NP-MRD: Showing NP-Card for 3-Hydroxy-28,13-lupanolide (NP0334869)

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Record Information

Version

2.0

Created at

2024-09-10 22:51:27 UTC

Updated at

2024-09-10 22:51:27 UTC

NP-MRD ID

NP0334869

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Hydroxy-28,13-lupanolide

Description

Based on a literature review very few articles have been published on 3-Hydroxy-28,13-lupanolide.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262301232D          

 33 38  0  0  0  0            999 V2000
   -1.5141   -1.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7934   -1.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853   -1.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0979   -0.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6228   -1.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8185   -0.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8311    0.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1230    0.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5977    0.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3058    0.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841    1.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6311    1.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0265    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0390   -0.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6103   -0.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1053   -0.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6824   -2.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222   -2.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7428   -2.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392    0.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5266   -0.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2473   -0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9554   -0.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9429   -1.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510   -2.0279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0995    2.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9038    2.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1467    3.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7852    0.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6078    0.1472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6184   -0.0908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 20  1  0  0  0  0
  1 23  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
  4  6  1  0  0  0  0
  4 17  1  0  0  0  0
  6  7  1  0  0  0  0
  6 23  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
  9 17  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 29  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 31  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 26  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
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 32  2  0  0  0  0
  9 33  1  0  0  0  0
 31 33  1  0  0  0  0
M  END


  Mrv2104 05262301232D          

 33 38  0  0  0  0            999 V2000
   -1.5141   -1.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7934   -1.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853   -1.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0979   -0.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6228   -1.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8185   -0.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8311    0.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1230    0.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5977    0.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3058    0.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841    1.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6311    1.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0265    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0390   -0.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6103   -0.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1053   -0.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6824   -2.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222   -2.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7428   -2.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392    0.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5266   -0.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2473   -0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9554   -0.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9429   -1.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510   -2.0279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0995    2.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9038    2.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1467    3.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7852    0.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6078    0.1472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6184   -0.0908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 20  1  0  0  0  0
  1 23  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
  4  6  1  0  0  0  0
  4 17  1  0  0  0  0
  6  7  1  0  0  0  0
  6 23  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
  9 17  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 29  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 31  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 26  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
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 32  2  0  0  0  0
  9 33  1  0  0  0  0
 31 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334869

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1CCC23CCC4(C)C(CCC5C6(C)CCC(O)C(C)(C)C6CCC45C)(OC2=O)C13

> <INCHI_IDENTIFIER>
InChI=1/C30H48O3/c1-18(2)19-8-14-29-17-16-28(7)27(6)13-9-20-25(3,4)22(31)11-12-26(20,5)21(27)10-15-30(28,23(19)29)33-24(29)32/h18-23,31H,8-17H2,1-7H3

> <INCHI_KEY>
WWTOMNCQRGHYPI-UHFFFAOYNA-N

> <FORMULA>
C30H48O3

> <MOLECULAR_WEIGHT>
456.711

> <EXACT_MASS>
456.360345406

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
54.816512142801116

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-hydroxy-4,5,9,9,13-pentamethyl-19-(propan-2-yl)-23-oxahexacyclo[15.4.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tricosan-22-one

> <JCHEM_LOGP>
6.570509980666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.489433390166937

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8351216171455427

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
130.80689999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
10-hydroxy-19-isopropyl-4,5,9,9,13-pentamethyl-23-oxahexacyclo[15.4.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tricosan-22-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -2.826  -2.955   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.481  -3.704   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.159  -2.914   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.183  -1.374   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.163  -2.124   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.528  -0.625   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.551   0.915   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.230   1.705   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.116   0.956   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.437   1.746   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.735   3.257   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.264   3.441   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.911   2.044   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.783   0.996   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.806  -0.543   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.484  -1.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.139  -0.584   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.063  -1.816   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.140  -4.909   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.148  -3.745   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.120  -4.939   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.873   0.125   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.850  -1.415   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.195  -0.665   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.517  -1.455   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.493  -2.995   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -6.815  -3.785   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.186   4.043   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.687   4.386   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.141   5.857   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.199   0.391   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.735   0.275   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.021  -0.169   0.000  0.00  0.00           O+0
CONECT    1    2   20   23                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6   17                                             
CONECT    5    4                                                            
CONECT    6    4    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   17   33                                             
CONECT   10    9   11   14                                                  
CONECT   11   10   12   29                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   10   13   15   31                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17    4    9   16   18                                             
CONECT   18   17                                                            
CONECT   19   20                                                            
CONECT   20    1   19   21   26                                             
CONECT   21   20                                                            
CONECT   22   23                                                            
CONECT   23    1    6   22   24                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   20   25   27                                                  
CONECT   27   26                                                            
CONECT   28   29                                                            
CONECT   29   11   28   30                                                  
CONECT   30   29                                                            
CONECT   31   14   32   33                                                  
CONECT   32   31                                                            
CONECT   33    9   31                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₈O₃

Average Mass

456.7110 Da

Monoisotopic Mass

456.36035 Da

IUPAC Name

10-hydroxy-4,5,9,9,13-pentamethyl-19-(propan-2-yl)-23-oxahexacyclo[15.4.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tricosan-22-one

Traditional Name

10-hydroxy-19-isopropyl-4,5,9,9,13-pentamethyl-23-oxahexacyclo[15.4.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tricosan-22-one

CAS Registry Number

Not Available

SMILES

CC(C)C1CCC23CCC4(C)C(CCC5C6(C)CCC(O)C(C)(C)C6CCC45C)(OC2=O)C13

InChI Identifier

InChI=1/C30H48O3/c1-18(2)19-8-14-29-17-16-28(7)27(6)13-9-20-25(3,4)22(31)11-12-26(20,5)21(27)10-15-30(28,23(19)29)33-24(29)32/h18-23,31H,8-17H2,1-7H3

InChI Key

WWTOMNCQRGHYPI-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	6.57	ChemAxon
pKa (Strongest Acidic)	19.49	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	130.81 m³·mol⁻¹	ChemAxon
Polarizability	54.82 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

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

Not Available

Showing NP-Card for 3-Hydroxy-28,13-lupanolide (NP0334869)

MOL for NP0334869 (3-Hydroxy-28,13-lupanolide)

3D MOL for NP0334869 (3-Hydroxy-28,13-lupanolide)

3D SDF for NP0334869 (3-Hydroxy-28,13-lupanolide)

3D-SDF for NP0334869 (3-Hydroxy-28,13-lupanolide)

PDB for NP0334869 (3-Hydroxy-28,13-lupanolide)

3D PDB for NP0334869 (3-Hydroxy-28,13-lupanolide)

SMILES for NP0334869 (3-Hydroxy-28,13-lupanolide)

INCHI for NP0334869 (3-Hydroxy-28,13-lupanolide)

Structure for NP0334869 (3-Hydroxy-28,13-lupanolide)

3D Structure for NP0334869 (3-Hydroxy-28,13-lupanolide)