NP-MRD: Showing NP-Card for (1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol (NP0163273)

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Record Information

Version

2.0

Created at

2022-09-02 21:51:25 UTC

Updated at

2022-09-02 21:51:25 UTC

NP-MRD ID

NP0163273

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol

Description

(1S,3S,4S,4aS,6S,8S,8aS,10aS)-1-bromo-8a-(bromomethyl)-4,10a-dimethyl-8-(propan-2-yl)-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-3,4,6-triol belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. (1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol is found in Sphaerococcus coronopifolius. Based on a literature review very few articles have been published on (1S,3S,4S,4aS,6S,8S,8aS,10aS)-1-bromo-8a-(bromomethyl)-4,10a-dimethyl-8-(propan-2-yl)-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-3,4,6-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022223512D          

 25 27  0  0  1  0            999 V2000
   -0.9355   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1105   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9202   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0017   -1.0659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0145   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145   -3.4914    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.2059    0.0000 Br  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
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  6  0  0  0
 11 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 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
 10 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 23  1  0  0  0  0
  4 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    3.7067   -0.1059    1.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5401   -0.1257   -0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1311   -1.3760   -0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2636    0.3692   -0.7478 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1691    1.8060   -0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1779    2.4704   -1.2353 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1101    3.7999   -0.8923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1053    1.7847   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1410    0.4905   -0.6291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4668   -0.0731   -0.2045 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6102    0.7769   -0.0825 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0700    1.6069   -1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6188    1.6561    1.0106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8263   -0.1430    0.1827 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8422   -1.1053   -0.8200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6958   -0.7469    1.5475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3858   -1.4372    1.7475 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0944   -1.6069    3.6532 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165   -0.7816    1.1176 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4346    0.0904    2.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2622   -1.9548    0.8000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9814   -1.6002    0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0246   -0.4178   -0.7901 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9832   -1.0520   -2.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4423   -2.1565   -2.6456 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.9570   -1.1368    1.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9006    0.3919    1.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6334    0.4675    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2921    0.6780   -0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2550   -1.3981   -1.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2039   -1.4902   -0.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6460   -2.2711   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5203    0.5706   -1.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1523    2.2875   -0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6969    1.9017    0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4280    2.2751   -2.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3894    3.9372   -0.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9711    2.4560   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6651   -0.9009   -0.9174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0574    1.2147   -1.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649    1.4801   -2.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3010    2.6686   -0.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5097    1.9723    1.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7535    0.4359    0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7778   -2.0345   -0.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5259   -1.4702    1.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8441    0.0502    2.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5317   -2.4994    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3613    1.1476    1.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634    0.0818    3.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6204   -0.2268    2.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0460   -2.3915    1.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9084   -2.7032    0.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2986   -2.5208   -0.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7583   -1.4526    0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9619   -1.5374   -2.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9915   -0.1514   -2.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  1
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 24 25  1  0
 23  4  1  0
 23  9  1  0
 19 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  6
  5 34  1  0
  5 35  1  0
  6 36  1  6
  7 37  1  0
  8 38  1  0
 10 39  1  6
 12 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  1
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  6
 20 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 24 56  1  0
 24 57  1  0
M  END


  Mrv1652309022223512D          

 25 27  0  0  1  0            999 V2000
   -0.9355   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1105   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9202   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0017   -1.0659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0145   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145   -3.4914    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.2059    0.0000 Br  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
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  6  0  0  0
 11 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 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
 10 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 23  1  0  0  0  0
  4 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0163273

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H]1C[C@H](O)C=C2[C@@H]3[C@](C)(O)[C@@H](O)C[C@H](Br)[C@@]3(C)CC[C@]12CBr

> <INCHI_IDENTIFIER>
InChI=1S/C20H32Br2O3/c1-11(2)13-7-12(23)8-14-17-18(3,5-6-20(13,14)10-21)15(22)9-16(24)19(17,4)25/h8,11-13,15-17,23-25H,5-7,9-10H2,1-4H3/t12-,13-,15-,16-,17-,18+,19+,20-/m0/s1

> <INCHI_KEY>
GYAWJQDSSUBDTF-OQXMJJEBSA-N

> <FORMULA>
C20H32Br2O3

> <MOLECULAR_WEIGHT>
480.281

> <EXACT_MASS>
478.071821

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
44.07789256476636

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3S,4S,4aS,6S,8S,8aS,10aS)-1-bromo-8a-(bromomethyl)-4,10a-dimethyl-8-(propan-2-yl)-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-3,4,6-triol

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
3.041328051333333

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.950380480444412

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.538946134302034

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5323771339812269

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
108.52169999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,4S,4aS,6S,8S,8aS,10aS)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1H-phenanthrene-3,4,6-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.746  -6.517   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.206  -6.517   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.564  -7.851   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.564  -5.184   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.206  -3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.564  -2.516   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.206  -1.183   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.104  -2.516   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.874  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.184  -2.516   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.451  -1.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.737  -1.990   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.724  -2.516   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.494  -1.183   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.494  -3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.724  -5.184   0.000  0.00  0.00           C+0
HETATM   18 Br   UNK     0       7.494  -6.517   0.000  0.00  0.00          Br+0
HETATM   19  C   UNK     0       5.184  -5.184   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.954  -6.517   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.414  -6.517   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.874  -6.517   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.104  -5.184   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -6.517   0.000  0.00  0.00           C+0
HETATM   25 Br   UNK     0       2.104  -7.851   0.000  0.00  0.00          Br+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   23                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   10   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    9    4   24                                             
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂Br₂O₃

Average Mass

480.2810 Da

Monoisotopic Mass

478.07182 Da

IUPAC Name

(1S,3S,4S,4aS,6S,8S,8aS,10aS)-1-bromo-8a-(bromomethyl)-4,10a-dimethyl-8-(propan-2-yl)-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-3,4,6-triol

Traditional Name

(1S,3S,4S,4aS,6S,8S,8aS,10aS)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1H-phenanthrene-3,4,6-triol

CAS Registry Number

Not Available

SMILES

CC(C)[C@@H]1C[C@H](O)C=C2[C@@H]3[C@](C)(O)[C@@H](O)C[C@H](Br)[C@@]3(C)CC[C@]12CBr

InChI Identifier

InChI=1S/C20H32Br2O3/c1-11(2)13-7-12(23)8-14-17-18(3,5-6-20(13,14)10-21)15(22)9-16(24)19(17,4)25/h8,11-13,15-17,23-25H,5-7,9-10H2,1-4H3/t12-,13-,15-,16-,17-,18+,19+,20-/m0/s1

InChI Key

GYAWJQDSSUBDTF-OQXMJJEBSA-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
Sphaerococcus coronopifolius	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Hydrophenanthrenes

Direct Parent

Hydrophenanthrenes

Alternative Parents

Substituents

Hydrophenanthrene
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organobromide
Organohalogen compound
Alkyl halide
Alkyl bromide
Alcohol
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	4.25	ALOGPS
logP	3.04	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	13.54	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	108.52 m³·mol⁻¹	ChemAxon
Polarizability	44.08 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

27026586

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14565459

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol (NP0163273)

MOL for NP0163273 ((1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol)

3D MOL for NP0163273 ((1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol)

3D SDF for NP0163273 ((1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol)

3D-SDF for NP0163273 ((1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol)

PDB for NP0163273 ((1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol)

3D PDB for NP0163273 ((1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol)

SMILES for NP0163273 ((1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol)

INCHI for NP0163273 ((1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol)

Structure for NP0163273 ((1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol)

3D Structure for NP0163273 ((1s,3s,4s,4as,6s,8s,8as,10as)-1-bromo-8a-(bromomethyl)-8-isopropyl-4,10a-dimethyl-2,3,4a,6,7,8,9,10-octahydro-1h-phenanthrene-3,4,6-triol)