NP-MRD: Showing NP-Card for 2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate (NP0323773)

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Record Information

Version

2.0

Created at

2022-09-12 03:25:04 UTC

Updated at

2022-09-12 03:25:04 UTC

NP-MRD ID

NP0323773

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate

Description

2-{[6B-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2,5-dihydrofuran-3-yl)-hexadecahydro-1H-cyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. 2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate is found in Thevetia neriifolia. 2-{[6B-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2,5-dihydrofuran-3-yl)-hexadecahydro-1H-cyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004181501072D          

 52 58  0  0  0  0            999 V2000
    6.1985    4.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275    3.3600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2802    2.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1038    2.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4748    3.4543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2985    3.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7511    2.8117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5748    2.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0275    2.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8511    2.2163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9458    3.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7694    3.6429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4931    4.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8641    5.0223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6695    4.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2168    4.9280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5565    2.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3801    2.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1855    1.2908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3618    1.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9909    0.5068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672    0.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7962   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489   -0.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909    1.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2436    1.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6962    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801   -0.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6361   -1.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5729    1.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7521   -0.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8772   -1.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6914   -1.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0624   -2.0290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0695   -0.5588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889    0.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7145    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092    1.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855    1.8863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329    2.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8092    2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0039    3.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 30 39  1  0  0  0  0
 33 39  1  0  0  0  0
 39 40  1  0  0  0  0
 36 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 41 46  1  0  0  0  0
 27 47  1  0  0  0  0
 22 47  1  0  0  0  0
 20 48  1  0  0  0  0
  3 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
M  END


  Mrv1533004181501072D          

 52 58  0  0  0  0            999 V2000
    6.1985    4.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275    3.3600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2802    2.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1038    2.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4748    3.4543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2985    3.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7511    2.8117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5748    2.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0275    2.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8511    2.2163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9458    3.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7694    3.6429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4931    4.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8641    5.0223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6695    4.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2168    4.9280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5565    2.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3801    2.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1855    1.2908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3618    1.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9909    0.5068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672    0.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7962   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489   -0.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909    1.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2436    1.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6962    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801   -0.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6361   -1.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5729    1.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7521   -0.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8772   -1.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6914   -1.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0624   -2.0290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0695   -0.5588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889    0.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7145    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092    1.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855    1.8863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329    2.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8092    2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0039    3.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 30 39  1  0  0  0  0
 33 39  1  0  0  0  0
 39 40  1  0  0  0  0
 36 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 41 46  1  0  0  0  0
 27 47  1  0  0  0  0
 22 47  1  0  0  0  0
 20 48  1  0  0  0  0
  3 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0323773

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C(OC2OC(CO)C(O)C(O)C2O)C(C)OC(OC2CCC3(C)C4CC5C(=C)C(CCC5(O)C4CCC3C2)C2=CC(=O)OC2)C1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C38H56O14/c1-17-23(20-12-28(41)47-16-20)9-11-38(45)24-7-6-21-13-22(8-10-37(21,4)26(24)14-25(17)38)50-36-34(49-19(3)40)33(46-5)32(18(2)48-36)52-35-31(44)30(43)29(42)27(15-39)51-35/h12,18,21-27,29-36,39,42-45H,1,6-11,13-16H2,2-5H3

> <INCHI_KEY>
DSZFGQHDQICZQH-UHFFFAOYSA-N

> <FORMULA>
C38H56O14

> <MOLECULAR_WEIGHT>
736.852

> <EXACT_MASS>
736.367006483

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
108

> <JCHEM_AVERAGE_POLARIZABILITY>
78.41712145901325

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2,5-dihydrofuran-3-yl)-hexadecahydro-1H-cyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate

> <ALOGPS_LOGP>
1.27

> <JCHEM_LOGP>
1.218217611666665

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.210317515771614

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.976346876304981

> <JCHEM_PKA_STRONGEST_BASIC>
-0.08019134598413813

> <JCHEM_POLAR_SURFACE_AREA>
199.89999999999998

> <JCHEM_REFRACTIVITY>
180.7542

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2H-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0      11.571   7.648   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.878   6.272   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.723   4.985   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.261   5.073   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      13.953   6.448   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      15.491   6.536   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      16.335   5.249   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      17.873   5.337   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.718   4.049   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      20.255   4.137   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      18.565   6.712   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      20.103   6.800   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      17.721   8.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      18.413   9.375   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      16.183   7.912   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      15.338   9.199   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      14.105   3.785   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.643   3.873   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.413   2.410   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      11.875   2.322   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.183   0.946   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.645   0.858   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.953  -0.517   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.415  -0.606   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.570   0.682   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.878  -0.694   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.263   2.057   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.418   3.345   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.881   3.257   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.188   1.881   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.033   0.594   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.070  -0.607   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.629  -0.063   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.260  -0.768   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.187  -2.307   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.035   0.064   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.038   1.603   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.407   2.308   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.702   1.476   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       2.936   2.998   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -1.404  -0.641   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.637  -2.164   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -3.157  -2.412   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -3.850  -3.787   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -3.863  -1.043   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      -2.779   0.051   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       8.800   2.146   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      11.030   3.609   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       9.493   3.521   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       8.648   4.809   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       7.111   4.720   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       9.341   6.184   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   48                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    6   16                                                  
CONECT   16   15                                                            
CONECT   17    4   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   48                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   47                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   31                                             
CONECT   26   25                                                            
CONECT   27   25   28   47                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   39                                                  
CONECT   31   30   25   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   39                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   30   33   40                                             
CONECT   40   39                                                            
CONECT   41   36   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   41                                                       
CONECT   47   27   22                                                       
CONECT   48   20    3   49                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  116    0
END

View in JSmol

Synonyms

Value	Source
2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2,5-dihydrofuran-3-yl)-hexadecahydro-1H-cyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetic acid	Generator

Chemical Formula

C₃₈H₅₆O₁₄

Average Mass

736.8520 Da

Monoisotopic Mass

736.36701 Da

IUPAC Name

2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2,5-dihydrofuran-3-yl)-hexadecahydro-1H-cyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate

Traditional Name

2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2H-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate

CAS Registry Number

Not Available

SMILES

COC1C(OC2OC(CO)C(O)C(O)C2O)C(C)OC(OC2CCC3(C)C4CC5C(=C)C(CCC5(O)C4CCC3C2)C2=CC(=O)OC2)C1OC(C)=O

InChI Identifier

InChI=1S/C38H56O14/c1-17-23(20-12-28(41)47-16-20)9-11-38(45)24-7-6-21-13-22(8-10-37(21,4)26(24)14-25(17)38)50-36-34(49-19(3)40)33(46-5)32(18(2)48-36)52-35-31(44)30(43)29(42)27(15-39)51-35/h12,18,21-27,29-36,39,42-45H,1,6-11,13-16H2,2-5H3

InChI Key

DSZFGQHDQICZQH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Thevetia neriifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Disaccharide
O-glycosyl compound
2-furanone
Dicarboxylic acid or derivatives
Oxane
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Lactone
Ether
Organoheterocyclic compound
Oxacycle
Dialkyl ether
Acetal
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Primary 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	1.27	ALOGPS
logP	1.22	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	6.98	ChemAxon
pKa (Strongest Basic)	-0.08	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	199.9 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	180.75 m³·mol⁻¹	ChemAxon
Polarizability	78.42 Å³	ChemAxon
Number of Rings	7	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate (NP0323773)

MOL for NP0323773 (2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate)

3D MOL for NP0323773 (2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate)

3D SDF for NP0323773 (2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate)

3D-SDF for NP0323773 (2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate)

PDB for NP0323773 (2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate)

3D PDB for NP0323773 (2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate)

SMILES for NP0323773 (2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate)

INCHI for NP0323773 (2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate)

Structure for NP0323773 (2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate)

3D Structure for NP0323773 (2-{[6b-hydroxy-11b-methyl-10-methylidene-9-(5-oxo-2h-furan-3-yl)-tetradecahydrocyclohexa[a]fluoren-3-yl]oxy}-4-methoxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl acetate)