MiMeDB: Showing metabocard for Sterhirsutin I (MMDBc0012213)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 03:48:51 UTC

Update Date

2022-08-31 06:34:19 UTC

Metabolite ID

MMDBc0012213

Metabolite Identification

Common Name

Sterhirsutin I

Description

9-(1,4-dimethyl-11-methylidene-10-oxo-9-{1,4,11-trimethyl-10-oxotricyclo[6.3.0.0²,⁶]undecane-4-carbonyloxy}tricyclo[6.3.0.0²,⁶]undec-8-ene-4-carbonyloxy)-1,4-dimethyl-11-methylidene-10-oxotricyclo[6.3.0.0²,⁶]undec-8-ene-4-carboxylic acid belongs to the class of organic compounds known as linear triquinanes. These are triquinane with a structure based on a [6.3.0.0^2,6] undecane carbon skeleton. Based on a literature review a significant number of articles have been published on 9-(1,4-dimethyl-11-methylidene-10-oxo-9-{1,4,11-trimethyl-10-oxotricyclo[6.3.0.0²,⁶]undecane-4-carbonyloxy}tricyclo[6.3.0.0²,⁶]undec-8-ene-4-carbonyloxy)-1,4-dimethyl-11-methylidene-10-oxotricyclo[6.3.0.0²,⁶]undec-8-ene-4-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152105482D          

 54 62  0  0  0  0            999 V2000
   -3.4286   -3.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6350    3.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4411    5.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9206   -1.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8076    1.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8925   -3.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6719    3.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4901    1.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7831   -1.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1635    2.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6477   -0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8331   -2.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9481    3.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482   -0.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7921    4.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9706   -2.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8411   -3.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1870    2.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9626   -1.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3351    3.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3151   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1187   -1.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3430    2.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7911   -2.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6206    3.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6616   -3.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0155    2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7300    1.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3972    4.6051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1501   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487    0.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6126    4.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351   -1.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3951    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5056   -2.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0075    2.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2136   -3.7644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2618    1.6762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5687    5.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0103    4.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4857    0.0172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2350   -0.5267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8162    0.7787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 20  1  1  0  0  0  0
 21  2  2  0  0  0  0
 22  3  2  0  0  0  0
 23 10  1  0  0  0  0
 23 15  1  0  0  0  0
 24 11  1  0  0  0  0
 24 14  1  0  0  0  0
 25 12  1  0  0  0  0
 25 16  1  0  0  0  0
 26 10  1  0  0  0  0
 26 13  1  0  0  0  0
 27 11  1  0  0  0  0
 28 12  1  0  0  0  0
 29 18  1  0  0  0  0
 29 23  1  0  0  0  0
 30 17  1  0  0  0  0
 30 24  1  0  0  0  0
 31 19  1  0  0  0  0
 31 25  1  0  0  0  0
 32 13  1  0  0  0  0
 32 20  1  0  0  0  0
 33 21  1  0  0  0  0
 34 22  1  0  0  0  0
 35 27  2  0  0  0  0
 35 33  1  0  0  0  0
 36 28  2  0  0  0  0
 36 34  1  0  0  0  0
 40  4  1  0  0  0  0
 40 14  1  0  0  0  0
 40 17  1  0  0  0  0
 40 37  1  0  0  0  0
 41  5  1  0  0  0  0
 41 15  1  0  0  0  0
 41 18  1  0  0  0  0
 41 38  1  0  0  0  0
 42  6  1  0  0  0  0
 42 16  1  0  0  0  0
 42 19  1  0  0  0  0
 42 39  1  0  0  0  0
 43  7  1  0  0  0  0
 43 20  1  0  0  0  0
 43 26  1  0  0  0  0
 43 29  1  0  0  0  0
 44  8  1  0  0  0  0
 44 21  1  0  0  0  0
 44 27  1  0  0  0  0
 44 30  1  0  0  0  0
 45  9  1  0  0  0  0
 45 22  1  0  0  0  0
 45 28  1  0  0  0  0
 45 31  1  0  0  0  0
 46 32  2  0  0  0  0
 47 33  2  0  0  0  0
 48 34  2  0  0  0  0
 49 37  2  0  0  0  0
 50 37  1  0  0  0  0
 51 38  2  0  0  0  0
 52 39  2  0  0  0  0
 53 36  1  0  0  0  0
 53 38  1  0  0  0  0
 54 35  1  0  0  0  0
 54 39  1  0  0  0  0
M  END


  Mrv1652305152105482D          

 54 62  0  0  0  0            999 V2000
   -3.4286   -3.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6350    3.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4411    5.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9206   -1.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8076    1.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8925   -3.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6719    3.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4901    1.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7831   -1.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1635    2.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6477   -0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8331   -2.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9481    3.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482   -0.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7921    4.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9706   -2.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8411   -3.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1870    2.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9626   -1.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3351    3.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3151   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1187   -1.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3430    2.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7911   -2.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6206    3.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6616   -3.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0155    2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7300    1.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3972    4.6051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1501   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487    0.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6126    4.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351   -1.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3951    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5056   -2.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0075    2.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2136   -3.7644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2618    1.6762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5687    5.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0103    4.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4857    0.0172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2350   -0.5267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8162    0.7787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 20  1  1  0  0  0  0
 21  2  2  0  0  0  0
 22  3  2  0  0  0  0
 23 10  1  0  0  0  0
 23 15  1  0  0  0  0
 24 11  1  0  0  0  0
 24 14  1  0  0  0  0
 25 12  1  0  0  0  0
 25 16  1  0  0  0  0
 26 10  1  0  0  0  0
 26 13  1  0  0  0  0
 27 11  1  0  0  0  0
 28 12  1  0  0  0  0
 29 18  1  0  0  0  0
 29 23  1  0  0  0  0
 30 17  1  0  0  0  0
 30 24  1  0  0  0  0
 31 19  1  0  0  0  0
 31 25  1  0  0  0  0
 32 13  1  0  0  0  0
 32 20  1  0  0  0  0
 33 21  1  0  0  0  0
 34 22  1  0  0  0  0
 35 27  2  0  0  0  0
 35 33  1  0  0  0  0
 36 28  2  0  0  0  0
 36 34  1  0  0  0  0
 40  4  1  0  0  0  0
 40 14  1  0  0  0  0
 40 17  1  0  0  0  0
 40 37  1  0  0  0  0
 41  5  1  0  0  0  0
 41 15  1  0  0  0  0
 41 18  1  0  0  0  0
 41 38  1  0  0  0  0
 42  6  1  0  0  0  0
 42 16  1  0  0  0  0
 42 19  1  0  0  0  0
 42 39  1  0  0  0  0
 43  7  1  0  0  0  0
 43 20  1  0  0  0  0
 43 26  1  0  0  0  0
 43 29  1  0  0  0  0
 44  8  1  0  0  0  0
 44 21  1  0  0  0  0
 44 27  1  0  0  0  0
 44 30  1  0  0  0  0
 45  9  1  0  0  0  0
 45 22  1  0  0  0  0
 45 28  1  0  0  0  0
 45 31  1  0  0  0  0
 46 32  2  0  0  0  0
 47 33  2  0  0  0  0
 48 34  2  0  0  0  0
 49 37  2  0  0  0  0
 50 37  1  0  0  0  0
 51 38  2  0  0  0  0
 52 39  2  0  0  0  0
 53 36  1  0  0  0  0
 53 38  1  0  0  0  0
 54 35  1  0  0  0  0
 54 39  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0012213

> <DATABASE_NAME>
MIME

> <SMILES>
CC1C(=O)CC2CC3CC(C)(CC3C12C)C(=O)OC1=C2CC3CC(C)(CC3C2(C)C(=C)C1=O)C(=O)OC1=C2CC3CC(C)(CC3C2(C)C(=C)C1=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C45H54O9/c1-20-32(46)13-26-10-23-15-41(5,18-29(23)43(20,26)7)38(51)53-36-28-12-25-16-42(6,19-31(25)45(28,9)22(3)34(36)48)39(52)54-35-27-11-24-14-40(4,37(49)50)17-30(24)44(27,8)21(2)33(35)47/h20,23-26,29-31H,2-3,10-19H2,1,4-9H3,(H,49,50)

> <INCHI_KEY>
XROYAYHTAHEXNB-UHFFFAOYSA-N

> <FORMULA>
C45H54O9

> <MOLECULAR_WEIGHT>
738.918

> <EXACT_MASS>
738.376783319

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
108

> <JCHEM_AVERAGE_POLARIZABILITY>
81.22483256962722

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-(1,4-dimethyl-11-methylidene-10-oxo-9-{1,4,11-trimethyl-10-oxotricyclo[6.3.0.0^{2,6}]undecane-4-carbonyloxy}tricyclo[6.3.0.0^{2,6}]undec-8-ene-4-carbonyloxy)-1,4-dimethyl-11-methylidene-10-oxotricyclo[6.3.0.0^{2,6}]undec-8-ene-4-carboxylic acid

> <ALOGPS_LOGP>
4.97

> <JCHEM_LOGP>
7.281541900000001

> <ALOGPS_LOGS>
-6.69

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.072744792136659

> <JCHEM_PKA_STRONGEST_BASIC>
-6.715735885748075

> <JCHEM_POLAR_SURFACE_AREA>
141.10999999999999

> <JCHEM_REFRACTIVITY>
199.89730000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.51e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-(1,4-dimethyl-11-methylidene-10-oxo-9-{1,4,11-trimethyl-10-oxotricyclo[6.3.0.0^{2,6}]undecane-4-carbonyloxy}tricyclo[6.3.0.0^{2,6}]undec-8-ene-4-carbonyloxy)-1,4-dimethyl-11-methylidene-10-oxotricyclo[6.3.0.0^{2,6}]undec-8-ene-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      -6.400  -7.377   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.785   6.406   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.023   9.627   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.718  -3.391   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.107   2.508   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.399  -5.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.721   6.829   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.782   2.639   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.062  -2.199   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.505   4.177   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.076  -1.195   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.022  -4.376   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.970   6.713   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.197  -1.590   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.862  -0.290   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.812   7.959   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.679  -4.027   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.092   2.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.170  -6.043   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.816   5.262   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.530  -2.360   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.825   5.683   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.322  -0.290   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.688  -3.606   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.974   4.016   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.210  -3.866   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.492   6.453   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.846   1.175   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -8.702  -5.882   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.496   3.755   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.829   2.985   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      13.808   8.596   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.147  -1.375   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.744   0.548   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.344   8.120   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.052  -2.621   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.337   1.175   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -6.544  -4.636   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       9.347   5.423   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -9.732  -7.027   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       6.089   3.129   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -1.651   1.651   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      14.128  10.103   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      14.953   7.566   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -2.773   0.032   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       7.905  -0.983   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       8.990   1.454   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4   40                                                            
CONECT    5   41                                                            
CONECT    6   42                                                            
CONECT    7   43                                                            
CONECT    8   44                                                            
CONECT    9   45                                                            
CONECT   10   23   26                                                       
CONECT   11   24   27                                                       
CONECT   12   25   28                                                       
CONECT   13   26   32                                                       
CONECT   14   24   40                                                       
CONECT   15   23   41                                                       
CONECT   16   25   42                                                       
CONECT   17   30   40                                                       
CONECT   18   29   41                                                       
CONECT   19   31   42                                                       
CONECT   20    1   32   43                                                  
CONECT   21    2   33   44                                                  
CONECT   22    3   34   45                                                  
CONECT   23   10   15   29                                                  
CONECT   24   11   14   30                                                  
CONECT   25   12   16   31                                                  
CONECT   26   10   13   43                                                  
CONECT   27   11   35   44                                                  
CONECT   28   12   36   45                                                  
CONECT   29   18   23   43                                                  
CONECT   30   17   24   44                                                  
CONECT   31   19   25   45                                                  
CONECT   32   13   20   46                                                  
CONECT   33   21   35   47                                                  
CONECT   34   22   36   48                                                  
CONECT   35   27   33   54                                                  
CONECT   36   28   34   53                                                  
CONECT   37   40   49   50                                                  
CONECT   38   41   51   53                                                  
CONECT   39   42   52   54                                                  
CONECT   40    4   14   17   37                                             
CONECT   41    5   15   18   38                                             
CONECT   42    6   16   19   39                                             
CONECT   43    7   20   26   29                                             
CONECT   44    8   21   27   30                                             
CONECT   45    9   22   28   31                                             
CONECT   46   32                                                            
CONECT   47   33                                                            
CONECT   48   34                                                            
CONECT   49   37                                                            
CONECT   50   37                                                            
CONECT   51   38                                                            
CONECT   52   39                                                            
CONECT   53   36   38                                                       
CONECT   54   35   39                                                       
MASTER        0    0    0    0    0    0    0    0   54    0  124    0
END

Synonyms

Value	Source
9-(1,4-Dimethyl-11-methylidene-10-oxo-9-{1,4,11-trimethyl-10-oxotricyclo[6.3.0.0,]undecane-4-carbonyloxy}tricyclo[6.3.0.0,]undec-8-ene-4-carbonyloxy)-1,4-dimethyl-11-methylidene-10-oxotricyclo[6.3.0.0,]undec-8-ene-4-carboxylate	Generator

Molecular Formula

C₄₅H₅₄O₉

Average Mass

738.918

Monoisotopic Mass

738.376783319

IUPAC Name

9-(1,4-dimethyl-11-methylidene-10-oxo-9-{1,4,11-trimethyl-10-oxotricyclo[6.3.0.0^{2,6}]undecane-4-carbonyloxy}tricyclo[6.3.0.0^{2,6}]undec-8-ene-4-carbonyloxy)-1,4-dimethyl-11-methylidene-10-oxotricyclo[6.3.0.0^{2,6}]undec-8-ene-4-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1C(=O)CC2CC3CC(C)(CC3C12C)C(=O)OC1=C2CC3CC(C)(CC3C2(C)C(=C)C1=O)C(=O)OC1=C2CC3CC(C)(CC3C2(C)C(=C)C1=O)C(O)=O

InChI Identifier

InChI=1S/C45H54O9/c1-20-32(46)13-26-10-23-15-41(5,18-29(23)43(20,26)7)38(51)53-36-28-12-25-16-42(6,19-31(25)45(28,9)22(3)34(36)48)39(52)54-35-27-11-24-14-40(4,37(49)50)17-30(24)44(27,8)21(2)33(35)47/h20,23-26,29-31H,2-3,10-19H2,1,4-9H3,(H,49,50)

InChI Key

XROYAYHTAHEXNB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear triquinanes. These are triquinane with a structure based on a [6.3.0.0^2,6] Undecane carbon skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Linear triquinanes

Alternative Parents

Substituents

Linear triquinane sesquiterpenoid
Tricarboxylic acid or derivatives
Enol ester
Cyclic ketone
Ketone
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00015 g/L	ALOGPS
logP	4.97	ALOGPS
logP	7.28	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	4.07	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	141.11 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	199.9 m³·mol⁻¹	ChemAxon
Polarizability	81.22 Å³	ChemAxon
Number of Rings	9	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Basidiomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78444669

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586391

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Sterhirsutin I (MMDBc0012213)

MOL for #<Metabolite:0x00007fec97127cb8>

3D MOL for #<Metabolite:0x00007fec97127cb8>

3D SDF for #<Metabolite:0x00007fec97127cb8>

3D-SDF for #<Metabolite:0x00007fec97127cb8>

PDB for #<Metabolite:0x00007fec97127cb8>

3D PDB for #<Metabolite:0x00007fec97127cb8>

SMILES for #<Metabolite:0x00007fec97127cb8>

INCHI for #<Metabolite:0x00007fec97127cb8>

Structure for #<Metabolite:0x00007fec97127cb8>

3D Structure for #<Metabolite:0x00007fec97127cb8>