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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:51:18 UTC

Update Date

2021-09-26 23:00:07 UTC

HMDB ID

HMDB0249347

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tinocrisposide

Description

methyl 2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,2H,4H,4aH,5H,6H,6aH,9H,10H,10aH,10bH-naphtho[2,1-c]pyran-7-carboxylate belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. methyl 2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,2H,4H,4aH,5H,6H,6aH,9H,10H,10aH,10bH-naphtho[2,1-c]pyran-7-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Tinocrisposide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tinocrisposide is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1533004161508212D          

 38 42  0  0  0  0            999 V2000
   -0.1105   -4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.9204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -6.3493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -7.0638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -7.0638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -5.6349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2920    0.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6789    0.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 21 30  1  0  0  0  0
 30 31  1  0  0  0  0
 19 32  1  0  0  0  0
  5 32  1  0  0  0  0
  9 32  1  0  0  0  0
 32 33  1  0  0  0  0
 13 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 34 38  1  0  0  0  0
M  END

HMDB0249347
     RDKit          3D
Tinocrisposide
 74 78  0  0  0  0  0  0  0  0999 V2000
    1.1496    4.8310    3.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    4.3758    1.9408 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455    3.0229    1.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2703    2.3322    2.2107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1968    2.5936    0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9358    3.5549   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7248    3.2395   -1.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5324    2.0137   -1.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5512    0.9256   -0.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3062   -0.1997   -0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7448    0.1063    1.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5184   -0.6004   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2155   -1.7652   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3316   -2.2439   -1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6727   -2.0095   -0.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3717   -1.0296    0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4649    0.1796    0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6511   -0.2243   -0.0764 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1883   -1.5375    0.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9962   -0.4268    1.8272 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9607    0.5658   -0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0336    1.8619    0.5214 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6584    1.4971   -1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9466    5.9188    3.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1661   -0.9631   -1.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2831    0.2008   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7851    0.1793    1.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4513   -1.8212   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0657   -3.9799    0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6321   -3.6624    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4809   -3.5295   -1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3529   -0.3874   -1.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1051    0.5121    0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3148   -1.3391    2.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9102    0.6008   -1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9357    2.1223    0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1188    1.1285   -2.4527 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
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 33 35  1  0
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 24 37  1  0
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 22 10  1  0
 35 26  1  0
 18 14  2  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 11 48  1  0
 11 49  1  0
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 29 64  1  0
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 31 66  1  0
 32 67  1  0
 33 68  1  0
 34 69  1  0
 35 70  1  0
 36 71  1  0
 38 72  1  0
 38 73  1  0
 38 74  1  0
M  END

  Mrv1533004161508212D          

 38 42  0  0  0  0            999 V2000
   -0.1105   -4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9355   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0145   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8350   -0.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0065    0.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2920    0.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6789    0.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 21 30  1  0  0  0  0
 30 31  1  0  0  0  0
 19 32  1  0  0  0  0
  5 32  1  0  0  0  0
  9 32  1  0  0  0  0
 32 33  1  0  0  0  0
 13 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 34 38  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249347

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=CCCC2C3(C)CC(OC(=O)C3CC(OC3OC(CO)C(O)C(O)C3O)C12C)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H36O11/c1-26-10-16(13-7-8-35-12-13)36-24(33)15(26)9-19(27(2)14(23(32)34-3)5-4-6-18(26)27)38-25-22(31)21(30)20(29)17(11-28)37-25/h5,7-8,12,15-22,25,28-31H,4,6,9-11H2,1-3H3

> <INCHI_KEY>
RBPCODNTTHTSFN-UHFFFAOYSA-N

> <FORMULA>
C27H36O11

> <MOLECULAR_WEIGHT>
536.574

> <EXACT_MASS>
536.225761979

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
55.00581922545019

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,2H,4H,4aH,5H,6H,6aH,9H,10H,10aH,10bH-naphtho[2,1-c]pyran-7-carboxylate

> <ALOGPS_LOGP>
1.32

> <JCHEM_LOGP>
0.8242792309999992

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200078943998932

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210532740944616

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8613420646130154

> <JCHEM_POLAR_SURFACE_AREA>
165.12

> <JCHEM_REFRACTIVITY>
129.4891

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,2H,4aH,5H,6H,9H,10H,10aH-naphtho[2,1-c]pyran-7-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249347
     RDKit          3D
Tinocrisposide
 74 78  0  0  0  0  0  0  0  0999 V2000
    1.1496    4.8310    3.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    4.3758    1.9408 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455    3.0229    1.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2703    2.3322    2.2107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1968    2.5936    0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9358    3.5549   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7248    3.2395   -1.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5324    2.0137   -1.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5512    0.9256   -0.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3062   -0.1997   -0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7448    0.1063    1.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5184   -0.6004   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2155   -1.7652   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3316   -2.2439   -1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6727   -2.0095   -0.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3546   -2.6426   -1.9162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4706   -3.2152   -2.6977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2610   -2.9990   -2.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3180   -2.8503   -0.0567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9617   -2.6782   -0.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223   -3.6661    0.2137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3311   -1.3753   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3717   -1.0296    0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4649    0.1796    0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6511   -0.2243   -0.0764 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8008   -0.1786    0.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1883   -1.5375    0.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9324   -2.0042   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0458   -3.5038   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -4.1210   -1.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3532   -1.4529   -0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8396   -1.2268   -1.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2240   -0.1221    0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9962   -0.4268    1.8272 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9607    0.5658   -0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0336    1.8619    0.5214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1981    1.2386   -0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584    1.4971   -1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9466    5.9188    3.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7617    4.3752    4.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2356    4.6471    2.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9343    4.5506    0.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    3.0831   -2.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4785    4.0480   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0327    2.3605   -0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2777    1.7422   -1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4157    0.4874   -1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7459    0.6257    1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9463   -0.8257    1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    0.8186    1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1661   -0.9631   -1.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2831    0.2008   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5640   -1.4540    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0625   -1.4425   -0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4316   -2.6345   -2.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3426   -3.3461   -2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8263   -1.3469   -1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2469   -1.9220    1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9099   -0.8378    1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    0.5606    1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7851    0.1793    1.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4513   -1.8212   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0657   -3.9799    0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6321   -3.6624    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4809   -3.5295   -1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9538   -2.1378    0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3529   -0.3874   -1.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1051    0.5121    0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3148   -1.3391    2.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9102    0.6008   -1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9357    2.1223    0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5525    0.8701   -1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9831    2.5329   -1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188    1.1285   -2.4527 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 13 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 24 37  1  0
 37 38  1  0
 37  5  1  0
 37  9  1  0
 22 10  1  0
 35 26  1  0
 18 14  2  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 11 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 15 54  1  0
 16 55  1  0
 18 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 24 60  1  0
 26 61  1  0
 28 62  1  0
 29 63  1  0
 29 64  1  0
 30 65  1  0
 31 66  1  0
 32 67  1  0
 33 68  1  0
 34 69  1  0
 35 70  1  0
 36 71  1  0
 38 72  1  0
 38 73  1  0
 38 74  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -0.206  -9.185   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.564  -7.851   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.206  -6.517   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.746  -6.517   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.564  -5.184   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.206  -3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.564  -2.516   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.104  -2.516   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.874  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.644  -2.516   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.184  -2.516   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.724  -2.516   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.494  -3.850   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.724  -5.184   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.494  -6.517   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.184  -5.184   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414  -6.517   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.874  -6.517   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.104  -7.851   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.874  -9.185   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.414  -9.185   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.184 -10.518   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.724 -10.518   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.494 -11.852   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.414 -11.852   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.184 -13.186   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.874 -11.852   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.104 -13.186   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.104 -10.518   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.564 -10.518   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.104  -5.184   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.334  -6.517   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.494  -1.183   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.025  -1.022   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       9.345   0.485   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       8.012   1.255   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.867   0.224   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   32                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   32                                                  
CONECT   10    9   11   12   17                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   34                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   10   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   32                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   30                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   21   31                                                  
CONECT   31   30                                                            
CONECT   32   19    5    9   33                                             
CONECT   33   32                                                            
CONECT   34   13   35   38                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   34                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

COMPND    HMDB0249347
HETATM    1  C1  UNL     1       1.150   4.831   3.079  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.445   4.376   1.941  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.546   3.023   1.518  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.270   2.332   2.211  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.197   2.594   0.339  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.936   3.555  -0.281  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.725   3.239  -1.474  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.532   2.014  -1.011  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.551   0.926  -0.796  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.306  -0.200  -0.124  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.745   0.106   1.267  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.518  -0.600  -0.928  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.216  -1.765  -0.242  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.332  -2.244  -1.092  1.00  0.00           C  
HETATM   15  C13 UNL     1      -6.673  -2.009  -0.876  1.00  0.00           C  
HETATM   16  C14 UNL     1      -7.355  -2.643  -1.916  1.00  0.00           C  
HETATM   17  O3  UNL     1      -6.471  -3.215  -2.698  1.00  0.00           O  
HETATM   18  C15 UNL     1      -5.261  -2.999  -2.239  1.00  0.00           C  
HETATM   19  O4  UNL     1      -3.318  -2.850  -0.057  1.00  0.00           O  
HETATM   20  C16 UNL     1      -1.962  -2.678  -0.007  1.00  0.00           C  
HETATM   21  O5  UNL     1      -1.222  -3.666   0.214  1.00  0.00           O  
HETATM   22  C17 UNL     1      -1.331  -1.375  -0.203  1.00  0.00           C  
HETATM   23  C18 UNL     1      -0.372  -1.030   0.901  1.00  0.00           C  
HETATM   24  C19 UNL     1       0.465   0.180   0.516  1.00  0.00           C  
HETATM   25  O6  UNL     1       1.651  -0.224  -0.076  1.00  0.00           O  
HETATM   26  C20 UNL     1       2.801  -0.179   0.600  1.00  0.00           C  
HETATM   27  O7  UNL     1       3.188  -1.537   0.774  1.00  0.00           O  
HETATM   28  C21 UNL     1       3.932  -2.004  -0.297  1.00  0.00           C  
HETATM   29  C22 UNL     1       4.046  -3.504  -0.134  1.00  0.00           C  
HETATM   30  O8  UNL     1       4.765  -4.121  -1.135  1.00  0.00           O  
HETATM   31  C23 UNL     1       5.353  -1.453  -0.243  1.00  0.00           C  
HETATM   32  O9  UNL     1       5.840  -1.227  -1.519  1.00  0.00           O  
HETATM   33  C24 UNL     1       5.224  -0.122   0.467  1.00  0.00           C  
HETATM   34  O10 UNL     1       4.996  -0.427   1.827  1.00  0.00           O  
HETATM   35  C25 UNL     1       3.961   0.566  -0.021  1.00  0.00           C  
HETATM   36  O11 UNL     1       4.034   1.862   0.521  1.00  0.00           O  
HETATM   37  C26 UNL     1      -0.198   1.239  -0.268  1.00  0.00           C  
HETATM   38  C27 UNL     1       0.658   1.497  -1.552  1.00  0.00           C  
HETATM   39  H1  UNL     1       0.947   5.919   3.155  1.00  0.00           H  
HETATM   40  H2  UNL     1       0.762   4.375   4.022  1.00  0.00           H  
HETATM   41  H3  UNL     1       2.236   4.647   2.942  1.00  0.00           H  
HETATM   42  H4  UNL     1      -0.934   4.551   0.116  1.00  0.00           H  
HETATM   43  H5  UNL     1      -1.189   3.083  -2.400  1.00  0.00           H  
HETATM   44  H6  UNL     1      -2.478   4.048  -1.701  1.00  0.00           H  
HETATM   45  H7  UNL     1      -3.033   2.361  -0.061  1.00  0.00           H  
HETATM   46  H8  UNL     1      -3.278   1.742  -1.788  1.00  0.00           H  
HETATM   47  H9  UNL     1      -1.416   0.487  -1.856  1.00  0.00           H  
HETATM   48  H10 UNL     1      -3.746   0.626   1.197  1.00  0.00           H  
HETATM   49  H11 UNL     1      -2.946  -0.826   1.819  1.00  0.00           H  
HETATM   50  H12 UNL     1      -2.097   0.819   1.810  1.00  0.00           H  
HETATM   51  H13 UNL     1      -3.166  -0.963  -1.901  1.00  0.00           H  
HETATM   52  H14 UNL     1      -4.283   0.201  -0.999  1.00  0.00           H  
HETATM   53  H15 UNL     1      -4.564  -1.454   0.749  1.00  0.00           H  
HETATM   54  H16 UNL     1      -7.063  -1.443  -0.051  1.00  0.00           H  
HETATM   55  H17 UNL     1      -8.432  -2.634  -2.018  1.00  0.00           H  
HETATM   56  H18 UNL     1      -4.343  -3.346  -2.672  1.00  0.00           H  
HETATM   57  H19 UNL     1      -0.826  -1.347  -1.180  1.00  0.00           H  
HETATM   58  H20 UNL     1       0.247  -1.922   1.076  1.00  0.00           H  
HETATM   59  H21 UNL     1      -0.910  -0.838   1.856  1.00  0.00           H  
HETATM   60  H22 UNL     1       0.765   0.561   1.506  1.00  0.00           H  
HETATM   61  H23 UNL     1       2.785   0.179   1.654  1.00  0.00           H  
HETATM   62  H24 UNL     1       3.451  -1.821  -1.273  1.00  0.00           H  
HETATM   63  H25 UNL     1       3.066  -3.980   0.053  1.00  0.00           H  
HETATM   64  H26 UNL     1       4.632  -3.662   0.818  1.00  0.00           H  
HETATM   65  H27 UNL     1       5.481  -3.530  -1.473  1.00  0.00           H  
HETATM   66  H28 UNL     1       5.954  -2.138   0.359  1.00  0.00           H  
HETATM   67  H29 UNL     1       6.353  -0.387  -1.508  1.00  0.00           H  
HETATM   68  H30 UNL     1       6.105   0.512   0.376  1.00  0.00           H  
HETATM   69  H31 UNL     1       5.315  -1.339   2.042  1.00  0.00           H  
HETATM   70  H32 UNL     1       3.910   0.601  -1.126  1.00  0.00           H  
HETATM   71  H33 UNL     1       4.936   2.122   0.774  1.00  0.00           H  
HETATM   72  H34 UNL     1       1.553   0.870  -1.480  1.00  0.00           H  
HETATM   73  H35 UNL     1       0.983   2.533  -1.622  1.00  0.00           H  
HETATM   74  H36 UNL     1       0.119   1.128  -2.453  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   37
CONECT    6    7   42
CONECT    7    8   43   44
CONECT    8    9   45   46
CONECT    9   10   37   47
CONECT   10   11   12   22
CONECT   11   48   49   50
CONECT   12   13   51   52
CONECT   13   14   19   53
CONECT   14   15   18   18
CONECT   15   16   16   54
CONECT   16   17   55
CONECT   17   18
CONECT   18   56
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   23   57
CONECT   23   24   58   59
CONECT   24   25   37   60
CONECT   25   26
CONECT   26   27   35   61
CONECT   27   28
CONECT   28   29   31   62
CONECT   29   30   63   64
CONECT   30   65
CONECT   31   32   33   66
CONECT   32   67
CONECT   33   34   35   68
CONECT   34   69
CONECT   35   36   70
CONECT   36   71
CONECT   37   38
CONECT   38   72   73   74
END

HMDB0249347
     RDKit          3D
Tinocrisposide
 74 78  0  0  0  0  0  0  0  0999 V2000
    1.1496    4.8310    3.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    4.3758    1.9408 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455    3.0229    1.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2703    2.3322    2.2107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1968    2.5936    0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9358    3.5549   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7248    3.2395   -1.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5324    2.0137   -1.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5512    0.9256   -0.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3062   -0.1997   -0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7448    0.1063    1.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5184   -0.6004   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2155   -1.7652   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3316   -2.2439   -1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6727   -2.0095   -0.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3546   -2.6426   -1.9162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4706   -3.2152   -2.6977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2610   -2.9990   -2.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3180   -2.8503   -0.0567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9617   -2.6782   -0.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223   -3.6661    0.2137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3311   -1.3753   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3717   -1.0296    0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4649    0.1796    0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6511   -0.2243   -0.0764 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8008   -0.1786    0.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1883   -1.5375    0.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9324   -2.0042   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0458   -3.5038   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -4.1210   -1.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3532   -1.4529   -0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8396   -1.2268   -1.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2240   -0.1221    0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9962   -0.4268    1.8272 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9607    0.5658   -0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0336    1.8619    0.5214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1981    1.2386   -0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584    1.4971   -1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9466    5.9188    3.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7617    4.3752    4.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2356    4.6471    2.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9343    4.5506    0.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    3.0831   -2.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4785    4.0480   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0327    2.3605   -0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2777    1.7422   -1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4157    0.4874   -1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7459    0.6257    1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9463   -0.8257    1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    0.8186    1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1661   -0.9631   -1.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2831    0.2008   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5640   -1.4540    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0625   -1.4425   -0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4316   -2.6345   -2.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3426   -3.3461   -2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8263   -1.3469   -1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2469   -1.9220    1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9099   -0.8378    1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    0.5606    1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7851    0.1793    1.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4513   -1.8212   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0657   -3.9799    0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6321   -3.6624    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4809   -3.5295   -1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9538   -2.1378    0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3529   -0.3874   -1.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1051    0.5121    0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3148   -1.3391    2.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9102    0.6008   -1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9357    2.1223    0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5525    0.8701   -1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9831    2.5329   -1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188    1.1285   -2.4527 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 13 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 24 37  1  0
 37 38  1  0
 37  5  1  0
 37  9  1  0
 22 10  1  0
 35 26  1  0
 18 14  2  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 11 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 15 54  1  0
 16 55  1  0
 18 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 24 60  1  0
 26 61  1  0
 28 62  1  0
 29 63  1  0
 29 64  1  0
 30 65  1  0
 31 66  1  0
 32 67  1  0
 33 68  1  0
 34 69  1  0
 35 70  1  0
 36 71  1  0
 38 72  1  0
 38 73  1  0
 38 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,2H,4H,4ah,5H,6H,6ah,9H,10H,10ah,10BH-naphtho[2,1-c]pyran-7-carboxylic acid	Generator

Chemical Formula

C₂₇H₃₆O₁₁

Average Molecular Weight

536.574

Monoisotopic Molecular Weight

536.225761979

IUPAC Name

methyl 2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,2H,4H,4aH,5H,6H,6aH,9H,10H,10aH,10bH-naphtho[2,1-c]pyran-7-carboxylate

Traditional Name

methyl 2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,2H,4aH,5H,6H,9H,10H,10aH-naphtho[2,1-c]pyran-7-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CCCC2C3(C)CC(OC(=O)C3CC(OC3OC(CO)C(O)C(O)C3O)C12C)C1=COC=C1

InChI Identifier

InChI=1S/C27H36O11/c1-26-10-16(13-7-8-35-12-13)36-24(33)15(26)9-19(27(2)14(23(32)34-3)5-4-6-18(26)27)38-25-22(31)21(30)20(29)17(11-28)37-25/h5,7-8,12,15-22,25,28-31H,4,6,9-11H2,1-3H3

InChI Key

RBPCODNTTHTSFN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Diterpene lactone
Diterpenoid
Clerodane diterpenoid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Naphthopyran
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Naphthalene
Delta valerolactone
Delta_valerolactone
Dicarboxylic acid or derivatives
Fatty acyl
Pyran
Monosaccharide
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Heteroaromatic compound
Furan
Carboxylic acid ester
Lactone
Secondary alcohol
Polyol
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.32	ALOGPS
logP	0.82	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	165.12 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	129.49 m³·mol⁻¹	ChemAxon
Polarizability	55.01 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]-	253.747	30932474
DeepCCS	[M+Na]+	229.553	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tinocrisposide	COC(=O)C1=CCCC2C3(C)CC(OC(=O)C3CC(OC3OC(CO)C(O)C(O)C3O)C12C)C1=COC=C1	3706.5	Standard polar	33892256
Tinocrisposide	COC(=O)C1=CCCC2C3(C)CC(OC(=O)C3CC(OC3OC(CO)C(O)C(O)C3O)C12C)C1=COC=C1	3719.1	Standard non polar	33892256
Tinocrisposide	COC(=O)C1=CCCC2C3(C)CC(OC(=O)C3CC(OC3OC(CO)C(O)C(O)C3O)C12C)C1=COC=C1	4320.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tinocrisposide GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-03	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 - Tinocrisposide 10V, Positive-QTOF	splash10-000i-0005290000-3d28c5fb47b230a494cc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tinocrisposide 20V, Positive-QTOF	splash10-05rc-2413970000-19957ecebc024da57a62	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tinocrisposide 40V, Positive-QTOF	splash10-0a4j-6213910000-573117da3dc1dd14801d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tinocrisposide 10V, Negative-QTOF	splash10-000i-0000190000-285b90b5084f897aa59a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tinocrisposide 20V, Negative-QTOF	splash10-0570-4000960000-ce9d8e1fb78c2d178d21	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tinocrisposide 40V, Negative-QTOF	splash10-067l-9000530000-2c40b20836b4a1da93c6	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68314881

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Tinocrisposide (HMDB0249347)

MOL for HMDB0249347 (Tinocrisposide)

3D MOL for HMDB0249347 (Tinocrisposide)

3D SDF for HMDB0249347 (Tinocrisposide)

3D-SDF for HMDB0249347 (Tinocrisposide)

PDB for HMDB0249347 (Tinocrisposide)

3D PDB for HMDB0249347 (Tinocrisposide)

SMILES for HMDB0249347 (Tinocrisposide)

INCHI for HMDB0249347 (Tinocrisposide)

Structure for HMDB0249347 (Tinocrisposide)

3D Structure for HMDB0249347 (Tinocrisposide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra