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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:41:56 UTC

Update Date

2022-03-07 02:54:36 UTC

HMDB ID

HMDB0035690

Secondary Accession Numbers

HMDB35690

Metabolite Identification

Common Name

6-O-Methylarmillaridin

Description

6-O-Methylarmillaridin belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety. Based on a literature review a small amount of articles have been published on 6-O-Methylarmillaridin.

Structure

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

  Mrv0541 05061308382D          

 32 35  0  0  0  0            999 V2000
   -1.1423    0.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863    1.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2702    2.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0897    2.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4347    1.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0148    0.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6180    0.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8261    1.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8695    0.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2455    2.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    1.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3548   -0.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    0.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0567    0.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935    0.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    1.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0218    2.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0691    1.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092    1.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4606    1.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079    0.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563    1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862    1.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8467    1.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4079    0.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509   -0.2648    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -0.5775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7788    2.8888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133    2.4679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8734    0.9445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032    0.2585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0950    1.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
 14  7  1  0  0  0  0
 14  9  1  0  0  0  0
 15  7  2  0  0  0  0
 15 12  1  0  0  0  0
 16 10  1  0  0  0  0
 16 14  1  0  0  0  0
 17  8  2  0  0  0  0
 18  8  1  0  0  0  0
 19 11  1  0  0  0  0
 20 13  2  0  0  0  0
 20 17  1  0  0  0  0
 21 13  1  0  0  0  0
 21 18  2  0  0  0  0
 22 20  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23  9  1  0  0  0  0
 23 10  1  0  0  0  0
 24  4  1  0  0  0  0
 24 11  1  0  0  0  0
 24 16  1  0  0  0  0
 25 15  1  0  0  0  0
 25 19  1  0  0  0  0
 25 24  1  0  0  0  0
 26 21  1  0  0  0  0
 27 12  2  0  0  0  0
 28 17  1  0  0  0  0
 29 22  2  0  0  0  0
 30  5  1  0  0  0  0
 30 18  1  0  0  0  0
 31  6  1  0  0  0  0
 31 25  1  0  0  0  0
 32 19  1  0  0  0  0
 32 22  1  0  0  0  0
M  END

HMDB0035690
     RDKit          3D
6-O-Methylarmillaridin
 63 66  0  0  0  0  0  0  0  0999 V2000
    8.7867   -0.3791   -0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7327   -0.0015   -1.1417 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4357   -0.0742   -0.6496 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1841   -0.4975    0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8892   -0.5524    1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572   -0.9917    2.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8142   -0.1924    0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4895   -0.2804    0.8031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3204   -0.6742    1.9764 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3120    0.0233    0.1818 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953   -0.0851    0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7539   -1.1420    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875    0.0217   -0.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7917    0.3826   -1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9327   -0.0830   -0.8034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6130   -1.3102   -0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0741   -0.8967   -0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7848   -1.4934    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8194   -1.3506   -1.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088    0.5961   -0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6871    1.0088   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2937    0.8445    1.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123    0.7577    1.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691    0.5929    3.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4414    0.5326    3.9704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0238    0.8380    0.5781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8083    2.1568    0.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0670    2.8453    1.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0767    0.2339   -1.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9124    0.6192   -1.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3629    0.2853   -1.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6666    0.8282   -3.0908 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7861    0.1927    0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6254   -1.4641   -0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7583   -0.2252   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0020   -0.7781    1.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4269   -1.2566    2.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1802   -0.4551    1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3269   -1.8121    0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1725   -1.7385   -0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3804   -0.5254   -2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0664    1.0577   -1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5368    0.8457   -2.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2460    0.0452   -1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5105   -2.1347   -1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3451   -1.5852    0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3582   -2.4110    0.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4153   -0.7583    1.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9969   -1.8662    1.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8750   -1.0333   -1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8211   -2.4478   -1.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4408   -0.8345   -2.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6911    0.9158    0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5861    1.0463   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508    2.0109   -0.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9991    0.7901    2.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432    0.5237    3.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9418    2.4300    1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896    2.9036    2.1692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952    3.8785    0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1828   -0.2230   -1.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4432    1.5558   -1.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3100    0.7905   -2.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
  7 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 31  3  1  0
 26 11  1  0
 26 13  1  0
 21 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 22 56  1  0
 24 57  1  0
 28 58  1  0
 28 59  1  0
 28 60  1  0
 30 61  1  0
 30 62  1  0
 30 63  1  0
M  END

  Mrv0541 05061308382D          

 32 35  0  0  0  0            999 V2000
   -1.1423    0.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863    1.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2702    2.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0897    2.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4347    1.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0148    0.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6180    0.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8261    1.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8695    0.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2455    2.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    1.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3548   -0.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    0.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0567    0.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935    0.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    1.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0218    2.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0691    1.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092    1.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4606    1.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079    0.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563    1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862    1.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8467    1.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4079    0.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509   -0.2648    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -0.5775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7788    2.8888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133    2.4679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8734    0.9445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032    0.2585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0950    1.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
 14  7  1  0  0  0  0
 14  9  1  0  0  0  0
 15  7  2  0  0  0  0
 15 12  1  0  0  0  0
 16 10  1  0  0  0  0
 16 14  1  0  0  0  0
 17  8  2  0  0  0  0
 18  8  1  0  0  0  0
 19 11  1  0  0  0  0
 20 13  2  0  0  0  0
 20 17  1  0  0  0  0
 21 13  1  0  0  0  0
 21 18  2  0  0  0  0
 22 20  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23  9  1  0  0  0  0
 23 10  1  0  0  0  0
 24  4  1  0  0  0  0
 24 11  1  0  0  0  0
 24 16  1  0  0  0  0
 25 15  1  0  0  0  0
 25 19  1  0  0  0  0
 25 24  1  0  0  0  0
 26 21  1  0  0  0  0
 27 12  2  0  0  0  0
 28 17  1  0  0  0  0
 29 22  2  0  0  0  0
 30  5  1  0  0  0  0
 30 18  1  0  0  0  0
 31  6  1  0  0  0  0
 31 25  1  0  0  0  0
 32 19  1  0  0  0  0
 32 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035690

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23OC)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H31ClO6/c1-13-20(17(28)8-18(30-5)21(13)26)22(29)32-19-11-24(4)16-10-23(2,3)9-14(16)7-15(12-27)25(19,24)31-6/h7-8,12,14,16,19,28H,9-11H2,1-6H3

> <INCHI_KEY>
OFHJKWNSOIQOPB-UHFFFAOYSA-N

> <FORMULA>
C25H31ClO6

> <MOLECULAR_WEIGHT>
462.963

> <EXACT_MASS>
462.180916431

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
49.3953122601568

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-formyl-2a-methoxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoate

> <ALOGPS_LOGP>
5.15

> <JCHEM_LOGP>
5.500594451666667

> <ALOGPS_LOGS>
-5.46

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.325514712740736

> <JCHEM_PKA_STRONGEST_BASIC>
-4.115508038853028

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
122.08509999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.61e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-formyl-2a-methoxy-6,6,7b-trimethyl-1H,2H,4aH,5H,7H,7aH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035690
     RDKit          3D
6-O-Methylarmillaridin
 63 66  0  0  0  0  0  0  0  0999 V2000
    8.7867   -0.3791   -0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7327   -0.0015   -1.1417 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4357   -0.0742   -0.6496 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1841   -0.4975    0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8892   -0.5524    1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572   -0.9917    2.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8142   -0.1924    0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4895   -0.2804    0.8031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3204   -0.6742    1.9764 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3120    0.0233    0.1818 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953   -0.0851    0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7539   -1.1420    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875    0.0217   -0.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7917    0.3826   -1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9327   -0.0830   -0.8034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6130   -1.3102   -0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0741   -0.8967   -0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7848   -1.4934    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8194   -1.3506   -1.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088    0.5961   -0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6871    1.0088   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2937    0.8445    1.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123    0.7577    1.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691    0.5929    3.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4414    0.5326    3.9704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0238    0.8380    0.5781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8083    2.1568    0.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0670    2.8453    1.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0767    0.2339   -1.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9124    0.6192   -1.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3629    0.2853   -1.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6666    0.8282   -3.0908 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7861    0.1927    0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6254   -1.4641   -0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7583   -0.2252   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0020   -0.7781    1.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4269   -1.2566    2.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1802   -0.4551    1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3269   -1.8121    0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1725   -1.7385   -0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3804   -0.5254   -2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0664    1.0577   -1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5368    0.8457   -2.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2460    0.0452   -1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5105   -2.1347   -1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3451   -1.5852    0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3582   -2.4110    0.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4153   -0.7583    1.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9969   -1.8662    1.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8750   -1.0333   -1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8211   -2.4478   -1.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4408   -0.8345   -2.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6911    0.9158    0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5861    1.0463   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508    2.0109   -0.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9991    0.7901    2.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432    0.5237    3.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9418    2.4300    1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896    2.9036    2.1692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952    3.8785    0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1828   -0.2230   -1.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4432    1.5558   -1.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3100    0.7905   -2.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
  7 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 31  3  1  0
 26 11  1  0
 26 13  1  0
 21 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 22 56  1  0
 24 57  1  0
 28 58  1  0
 28 59  1  0
 28 60  1  0
 30 61  1  0
 30 62  1  0
 30 63  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.132   0.192   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.934   2.828   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.971   4.650   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.901   4.306   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.278   2.892   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.028   0.936   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.887   0.112   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.275   3.578   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.223   1.680   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.058   3.882   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.143   3.653   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.529  -1.135   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.180   1.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.706   1.416   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.348   0.169   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.986   2.777   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.774   3.921   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.729   2.106   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.324   2.349   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.726   2.792   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.681   0.977   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.225   3.135   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.441   3.204   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.447   2.834   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.628   1.530   0.000  0.00  0.00           C+0
HETATM   26 Cl   UNK     0      -5.135  -0.494   0.000  0.00  0.00          Cl+0
HETATM   27  O   UNK     0       0.990  -1.078   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -3.320   5.392   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.771   4.607   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -7.230   1.763   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       1.499   0.483   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -0.177   2.006   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   23                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5   30                                                            
CONECT    6   31                                                            
CONECT    7   14   15                                                       
CONECT    8   17   18                                                       
CONECT    9   14   23                                                       
CONECT   10   16   23                                                       
CONECT   11   19   24                                                       
CONECT   12   15   27                                                       
CONECT   13    1   20   21                                                  
CONECT   14    7    9   16                                                  
CONECT   15    7   12   25                                                  
CONECT   16   10   14   24                                                  
CONECT   17    8   20   28                                                  
CONECT   18    8   21   30                                                  
CONECT   19   11   25   32                                                  
CONECT   20   13   17   22                                                  
CONECT   21   13   18   26                                                  
CONECT   22   20   29   32                                                  
CONECT   23    2    3    9   10                                             
CONECT   24    4   11   16   25                                             
CONECT   25   15   19   24   31                                             
CONECT   26   21                                                            
CONECT   27   12                                                            
CONECT   28   17                                                            
CONECT   29   22                                                            
CONECT   30    5   18                                                       
CONECT   31    6   25                                                       
CONECT   32   19   22                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0035690
HETATM    1  C1  UNL     1       8.787  -0.379  -0.280  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.733  -0.001  -1.142  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.436  -0.074  -0.650  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.184  -0.497   0.629  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.889  -0.552   1.069  1.00  0.00           C  
HETATM    6  O2  UNL     1       4.657  -0.992   2.389  1.00  0.00           O  
HETATM    7  C5  UNL     1       3.814  -0.192   0.262  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.489  -0.280   0.803  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.320  -0.674   1.976  1.00  0.00           O  
HETATM   10  O4  UNL     1       1.312   0.023   0.182  1.00  0.00           O  
HETATM   11  C7  UNL     1       0.095  -0.085   0.757  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.754  -1.142   0.015  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.487   0.022  -0.589  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.792   0.383  -1.910  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.933  -0.083  -0.803  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.613  -1.310  -0.283  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.074  -0.897  -0.242  1.00  0.00           C  
HETATM   18  C14 UNL     1      -5.785  -1.493   0.957  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.819  -1.351  -1.472  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.109   0.596  -0.193  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.687   1.009  -0.029  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.294   0.845   1.385  1.00  0.00           C  
HETATM   23  C19 UNL     1      -2.012   0.758   1.672  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.569   0.593   3.073  1.00  0.00           C  
HETATM   25  O5  UNL     1      -2.441   0.533   3.970  1.00  0.00           O  
HETATM   26  C21 UNL     1      -1.024   0.838   0.578  1.00  0.00           C  
HETATM   27  O6  UNL     1      -0.808   2.157   0.266  1.00  0.00           O  
HETATM   28  C22 UNL     1      -0.067   2.845   1.199  1.00  0.00           C  
HETATM   29  C23 UNL     1       4.077   0.234  -1.027  1.00  0.00           C  
HETATM   30  C24 UNL     1       2.912   0.619  -1.888  1.00  0.00           C  
HETATM   31  C25 UNL     1       5.363   0.285  -1.455  1.00  0.00           C  
HETATM   32 CL1  UNL     1       5.667   0.828  -3.091  1.00  0.00          CL  
HETATM   33  H1  UNL     1       8.786   0.193   0.669  1.00  0.00           H  
HETATM   34  H2  UNL     1       8.625  -1.464  -0.047  1.00  0.00           H  
HETATM   35  H3  UNL     1       9.758  -0.225  -0.815  1.00  0.00           H  
HETATM   36  H4  UNL     1       7.002  -0.778   1.261  1.00  0.00           H  
HETATM   37  H5  UNL     1       5.427  -1.257   2.987  1.00  0.00           H  
HETATM   38  H6  UNL     1       0.180  -0.455   1.801  1.00  0.00           H  
HETATM   39  H7  UNL     1      -1.327  -1.812   0.651  1.00  0.00           H  
HETATM   40  H8  UNL     1      -0.172  -1.738  -0.717  1.00  0.00           H  
HETATM   41  H9  UNL     1      -0.380  -0.525  -2.394  1.00  0.00           H  
HETATM   42  H10 UNL     1       0.066   1.058  -1.680  1.00  0.00           H  
HETATM   43  H11 UNL     1      -1.537   0.846  -2.558  1.00  0.00           H  
HETATM   44  H12 UNL     1      -3.246   0.045  -1.862  1.00  0.00           H  
HETATM   45  H13 UNL     1      -3.510  -2.135  -1.016  1.00  0.00           H  
HETATM   46  H14 UNL     1      -3.345  -1.585   0.746  1.00  0.00           H  
HETATM   47  H15 UNL     1      -6.358  -2.411   0.645  1.00  0.00           H  
HETATM   48  H16 UNL     1      -6.415  -0.758   1.480  1.00  0.00           H  
HETATM   49  H17 UNL     1      -4.997  -1.866   1.650  1.00  0.00           H  
HETATM   50  H18 UNL     1      -6.875  -1.033  -1.341  1.00  0.00           H  
HETATM   51  H19 UNL     1      -5.821  -2.448  -1.589  1.00  0.00           H  
HETATM   52  H20 UNL     1      -5.441  -0.835  -2.392  1.00  0.00           H  
HETATM   53  H21 UNL     1      -5.691   0.916   0.692  1.00  0.00           H  
HETATM   54  H22 UNL     1      -5.586   1.046  -1.088  1.00  0.00           H  
HETATM   55  H23 UNL     1      -3.451   2.011  -0.437  1.00  0.00           H  
HETATM   56  H24 UNL     1      -3.999   0.790   2.211  1.00  0.00           H  
HETATM   57  H25 UNL     1      -0.543   0.524   3.355  1.00  0.00           H  
HETATM   58  H26 UNL     1       0.942   2.430   1.359  1.00  0.00           H  
HETATM   59  H27 UNL     1      -0.590   2.904   2.169  1.00  0.00           H  
HETATM   60  H28 UNL     1       0.095   3.878   0.790  1.00  0.00           H  
HETATM   61  H29 UNL     1       2.183  -0.223  -1.984  1.00  0.00           H  
HETATM   62  H30 UNL     1       2.443   1.556  -1.558  1.00  0.00           H  
HETATM   63  H31 UNL     1       3.310   0.791  -2.916  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3
CONECT    3    4    4   31
CONECT    4    5   36
CONECT    5    6    7    7
CONECT    6   37
CONECT    7    8   29
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   26   38
CONECT   12   13   39   40
CONECT   13   14   15   26
CONECT   14   41   42   43
CONECT   15   16   21   44
CONECT   16   17   45   46
CONECT   17   18   19   20
CONECT   18   47   48   49
CONECT   19   50   51   52
CONECT   20   21   53   54
CONECT   21   22   55
CONECT   22   23   23   56
CONECT   23   24   26
CONECT   24   25   25   57
CONECT   26   27
CONECT   27   28
CONECT   28   58   59   60
CONECT   29   30   31   31
CONECT   30   61   62   63
CONECT   31   32
END

HMDB0035690
     RDKit          3D
6-O-Methylarmillaridin
 63 66  0  0  0  0  0  0  0  0999 V2000
    8.7867   -0.3791   -0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7327   -0.0015   -1.1417 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4357   -0.0742   -0.6496 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1841   -0.4975    0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8892   -0.5524    1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572   -0.9917    2.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8142   -0.1924    0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4895   -0.2804    0.8031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3204   -0.6742    1.9764 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3120    0.0233    0.1818 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953   -0.0851    0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7539   -1.1420    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875    0.0217   -0.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7917    0.3826   -1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9327   -0.0830   -0.8034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6130   -1.3102   -0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0741   -0.8967   -0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7848   -1.4934    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8194   -1.3506   -1.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088    0.5961   -0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6871    1.0088   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2937    0.8445    1.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123    0.7577    1.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691    0.5929    3.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4414    0.5326    3.9704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0238    0.8380    0.5781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8083    2.1568    0.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0670    2.8453    1.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0767    0.2339   -1.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9124    0.6192   -1.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3629    0.2853   -1.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6666    0.8282   -3.0908 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7861    0.1927    0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6254   -1.4641   -0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7583   -0.2252   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0020   -0.7781    1.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4269   -1.2566    2.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1802   -0.4551    1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3269   -1.8121    0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1725   -1.7385   -0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3804   -0.5254   -2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0664    1.0577   -1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5368    0.8457   -2.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2460    0.0452   -1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5105   -2.1347   -1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3451   -1.5852    0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3582   -2.4110    0.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4153   -0.7583    1.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9969   -1.8662    1.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8750   -1.0333   -1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8211   -2.4478   -1.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4408   -0.8345   -2.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6911    0.9158    0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5861    1.0463   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508    2.0109   -0.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9991    0.7901    2.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432    0.5237    3.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9418    2.4300    1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896    2.9036    2.1692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952    3.8785    0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1828   -0.2230   -1.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4432    1.5558   -1.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3100    0.7905   -2.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
  7 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 31  3  1  0
 26 11  1  0
 26 13  1  0
 21 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
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 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 22 56  1  0
 24 57  1  0
 28 58  1  0
 28 59  1  0
 28 60  1  0
 30 61  1  0
 30 62  1  0
 30 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-O-Methylarmillaridin	HMDB
3-Formyl-2a-methoxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoic acid	Generator

Chemical Formula

C₂₅H₃₁ClO₆

Average Molecular Weight

462.963

Monoisotopic Molecular Weight

462.180916431

IUPAC Name

3-formyl-2a-methoxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoate

Traditional Name

3-formyl-2a-methoxy-6,6,7b-trimethyl-1H,2H,4aH,5H,7H,7aH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoate

CAS Registry Number

126006-70-0

SMILES

COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23OC)C(O)=C1

InChI Identifier

InChI=1S/C25H31ClO6/c1-13-20(17(28)8-18(30-5)21(13)26)22(29)32-19-11-24(4)16-10-23(2,3)9-14(16)7-15(12-27)25(19,24)31-6/h7-8,12,14,16,19,28H,9-11H2,1-6H3

InChI Key

OFHJKWNSOIQOPB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Melleolides and analogues

Alternative Parents

Substituents

Melleolide-skeleton
O-hydroxybenzoic acid ester
P-methoxybenzoic acid or derivatives
Methoxyphenol
Benzoate ester
Salicylic acid or derivatives
3-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
Benzoic acid or derivatives
Benzoyl
4-halophenol
Phenoxy compound
M-cresol
Anisole
4-chlorophenol
Phenol ether
Methoxybenzene
Alkyl aryl ether
Chlorobenzene
Halobenzene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Toluene
Aryl halide
Monocyclic benzene moiety
Aryl chloride
Benzenoid
Vinylogous acid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Dialkyl ether
Aldehyde
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035690)

Source

Endogenous

Endogenous (HMDB: HMDB0035690)

Plant

Plant (HMDB: HMDB0035690)

Animal

Animal (HMDB: HMDB0035690)

Exogenous

Food

Food (HMDB: HMDB0035690)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0035690)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035690)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035690)

Lipid metabolism pathway (HMDB: HMDB0035690)

Cellular process

Cell signaling (HMDB: HMDB0035690)

Biochemical process

Lipid transport (HMDB: HMDB0035690)

Role

Biological role

Energy source (HMDB: HMDB0035690)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035690)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	132 - 136 °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	0.0016 g/L	ALOGPS
logP	5.15	ALOGPS
logP	5.5	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	9.33	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	122.09 m³·mol⁻¹	ChemAxon
Polarizability	49.4 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	240.572	30932474
DeepCCS	[M+Na]+	215.997	30932474
AllCCS	[M+H]+	208.1	32859911
AllCCS	[M+H-H2O]+	206.2	32859911
AllCCS	[M+NH4]+	209.8	32859911
AllCCS	[M+Na]+	210.3	32859911
AllCCS	[M-H]-	211.3	32859911
AllCCS	[M+Na-2H]-	212.0	32859911
AllCCS	[M+HCOO]-	212.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-O-Methylarmillaridin	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23OC)C(O)=C1	4376.4	Standard polar	33892256
6-O-Methylarmillaridin	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23OC)C(O)=C1	3162.5	Standard non polar	33892256
6-O-Methylarmillaridin	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23OC)C(O)=C1	3167.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-O-Methylarmillaridin,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23OC)C(C)=C1Cl	3382.0	Semi standard non polar	33892256
6-O-Methylarmillaridin,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23OC)C(C)=C1Cl	3596.6	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 - 6-O-Methylarmillaridin GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-0290000000-e0fe00d6f19ce158394e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-O-Methylarmillaridin GC-MS (1 TMS) - 70eV, Positive	splash10-014i-0290000000-13f1672b68aa3cd13095	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-O-Methylarmillaridin 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 - 6-O-Methylarmillaridin 10V, Positive-QTOF	splash10-03dj-0340900000-b354cfa6a4bf41b4035e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-Methylarmillaridin 20V, Positive-QTOF	splash10-0002-2980500000-af37e0cb3548464dd75f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-Methylarmillaridin 40V, Positive-QTOF	splash10-00kb-1910100000-4438fb0a6625e38bf1f7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-Methylarmillaridin 10V, Negative-QTOF	splash10-03di-0230900000-654a183a043bf5118418	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-Methylarmillaridin 20V, Negative-QTOF	splash10-044j-0780900000-f2413b7e8e8528a009d2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-Methylarmillaridin 40V, Negative-QTOF	splash10-00xr-1950000000-92fd963f615ed7c21abb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-Methylarmillaridin 10V, Positive-QTOF	splash10-03xs-0490700000-5b26483fdeccfb4ef24f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-Methylarmillaridin 20V, Positive-QTOF	splash10-0002-2942300000-b7732b2c9f1dd4778790	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-Methylarmillaridin 40V, Positive-QTOF	splash10-0012-6960100000-cccbaf4328483139546a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-Methylarmillaridin 10V, Negative-QTOF	splash10-03di-0000900000-772f2941032192e4f636	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-Methylarmillaridin 20V, Negative-QTOF	splash10-0229-1960800000-fb45111c1bd0e7f9c38f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-Methylarmillaridin 40V, Negative-QTOF	splash10-0a59-7910200000-cace0f7c307f49614d38	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB014407

KNApSAcK ID

C00056758

Chemspider ID

35013997

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14466082

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 6-O-Methylarmillaridin (HMDB0035690)

MOL for HMDB0035690 (6-O-Methylarmillaridin)

3D MOL for HMDB0035690 (6-O-Methylarmillaridin)

3D SDF for HMDB0035690 (6-O-Methylarmillaridin)

3D-SDF for HMDB0035690 (6-O-Methylarmillaridin)

PDB for HMDB0035690 (6-O-Methylarmillaridin)

3D PDB for HMDB0035690 (6-O-Methylarmillaridin)

SMILES for HMDB0035690 (6-O-Methylarmillaridin)

INCHI for HMDB0035690 (6-O-Methylarmillaridin)

Structure for HMDB0035690 (6-O-Methylarmillaridin)

3D Structure for HMDB0035690 (6-O-Methylarmillaridin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra