NP-MRD: Showing NP-Card for (3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate (NP0181693)

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Record Information

Version

2.0

Created at

2022-09-03 20:15:48 UTC

Updated at

2022-09-03 20:15:49 UTC

NP-MRD ID

NP0181693

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate

Description

Honulactone D 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. (3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate is found in Strepsichordaia aliena. Based on a literature review very few articles have been published on Honulactone D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032222152D          

 40 44  0  0  1  0            999 V2000
   -1.7943   -3.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544   -2.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2852   -1.6976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3835   -2.8060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2565   -2.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1256   -1.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0274   -2.5793    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1830   -1.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6040   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0056   -4.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8305   -4.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2538   -3.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6554   -4.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8523   -2.5919    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2756   -1.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1005   -1.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5021   -2.6170    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    5.5535   -3.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6851   -6.2077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4369   -6.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4803   -4.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0788   -3.3251    0.0000 C   0  0  2  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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  5  1  6  0  0  0
  7  8  1  1  0  0  0
  7  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  6  0  0  0
 12 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
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 31 39  1  0  0  0  0
 40 39  1  6  0  0  0
 17 40  1  0  0  0  0
 12 40  1  0  0  0  0
M  END

     RDKit          3D

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    4.9439    0.8189    0.4155 C   0  0  2  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309032222152D          

 40 44  0  0  1  0            999 V2000
   -1.7943   -3.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544   -2.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0274   -2.5793    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.6040   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0056   -4.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8305   -4.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2538   -3.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6554   -4.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8523   -2.5919    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2756   -1.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1005   -1.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5021   -2.6170    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9254   -1.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3270   -2.6295    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7503   -1.9214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5752   -1.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9768   -2.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5535   -3.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0961   -3.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9123   -4.7884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8548   -3.6601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7811   -2.8384    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4025   -2.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7286   -3.3502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1301   -4.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3052   -4.0583    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7068   -4.7790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2835   -5.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6851   -6.2077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4586   -5.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0353   -6.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4369   -6.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2104   -6.1701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4803   -4.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0788   -3.3251    0.0000 C   0  0  2  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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  5  1  6  0  0  0
  7  8  1  1  0  0  0
  7  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  6  0  0  0
 12 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  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  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  1  0  0  0
 23 29  1  0  0  0  0
 19 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 31 39  1  0  0  0  0
 40 39  1  6  0  0  0
 17 40  1  0  0  0  0
 12 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0181693

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)CC(=O)O[C@H]1C[C@@H]2[C@@]3(C)CCC[C@](C)(C(C)OC(C)=O)[C@@H]3CC[C@@]2(C)[C@@H]2CCC3=C(C(=O)O[C@@H]3C)[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C33H50O7/c1-18(34)16-27(36)40-26-17-25-31(6)14-9-13-30(5,20(3)39-21(4)35)23(31)12-15-32(25,7)24-11-10-22-19(2)38-29(37)28(22)33(24,26)8/h18-20,23-26,34H,9-17H2,1-8H3/t18?,19-,20?,23+,24+,25-,26+,30-,31+,32+,33-/m1/s1

> <INCHI_KEY>
CCSDAFQOJRPGKA-DVFCBSRDSA-N

> <FORMULA>
C33H50O7

> <MOLECULAR_WEIGHT>
558.756

> <EXACT_MASS>
558.35565395

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
62.72283052912519

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,6R,10S,11S,13R,14R,18S,19R)-18-[1-(acetyloxy)ethyl]-1,6,10,14,18-pentamethyl-8-oxo-7-oxapentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicos-5(9)-en-11-yl 3-hydroxybutanoate

> <JCHEM_LOGP>
5.126653574666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.41123164714272

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.371178544707504

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6206837117285957

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
150.4775

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,6R,10S,11S,13R,14R,18S,19R)-18-[1-(acetyloxy)ethyl]-1,6,10,14,18-pentamethyl-8-oxo-7-oxapentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicos-5(9)-en-11-yl 3-hydroxybutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.349  -5.661   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.155  -4.689   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.399  -3.169   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.716  -5.238   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.479  -4.266   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.234  -2.746   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.918  -4.815   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.208  -3.302   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.128  -6.137   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.877  -7.482   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.417  -7.505   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.207  -6.183   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.957  -7.529   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.458  -4.838   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.248  -3.516   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.788  -3.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.537  -4.885   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.327  -3.563   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.077  -4.908   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.867  -3.587   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.407  -3.610   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.157  -4.955   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.366  -6.277   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.379  -7.437   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.036  -8.938   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      12.796  -6.832   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.658  -5.298   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.818  -4.285   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.827  -6.254   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.576  -7.599   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.036  -7.575   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       8.786  -8.921   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       7.996 -10.243   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       8.746 -11.588   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       6.456 -10.219   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.666 -11.541   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.415 -12.886   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.126 -11.518   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       6.497  -7.552   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.747  -6.207   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   14                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   40                                             
CONECT   13   12                                                            
CONECT   14   12    7   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   40                                             
CONECT   18   17                                                            
CONECT   19   17   20   29                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24   29                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   22   28                                                  
CONECT   28   27                                                            
CONECT   29   23   19   30   31                                             
CONECT   30   29                                                            
CONECT   31   29   32   39                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   31   40                                                       
CONECT   40   39   17   12                                                  
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₅₀O₇

Average Mass

558.7560 Da

Monoisotopic Mass

558.35565 Da

IUPAC Name

(1R,2S,6R,10S,11S,13R,14R,18S,19R)-18-[1-(acetyloxy)ethyl]-1,6,10,14,18-pentamethyl-8-oxo-7-oxapentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicos-5(9)-en-11-yl 3-hydroxybutanoate

Traditional Name

(1R,2S,6R,10S,11S,13R,14R,18S,19R)-18-[1-(acetyloxy)ethyl]-1,6,10,14,18-pentamethyl-8-oxo-7-oxapentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicos-5(9)-en-11-yl 3-hydroxybutanoate

CAS Registry Number

Not Available

SMILES

CC(O)CC(=O)O[C@H]1C[C@@H]2[C@@]3(C)CCC[C@](C)(C(C)OC(C)=O)[C@@H]3CC[C@@]2(C)[C@@H]2CCC3=C(C(=O)O[C@@H]3C)[C@@]12C

InChI Identifier

InChI=1S/C33H50O7/c1-18(34)16-27(36)40-26-17-25-31(6)14-9-13-30(5,20(3)39-21(4)35)23(31)12-15-32(25,7)24-11-10-22-19(2)38-29(37)28(22)33(24,26)8/h18-20,23-26,34H,9-17H2,1-8H3/t18?,19-,20?,23+,24+,25-,26+,30-,31+,32+,33-/m1/s1

InChI Key

CCSDAFQOJRPGKA-DVFCBSRDSA-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
Strepsichordaia aliena	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
Steroid
16-oxasteroid
Tricarboxylic acid or derivatives
Fatty acid ester
Beta-hydroxy acid
Fatty acyl
Hydroxy acid
2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Dihydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	5.13	ChemAxon
pKa (Strongest Acidic)	13.37	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	150.48 m³·mol⁻¹	ChemAxon
Polarizability	62.72 Å³	ChemAxon
Number of Rings	5	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

8706267

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10530873

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate (NP0181693)

MOL for NP0181693 ((3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate)

3D MOL for NP0181693 ((3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate)

3D SDF for NP0181693 ((3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate)

3D-SDF for NP0181693 ((3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate)

PDB for NP0181693 ((3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate)

3D PDB for NP0181693 ((3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate)

SMILES for NP0181693 ((3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate)

INCHI for NP0181693 ((3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate)

Structure for NP0181693 ((3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate)

3D Structure for NP0181693 ((3r,5as,5br,7ar,8s,11ar,11br,13s,13as)-8-[1-(acetyloxy)ethyl]-3,5b,8,11a,13a-pentamethyl-1-oxo-3h,4h,5h,5ah,6h,7h,7ah,9h,10h,11h,11bh,12h,13h-chryseno[1,2-c]furan-13-yl 3-hydroxybutanoate)