NP-MRD: Showing NP-Card for (20S,24E)-20,26-Dihydroxy-24-dammaren-3-one (NP0335732)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 02:57:58 UTC

Updated at

2024-09-11 02:57:59 UTC

NP-MRD ID

NP0335732

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(20S,24E)-20,26-Dihydroxy-24-dammaren-3-one

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262305302D          

 33 36  0  0  0  0            999 V2000
    0.0495    2.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7787   -2.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7762   -2.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6900    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0119   -1.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3155   -1.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8544    0.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8794    0.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3731    1.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0658    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8779    0.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7188   -2.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3142   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6967    1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5021   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1629   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9067   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449    0.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5558    1.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339   -0.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7094   -0.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2506   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1582   -0.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5945   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0627   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9703   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8142   -1.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6264   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2030    0.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723    0.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4067   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517   -0.1260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16 14  1  0  0  0  0
 17 12  1  0  0  0  0
 18 13  1  0  0  0  0
 20  1  1  0  0  0  0
 20  9  2  0  0  0  0
 20 19  1  0  0  0  0
 21 10  1  0  0  0  0
 22 12  1  0  0  0  0
 22 21  1  0  0  0  0
 23 13  1  0  0  0  0
 24 11  1  0  0  0  0
 25 14  1  0  0  0  0
 26  2  1  0  0  0  0
 26  3  1  0  0  0  0
 26 23  1  0  0  0  0
 26 25  1  0  0  0  0
 27  4  1  0  0  0  0
 27 16  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  1  0  0  0  0
 28  5  1  0  0  0  0
 28 17  1  0  0  0  0
 28 21  1  0  0  0  0
 29  6  1  0  0  0  0
 29 18  1  0  0  0  0
 29 24  1  0  0  0  0
 29 28  1  0  0  0  0
 30  7  1  0  0  0  0
 30 15  1  0  0  0  0
 30 22  1  0  0  0  0
 31 19  1  0  0  0  0
 32 25  2  0  0  0  0
 33 30  1  0  0  0  0
M  END


  Mrv2104 05262305302D          

 33 36  0  0  0  0            999 V2000
    0.0495    2.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7787   -2.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7762   -2.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6900    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0119   -1.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3155   -1.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8544    0.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8794    0.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3731    1.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0658    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8779    0.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7188   -2.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3142   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6967    1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5021   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1629   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9067   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449    0.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5558    1.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339   -0.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7094   -0.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2506   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1582   -0.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5945   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0627   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9703   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8142   -1.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6264   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2030    0.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723    0.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4067   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517   -0.1260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16 14  1  0  0  0  0
 17 12  1  0  0  0  0
 18 13  1  0  0  0  0
 20  1  1  0  0  0  0
 20  9  2  0  0  0  0
 20 19  1  0  0  0  0
 21 10  1  0  0  0  0
 22 12  1  0  0  0  0
 22 21  1  0  0  0  0
 23 13  1  0  0  0  0
 24 11  1  0  0  0  0
 25 14  1  0  0  0  0
 26  2  1  0  0  0  0
 26  3  1  0  0  0  0
 26 23  1  0  0  0  0
 26 25  1  0  0  0  0
 27  4  1  0  0  0  0
 27 16  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  1  0  0  0  0
 28  5  1  0  0  0  0
 28 17  1  0  0  0  0
 28 21  1  0  0  0  0
 29  6  1  0  0  0  0
 29 18  1  0  0  0  0
 29 24  1  0  0  0  0
 29 28  1  0  0  0  0
 30  7  1  0  0  0  0
 30 15  1  0  0  0  0
 30 22  1  0  0  0  0
 31 19  1  0  0  0  0
 32 25  2  0  0  0  0
 33 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335732

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CO)=C\CCC(C)(O)C1CCC2(C)C1CCC1C3(C)CCC(=O)C(C)(C)C3CCC21C

> <INCHI_IDENTIFIER>
InChI=1/C30H50O3/c1-20(19-31)9-8-15-30(7,33)22-12-17-28(5)21(22)10-11-24-27(4)16-14-25(32)26(2,3)23(27)13-18-29(24,28)6/h9,21-24,31,33H,8,10-19H2,1-7H3/b20-9-

> <INCHI_KEY>
YYUILYGGEOINGF-UKWGHVSLNA-N

> <FORMULA>
C30H50O3

> <MOLECULAR_WEIGHT>
458.727

> <EXACT_MASS>
458.37599547

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
55.8148515733468

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(5Z)-2,7-dihydroxy-6-methylhept-5-en-2-yl]-3a,3b,6,6,9a-pentamethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-7-one

> <JCHEM_LOGP>
6.123459151

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.644023146667127

> <JCHEM_PKA_STRONGEST_BASIC>
-0.39746249321306293

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
136.59579999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-[(5Z)-2,7-dihydroxy-6-methylhept-5-en-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-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       0.092   3.936   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.520  -4.434   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.382  -3.762   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.488   0.179   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.356  -3.399   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.922  -3.602   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.195   1.655   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.508   1.715   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.563   2.931   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.456   0.722   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.972   0.451   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.496  -1.985   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.542  -3.895   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.520  -0.363   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.034   1.926   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.004  -0.092   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.771  -2.849   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.026  -3.624   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.457   1.294   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.037   2.720   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.463  -0.456   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.924  -0.506   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.534  -2.717   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.495  -0.998   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.043  -1.811   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.050  -2.988   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.011  -1.269   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.987  -1.904   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.503  -2.175   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.979   0.710   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.068   1.083   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      17.559  -2.082   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.763  -0.235   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   26                                                            
CONECT    3   26                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7   30                                                            
CONECT    8    9   15                                                       
CONECT    9    8   20                                                       
CONECT   10   11   21                                                       
CONECT   11   10   24                                                       
CONECT   12   17   22                                                       
CONECT   13   18   23                                                       
CONECT   14   16   25                                                       
CONECT   15    8   30                                                       
CONECT   16   14   27                                                       
CONECT   17   12   28                                                       
CONECT   18   13   29                                                       
CONECT   19   20   31                                                       
CONECT   20    1    9   19                                                  
CONECT   21   10   22   28                                                  
CONECT   22   12   21   30                                                  
CONECT   23   13   26   27                                                  
CONECT   24   11   27   29                                                  
CONECT   25   14   26   32                                                  
CONECT   26    2    3   23   25                                             
CONECT   27    4   16   23   24                                             
CONECT   28    5   17   21   29                                             
CONECT   29    6   18   24   28                                             
CONECT   30    7   15   22   33                                             
CONECT   31   19                                                            
CONECT   32   25                                                            
CONECT   33   30                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₅₀O₃

Average Mass

458.7270 Da

Monoisotopic Mass

458.37600 Da

IUPAC Name

1-[(5Z)-2,7-dihydroxy-6-methylhept-5-en-2-yl]-3a,3b,6,6,9a-pentamethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-7-one

Traditional Name

1-[(5Z)-2,7-dihydroxy-6-methylhept-5-en-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-one

CAS Registry Number

Not Available

SMILES

C\C(CO)=C\CCC(C)(O)C1CCC2(C)C1CCC1C3(C)CCC(=O)C(C)(C)C3CCC21C

InChI Identifier

InChI=1/C30H50O3/c1-20(19-31)9-8-15-30(7,33)22-12-17-28(5)21(22)10-11-24-27(4)16-14-25(32)26(2,3)23(27)13-18-29(24,28)6/h9,21-24,31,33H,8,10-19H2,1-7H3/b20-9-

InChI Key

YYUILYGGEOINGF-UKWGHVSLNA-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	6.12	ChemAxon
pKa (Strongest Acidic)	16.64	ChemAxon
pKa (Strongest Basic)	-0.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	136.6 m³·mol⁻¹	ChemAxon
Polarizability	55.81 Å³	ChemAxon
Number of Rings	4	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

Not Available

References

General References

Not Available

Showing NP-Card for (20S,24E)-20,26-Dihydroxy-24-dammaren-3-one (NP0335732)

MOL for NP0335732 ((20S,24E)-20,26-Dihydroxy-24-dammaren-3-one)

3D MOL for NP0335732 ((20S,24E)-20,26-Dihydroxy-24-dammaren-3-one)

3D SDF for NP0335732 ((20S,24E)-20,26-Dihydroxy-24-dammaren-3-one)

3D-SDF for NP0335732 ((20S,24E)-20,26-Dihydroxy-24-dammaren-3-one)

PDB for NP0335732 ((20S,24E)-20,26-Dihydroxy-24-dammaren-3-one)

3D PDB for NP0335732 ((20S,24E)-20,26-Dihydroxy-24-dammaren-3-one)

SMILES for NP0335732 ((20S,24E)-20,26-Dihydroxy-24-dammaren-3-one)

INCHI for NP0335732 ((20S,24E)-20,26-Dihydroxy-24-dammaren-3-one)

Structure for NP0335732 ((20S,24E)-20,26-Dihydroxy-24-dammaren-3-one)

3D Structure for NP0335732 ((20S,24E)-20,26-Dihydroxy-24-dammaren-3-one)