  0  0
 12 20  1  0  0  0  0
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 23 24  1  0  0  0  0
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 23 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0312406

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCCC2(C)C1CCC1(C)C3CC=C4C(C=CC4=O)C3(C)C(O)CC21

> <INCHI_IDENTIFIER>
InChI=1S/C26H38O2/c1-23(2)12-6-13-24(3)19(23)11-14-25(4)20-10-7-16-17(8-9-18(16)27)26(20,5)22(28)15-21(24)25/h7-9,17,19-22,28H,6,10-15H2,1-5H3

> <INCHI_KEY>
YYYDEEUGLXOKML-UHFFFAOYSA-N

> <FORMULA>
C26H38O2

> <MOLECULAR_WEIGHT>
382.588

> <EXACT_MASS>
382.287180464

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
45.75085849690862

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11-hydroxy-1,10,14,18,18-pentamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosa-4,7-dien-6-one

> <ALOGPS_LOGP>
5.19

> <JCHEM_LOGP>
5.401998961333333

> <ALOGPS_LOGS>
-5.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.67394331031055

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2466288747587423

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
115.59399999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.82e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-hydroxy-1,10,14,18,18-pentamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosa-4,7-dien-6-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      14.920  -1.124   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.481  -0.575   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.190  -2.088   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.271   0.747   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.521   2.092   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.981   2.115   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.191   0.793   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.442   2.139   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.941  -0.552   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.151  -1.874   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.611  -1.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.861  -0.505   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.071  -1.827   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.651   0.817   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.902   2.162   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.362   2.185   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.612   3.531   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.572   0.864   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.822   2.209   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.321  -0.482   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.531  -1.803   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.991  -1.780   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.242  -0.435   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.032   0.887   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.019   2.047   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.603   1.442   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.740  -0.092   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.580  -1.105   0.000  0.00  0.00           O+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   20                                             
CONECT   13   12                                                            
CONECT   14   12    7   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20   24                                             
CONECT   19   18                                                            
CONECT   20   18   12   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   18   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   23   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₈O₂

Average Mass

382.5880 Da

Monoisotopic Mass

382.28718 Da

IUPAC Name

11-hydroxy-1,10,14,18,18-pentamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosa-4,7-dien-6-one

Traditional Name

11-hydroxy-1,10,14,18,18-pentamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosa-4,7-dien-6-one

CAS Registry Number

Not Available

SMILES

CC1(C)CCCC2(C)C1CCC1(C)C3CC=C4C(C=CC4=O)C3(C)C(O)CC21

InChI Identifier

InChI=1S/C26H38O2/c1-23(2)12-6-13-24(3)19(23)11-14-25(4)20-10-7-16-17(8-9-18(16)27)26(20,5)22(28)15-21(24)25/h7-9,17,19-22,28H,6,10-15H2,1-5H3

InChI Key

YYYDEEUGLXOKML-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

Species Name	Source	Reference
Phyllospongia foliascens	LOTUS Database	35616633

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
Hydroxysteroid
17-oxosteroid
Oxosteroid
7-hydroxysteroid
Steroid
Cyclic alcohol
Secondary alcohol
Ketone
Organic oxygen compound
Carbonyl group
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
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	5.19	ALOGPS
logP	5.4	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	16.67	ChemAxon
pKa (Strongest Basic)	-0.25	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	115.59 m³·mol⁻¹	ChemAxon
Polarizability	45.75 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

74831294

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one (NP0312406)

MOL for NP0312406 (13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one)

3D MOL for NP0312406 (13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one)

3D SDF for NP0312406 (13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one)

3D-SDF for NP0312406 (13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one)

PDB for NP0312406 (13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one)

3D PDB for NP0312406 (13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one)

SMILES for NP0312406 (13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one)

INCHI for NP0312406 (13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one)

Structure for NP0312406 (13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one)

3D Structure for NP0312406 (13-hydroxy-5b,8,8,11a,13a-pentamethyl-5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13bh-cyclopenta[a]chrysen-3-one)