NP-MRD: Showing NP-Card for 9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol (NP0211396)

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Record Information

Version

2.0

Created at

2022-09-05 09:39:54 UTC

Updated at

2022-09-05 09:39:54 UTC

NP-MRD ID

NP0211396

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol

Description

2,15-Dimethyl-14-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-5,7,8,10,12-pentol belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. 9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol is found in Ctenodiscus crispatus and Leptasterias polaris. 2,15-Dimethyl-14-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-5,7,8,10,12-pentol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251506022D          

 46 50  0  0  0  0            999 V2000
   11.9273   -1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2128   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4984   -1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2128   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4984   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7839   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0694   -2.9427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6405   -2.9427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2116   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4971   -2.5302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2116   -1.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6405   -1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6405   -0.4677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0694   -1.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9273   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6418   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3563   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3563   -3.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0707   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1570   -1.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9639   -1.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2995   -0.7845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3764   -2.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8244   -2.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2113   -3.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0793   -3.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8863   -3.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4383   -3.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1834   -2.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9285   -1.6396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7354   -1.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5424   -1.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0944   -1.3695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7974   -2.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3494   -2.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6043   -2.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8593   -3.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6662   -3.8949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3072   -4.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5003   -4.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2453   -3.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6933   -3.9934    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  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
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
  4 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
 21 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
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  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
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 32 45  1  0  0  0  0
 38 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END


  Mrv1533004251506022D          

 46 50  0  0  0  0            999 V2000
   11.9273   -1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2128   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4984   -1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2128   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4984   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7839   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0694   -2.9427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6405   -2.9427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2116   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4971   -2.5302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2116   -1.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6405   -1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6405   -0.4677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0694   -1.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9273   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6418   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3563   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3563   -3.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0707   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1570   -1.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9639   -1.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2995   -0.7845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3764   -2.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8244   -2.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2113   -3.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0793   -3.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8863   -3.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4383   -3.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1834   -2.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9285   -1.6396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7354   -1.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5424   -1.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0944   -1.3695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7974   -2.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3494   -2.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6043   -2.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8593   -3.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6662   -3.8949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3072   -4.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5003   -4.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2453   -3.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6933   -3.9934    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  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
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
  4 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
 21 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
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  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
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 32 45  1  0  0  0  0
 38 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0211396

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(CCOC1OC(CO)C(O)C(O)C1O)CCC(C)C1CC(O)C2C1(C)CCC1C2(O)CC(O)C2(O)CC(O)CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C35H62O11/c1-18(2)20(10-13-45-31-29(42)28(41)27(40)24(17-36)46-31)7-6-19(3)22-14-23(38)30-32(22,4)11-9-25-33(5)12-8-21(37)15-35(33,44)26(39)16-34(25,30)43/h18-31,36-44H,6-17H2,1-5H3

> <INCHI_KEY>
BWKRVZHYSNJWBL-UHFFFAOYSA-N

> <FORMULA>
C35H62O11

> <MOLECULAR_WEIGHT>
658.87

> <EXACT_MASS>
658.429212816

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
108

> <JCHEM_AVERAGE_POLARIZABILITY>
73.89086055655137

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,15-dimethyl-14-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,7,8,10,12-pentol

> <ALOGPS_LOGP>
0.56

> <JCHEM_LOGP>
0.15828906199999943

> <ALOGPS_LOGS>
-3.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.939608474456723

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.168836146601299

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8722622704693457

> <JCHEM_POLAR_SURFACE_AREA>
200.52999999999997

> <JCHEM_REFRACTIVITY>
169.15929999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,15-dimethyl-14-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,7,8,10,12-pentol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      22.264  -2.413   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.931  -3.183   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.597  -2.413   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.931  -4.723   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.597  -5.493   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.263  -4.723   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      16.930  -5.493   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      15.596  -4.723   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      14.262  -5.493   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      12.929  -4.723   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.595  -5.493   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.261  -4.723   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      12.929  -3.183   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.595  -2.413   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.262  -2.413   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      14.262  -0.873   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      15.596  -3.183   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      16.930  -2.413   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      22.264  -5.493   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.598  -4.723   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.932  -5.493   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      24.932  -7.033   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.265  -4.723   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      26.426  -3.191   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      27.933  -2.871   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      28.559  -1.464   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      28.703  -4.205   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      27.672  -5.349   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      26.528  -6.380   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      28.148  -6.814   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      29.654  -7.134   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      30.685  -5.990   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      30.209  -4.525   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      29.733  -3.061   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      31.239  -3.381   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      32.746  -3.701   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      33.776  -2.556   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      33.222  -5.166   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      34.252  -4.021   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      34.728  -5.486   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      35.204  -6.950   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      36.710  -7.271   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      34.174  -8.095   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      32.667  -7.775   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      32.191  -6.310   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      31.161  -7.454   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    8   18                                                  
CONECT   18   17                                                            
CONECT   19    4   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   33                                                  
CONECT   28   27   23   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   45                                                  
CONECT   33   32   27   34   35                                             
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40   45                                             
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   32   38   46                                             
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₆₂O₁₁

Average Mass

658.8700 Da

Monoisotopic Mass

658.42921 Da

IUPAC Name

2,15-dimethyl-14-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,7,8,10,12-pentol

Traditional Name

2,15-dimethyl-14-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,7,8,10,12-pentol

CAS Registry Number

Not Available

SMILES

CC(C)C(CCOC1OC(CO)C(O)C(O)C1O)CCC(C)C1CC(O)C2C1(C)CCC1C2(O)CC(O)C2(O)CC(O)CCC12C

InChI Identifier

InChI=1S/C35H62O11/c1-18(2)20(10-13-45-31-29(42)28(41)27(40)24(17-36)46-31)7-6-19(3)22-14-23(38)30-32(22,4)11-9-25-33(5)12-8-21(37)15-35(33,44)26(39)16-34(25,30)43/h18-31,36-44H,6-17H2,1-5H3

InChI Key

BWKRVZHYSNJWBL-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ctenodiscus crispatus	LOTUS Database	35616633
Leptasterias polaris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

Triterpenoid
Stigmastane-skeleton
3-hydroxysteroid
6-hydroxysteroid
15-hydroxysteroid
5-hydroxysteroid
Hydroxysteroid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Oxane
Monosaccharide
Fatty acyl
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Polyol
Acetal
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Primary alcohol
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	0.56	ALOGPS
logP	0.16	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	12.17	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	200.53 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	169.16 m³·mol⁻¹	ChemAxon
Polarizability	73.89 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

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

73810837

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol (NP0211396)

MOL for NP0211396 (9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol)

3D MOL for NP0211396 (9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol)

3D SDF for NP0211396 (9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol)

3D-SDF for NP0211396 (9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol)

PDB for NP0211396 (9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol)

3D PDB for NP0211396 (9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol)

SMILES for NP0211396 (9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol)

INCHI for NP0211396 (9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol)

Structure for NP0211396 (9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol)

3D Structure for NP0211396 (9a,11a-dimethyl-1-[6-methyl-5-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)heptan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-3,3b,5,5a,7-pentol)