NP-MRD: Showing NP-Card for (1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid (NP0317034)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 16:38:27 UTC

Updated at

2022-09-11 16:38:27 UTC

NP-MRD ID

NP0317034

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid

Description

(1S,4aR,4bR,7R,10aR)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-1,2,3,4,4a,4b,5,6,7,10a-decahydrophenanthrene-1-carboxylic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid is found in Azadirachta indica. Based on a literature review very few articles have been published on (1S,4aR,4bR,7R,10aR)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-1,2,3,4,4a,4b,5,6,7,10a-decahydrophenanthrene-1-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112218382D          

 27 29  0  0  1  0            999 V2000
   -0.4733   -3.0591    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
    0.4452   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2205   -3.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1868   -4.1197    0.0000 O   0  0  0  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  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  2  0  0  0  0  0  0  0  0  0
    1.9520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6465   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465   -2.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4217   -2.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0537   -2.8409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8289   -2.5588    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.6042   -2.2766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1111   -3.3340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5468   -1.7835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    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  1  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  2  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 26  1  1  0  0  0
  2 27  1  0  0  0  0
  9 27  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
   -4.7123   -0.3518    1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8855   -0.2514   -0.2387 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5937    0.7569   -1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0861    0.4679   -2.1233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7337    2.0423   -0.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9506   -1.6116   -0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8053   -1.9760   -1.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4736   -1.5901   -1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297   -0.0960   -0.7988 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5778    0.6412   -2.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0539    0.1944   -0.2503 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9713    0.5636   -1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3151    0.8882   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4386    0.9929    0.7579 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5333    2.0563    1.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8481   -0.1942    1.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2184   -0.6257    1.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6664   -1.7513    1.7382 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1860   -2.1489    1.1321 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.0287   -0.9080    0.9781 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8601   -3.0309    2.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0975   -2.9213   -0.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1490    1.6120    1.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0427    1.2590    0.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2792    1.8786    1.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4466    1.3432    0.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5047    0.0832    0.2107 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9942    0.6627    1.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6449   -0.9370    0.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1052   -0.8171    1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6624    2.4669   -0.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8799   -1.6561   -1.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1081   -2.3943   -0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8054   -3.1067   -1.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9956   -1.6540   -2.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2646   -2.1532   -0.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7112   -1.7735   -1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634    0.3121   -2.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6264    1.7235   -2.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7218    0.2757   -2.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2609   -0.7369    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0740   -0.3022   -1.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6523    1.4576   -1.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6124    1.9159   -1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0734    0.2282   -1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3307    1.9944    0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0654    3.0577    1.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9197    1.9011    2.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2284   -1.0901    1.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932    0.1026    2.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9556    0.1931    1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1804   -0.9153   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5642   -2.4321   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1628    2.3906    1.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2034    2.8272    1.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3348    1.8490    1.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2888   -0.7120    1.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  6
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 22  1  0
 19 20  2  0
 19 21  2  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27  9  1  0
  9 10  1  6
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  2  1  0
  2  1  1  0
  2  3  1  6
  3  5  1  0
  3  4  2  0
 24 23  2  0
 23 14  1  0
  9 11  1  0
  2 27  1  0
 15 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 22 53  1  0
 13 44  1  0
 13 45  1  0
 12 42  1  0
 12 43  1  0
 11 41  1  1
 25 55  1  0
 26 56  1  0
 27 57  1  1
 10 38  1  0
 10 39  1  0
 10 40  1  0
  8 36  1  0
  8 37  1  0
  7 34  1  0
  7 35  1  0
  6 32  1  0
  6 33  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
 23 54  1  0
M  END


  Mrv1652309112218382D          

 27 29  0  0  1  0            999 V2000
   -0.4733   -3.0591    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
    0.4452   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2205   -3.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1868   -4.1197    0.0000 O   0  0  0  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  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  2  0  0  0  0  0  0  0  0  0
    1.9520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6465   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465   -2.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4217   -2.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0537   -2.8409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8289   -2.5588    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.6042   -2.2766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1111   -3.3340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5468   -1.7835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    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  1  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  2  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 26  1  1  0  0  0
  2 27  1  0  0  0  0
  9 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0317034

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]1(CCOS(O)(=O)=O)CC[C@H]2C(C=C[C@@H]3[C@]2(C)CCC[C@]3(C)C(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O6S/c1-18(11-12-26-27(23,24)25)10-7-15-14(13-18)5-6-16-19(15,2)8-4-9-20(16,3)17(21)22/h5-6,13,15-16H,4,7-12H2,1-3H3,(H,21,22)(H,23,24,25)/t15-,16+,18+,19+,20-/m0/s1

> <INCHI_KEY>
XQLPUWHKBGVFNW-MSJBJCGKSA-N

> <FORMULA>
C20H30O6S

> <MOLECULAR_WEIGHT>
398.51

> <EXACT_MASS>
398.17630986

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.412625847264394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4aR,4bR,7R,10aR)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-1,2,3,4,4a,4b,5,6,7,10a-decahydrophenanthrene-1-carboxylic acid

> <JCHEM_LOGP>
3.627558059999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.74656438494309

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.5004106408239748

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
103.32779999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4aR,4bR,7R,10aR)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2H-phenanthrene-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.883  -5.710   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.564  -5.184   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.831  -6.700   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.278  -7.227   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -0.349  -7.690   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.206  -3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.564  -2.516   0.000  0.00  0.00           C+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       3.644  -2.516   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.414  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.184  -2.516   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.724  -2.516   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.494  -3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.673  -2.860   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.673  -4.840   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.121  -4.313   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.300  -5.303   0.000  0.00  0.00           O+0
HETATM   19  S   UNK     0      12.747  -4.776   0.000  0.00  0.00           S+0
HETATM   20  O   UNK     0      14.194  -4.250   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      13.274  -6.223   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.221  -3.329   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.724  -5.184   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.184  -5.184   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.414  -6.517   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.874  -6.517   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.104  -5.184   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6   27                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   27                                             
CONECT   10    9                                                            
CONECT   11    9   12   24                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   23                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23   14   24                                                       
CONECT   24   23   11   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26    2    9                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
(1S,4AR,4BR,7R,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-1,2,3,4,4a,4b,5,6,7,10a-decahydrophenanthrene-1-carboxylate	Generator
(1S,4AR,4BR,7R,10ar)-1,4a,7-trimethyl-7-[2-(sulphooxy)ethyl]-1,2,3,4,4a,4b,5,6,7,10a-decahydrophenanthrene-1-carboxylate	Generator
(1S,4AR,4BR,7R,10ar)-1,4a,7-trimethyl-7-[2-(sulphooxy)ethyl]-1,2,3,4,4a,4b,5,6,7,10a-decahydrophenanthrene-1-carboxylic acid	Generator

Chemical Formula

C₂₀H₃₀O₆S

Average Mass

398.5100 Da

Monoisotopic Mass

398.17631 Da

IUPAC Name

(1S,4aR,4bR,7R,10aR)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-1,2,3,4,4a,4b,5,6,7,10a-decahydrophenanthrene-1-carboxylic acid

Traditional Name

(1S,4aR,4bR,7R,10aR)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2H-phenanthrene-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@]1(CCOS(O)(=O)=O)CC[C@H]2C(C=C[C@@H]3[C@]2(C)CCC[C@]3(C)C(O)=O)=C1

InChI Identifier

InChI=1S/C20H30O6S/c1-18(11-12-26-27(23,24)25)10-7-15-14(13-18)5-6-16-19(15,2)8-4-9-20(16,3)17(21)22/h5-6,13,15-16H,4,7-12H2,1-3H3,(H,21,22)(H,23,24,25)/t15-,16+,18+,19+,20-/m0/s1

InChI Key

XQLPUWHKBGVFNW-MSJBJCGKSA-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
Azadirachta indica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Pimarane diterpenoid
Hydrophenanthrene
Phenanthrene
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.63	ChemAxon
pKa (Strongest Acidic)	-1.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	103.33 m³·mol⁻¹	ChemAxon
Polarizability	42.41 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

162963358

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid (NP0317034)

MOL for NP0317034 ((1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid)

3D MOL for NP0317034 ((1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid)

3D SDF for NP0317034 ((1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid)

3D-SDF for NP0317034 ((1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid)

PDB for NP0317034 ((1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid)

3D PDB for NP0317034 ((1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid)

SMILES for NP0317034 ((1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid)

INCHI for NP0317034 ((1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid)

Structure for NP0317034 ((1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid)

3D Structure for NP0317034 ((1s,4ar,4br,7r,10ar)-1,4a,7-trimethyl-7-[2-(sulfooxy)ethyl]-3,4,4b,5,6,10a-hexahydro-2h-phenanthrene-1-carboxylic acid)