NP-MRD: Showing NP-Card for (4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one (NP0273502)

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Record Information

Version

2.0

Created at

2022-09-08 20:34:27 UTC

Updated at

2022-09-08 20:34:27 UTC

NP-MRD ID

NP0273502

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one

Description

(4BR,10aS)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bH,5H,10H,10aH,11H-benzo[b]fluoren-5-one belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene. (4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one is found in Carex distachya. Based on a literature review very few articles have been published on (4bR,10aS)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bH,5H,10H,10aH,11H-benzo[b]fluoren-5-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309082222342D          

 24 27  0  0  1  0            999 V2000
    6.5581   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7763   -0.6780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1571   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3754   -0.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7562    0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189    0.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7006    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8632    2.0301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3198    0.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1015    0.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2997    1.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180    1.2394    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3553    0.4306    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9745   -0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8119   -0.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0583   -0.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1069    0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706    1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920    1.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7990    1.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3137    2.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1183    2.4047    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  2  0  0  0  0
 13 16  1  1  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0273502

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C[C@H]3[C@H](C4=CC=CC=C4C3(C)C)C2=O)C(O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O4/c1-20(2)13-7-5-4-6-10(13)16-14(20)8-11-12(17(16)21)9-15(24-3)19(23)18(11)22/h4-7,9,14,16,22-23H,8H2,1-3H3/t14-,16-/m0/s1

> <INCHI_KEY>
WQFABVWRBLAEQK-HOCLYGCPSA-N

> <FORMULA>
C20H20O4

> <MOLECULAR_WEIGHT>
324.376

> <EXACT_MASS>
324.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.13631266914207

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4bR,10aS)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bH,5H,10H,10aH,11H-benzo[b]fluoren-5-one

> <JCHEM_LOGP>
3.672325144666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.787036997839184

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.343610600509601

> <JCHEM_PKA_STRONGEST_BASIC>
-4.909693989921194

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
91.63150000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4bR,10aS)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bH,10H,10aH-benzo[b]fluoren-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      12.242  -0.774   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.782  -1.266   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.627  -0.248   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.167  -0.740   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.012   0.278   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.315   1.788   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.774   2.280   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.078   3.790   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.930   1.262   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      11.390   1.754   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.159   2.806   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.700   2.314   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.397   0.804   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.552  -0.214   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.249  -1.724   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.867   0.626   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.976  -0.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.442  -0.486   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.200   0.914   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.692   2.170   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.225   2.026   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.358   3.069   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.452   4.314   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.954   4.489   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    3   10                                                  
CONECT   10    9                                                            
CONECT   11    6   12                                                       
CONECT   12   11   13   22                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13    5   15                                                  
CONECT   15   14                                                            
CONECT   16   13   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21   12   23   24                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₄

Average Mass

324.3760 Da

Monoisotopic Mass

324.13616 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C[C@H]3[C@H](C4=CC=CC=C4C3(C)C)C2=O)C(O)=C1O

InChI Identifier

InChI=1S/C20H20O4/c1-20(2)13-7-5-4-6-10(13)16-14(20)8-11-12(17(16)21)9-15(24-3)19(23)18(11)22/h4-7,9,14,16,22-23H,8H2,1-3H3/t14-,16-/m0/s1

InChI Key

WQFABVWRBLAEQK-HOCLYGCPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Carex distachya	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Fluorenes

Sub Class

Not Available

Direct Parent

Fluorenes

Alternative Parents

Substituents

Fluorene
Tetralin
Indane
Aryl alkyl ketone
Aryl ketone
Anisole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Ketone
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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

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

162994084

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one (NP0273502)

MOL for NP0273502 ((4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one)

3D MOL for NP0273502 ((4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one)

3D SDF for NP0273502 ((4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one)

3D-SDF for NP0273502 ((4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one)

PDB for NP0273502 ((4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one)

3D PDB for NP0273502 ((4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one)

SMILES for NP0273502 ((4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one)

INCHI for NP0273502 ((4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one)

Structure for NP0273502 ((4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one)

3D Structure for NP0273502 ((4br,10as)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-4bh,10h,10ah-benzo[b]fluoren-5-one)