NP-MRD: Showing NP-Card for Albaflavenone (NP0022790)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 07:57:34 UTC

Updated at

2021-07-15 17:39:59 UTC

NP-MRD ID

NP0022790

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Albaflavenone

Provided By

NPAtlas

Description

Albaflavenone is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Albaflavenone is found in Streptomyces albidoflavus, Streptomyces coelicolor, Streptomyces nodosus, Streptomyces spectabilis and Streptomyces thermocarboxydus. Albaflavenone was first documented in 1994 (PMID: 8195043). Based on a literature review a small amount of articles have been published on albaflavenone (PMID: 18234666) (PMID: 19385616) (PMID: 19858213) (PMID: 21342464).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105373D          

 38 40  0  0  0  0            999 V2000
   -1.7893    2.1330   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    0.9085   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2273    0.9790   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1914    2.0698   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8858    3.2656   -0.4664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    1.5253    0.0523 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2066    0.3050    0.9098 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3671   -0.6507    1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -0.2239    0.2181 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2947   -0.9494   -1.0727 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1190   -1.4523   -1.4050 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8514   -1.5284   -0.0836 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2247   -1.2465    0.9783 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8008   -0.3467   -0.0145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3919   -0.2323    1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9798   -0.5301   -0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2432    2.6856   -1.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9080    2.7936    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8037    1.9465   -1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0130    1.1513   -0.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2031    2.2340    0.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980    0.7184    1.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428   -0.3238    0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977   -0.6230    2.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -1.6851    0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9738   -1.7846   -0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6376   -0.2112   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0384   -2.4265   -1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5791   -0.7106   -2.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3430   -2.4837    0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8314   -2.1498    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087   -0.8705    1.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3782    0.2718    1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482    0.4641    2.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5030   -1.2198    1.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7560    0.1966   -0.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7081   -0.4607   -2.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3908   -1.5389   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 14  2  1  0  0  0  0
  9  3  1  0  0  0  0
 13  9  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  6 20  1  0  0  0  0
  6 21  1  0  0  0  0
  7 22  1  1  0  0  0
  8 23  1  0  0  0  0
  8 24  1  0  0  0  0
  8 25  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 12 30  1  1  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
M  END

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
   -1.7893    2.1330   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    0.9085   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2273    0.9790   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1914    2.0698   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8858    3.2656   -0.4664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    1.5253    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2066    0.3050    0.9098 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3671   -0.6507    1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -0.2239    0.2181 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2947   -0.9494   -1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -1.4523   -1.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8514   -1.5284   -0.0836 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2247   -1.2465    0.9783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8008   -0.3467   -0.0145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3919   -0.2323    1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9798   -0.5301   -0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2432    2.6856   -1.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9080    2.7936    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8037    1.9465   -1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0130    1.1513   -0.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2031    2.2340    0.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980    0.7184    1.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428   -0.3238    0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977   -0.6230    2.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -1.6851    0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9738   -1.7846   -0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6376   -0.2112   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0384   -2.4265   -1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5791   -0.7106   -2.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3430   -2.4837    0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8314   -2.1498    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087   -0.8705    1.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3782    0.2718    1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482    0.4641    2.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5030   -1.2198    1.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7560    0.1966   -0.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7081   -0.4607   -2.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3908   -1.5389   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  6
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  1
 14 16  1  0
 14  2  1  0
  9  3  1  0
 13  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  1
  8 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  1
 13 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
M  END


  Mrv1652306242105373D          

 38 40  0  0  0  0            999 V2000
   -1.7893    2.1330   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    0.9085   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2273    0.9790   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1914    2.0698   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8858    3.2656   -0.4664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    1.5253    0.0523 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2066    0.3050    0.9098 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3671   -0.6507    1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -0.2239    0.2181 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2947   -0.9494   -1.0727 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1190   -1.4523   -1.4050 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8514   -1.5284   -0.0836 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2247   -1.2465    0.9783 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8008   -0.3467   -0.0145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3919   -0.2323    1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9798   -0.5301   -0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2432    2.6856   -1.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9080    2.7936    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8037    1.9465   -1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0130    1.1513   -0.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2031    2.2340    0.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980    0.7184    1.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428   -0.3238    0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977   -0.6230    2.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -1.6851    0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9738   -1.7846   -0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6376   -0.2112   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0384   -2.4265   -1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5791   -0.7106   -2.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3430   -2.4837    0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8314   -2.1498    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087   -0.8705    1.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3782    0.2718    1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482    0.4641    2.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5030   -1.2198    1.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7560    0.1966   -0.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7081   -0.4607   -2.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3908   -1.5389   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 14  2  1  0  0  0  0
  9  3  1  0  0  0  0
 13  9  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  6 20  1  0  0  0  0
  6 21  1  0  0  0  0
  7 22  1  1  0  0  0
  8 23  1  0  0  0  0
  8 24  1  0  0  0  0
  8 25  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 12 30  1  1  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022790

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])([H])C1=C2C(=O)C([H])([H])[C@]([H])(C([H])([H])[H])[C@]22C([H])([H])C([H])([H])[C@@]([H])(C2([H])[H])C1(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O/c1-9-7-12(16)13-10(2)14(3,4)11-5-6-15(9,13)8-11/h9,11H,5-8H2,1-4H3/t9-,11-,15+/m0/s1

> <INCHI_KEY>
SHUZZAXJEJPUGA-CCUNJIBTSA-N

> <FORMULA>
C15H22O

> <MOLECULAR_WEIGHT>
218.34

> <EXACT_MASS>
218.167065328

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
25.908752249185376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,8S)-2,6,7,7-tetramethyltricyclo[6.2.1.0^{1,5}]undec-5-en-4-one

> <ALOGPS_LOGP>
3.81

> <JCHEM_LOGP>
3.3902170003333327

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.027124637868797

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
66.121

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.21e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,8S)-2,6,7,7-tetramethyltricyclo[6.2.1.0^{1,5}]undec-5-en-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
   -1.7893    2.1330   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    0.9085   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2273    0.9790   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1914    2.0698   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8858    3.2656   -0.4664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    1.5253    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2066    0.3050    0.9098 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3671   -0.6507    1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -0.2239    0.2181 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2947   -0.9494   -1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -1.4523   -1.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8514   -1.5284   -0.0836 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2247   -1.2465    0.9783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8008   -0.3467   -0.0145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3919   -0.2323    1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9798   -0.5301   -0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2432    2.6856   -1.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9080    2.7936    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8037    1.9465   -1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0130    1.1513   -0.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2031    2.2340    0.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980    0.7184    1.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428   -0.3238    0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977   -0.6230    2.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -1.6851    0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9738   -1.7846   -0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6376   -0.2112   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0384   -2.4265   -1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5791   -0.7106   -2.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3430   -2.4837    0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8314   -2.1498    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087   -0.8705    1.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3782    0.2718    1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482    0.4641    2.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5030   -1.2198    1.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7560    0.1966   -0.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7081   -0.4607   -2.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3908   -1.5389   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  6
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  1
 14 16  1  0
 14  2  1  0
  9  3  1  0
 13  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  1
  8 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  1
 13 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.789   2.133  -0.694  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.078   0.909  -0.265  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.227   0.979  -0.116  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.191   2.070  -0.208  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.886   3.266  -0.466  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.572   1.525   0.052  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.207   0.305   0.910  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.367  -0.651   1.024  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.026  -0.224   0.218  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.295  -0.949  -1.073  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.119  -1.452  -1.405  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.851  -1.528  -0.084  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.225  -1.246   0.978  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.801  -0.347  -0.015  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.392  -0.232   1.398  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.980  -0.530  -0.941  0.00  0.00           C+0
HETATM   17  H   UNK     0      -1.243   2.686  -1.499  0.00  0.00           H+0
HETATM   18  H   UNK     0      -1.908   2.794   0.207  0.00  0.00           H+0
HETATM   19  H   UNK     0      -2.804   1.946  -1.071  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.013   1.151  -0.901  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.203   2.234   0.590  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.898   0.718   1.888  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.243  -0.324   0.410  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.698  -0.623   2.104  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.125  -1.685   0.790  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.974  -1.785  -0.892  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.638  -0.211  -1.809  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.038  -2.426  -1.906  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.579  -0.711  -2.094  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.343  -2.484   0.085  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.831  -2.150   1.072  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.209  -0.871   1.907  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.378   0.272   1.316  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.748   0.464   2.008  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.503  -1.220   1.872  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.756   0.197  -0.632  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.708  -0.461  -2.010  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.391  -1.539  -0.750  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    1    3   14                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   20   21                                             
CONECT    7    6    8    9   22                                             
CONECT    8    7   23   24   25                                             
CONECT    9    7   10    3   13                                             
CONECT   10    9   11   26   27                                             
CONECT   11   10   12   28   29                                             
CONECT   12   11   13   14   30                                             
CONECT   13   12    9   31   32                                             
CONECT   14   12   15   16    2                                             
CONECT   15   14   33   34   35                                             
CONECT   16   14   36   37   38                                             
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    6                                                            
CONECT   21    6                                                            
CONECT   22    7                                                            
CONECT   23    8                                                            
CONECT   24    8                                                            
CONECT   25    8                                                            
CONECT   26   10                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   11                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   13                                                            
CONECT   33   15                                                            
CONECT   34   15                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   16                                                            
CONECT   38   16                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
   -1.7893    2.1330   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    0.9085   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2273    0.9790   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1914    2.0698   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8858    3.2656   -0.4664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    1.5253    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2066    0.3050    0.9098 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3671   -0.6507    1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -0.2239    0.2181 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2947   -0.9494   -1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -1.4523   -1.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8514   -1.5284   -0.0836 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2247   -1.2465    0.9783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8008   -0.3467   -0.0145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3919   -0.2323    1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9798   -0.5301   -0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2432    2.6856   -1.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9080    2.7936    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8037    1.9465   -1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0130    1.1513   -0.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2031    2.2340    0.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980    0.7184    1.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428   -0.3238    0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977   -0.6230    2.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -1.6851    0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9738   -1.7846   -0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6376   -0.2112   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0384   -2.4265   -1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5791   -0.7106   -2.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3430   -2.4837    0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8314   -2.1498    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087   -0.8705    1.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3782    0.2718    1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482    0.4641    2.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5030   -1.2198    1.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7560    0.1966   -0.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7081   -0.4607   -2.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3908   -1.5389   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  6
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  1
 14 16  1  0
 14  2  1  0
  9  3  1  0
 13  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  1
  8 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  1
 13 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(+)-Epi-isozizaen-5-one	ChEBI
(1R,2S,8S)-2,6,7,7-Tetramethyltricyclo[6.2.1.0(1,5)]undec-5-en-4-one	ChEBI
2,6,7,7-Tetramethyltricyclo(6.2.1.0(1,5))undec-5-en-4-one	MeSH

Chemical Formula

C₁₅H₂₂O

Average Mass

218.3400 Da

Monoisotopic Mass

218.16707 Da

IUPAC Name

(1R,2S,8S)-2,6,7,7-tetramethyltricyclo[6.2.1.0^{1,5}]undec-5-en-4-one

Traditional Name

(1R,2S,8S)-2,6,7,7-tetramethyltricyclo[6.2.1.0^{1,5}]undec-5-en-4-one

CAS Registry Number

Not Available

SMILES

C[C@H]1CC(=O)C2=C(C)C(C)(C)[C@H]3CC[C@@]12C3

InChI Identifier

InChI=1S/C15H22O/c1-9-7-12(16)13-10(2)14(3,4)11-5-6-15(9,13)8-11/h9,11H,5-8H2,1-4H3/t9-,11-,15+/m0/s1

InChI Key

SHUZZAXJEJPUGA-CCUNJIBTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces albidoflavus	NPAtlas	8195043
Streptomyces coelicolor	LOTUS Database	35616633
Streptomyces nodosus	LOTUS Database	35616633
Streptomyces spectabilis	LOTUS Database	35616633
Streptomyces thermocarboxydus	LOTUS Database	35616633

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	3.81	ALOGPS
logP	3.39	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	66.12 m³·mol⁻¹	ChemAxon
Polarizability	25.91 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA017239

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25137938

PDB ID

Not Available

ChEBI ID

51460

Good Scents ID

Not Available

References

General References

Gurtler H, Pedersen R, Anthoni U, Christophersen C, Nielsen PH, Wellington EM, Pedersen C, Bock K: Albaflavenone, a sesquiterpene ketone with a zizaene skeleton produced by a streptomycete with a new rope morphology. J Antibiot (Tokyo). 1994 Apr;47(4):434-9. doi: 10.7164/antibiotics.47.434. [PubMed:8195043 ]
Zhao B, Lin X, Lei L, Lamb DC, Kelly SL, Waterman MR, Cane DE: Biosynthesis of the sesquiterpene antibiotic albaflavenone in Streptomyces coelicolor A3(2). J Biol Chem. 2008 Mar 28;283(13):8183-9. doi: 10.1074/jbc.M710421200. Epub 2008 Jan 30. [PubMed:18234666 ]
Lin X, Cane DE: Biosynthesis of the sesquiterpene antibiotic albaflavenone in Streptomyces coelicolor. Mechanism and stereochemistry of the enzymatic formation of epi-isozizaene. J Am Chem Soc. 2009 May 13;131(18):6332-3. doi: 10.1021/ja901313v. [PubMed:19385616 ]
Zhao B, Lei L, Vassylyev DG, Lin X, Cane DE, Kelly SL, Yuan H, Lamb DC, Waterman MR: Crystal structure of albaflavenone monooxygenase containing a moonlighting terpene synthase active site. J Biol Chem. 2009 Dec 25;284(52):36711-36719. doi: 10.1074/jbc.M109.064683. Epub 2009 Oct 26. [PubMed:19858213 ]
Takamatsu S, Lin X, Nara A, Komatsu M, Cane DE, Ikeda H: Characterization of a silent sesquiterpenoid biosynthetic pathway in Streptomyces avermitilis controlling epi-isozizaene albaflavenone biosynthesis and isolation of a new oxidized epi-isozizaene metabolite. Microb Biotechnol. 2011 Mar;4(2):184-91. doi: 10.1111/j.1751-7915.2010.00209.x. Epub 2010 Sep 27. [PubMed:21342464 ]

Showing NP-Card for Albaflavenone (NP0022790)

MOL for NP0022790 (Albaflavenone)

3D MOL for NP0022790 (Albaflavenone)

3D SDF for NP0022790 (Albaflavenone)

3D-SDF for NP0022790 (Albaflavenone)

PDB for NP0022790 (Albaflavenone)

3D PDB for NP0022790 (Albaflavenone)

SMILES for NP0022790 (Albaflavenone)

INCHI for NP0022790 (Albaflavenone)

Structure for NP0022790 (Albaflavenone)

3D Structure for NP0022790 (Albaflavenone)