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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:25:06 UTC

Update Date

2022-03-07 02:53:48 UTC

HMDB ID

HMDB0033666

Secondary Accession Numbers

HMDB33666

Metabolite Identification

Common Name

KB 2

Description

KB 2 belongs to the class of organic compounds known as 3-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3-position. Thus, KB 2 is considered to be a flavonoid. In humans, KB 2 is involved in the P53 signaling pathway. KB 2 has been detected, but not quantified in, breadfruits (Artocarpus altilis) and fruits. This could make KB 2 a potential biomarker for the consumption of these foods. KB 2 is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on KB 2.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241216002D          

 33 36  0  0  0  0            999 V2000
   -2.0957    0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0957   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091   -1.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    1.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608    0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770   -1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054   -1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201   -0.6454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0957   -2.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473   -1.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054    1.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905    1.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905    2.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0909   -2.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6201   -1.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473    1.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673    0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809    1.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -2.2936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905   -2.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201   -2.2936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757    2.2413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 26  2  0  0  0  0
  2  3  1  0  0  0  0
  2 14  2  0  0  0  0
  3 21  1  0  0  0  0
  4  5  1  0  0  0  0
  4 18  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 24  1  0  0  0  0
  7  8  1  0  0  0  0
  7 16  1  0  0  0  0
  8  9  2  0  0  0  0
  8 29  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 31  2  0  0  0  0
 12 13  2  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 25  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 33  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  2  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  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

HMDB0033666
     RDKit          3D
KB 2
 59 62  0  0  0  0  0  0  0  0999 V2000
   -4.7126   -3.0739   -0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9328   -1.7177    0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0413   -0.8873    0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9535   -1.9525    1.1252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5684   -1.2504   -1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7432   -0.1210   -1.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -0.1463   -1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639    0.8531   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1474    2.1699   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2598    3.2255   -0.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854    4.5412   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504    5.5215   -0.3943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6502    4.8097    0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9484    6.1225    0.9964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5363    3.7940    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2764    2.4782    0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2090    1.5090    0.9761 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6385    0.6110   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2592   -0.4848   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031   -0.5856   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3022   -1.7238   -0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6647   -2.7806   -0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3395   -2.6885   -1.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786   -3.7232   -1.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5380   -1.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6854   -1.3673   -1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2593   -2.3147   -1.9393 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6334   -1.7965    0.0703 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3523   -0.7657    0.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8727   -1.2777    2.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5841   -0.4598   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    0.4544    0.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925    0.5200    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5343   -3.1761    0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0061   -3.9142    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1168   -3.0782   -1.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6347   -0.5449    1.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9591   -1.4968    1.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2385   -0.0326    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2490   -2.5624    0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2946   -2.1685   -1.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6380   -1.0361   -1.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2103    0.8941   -1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6200   -0.2390   -2.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6746    3.0229   -0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2544    6.4647   -0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3743    6.9091    0.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4522    4.0333    1.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0509    1.7427    1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2427   -3.6584   -1.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2060   -4.5768   -2.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6036   -0.4896    2.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0245   -1.2968    2.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3957   -2.2301    1.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4619    0.4711   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7716   -1.3184   -0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4890   -0.3474    0.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0864    1.2681    1.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7079    1.4057    0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
  8 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 21 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 32 33  2  0
 26  7  1  0
 16  9  1  0
 25 19  1  0
 33 20  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
 10 45  1  0
 12 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 22 50  1  0
 24 51  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
 31 55  1  0
 31 56  1  0
 31 57  1  0
 32 58  1  0
 33 59  1  0
M  END


  Mrv0541 02241216002D          

 33 36  0  0  0  0            999 V2000
   -2.0957    0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0957   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091   -1.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    1.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608    0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770   -1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054   -1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201   -0.6454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0957   -2.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473   -1.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054    1.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905    1.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905    2.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0909   -2.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6201   -1.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473    1.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673    0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809    1.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -2.2936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905   -2.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201   -2.2936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757    2.2413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 26  2  0  0  0  0
  2  3  1  0  0  0  0
  2 14  2  0  0  0  0
  3 21  1  0  0  0  0
  4  5  1  0  0  0  0
  4 18  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 24  1  0  0  0  0
  7  8  1  0  0  0  0
  7 16  1  0  0  0  0
  8  9  2  0  0  0  0
  8 29  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 31  2  0  0  0  0
 12 13  2  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 25  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 33  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  2  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  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033666

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(O)CCC1=C(OC2=C(C(O)=CC3=C2C=CC(C)(C)O3)C1=O)C1=CC(O)=C(O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O8/c1-24(2,31)7-5-13-21(30)20-18(29)11-19-12(6-8-25(3,4)33-19)23(20)32-22(13)14-9-16(27)17(28)10-15(14)26/h6,8-11,26-29,31H,5,7H2,1-4H3

> <INCHI_KEY>
HENAAGIOPZLIKO-UHFFFAOYSA-N

> <FORMULA>
C25H26O8

> <MOLECULAR_WEIGHT>
454.4691

> <EXACT_MASS>
454.162767808

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
47.70136197272029

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-h]chromen-4-one

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
3.8489081096666675

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.922859685538175

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.31370829356047

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2104496292599776

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
123.83299999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-2-(2,4,5-trihydroxyphenyl)pyrano[2,3-h]chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033666
     RDKit          3D
KB 2
 59 62  0  0  0  0  0  0  0  0999 V2000
   -4.7126   -3.0739   -0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9328   -1.7177    0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0413   -0.8873    0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9535   -1.9525    1.1252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5684   -1.2504   -1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7432   -0.1210   -1.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -0.1463   -1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639    0.8531   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1474    2.1699   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2598    3.2255   -0.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854    4.5412   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504    5.5215   -0.3943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6502    4.8097    0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9484    6.1225    0.9964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5363    3.7940    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2764    2.4782    0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2090    1.5090    0.9761 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6385    0.6110   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2592   -0.4848   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031   -0.5856   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3022   -1.7238   -0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6647   -2.7806   -0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3395   -2.6885   -1.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786   -3.7232   -1.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5380   -1.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6854   -1.3673   -1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2593   -2.3147   -1.9393 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6334   -1.7965    0.0703 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3523   -0.7657    0.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8727   -1.2777    2.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5841   -0.4598   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    0.4544    0.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925    0.5200    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5343   -3.1761    0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0061   -3.9142    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1168   -3.0782   -1.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6347   -0.5449    1.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9591   -1.4968    1.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2385   -0.0326    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2490   -2.5624    0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2946   -2.1685   -1.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6380   -1.0361   -1.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2103    0.8941   -1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6200   -0.2390   -2.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6746    3.0229   -0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2544    6.4647   -0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3743    6.9091    0.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4522    4.0333    1.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0509    1.7427    1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2427   -3.6584   -1.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2060   -4.5768   -2.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6036   -0.4896    2.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0245   -1.2968    2.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3957   -2.2301    1.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4619    0.4711   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7716   -1.3184   -0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4890   -0.3474    0.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0864    1.2681    1.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7079    1.4057    0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
  8 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 21 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 32 33  2  0
 26  7  1  0
 16  9  1  0
 25 19  1  0
 33 20  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
 10 45  1  0
 12 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 22 50  1  0
 24 51  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
 31 55  1  0
 31 56  1  0
 31 57  1  0
 32 58  1  0
 33 59  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.912   0.337   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.912  -1.205   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.244  -1.975   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.757   2.644   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.757   1.107   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.420   0.337   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.420  -1.205   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.757  -1.975   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.089  -1.205   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.423  -1.975   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.758  -1.205   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.912  -4.281   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.578  -3.509   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.578  -1.975   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.246  -1.205   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.088  -1.975   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.423   2.644   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.089   3.414   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.089   4.956   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.770  -4.956   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.244  -3.509   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.758  -3.245   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.088   2.644   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.088   1.107   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.246   0.337   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.578   1.107   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.578   2.644   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.420  -4.281   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.757  -3.509   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.089  -4.281   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.423  -3.509   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.758  -4.281   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       2.755   4.184   0.000  0.00  0.00           O+0
CONECT    1    2   26                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2   21                                                       
CONECT    4    5   18                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   24                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9   29                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   31                                                  
CONECT   11   10                                                            
CONECT   12   13   21                                                       
CONECT   13   12   14                                                       
CONECT   14    2   13   15                                                  
CONECT   15   14   16   25                                                  
CONECT   16    7   15                                                       
CONECT   17   18                                                            
CONECT   18    4   17   19   33                                             
CONECT   19   18                                                            
CONECT   20   21                                                            
CONECT   21    3   12   20   22                                             
CONECT   22   21                                                            
CONECT   23   24                                                            
CONECT   24    6   23   25                                                  
CONECT   25   15   24   26                                                  
CONECT   26    1   25   27                                                  
CONECT   27   26                                                            
CONECT   28   29                                                            
CONECT   29    8   28   30                                                  
CONECT   30   29   31                                                       
CONECT   31   10   30   32                                                  
CONECT   32   31                                                            
CONECT   33   18                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0033666
HETATM    1  C1  UNL     1      -4.713  -3.074  -0.037  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.933  -1.718   0.207  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.041  -0.887   0.902  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.953  -1.953   1.125  1.00  0.00           O  
HETATM    5  C4  UNL     1      -3.568  -1.250  -1.124  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.743  -0.121  -1.503  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.340  -0.146  -1.052  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.664   0.853  -0.430  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.147   2.170  -0.056  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.260   3.225  -0.370  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.485   4.541  -0.041  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.450   5.522  -0.394  1.00  0.00           O  
HETATM   13  C11 UNL     1      -1.650   4.810   0.631  1.00  0.00           C  
HETATM   14  O3  UNL     1      -1.948   6.123   0.996  1.00  0.00           O  
HETATM   15  C12 UNL     1      -2.536   3.794   0.953  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.276   2.478   0.607  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.209   1.509   0.976  1.00  0.00           O  
HETATM   18  O5  UNL     1       0.638   0.611  -0.136  1.00  0.00           O  
HETATM   19  C14 UNL     1       1.259  -0.485  -0.405  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.603  -0.586  -0.041  1.00  0.00           C  
HETATM   21  C16 UNL     1       3.302  -1.724  -0.304  1.00  0.00           C  
HETATM   22  C17 UNL     1       2.665  -2.781  -0.938  1.00  0.00           C  
HETATM   23  C18 UNL     1       1.340  -2.688  -1.301  1.00  0.00           C  
HETATM   24  O6  UNL     1       0.679  -3.723  -1.933  1.00  0.00           O  
HETATM   25  C19 UNL     1       0.634  -1.538  -1.035  1.00  0.00           C  
HETATM   26  C20 UNL     1      -0.685  -1.367  -1.364  1.00  0.00           C  
HETATM   27  O7  UNL     1      -1.259  -2.315  -1.939  1.00  0.00           O  
HETATM   28  O8  UNL     1       4.633  -1.797   0.070  1.00  0.00           O  
HETATM   29  C21 UNL     1       5.352  -0.766   0.680  1.00  0.00           C  
HETATM   30  C22 UNL     1       5.873  -1.278   2.019  1.00  0.00           C  
HETATM   31  C23 UNL     1       6.584  -0.460  -0.155  1.00  0.00           C  
HETATM   32  C24 UNL     1       4.569   0.454   0.956  1.00  0.00           C  
HETATM   33  C25 UNL     1       3.293   0.520   0.614  1.00  0.00           C  
HETATM   34  H1  UNL     1      -5.534  -3.176   0.671  1.00  0.00           H  
HETATM   35  H2  UNL     1      -4.006  -3.914   0.099  1.00  0.00           H  
HETATM   36  H3  UNL     1      -5.117  -3.078  -1.061  1.00  0.00           H  
HETATM   37  H4  UNL     1      -4.635  -0.545   1.859  1.00  0.00           H  
HETATM   38  H5  UNL     1      -5.959  -1.497   1.078  1.00  0.00           H  
HETATM   39  H6  UNL     1      -5.239  -0.033   0.249  1.00  0.00           H  
HETATM   40  H7  UNL     1      -2.249  -2.562   0.865  1.00  0.00           H  
HETATM   41  H8  UNL     1      -3.295  -2.169  -1.737  1.00  0.00           H  
HETATM   42  H9  UNL     1      -4.638  -1.036  -1.620  1.00  0.00           H  
HETATM   43  H10 UNL     1      -3.210   0.894  -1.496  1.00  0.00           H  
HETATM   44  H11 UNL     1      -2.620  -0.239  -2.675  1.00  0.00           H  
HETATM   45  H12 UNL     1       0.675   3.023  -0.910  1.00  0.00           H  
HETATM   46  H13 UNL     1       0.254   6.465  -0.146  1.00  0.00           H  
HETATM   47  H14 UNL     1      -1.374   6.909   0.808  1.00  0.00           H  
HETATM   48  H15 UNL     1      -3.452   4.033   1.487  1.00  0.00           H  
HETATM   49  H16 UNL     1      -4.051   1.743   1.477  1.00  0.00           H  
HETATM   50  H17 UNL     1       3.243  -3.658  -1.130  1.00  0.00           H  
HETATM   51  H18 UNL     1       1.206  -4.577  -2.127  1.00  0.00           H  
HETATM   52  H19 UNL     1       6.604  -0.490   2.359  1.00  0.00           H  
HETATM   53  H20 UNL     1       5.025  -1.297   2.730  1.00  0.00           H  
HETATM   54  H21 UNL     1       6.396  -2.230   1.920  1.00  0.00           H  
HETATM   55  H22 UNL     1       6.462   0.471  -0.745  1.00  0.00           H  
HETATM   56  H23 UNL     1       6.772  -1.318  -0.850  1.00  0.00           H  
HETATM   57  H24 UNL     1       7.489  -0.347   0.466  1.00  0.00           H  
HETATM   58  H25 UNL     1       5.086   1.268   1.442  1.00  0.00           H  
HETATM   59  H26 UNL     1       2.708   1.406   0.809  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    4    5
CONECT    3   37   38   39
CONECT    4   40
CONECT    5    6   41   42
CONECT    6    7   43   44
CONECT    7    8    8   26
CONECT    8    9   18
CONECT    9   10   10   16
CONECT   10   11   45
CONECT   11   12   13   13
CONECT   12   46
CONECT   13   14   15
CONECT   14   47
CONECT   15   16   16   48
CONECT   16   17
CONECT   17   49
CONECT   18   19
CONECT   19   20   20   25
CONECT   20   21   33
CONECT   21   22   22   28
CONECT   22   23   50
CONECT   23   24   25   25
CONECT   24   51
CONECT   25   26
CONECT   26   27   27
CONECT   28   29
CONECT   29   30   31   32
CONECT   30   52   53   54
CONECT   31   55   56   57
CONECT   32   33   33   58
CONECT   33   59
END

HMDB0033666
     RDKit          3D
KB 2
 59 62  0  0  0  0  0  0  0  0999 V2000
   -4.7126   -3.0739   -0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9328   -1.7177    0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0413   -0.8873    0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9535   -1.9525    1.1252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5684   -1.2504   -1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7432   -0.1210   -1.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -0.1463   -1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639    0.8531   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1474    2.1699   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2598    3.2255   -0.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854    4.5412   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504    5.5215   -0.3943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6502    4.8097    0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9484    6.1225    0.9964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5363    3.7940    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2764    2.4782    0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2090    1.5090    0.9761 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6385    0.6110   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2592   -0.4848   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031   -0.5856   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3022   -1.7238   -0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6647   -2.7806   -0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3395   -2.6885   -1.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786   -3.7232   -1.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5380   -1.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6854   -1.3673   -1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2593   -2.3147   -1.9393 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6334   -1.7965    0.0703 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3523   -0.7657    0.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8727   -1.2777    2.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5841   -0.4598   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    0.4544    0.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925    0.5200    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5343   -3.1761    0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0061   -3.9142    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1168   -3.0782   -1.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6347   -0.5449    1.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9591   -1.4968    1.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2385   -0.0326    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2490   -2.5624    0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2946   -2.1685   -1.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6380   -1.0361   -1.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2103    0.8941   -1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6200   -0.2390   -2.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6746    3.0229   -0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2544    6.4647   -0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3743    6.9091    0.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4522    4.0333    1.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0509    1.7427    1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2427   -3.6584   -1.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2060   -4.5768   -2.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6036   -0.4896    2.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0245   -1.2968    2.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3957   -2.2301    1.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4619    0.4711   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7716   -1.3184   -0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4890   -0.3474    0.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0864    1.2681    1.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7079    1.4057    0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
  8 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 21 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 32 33  2  0
 26  7  1  0
 16  9  1  0
 25 19  1  0
 33 20  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
 10 45  1  0
 12 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 22 50  1  0
 24 51  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
 31 55  1  0
 31 56  1  0
 31 57  1  0
 32 58  1  0
 33 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,2',4',5'-Tetrahydroxy-3-(3-hydroxy-3-methylbutyl)-6'',6''-dimethylpyrano[2'',3'':7,8]flavone	HMDB
KB-2	HMDB
Phosphomannan	HMDB
Phosphomannan backbone	HMDB

Chemical Formula

C₂₅H₂₆O₈

Average Molecular Weight

454.4691

Monoisotopic Molecular Weight

454.162767808

IUPAC Name

5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-h]chromen-4-one

Traditional Name

5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-2-(2,4,5-trihydroxyphenyl)pyrano[2,3-h]chromen-4-one

CAS Registry Number

133740-64-4

SMILES

CC(C)(O)CCC1=C(OC2=C(C(O)=CC3=C2C=CC(C)(C)O3)C1=O)C1=CC(O)=C(O)C=C1O

InChI Identifier

InChI=1S/C25H26O8/c1-24(2,31)7-5-13-21(30)20-18(29)11-19-12(6-8-25(3,4)33-19)23(20)32-22(13)14-9-16(27)17(28)10-15(14)26/h6,8-11,26-29,31H,5,7H2,1-4H3

InChI Key

HENAAGIOPZLIKO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

3-prenylated flavones

Alternative Parents

Substituents

3-prenylated flavone
Pyranoflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Benzopyran
1-benzopyran
Hydroxyquinol derivative
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Tertiary alcohol
Ether
Organoheterocyclic compound
Oxacycle
Polyol
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110924 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033666)
Cell membrane (HMDB: HMDB0033666)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033666)

Source

Exogenous

Exogenous (HMDB: HMDB0033666)

Food

Food (HMDB: HMDB0033666)

Fruit

Tropical fruit

Breadfruit (FooDB: FOOD00309)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0033666)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033666)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	166 - 168 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	3.61	ALOGPS
logP	3.85	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	8.31	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	123.83 m³·mol⁻¹	ChemAxon
Polarizability	47.7 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.197	31661259
DarkChem	[M-H]-	200.371	31661259
DeepCCS	[M+H]+	204.013	30932474
DeepCCS	[M-H]-	201.617	30932474
DeepCCS	[M-2H]-	234.501	30932474
DeepCCS	[M+Na]+	209.925	30932474
AllCCS	[M+H]+	207.5	32859911
AllCCS	[M+H-H2O]+	205.1	32859911
AllCCS	[M+NH4]+	209.7	32859911
AllCCS	[M+Na]+	210.4	32859911
AllCCS	[M-H]-	212.2	32859911
AllCCS	[M+Na-2H]-	212.7	32859911
AllCCS	[M+HCOO]-	213.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.53 minutes	32390414
Predicted by Siyang on May 30, 2022	12.7875 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.47 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	30.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2660.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	179.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	172.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	138.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	155.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	795.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	604.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	190.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	931.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	459.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1464.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	421.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	373.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	235.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	223.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	11.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
KB 2	CC(C)(O)CCC1=C(OC2=C(C(O)=CC3=C2C=CC(C)(C)O3)C1=O)C1=CC(O)=C(O)C=C1O	5337.7	Standard polar	33892256
KB 2	CC(C)(O)CCC1=C(OC2=C(C(O)=CC3=C2C=CC(C)(C)O3)C1=O)C1=CC(O)=C(O)C=C1O	3814.8	Standard non polar	33892256
KB 2	CC(C)(O)CCC1=C(OC2=C(C(O)=CC3=C2C=CC(C)(C)O3)C1=O)C1=CC(O)=C(O)C=C1O	4029.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
KB 2,1TMS,isomer #1	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O)=C(O)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3805.9	Semi standard non polar	33892256
KB 2,1TMS,isomer #2	CC(C)(O)CCC1=C(C2=CC(O)=C(O)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C)=C2C1=O	3698.6	Semi standard non polar	33892256
KB 2,1TMS,isomer #3	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C)=C(O)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	3676.2	Semi standard non polar	33892256
KB 2,1TMS,isomer #4	CC(C)(O)CCC1=C(C2=CC(O)=C(O[Si](C)(C)C)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	3702.2	Semi standard non polar	33892256
KB 2,1TMS,isomer #5	CC(C)(O)CCC1=C(C2=CC(O)=C(O)C=C2O[Si](C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	3688.7	Semi standard non polar	33892256
KB 2,2TMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C3=C2OC(C2=CC(O)=C(O)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3689.0	Semi standard non polar	33892256
KB 2,2TMS,isomer #10	CC(C)(O)CCC1=C(C2=CC(O)=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	3585.9	Semi standard non polar	33892256
KB 2,2TMS,isomer #2	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O[Si](C)(C)C)=C(O)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3664.2	Semi standard non polar	33892256
KB 2,2TMS,isomer #3	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O)=C(O[Si](C)(C)C)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3686.3	Semi standard non polar	33892256
KB 2,2TMS,isomer #4	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O)=C(O)C=C2O[Si](C)(C)C)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3674.3	Semi standard non polar	33892256
KB 2,2TMS,isomer #5	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C)=C(O)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C)=C2C1=O	3575.8	Semi standard non polar	33892256
KB 2,2TMS,isomer #6	CC(C)(O)CCC1=C(C2=CC(O)=C(O[Si](C)(C)C)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C)=C2C1=O	3601.8	Semi standard non polar	33892256
KB 2,2TMS,isomer #7	CC(C)(O)CCC1=C(C2=CC(O)=C(O)C=C2O[Si](C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C)=C2C1=O	3584.0	Semi standard non polar	33892256
KB 2,2TMS,isomer #8	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	3632.7	Semi standard non polar	33892256
KB 2,2TMS,isomer #9	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C)=C(O)C=C2O[Si](C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	3586.4	Semi standard non polar	33892256
KB 2,3TMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C3=C2OC(C2=CC(O[Si](C)(C)C)=C(O)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3578.0	Semi standard non polar	33892256
KB 2,3TMS,isomer #10	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	3575.7	Semi standard non polar	33892256
KB 2,3TMS,isomer #2	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C3=C2OC(C2=CC(O)=C(O[Si](C)(C)C)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3600.8	Semi standard non polar	33892256
KB 2,3TMS,isomer #3	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C3=C2OC(C2=CC(O)=C(O)C=C2O[Si](C)(C)C)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3592.1	Semi standard non polar	33892256
KB 2,3TMS,isomer #4	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3652.9	Semi standard non polar	33892256
KB 2,3TMS,isomer #5	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O[Si](C)(C)C)=C(O)C=C2O[Si](C)(C)C)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3582.8	Semi standard non polar	33892256
KB 2,3TMS,isomer #6	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O)=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3583.2	Semi standard non polar	33892256
KB 2,3TMS,isomer #7	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C)=C2C1=O	3570.5	Semi standard non polar	33892256
KB 2,3TMS,isomer #8	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C)=C(O)C=C2O[Si](C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C)=C2C1=O	3528.3	Semi standard non polar	33892256
KB 2,3TMS,isomer #9	CC(C)(O)CCC1=C(C2=CC(O)=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C)=C2C1=O	3528.1	Semi standard non polar	33892256
KB 2,4TMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C3=C2OC(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3594.2	Semi standard non polar	33892256
KB 2,4TMS,isomer #2	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C3=C2OC(C2=CC(O[Si](C)(C)C)=C(O)C=C2O[Si](C)(C)C)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3590.6	Semi standard non polar	33892256
KB 2,4TMS,isomer #3	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C3=C2OC(C2=CC(O)=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3591.4	Semi standard non polar	33892256
KB 2,4TMS,isomer #4	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3595.0	Semi standard non polar	33892256
KB 2,4TMS,isomer #5	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C)=C2C1=O	3539.2	Semi standard non polar	33892256
KB 2,5TMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C3=C2OC(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)=C(CCC(C)(C)O[Si](C)(C)C)C3=O)O1	3606.6	Semi standard non polar	33892256
KB 2,1TBDMS,isomer #1	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O)=C(O)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C(C)(C)C)C3=O)O1	4090.0	Semi standard non polar	33892256
KB 2,1TBDMS,isomer #2	CC(C)(O)CCC1=C(C2=CC(O)=C(O)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	3965.3	Semi standard non polar	33892256
KB 2,1TBDMS,isomer #3	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	3936.3	Semi standard non polar	33892256
KB 2,1TBDMS,isomer #4	CC(C)(O)CCC1=C(C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	3969.8	Semi standard non polar	33892256
KB 2,1TBDMS,isomer #5	CC(C)(O)CCC1=C(C2=CC(O)=C(O)C=C2O[Si](C)(C)C(C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	3945.4	Semi standard non polar	33892256
KB 2,2TBDMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C3=C2OC(C2=CC(O)=C(O)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C(C)(C)C)C3=O)O1	4204.8	Semi standard non polar	33892256
KB 2,2TBDMS,isomer #10	CC(C)(O)CCC1=C(C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	4070.8	Semi standard non polar	33892256
KB 2,2TBDMS,isomer #2	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C(C)(C)C)C3=O)O1	4181.9	Semi standard non polar	33892256
KB 2,2TBDMS,isomer #3	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C(C)(C)C)C3=O)O1	4215.1	Semi standard non polar	33892256
KB 2,2TBDMS,isomer #4	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O)=C(O)C=C2O[Si](C)(C)C(C)(C)C)=C(CCC(C)(C)O[Si](C)(C)C(C)(C)C)C3=O)O1	4190.3	Semi standard non polar	33892256
KB 2,2TBDMS,isomer #5	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	4053.1	Semi standard non polar	33892256
KB 2,2TBDMS,isomer #6	CC(C)(O)CCC1=C(C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	4082.1	Semi standard non polar	33892256
KB 2,2TBDMS,isomer #7	CC(C)(O)CCC1=C(C2=CC(O)=C(O)C=C2O[Si](C)(C)C(C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	4050.5	Semi standard non polar	33892256
KB 2,2TBDMS,isomer #8	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	4091.1	Semi standard non polar	33892256
KB 2,2TBDMS,isomer #9	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C2O[Si](C)(C)C(C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	4066.8	Semi standard non polar	33892256
KB 2,3TBDMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C3=C2OC(C2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C(C)(C)C)C3=O)O1	4250.5	Semi standard non polar	33892256
KB 2,3TBDMS,isomer #10	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O)=C2C1=O	4165.1	Semi standard non polar	33892256
KB 2,3TBDMS,isomer #2	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C3=C2OC(C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C(C)(C)C)C3=O)O1	4280.6	Semi standard non polar	33892256
KB 2,3TBDMS,isomer #3	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C3=C2OC(C2=CC(O)=C(O)C=C2O[Si](C)(C)C(C)(C)C)=C(CCC(C)(C)O[Si](C)(C)C(C)(C)C)C3=O)O1	4254.6	Semi standard non polar	33892256
KB 2,3TBDMS,isomer #4	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O)=C(CCC(C)(C)O[Si](C)(C)C(C)(C)C)C3=O)O1	4293.8	Semi standard non polar	33892256
KB 2,3TBDMS,isomer #5	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C2O[Si](C)(C)C(C)(C)C)=C(CCC(C)(C)O[Si](C)(C)C(C)(C)C)C3=O)O1	4276.8	Semi standard non polar	33892256
KB 2,3TBDMS,isomer #6	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)=C(CCC(C)(C)O[Si](C)(C)C(C)(C)C)C3=O)O1	4280.6	Semi standard non polar	33892256
KB 2,3TBDMS,isomer #7	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	4161.8	Semi standard non polar	33892256
KB 2,3TBDMS,isomer #8	CC(C)(O)CCC1=C(C2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C2O[Si](C)(C)C(C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	4150.9	Semi standard non polar	33892256
KB 2,3TBDMS,isomer #9	CC(C)(O)CCC1=C(C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)OC2=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	4152.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - KB 2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-052u-9114800000-7a22be051fa0ac315be5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - KB 2 GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-3200049000-56335fcc08f811dbfd60	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - KB 2 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - KB 2 10V, Positive-QTOF	splash10-000i-0003900000-77c85caf26750fca7424	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - KB 2 20V, Positive-QTOF	splash10-00m0-3009700000-828ec56e3024980f65d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - KB 2 40V, Positive-QTOF	splash10-02t9-4059000000-ce3aad880f6b5f658f9c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - KB 2 10V, Negative-QTOF	splash10-0udi-0001900000-0f70e2c9b6ee24032a92	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - KB 2 20V, Negative-QTOF	splash10-0udr-0005900000-baa046ec5908f01ec2fe	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - KB 2 40V, Negative-QTOF	splash10-004i-2938300000-ba7a1a99aaa3f3804eec	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - KB 2 10V, Negative-QTOF	splash10-0udi-0000900000-263ecd3bd387cbadede1	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - KB 2 20V, Negative-QTOF	splash10-0udi-0000900000-263ecd3bd387cbadede1	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - KB 2 40V, Negative-QTOF	splash10-0fvi-0191200000-181d2e8b852992a6598d	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - KB 2 10V, Positive-QTOF	splash10-0a4i-0000900000-5773dd58db6fdc78a301	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - KB 2 20V, Positive-QTOF	splash10-0a4i-0000900000-5773dd58db6fdc78a301	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - KB 2 40V, Positive-QTOF	splash10-0aor-0090400000-6106c86d3bfba32fbb50	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14630497

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. Catechol O-methyltransferase

General function:: Involved in magnesium ion binding
Specific function:: Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:: COMT
Uniprot ID:: P21964
Molecular weight:: 30036.77

Reactions

KB 2 → 2-(2,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4H,8H-pyrano[2,3-f]chromen-4-one	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

KB 2 → 6-{4,5-dihydroxy-2-[5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
KB 2 → 6-{2,5-dihydroxy-4-[5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
KB 2 → 6-{2,4-dihydroxy-5-[5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
KB 2 → 3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid	details

Showing metabocard for KB 2 (HMDB0033666)

MOL for HMDB0033666 (KB 2)

3D MOL for HMDB0033666 (KB 2)

3D SDF for HMDB0033666 (KB 2)

3D-SDF for HMDB0033666 (KB 2)

PDB for HMDB0033666 (KB 2)

3D PDB for HMDB0033666 (KB 2)

SMILES for HMDB0033666 (KB 2)

INCHI for HMDB0033666 (KB 2)

Structure for HMDB0033666 (KB 2)

3D Structure for HMDB0033666 (KB 2)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions