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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:04:57 UTC

Update Date

2022-03-07 02:56:37 UTC

HMDB ID

HMDB0040525

Secondary Accession Numbers

HMDB40525

Metabolite Identification

Common Name

11,12-Dimethylrosmanol

Description

11,12-Dimethylrosmanol belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Based on a literature review a small amount of articles have been published on 11,12-Dimethylrosmanol.

Structure

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


  Mrv0541 05061311552D          

 27 30  0  0  0  0            999 V2000
   -0.3534    0.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3534   -0.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603   -0.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -0.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    0.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603    1.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684   -0.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684   -1.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3534   -1.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603   -1.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847   -0.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5026   -0.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5026   -1.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847   -1.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7738    0.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2645    0.7562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2355   -0.8211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0752   -1.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3971   -2.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1716   -2.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677    1.1857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3607    2.0089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7870    1.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    2.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    0.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0672    2.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0753    2.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 21  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 23  1  0  0  0  0
  6 22  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 21 26  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END

HMDB0040525
     RDKit          3D
11,12-Dimethylrosmanol
 57 60  0  0  0  0  0  0  0  0999 V2000
   -3.6715    1.1636   -2.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2668    0.8879   -0.7414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2268    0.2173   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743   -1.0385    0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4416   -1.9516    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6628   -2.4756    1.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6177   -1.5437   -0.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1567   -1.5972    0.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0313   -0.8775    0.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    0.4292    0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0132    1.0360   -0.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2369    2.2566   -0.5261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4573    3.4435   -0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3297    1.1414    0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7228    2.0897   -0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1721    1.3686   -1.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4020   -0.0870   -1.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1082   -0.4591   -0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1922   -1.9652   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5857   -0.0571   -0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5690    0.2833    0.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1661   -0.4921    2.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5634    0.5523    2.7984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3162    1.7030    2.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1333    2.8347    2.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1259   -1.5066    1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -1.5950    3.0299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1108    2.2259   -2.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4458    0.5860   -2.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8315    1.2958   -2.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0342   -2.8976   -0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891   -2.5076    2.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2704   -3.3320    1.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1472   -1.5418    2.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4541   -1.6026   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1353   -0.6170   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4122   -2.3434   -0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929   -2.6613    1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3987    3.7481   -2.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5129    3.8125   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8289    4.2430   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188    2.9345   -0.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6953    2.5589   -0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1309    1.8353   -2.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4352    1.5504   -2.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262   -0.3832   -2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5130   -0.7341   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120   -2.5056   -0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613   -2.2077    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0265   -2.3479   -0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6604    1.0008   -0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8582   -0.1071   -1.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2643   -0.6816    0.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3317    1.0316    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0258   -0.9552    2.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3695   -2.5185    1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -0.6394    3.0826 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  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 22 26  1  0
 26 27  1  0
 11  3  1  0
 21 14  1  0
 26  9  1  0
 24 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  0
 26 56  1  0
 27 57  1  0
M  END


  Mrv0541 05061311552D          

 27 30  0  0  0  0            999 V2000
   -0.3534    0.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3534   -0.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603   -0.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -0.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    0.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603    1.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684   -0.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684   -1.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3534   -1.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603   -1.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847   -0.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5026   -0.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5026   -1.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847   -1.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7738    0.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2645    0.7562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2355   -0.8211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0752   -1.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3971   -2.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1716   -2.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677    1.1857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3607    2.0089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7870    1.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    2.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    0.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0672    2.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0753    2.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 21  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 23  1  0  0  0  0
  6 22  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 21 26  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040525

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(C=C2C(O)C3OC(=O)C4(CCCC(C)(C)C34)C2=C1OC)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O5/c1-11(2)12-10-13-14(17(26-6)16(12)25-5)22-9-7-8-21(3,4)19(22)18(15(13)23)27-20(22)24/h10-11,15,18-19,23H,7-9H2,1-6H3

> <INCHI_KEY>
WLRZIPVGEMNPES-UHFFFAOYSA-N

> <FORMULA>
C22H30O5

> <MOLECULAR_WEIGHT>
374.4706

> <EXACT_MASS>
374.20932407

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.51617438353749

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-hydroxy-3,4-dimethoxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
3.8701323773333325

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.370357004663202

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5116058461603146

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
101.67819999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-5-isopropyl-3,4-dimethoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040525
     RDKit          3D
11,12-Dimethylrosmanol
 57 60  0  0  0  0  0  0  0  0999 V2000
   -3.6715    1.1636   -2.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2668    0.8879   -0.7414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2268    0.2173   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743   -1.0385    0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4416   -1.9516    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6628   -2.4756    1.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6177   -1.5437   -0.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1567   -1.5972    0.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0313   -0.8775    0.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    0.4292    0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0132    1.0360   -0.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2369    2.2566   -0.5261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4573    3.4435   -0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3297    1.1414    0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7228    2.0897   -0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1721    1.3686   -1.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4020   -0.0870   -1.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1082   -0.4591   -0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1922   -1.9652   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5857   -0.0571   -0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5690    0.2833    0.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1661   -0.4921    2.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5634    0.5523    2.7984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3162    1.7030    2.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1333    2.8347    2.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1259   -1.5066    1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -1.5950    3.0299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1108    2.2259   -2.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4458    0.5860   -2.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8315    1.2958   -2.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0342   -2.8976   -0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891   -2.5076    2.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2704   -3.3320    1.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1472   -1.5418    2.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4541   -1.6026   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1353   -0.6170   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4122   -2.3434   -0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929   -2.6613    1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3987    3.7481   -2.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5129    3.8125   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8289    4.2430   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188    2.9345   -0.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6953    2.5589   -0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1309    1.8353   -2.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4352    1.5504   -2.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262   -0.3832   -2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5130   -0.7341   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120   -2.5056   -0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613   -2.2077    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0265   -2.3479   -0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6604    1.0008   -0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8582   -0.1071   -1.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2643   -0.6816    0.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3317    1.0316    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0258   -0.9552    2.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3695   -2.5185    1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -0.6394    3.0826 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  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 22 26  1  0
 26 27  1  0
 11  3  1  0
 21 14  1  0
 26  9  1  0
 24 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  0
 26 56  1  0
 27 57  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      -0.660   1.443   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.660  -0.097   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.673  -0.867   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.002  -0.097   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.002   1.443   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.673   2.210   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.994  -0.867   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.994  -2.410   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.660  -3.183   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.673  -2.410   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.331  -0.097   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.672  -0.867   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.672  -2.410   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.331  -3.183   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.444   0.343   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.360   1.412   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.440  -1.533   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.007  -3.179   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.608  -4.542   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.054  -4.543   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.993   2.213   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.673   3.750   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.336   2.213   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.336   3.753   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.669   1.443   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.992   3.753   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.007   4.519   0.000  0.00  0.00           C+0
CONECT    1    2    6   21                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    1    5   22                                                  
CONECT    7    2    8   11   15                                             
CONECT    8    7    9   14                                                  
CONECT    9    8   10   17                                                  
CONECT   10    3    9   18                                                  
CONECT   11    7   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    8   13   19   20                                             
CONECT   15    7   16   17                                                  
CONECT   16   15                                                            
CONECT   17    9   15                                                       
CONECT   18   10                                                            
CONECT   19   14                                                            
CONECT   20   14                                                            
CONECT   21    1   26                                                       
CONECT   22    6   27                                                       
CONECT   23    5   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   21                                                            
CONECT   27   22                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0040525
HETATM    1  C1  UNL     1      -3.671   1.164  -2.015  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.267   0.888  -0.741  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.227   0.217  -0.182  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.274  -1.038   0.238  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.442  -1.952   0.108  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.663  -2.476   1.559  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.618  -1.544  -0.600  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.157  -1.597   0.791  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.031  -0.878   0.920  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.067   0.429   0.477  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.013   1.036  -0.068  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.237   2.257  -0.526  1.00  0.00           O  
HETATM   13  C11 UNL     1      -1.457   3.443  -0.957  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.330   1.141   0.591  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.723   2.090  -0.450  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.172   1.369  -1.698  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.402  -0.087  -1.592  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.108  -0.459  -0.310  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.192  -1.965  -0.165  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.586  -0.057  -0.528  1.00  0.00           C  
HETATM   21  C19 UNL     1       2.569   0.283   0.812  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.166  -0.492   2.023  1.00  0.00           C  
HETATM   23  O3  UNL     1       1.563   0.552   2.798  1.00  0.00           O  
HETATM   24  C21 UNL     1       1.316   1.703   2.008  1.00  0.00           C  
HETATM   25  O4  UNL     1       1.133   2.835   2.416  1.00  0.00           O  
HETATM   26  C22 UNL     1       1.126  -1.507   1.753  1.00  0.00           C  
HETATM   27  O5  UNL     1       0.417  -1.595   3.030  1.00  0.00           O  
HETATM   28  H1  UNL     1      -4.111   2.226  -2.000  1.00  0.00           H  
HETATM   29  H2  UNL     1      -4.446   0.586  -2.486  1.00  0.00           H  
HETATM   30  H3  UNL     1      -2.831   1.296  -2.747  1.00  0.00           H  
HETATM   31  H4  UNL     1      -3.034  -2.898  -0.389  1.00  0.00           H  
HETATM   32  H5  UNL     1      -2.689  -2.508   2.062  1.00  0.00           H  
HETATM   33  H6  UNL     1      -4.270  -3.332   1.563  1.00  0.00           H  
HETATM   34  H7  UNL     1      -4.147  -1.542   2.054  1.00  0.00           H  
HETATM   35  H8  UNL     1      -4.454  -1.603  -1.706  1.00  0.00           H  
HETATM   36  H9  UNL     1      -5.135  -0.617  -0.286  1.00  0.00           H  
HETATM   37  H10 UNL     1      -5.412  -2.343  -0.452  1.00  0.00           H  
HETATM   38  H11 UNL     1      -1.093  -2.661   1.101  1.00  0.00           H  
HETATM   39  H12 UNL     1      -1.399   3.748  -2.039  1.00  0.00           H  
HETATM   40  H13 UNL     1      -2.513   3.813  -0.605  1.00  0.00           H  
HETATM   41  H14 UNL     1      -0.829   4.243  -0.424  1.00  0.00           H  
HETATM   42  H15 UNL     1       1.119   2.935  -0.693  1.00  0.00           H  
HETATM   43  H16 UNL     1       2.695   2.559  -0.056  1.00  0.00           H  
HETATM   44  H17 UNL     1       3.131   1.835  -2.107  1.00  0.00           H  
HETATM   45  H18 UNL     1       1.435   1.550  -2.501  1.00  0.00           H  
HETATM   46  H19 UNL     1       3.126  -0.383  -2.405  1.00  0.00           H  
HETATM   47  H20 UNL     1       1.513  -0.734  -1.779  1.00  0.00           H  
HETATM   48  H21 UNL     1       2.312  -2.506  -0.513  1.00  0.00           H  
HETATM   49  H22 UNL     1       3.561  -2.208   0.855  1.00  0.00           H  
HETATM   50  H23 UNL     1       4.027  -2.348  -0.828  1.00  0.00           H  
HETATM   51  H24 UNL     1       4.660   1.001  -0.207  1.00  0.00           H  
HETATM   52  H25 UNL     1       4.858  -0.107  -1.599  1.00  0.00           H  
HETATM   53  H26 UNL     1       5.264  -0.682   0.100  1.00  0.00           H  
HETATM   54  H27 UNL     1       3.332   1.032   1.197  1.00  0.00           H  
HETATM   55  H28 UNL     1       3.026  -0.955   2.557  1.00  0.00           H  
HETATM   56  H29 UNL     1       1.369  -2.519   1.559  1.00  0.00           H  
HETATM   57  H30 UNL     1       0.059  -0.639   3.083  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5    8
CONECT    5    6    7   31
CONECT    6   32   33   34
CONECT    7   35   36   37
CONECT    8    9    9   38
CONECT    9   10   26
CONECT   10   11   11   14
CONECT   11   12
CONECT   12   13
CONECT   13   39   40   41
CONECT   14   15   21   24
CONECT   15   16   42   43
CONECT   16   17   44   45
CONECT   17   18   46   47
CONECT   18   19   20   21
CONECT   19   48   49   50
CONECT   20   51   52   53
CONECT   21   22   54
CONECT   22   23   26   55
CONECT   23   24
CONECT   24   25   25
CONECT   26   27   56
CONECT   27   57
END

HMDB0040525
     RDKit          3D
11,12-Dimethylrosmanol
 57 60  0  0  0  0  0  0  0  0999 V2000
   -3.6715    1.1636   -2.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2668    0.8879   -0.7414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2268    0.2173   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743   -1.0385    0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4416   -1.9516    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6628   -2.4756    1.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6177   -1.5437   -0.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1567   -1.5972    0.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0313   -0.8775    0.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    0.4292    0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0132    1.0360   -0.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2369    2.2566   -0.5261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4573    3.4435   -0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3297    1.1414    0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7228    2.0897   -0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1721    1.3686   -1.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4020   -0.0870   -1.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1082   -0.4591   -0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1922   -1.9652   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5857   -0.0571   -0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5690    0.2833    0.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1661   -0.4921    2.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5634    0.5523    2.7984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3162    1.7030    2.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1333    2.8347    2.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1259   -1.5066    1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -1.5950    3.0299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1108    2.2259   -2.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4458    0.5860   -2.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8315    1.2958   -2.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0342   -2.8976   -0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891   -2.5076    2.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2704   -3.3320    1.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1472   -1.5418    2.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4541   -1.6026   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1353   -0.6170   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4122   -2.3434   -0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929   -2.6613    1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3987    3.7481   -2.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5129    3.8125   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8289    4.2430   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188    2.9345   -0.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6953    2.5589   -0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1309    1.8353   -2.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4352    1.5504   -2.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262   -0.3832   -2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5130   -0.7341   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120   -2.5056   -0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613   -2.2077    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0265   -2.3479   -0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6604    1.0008   -0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8582   -0.1071   -1.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2643   -0.6816    0.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3317    1.0316    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0258   -0.9552    2.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3695   -2.5185    1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -0.6394    3.0826 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  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 22 26  1  0
 26 27  1  0
 11  3  1  0
 21 14  1  0
 26  9  1  0
 24 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  0
 26 56  1  0
 27 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₃₀O₅

Average Molecular Weight

374.4706

Monoisotopic Molecular Weight

374.20932407

IUPAC Name

8-hydroxy-3,4-dimethoxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one

Traditional Name

8-hydroxy-5-isopropyl-3,4-dimethoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one

CAS Registry Number

Not Available

SMILES

COC1=C(C=C2C(O)C3OC(=O)C4(CCCC(C)(C)C34)C2=C1OC)C(C)C

InChI Identifier

InChI=1S/C22H30O5/c1-11(2)12-10-13-14(17(26-6)16(12)25-5)22-9-7-8-21(3,4)19(22)18(15(13)23)27-20(22)24/h10-11,15,18-19,23H,7-9H2,1-6H3

InChI Key

WLRZIPVGEMNPES-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Phenanthrene
Benzoxepine
Tetralin
Anisole
Alkyl aryl ether
Benzenoid
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Lactone
Ether
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040525)

Source

Endogenous

Endogenous (HMDB: HMDB0040525)

Plant

Plant (HMDB: HMDB0040525)

Animal

Animal (HMDB: HMDB0040525)

Exogenous

Food

Food (HMDB: HMDB0040525)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Beverage

Beverages (FooDB: FOOD00870)

Exogenous (HMDB: HMDB0040525)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040525)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040525)

Lipid metabolism pathway (HMDB: HMDB0040525)

Cellular process

Cell signaling (HMDB: HMDB0040525)

Biochemical process

Lipid transport (HMDB: HMDB0040525)

Role

Biological role

Energy source (HMDB: HMDB0040525)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040525)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	225 - 228 °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	0.017 g/L	ALOGPS
logP	4.01	ALOGPS
logP	3.87	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	13.37	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.68 m³·mol⁻¹	ChemAxon
Polarizability	40.52 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]+	188.244	31661259
DarkChem	[M-H]-	183.44	31661259
DeepCCS	[M-2H]-	227.439	30932474
DeepCCS	[M+Na]+	202.634	30932474
AllCCS	[M+H]+	188.8	32859911
AllCCS	[M+H-H2O]+	186.2	32859911
AllCCS	[M+NH4]+	191.2	32859911
AllCCS	[M+Na]+	191.9	32859911
AllCCS	[M-H]-	198.3	32859911
AllCCS	[M+Na-2H]-	198.7	32859911
AllCCS	[M+HCOO]-	199.4	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.	7.53 minutes	32390414
Predicted by Siyang on May 30, 2022	18.2741 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.72 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2967.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	412.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	229.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	204.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	188.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	834.3 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	910.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	82.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1500.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	568.3 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	1824.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	529.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	476.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	264.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	455.9 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	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11,12-Dimethylrosmanol	COC1=C(C=C2C(O)C3OC(=O)C4(CCCC(C)(C)C34)C2=C1OC)C(C)C	3595.9	Standard polar	33892256
11,12-Dimethylrosmanol	COC1=C(C=C2C(O)C3OC(=O)C4(CCCC(C)(C)C34)C2=C1OC)C(C)C	2691.7	Standard non polar	33892256
11,12-Dimethylrosmanol	COC1=C(C=C2C(O)C3OC(=O)C4(CCCC(C)(C)C34)C2=C1OC)C(C)C	2724.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11,12-Dimethylrosmanol,1TMS,isomer #1	COC1=C(C(C)C)C=C2C(=C1OC)C13CCCC(C)(C)C1C(OC3=O)C2O[Si](C)(C)C	2703.9	Semi standard non polar	33892256
11,12-Dimethylrosmanol,1TBDMS,isomer #1	COC1=C(C(C)C)C=C2C(=C1OC)C13CCCC(C)(C)C1C(OC3=O)C2O[Si](C)(C)C(C)(C)C	2952.0	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 - 11,12-Dimethylrosmanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-0019000000-9e0c260a69f6e58424ac	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11,12-Dimethylrosmanol GC-MS (1 TMS) - 70eV, Positive	splash10-0019-7014900000-ef6d850a60df7d812224	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11,12-Dimethylrosmanol 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 - 11,12-Dimethylrosmanol 10V, Positive-QTOF	splash10-004i-0009000000-b2867daa1bda0f03f801	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dimethylrosmanol 20V, Positive-QTOF	splash10-0035-1109000000-fbda383df78ecbb8a6c0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dimethylrosmanol 40V, Positive-QTOF	splash10-0a4i-9426000000-1116bbc68e2910f0e6c0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dimethylrosmanol 10V, Negative-QTOF	splash10-00di-0009000000-56192fa164364a50fe90	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dimethylrosmanol 20V, Negative-QTOF	splash10-05fr-0009000000-b6e24b0774a732427121	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dimethylrosmanol 40V, Negative-QTOF	splash10-01ud-2197000000-d3a31afec69e57747614	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dimethylrosmanol 10V, Negative-QTOF	splash10-00di-0009000000-4beec9273b3cb310a076	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dimethylrosmanol 20V, Negative-QTOF	splash10-00fr-0009000000-92bff9716b90b7285505	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dimethylrosmanol 40V, Negative-QTOF	splash10-00or-1039000000-7dcb1e66eb8638d7e297	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dimethylrosmanol 10V, Positive-QTOF	splash10-004i-0009000000-94d36c18ac9ce43a5db2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dimethylrosmanol 20V, Positive-QTOF	splash10-004i-0009000000-4509a96f85e46c45d91d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dimethylrosmanol 40V, Positive-QTOF	splash10-066r-1933000000-a7a31c17446118d51433	2021-09-25	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

FDB020292

KNApSAcK ID

Not Available

Chemspider ID

35014956

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14379072

PDB ID

Not Available

ChEBI ID

174966

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 11,12-Dimethylrosmanol (HMDB0040525)

MOL for HMDB0040525 (11,12-Dimethylrosmanol)

3D MOL for HMDB0040525 (11,12-Dimethylrosmanol)

3D SDF for HMDB0040525 (11,12-Dimethylrosmanol)

3D-SDF for HMDB0040525 (11,12-Dimethylrosmanol)

PDB for HMDB0040525 (11,12-Dimethylrosmanol)

3D PDB for HMDB0040525 (11,12-Dimethylrosmanol)

SMILES for HMDB0040525 (11,12-Dimethylrosmanol)

INCHI for HMDB0040525 (11,12-Dimethylrosmanol)

Structure for HMDB0040525 (11,12-Dimethylrosmanol)

3D Structure for HMDB0040525 (11,12-Dimethylrosmanol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra