NP-MRD: Showing NP-Card for tenuifolin M (NP0043249)

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Record Information

Version

1.0

Created at

2021-06-21 00:42:43 UTC

Updated at

2021-06-30 00:18:49 UTC

NP-MRD ID

NP0043249

Secondary Accession Numbers

None

Natural Product Identification

Common Name

tenuifolin M

Provided By

JEOL Database JEOL Logo

Description

Tenuifolin M belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. tenuifolin M is found in Isodon tenuifolius. It was first documented in 2002 (PMID: 29437326). Based on a literature review a significant number of articles have been published on Tenuifolin M (PMID: 27466641) (PMID: 24055855) (PMID: 27253005) (PMID: 25922266).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102423D          

 70 73  0  0  0  0            999 V2000
    4.5455    0.9235   -3.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4164    0.3486   -2.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5354    1.1086   -1.8672 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4685    0.4652   -0.4940 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3529    1.0322    0.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135    2.2090    0.3472 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313   -0.0657    1.1243 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708   -1.1995    1.0127 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1449   -1.0471   -0.4239 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0318   -1.5264   -1.3626 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5799   -1.4307   -0.8227 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2521   -1.0519   -1.9492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4992   -2.0026   -2.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2212   -1.4012   -4.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1610   -3.1750   -2.8155 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406   -0.3708    0.3010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9549   -0.5453    1.2284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7868   -1.7601    2.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0720   -2.5220   -1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4397    1.1069    2.7360 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -3.3736   -4.2357   -2.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3964   -0.6665    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677    0.9576    2.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832    1.6713    0.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5388    0.5304    4.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695   -0.8105    3.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892    0.4208    4.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690    2.8247    4.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393    3.2766    2.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5966    2.8488    3.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254    1.6150    1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -0.5656    3.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2777    1.6744    3.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0  0  0  0
 31 33  1  0  0  0  0
  9  4  1  0  0  0  0
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  8 41  1  0  0  0  0
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 11 46  1  1  0  0  0
 26 61  1  0  0  0  0
  4 40  1  1  0  0  0
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  3 38  1  0  0  0  0
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  1 35  1  0  0  0  0
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 22 55  1  0  0  0  0
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 22 57  1  0  0  0  0
 14 47  1  0  0  0  0
 14 48  1  0  0  0  0
 14 49  1  0  0  0  0
M  END

     RDKit          3D

 70 73  0  0  0  0  0  0  0  0999 V2000
    4.5455    0.9235   -3.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4164    0.3486   -2.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5354    1.1086   -1.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4685    0.4652   -0.4940 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3529    1.0322    0.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6313   -0.0657    1.1243 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708   -1.1995    1.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -1.0471   -0.4239 C   0  0  1  0  0  0  0  0  0  0  0  0
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 14 49  1  0
M  END


  Mrv1652306212102423D          

 70 73  0  0  0  0            999 V2000
    4.5455    0.9235   -3.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4164    0.3486   -2.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5354    1.1086   -1.8672 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4685    0.4652   -0.4940 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3529    1.0322    0.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135    2.2090    0.3472 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313   -0.0657    1.1243 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708   -1.1995    1.0127 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1449   -1.0471   -0.4239 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0318   -1.5264   -1.3626 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5799   -1.4307   -0.8227 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2521   -1.0519   -1.9492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4992   -2.0026   -2.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2212   -1.4012   -4.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1610   -3.1750   -2.8155 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406   -0.3708    0.3010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9549   -0.5453    1.2284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7868   -1.7601    2.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2448   -0.7958    0.3581 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2581   -2.1845   -0.0659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0720   -2.5220   -1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -4.0073   -1.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7386   -1.7391   -1.7639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5493   -0.5549    1.1363 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6077    0.8299    1.7525 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5723    1.7826    0.6877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4397    1.1069    2.7360 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6118    0.2599    4.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5590    2.5973    3.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0797    0.8402    1.9977 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1733    1.1361    2.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2033    1.9893    3.7361 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449    0.3345    2.5800 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6071    0.9844    3.0931 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2275    0.3017   -4.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634    1.9324   -3.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5751    0.9500   -4.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5436    1.1657   -2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9138    2.1342   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4114    0.6410    0.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2489   -2.1878    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5138   -1.0516    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0546   -1.6285   -0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165   -2.5926   -1.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1198   -1.0584   -2.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2752   -2.4179   -0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062   -0.8891   -4.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9850   -0.7001   -3.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231   -2.1941   -4.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1083    0.5442   -0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313   -2.2809    2.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1043   -2.5100    1.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231   -1.4852    3.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -0.1421   -0.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7670   -4.4698   -0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736   -4.2357   -2.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0645   -4.4095   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7020   -1.3316    1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3964   -0.6665    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677    0.9576    2.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832    1.6713    0.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5388    0.5304    4.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695   -0.8105    3.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892    0.4208    4.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690    2.8247    4.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393    3.2766    2.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5966    2.8488    3.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254    1.6150    1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -0.5656    3.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2777    1.6744    3.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0  0  0  0
 31 33  1  0  0  0  0
  9  4  1  0  0  0  0
 33  7  1  0  0  0  0
  7  5  1  6  0  0  0
  4  5  1  0  0  0  0
 16  7  1  0  0  0  0
 17 18  1  1  0  0  0
 27 30  1  0  0  0  0
 19 20  1  0  0  0  0
 17 19  1  0  0  0  0
 31 32  2  0  0  0  0
 17 30  1  0  0  0  0
 33 34  1  0  0  0  0
  5  6  2  0  0  0  0
 24 25  1  0  0  0  0
 16 50  1  6  0  0  0
 24 19  1  0  0  0  0
 27 28  1  1  0  0  0
 16 11  1  0  0  0  0
 27 29  1  0  0  0  0
  7  8  1  0  0  0  0
  4  3  1  0  0  0  0
  8  9  1  0  0  0  0
  3  2  1  0  0  0  0
  9 10  1  0  0  0  0
  2  1  1  0  0  0  0
 10 11  1  0  0  0  0
 20 21  1  0  0  0  0
 25 27  1  0  0  0  0
 21 23  2  0  0  0  0
 25 26  1  0  0  0  0
 21 22  1  0  0  0  0
 17 16  1  0  0  0  0
 12 13  1  0  0  0  0
 30 68  1  6  0  0  0
 13 15  2  0  0  0  0
 30 31  1  0  0  0  0
 13 14  1  0  0  0  0
 24 58  1  0  0  0  0
 24 59  1  0  0  0  0
 25 60  1  1  0  0  0
 19 54  1  6  0  0  0
 33 69  1  1  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
  9 43  1  1  0  0  0
 10 44  1  0  0  0  0
 10 45  1  0  0  0  0
 11 46  1  1  0  0  0
 26 61  1  0  0  0  0
  4 40  1  1  0  0  0
 18 51  1  0  0  0  0
 18 52  1  0  0  0  0
 18 53  1  0  0  0  0
 34 70  1  0  0  0  0
 28 62  1  0  0  0  0
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 28 64  1  0  0  0  0
 29 65  1  0  0  0  0
 29 66  1  0  0  0  0
 29 67  1  0  0  0  0
  3 38  1  0  0  0  0
  3 39  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
 22 55  1  0  0  0  0
 22 56  1  0  0  0  0
 22 57  1  0  0  0  0
 14 47  1  0  0  0  0
 14 48  1  0  0  0  0
 14 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043249

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C(=O)[C@]2([H])C(C([H])([H])[H])(C([H])([H])[H])[C@@]([H])(O[H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2(C([H])([H])[H])[C@]2([H])[C@@]([H])(OC(=O)C([H])([H])[H])C([H])([H])[C@]3([H])C([H])([H])[C@]12C(=O)[C@]3([H])C([H])([H])OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O9/c1-11(26)33-15-7-13-9-25(21(30)14(13)10-32-6)19(15)24(5)17(34-12(2)27)8-16(28)23(3,4)20(24)18(29)22(25)31/h13-17,19-20,22,28,31H,7-10H2,1-6H3/t13-,14-,15+,16+,17+,19+,20-,22+,24+,25+/m1/s1

> <INCHI_KEY>
OTJFFMFHSOWOQW-KVLNNNEYSA-N

> <FORMULA>
C25H36O9

> <MOLECULAR_WEIGHT>
480.554

> <EXACT_MASS>
480.235932739

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
49.400316433892534

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,4R,6S,8S,9S,10S,11S,13S,14S)-8-(acetyloxy)-2,6-dihydroxy-14-(methoxymethyl)-5,5,9-trimethyl-3,15-dioxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-11-yl acetate

> <ALOGPS_LOGP>
0.89

> <JCHEM_LOGP>
0.3154840236666652

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.611177216154264

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.760040614047064

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9701087008090923

> <JCHEM_POLAR_SURFACE_AREA>
136.43

> <JCHEM_REFRACTIVITY>
118.00229999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,4R,6S,8S,9S,10S,11S,13S,14S)-8-(acetyloxy)-2,6-dihydroxy-14-(methoxymethyl)-5,5,9-trimethyl-3,15-dioxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-11-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 70 73  0  0  0  0  0  0  0  0999 V2000
    4.5455    0.9235   -3.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4164    0.3486   -2.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5354    1.1086   -1.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4685    0.4652   -0.4940 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3529    1.0322    0.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135    2.2090    0.3472 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313   -0.0657    1.1243 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708   -1.1995    1.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -1.0471   -0.4239 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0318   -1.5264   -1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5799   -1.4307   -0.8227 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2521   -1.0519   -1.9492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4992   -2.0026   -2.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2212   -1.4012   -4.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1610   -3.1750   -2.8155 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406   -0.3708    0.3010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9549   -0.5453    1.2284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7868   -1.7601    2.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2448   -0.7958    0.3581 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2581   -2.1845   -0.0659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0720   -2.5220   -1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -4.0073   -1.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7386   -1.7391   -1.7639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5493   -0.5549    1.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6077    0.8299    1.7525 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5723    1.7826    0.6877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4397    1.1069    2.7360 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6118    0.2599    4.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5590    2.5973    3.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0797    0.8402    1.9977 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1733    1.1361    2.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2033    1.9893    3.7361 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449    0.3345    2.5800 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6071    0.9844    3.0931 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2275    0.3017   -4.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634    1.9324   -3.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5751    0.9500   -4.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5436    1.1657   -2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9138    2.1342   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4114    0.6410    0.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2489   -2.1878    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5138   -1.0516    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0546   -1.6285   -0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165   -2.5926   -1.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1198   -1.0584   -2.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2752   -2.4179   -0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062   -0.8891   -4.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9850   -0.7001   -3.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231   -2.1941   -4.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1083    0.5442   -0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313   -2.2809    2.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1043   -2.5100    1.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231   -1.4852    3.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -0.1421   -0.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7670   -4.4698   -0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736   -4.2357   -2.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0645   -4.4095   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7020   -1.3316    1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3964   -0.6665    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677    0.9576    2.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832    1.6713    0.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5388    0.5304    4.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695   -0.8105    3.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892    0.4208    4.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690    2.8247    4.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393    3.2766    2.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5966    2.8488    3.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254    1.6150    1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -0.5656    3.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2777    1.6744    3.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 31 33  1  0
  9  4  1  0
 33  7  1  0
  7  5  1  6
  4  5  1  0
 16  7  1  0
 17 18  1  1
 27 30  1  0
 19 20  1  0
 17 19  1  0
 31 32  2  0
 17 30  1  0
 33 34  1  0
  5  6  2  0
 24 25  1  0
 16 50  1  6
 24 19  1  0
 27 28  1  1
 16 11  1  0
 27 29  1  0
  7  8  1  0
  4  3  1  0
  8  9  1  0
  3  2  1  0
  9 10  1  0
  2  1  1  0
 10 11  1  0
 20 21  1  0
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 21 23  2  0
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 21 22  1  0
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 12 13  1  0
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  8 41  1  0
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 10 44  1  0
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 22 55  1  0
 22 56  1  0
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 14 47  1  0
 14 48  1  0
 14 49  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       4.545   0.924  -3.988  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.416   0.349  -2.693  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.535   1.109  -1.867  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.469   0.465  -0.494  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.353   1.032   0.346  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.014   2.209   0.347  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.631  -0.066   1.124  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.671  -1.200   1.013  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.145  -1.047  -0.424  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.032  -1.526  -1.363  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.580  -1.431  -0.823  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.252  -1.052  -1.949  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.499  -2.003  -2.891  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.221  -1.401  -4.058  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.161  -3.175  -2.816  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.341  -0.371   0.301  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.955  -0.545   1.228  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.787  -1.760   2.187  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.245  -0.796   0.358  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.258  -2.184  -0.066  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.072  -2.522  -1.103  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.070  -4.007  -1.299  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.739  -1.739  -1.764  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.549  -0.555   1.136  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.608   0.830   1.753  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.572   1.783   0.688  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.440   1.107   2.736  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.612   0.260   4.013  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.559   2.597   3.164  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.080   0.840   1.998  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.173   1.136   2.845  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.203   1.989   3.736  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.445   0.335   2.580  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.607   0.984   3.093  0.00  0.00           O+0
HETATM   35  H   UNK     0       5.228   0.302  -4.574  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.963   1.932  -3.919  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.575   0.950  -4.493  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.544   1.166  -2.332  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.914   2.134  -1.775  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.411   0.641   0.040  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.249  -2.188   1.224  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.514  -1.052   1.700  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.055  -1.629  -0.613  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.216  -2.593  -1.559  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.120  -1.058  -2.349  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.275  -2.418  -0.457  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.506  -0.889  -4.705  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.985  -0.700  -3.711  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.723  -2.194  -4.619  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.108   0.544  -0.269  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.731  -2.281   2.373  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.104  -2.510   1.777  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.423  -1.485   3.178  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.218  -0.142  -0.523  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.767  -4.470  -0.597  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.374  -4.236  -2.325  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.064  -4.410  -1.150  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.702  -1.332   1.893  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.396  -0.667   0.448  0.00  0.00           H+0
HETATM   60  H   UNK     0      -4.568   0.958   2.268  0.00  0.00           H+0
HETATM   61  H   UNK     0      -4.383   1.671   0.159  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.539   0.530   4.532  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.670  -0.811   3.813  0.00  0.00           H+0
HETATM   64  H   UNK     0      -1.789   0.421   4.717  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.969   2.825   4.056  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.239   3.277   2.366  0.00  0.00           H+0
HETATM   67  H   UNK     0      -3.597   2.849   3.416  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.025   1.615   1.216  0.00  0.00           H+0
HETATM   69  H   UNK     0       1.362  -0.566   3.195  0.00  0.00           H+0
HETATM   70  H   UNK     0       2.278   1.674   3.709  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    3    1                                                       
CONECT    3    4    2   38   39                                             
CONECT    4    9    5    3   40                                             
CONECT    5    7    4    6                                                  
CONECT    6    5                                                            
CONECT    7   33    5   16    8                                             
CONECT    8    7    9   41   42                                             
CONECT    9    4    8   10   43                                             
CONECT   10    9   11   44   45                                             
CONECT   11   12   16   10   46                                             
CONECT   12   11   13                                                       
CONECT   13   12   15   14                                                  
CONECT   14   13   47   48   49                                             
CONECT   15   13                                                            
CONECT   16    7   50   11   17                                             
CONECT   17   18   19   30   16                                             
CONECT   18   17   51   52   53                                             
CONECT   19   20   17   24   54                                             
CONECT   20   19   21                                                       
CONECT   21   20   23   22                                                  
CONECT   22   21   55   56   57                                             
CONECT   23   21                                                            
CONECT   24   25   19   58   59                                             
CONECT   25   24   27   26   60                                             
CONECT   26   25   61                                                       
CONECT   27   30   28   29   25                                             
CONECT   28   27   62   63   64                                             
CONECT   29   27   65   66   67                                             
CONECT   30   27   17   68   31                                             
CONECT   31   33   32   30                                                  
CONECT   32   31                                                            
CONECT   33   31    7   34   69                                             
CONECT   34   33   70                                                       
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    3                                                            
CONECT   39    3                                                            
CONECT   40    4                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44   10                                                            
CONECT   45   10                                                            
CONECT   46   11                                                            
CONECT   47   14                                                            
CONECT   48   14                                                            
CONECT   49   14                                                            
CONECT   50   16                                                            
CONECT   51   18                                                            
CONECT   52   18                                                            
CONECT   53   18                                                            
CONECT   54   19                                                            
CONECT   55   22                                                            
CONECT   56   22                                                            
CONECT   57   22                                                            
CONECT   58   24                                                            
CONECT   59   24                                                            
CONECT   60   25                                                            
CONECT   61   26                                                            
CONECT   62   28                                                            
CONECT   63   28                                                            
CONECT   64   28                                                            
CONECT   65   29                                                            
CONECT   66   29                                                            
CONECT   67   29                                                            
CONECT   68   30                                                            
CONECT   69   33                                                            
CONECT   70   34                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  146    0
END

RDKit          3D

70 73  0  0  0  0  0  0  0  0999 V2000
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    4.4164    0.3486   -2.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4685    0.4652   -0.4940 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3529    1.0322    0.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135    2.2090    0.3472 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313   -0.0657    1.1243 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708   -1.1995    1.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -1.0471   -0.4239 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0318   -1.5264   -1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5799   -1.4307   -0.8227 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2521   -1.0519   -1.9492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4992   -2.0026   -2.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2212   -1.4012   -4.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1610   -3.1750   -2.8155 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406   -0.3708    0.3010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9549   -0.5453    1.2284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7868   -1.7601    2.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2581   -2.1845   -0.0659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0720   -2.5220   -1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -4.0073   -1.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2033    1.9893    3.7361 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449    0.3345    2.5800 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6071    0.9844    3.0931 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2275    0.3017   -4.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634    1.9324   -3.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5751    0.9500   -4.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5436    1.1657   -2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9138    2.1342   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4114    0.6410    0.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2489   -2.1878    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5138   -1.0516    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0546   -1.6285   -0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165   -2.5926   -1.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1198   -1.0584   -2.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2752   -2.4179   -0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062   -0.8891   -4.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9850   -0.7001   -3.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231   -2.1941   -4.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1083    0.5442   -0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313   -2.2809    2.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7020   -1.3316    1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5677    0.9576    2.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832    1.6713    0.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5388    0.5304    4.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695   -0.8105    3.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892    0.4208    4.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690    2.8247    4.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0254    1.6150    1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -0.5656    3.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2777    1.6744    3.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 31 33  1  0
  9  4  1  0
 33  7  1  0
  7  5  1  6
  4  5  1  0
 16  7  1  0
 17 18  1  1
 27 30  1  0
 19 20  1  0
 17 19  1  0
 31 32  2  0
 17 30  1  0
 33 34  1  0
  5  6  2  0
 24 25  1  0
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 27 28  1  1
 16 11  1  0
 27 29  1  0
  7  8  1  0
  4  3  1  0
  8  9  1  0
  3  2  1  0
  9 10  1  0
  2  1  1  0
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 20 21  1  0
 25 27  1  0
 21 23  2  0
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 21 22  1  0
 17 16  1  0
 12 13  1  0
 30 68  1  6
 13 15  2  0
 30 31  1  0
 13 14  1  0
 24 58  1  0
 24 59  1  0
 25 60  1  1
 19 54  1  6
 33 69  1  1
  8 41  1  0
  8 42  1  0
  9 43  1  1
 10 44  1  0
 10 45  1  0
 11 46  1  1
 26 61  1  0
  4 40  1  1
 18 51  1  0
 18 52  1  0
 18 53  1  0
 34 70  1  0
 28 62  1  0
 28 63  1  0
 28 64  1  0
 29 65  1  0
 29 66  1  0
 29 67  1  0
  3 38  1  0
  3 39  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₆O₉

Average Mass

480.5540 Da

Monoisotopic Mass

480.23593 Da

IUPAC Name

(1R,2R,4R,6S,8S,9S,10S,11S,13S,14S)-8-(acetyloxy)-2,6-dihydroxy-14-(methoxymethyl)-5,5,9-trimethyl-3,15-dioxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-11-yl acetate

Traditional Name

(1R,2R,4R,6S,8S,9S,10S,11S,13S,14S)-8-(acetyloxy)-2,6-dihydroxy-14-(methoxymethyl)-5,5,9-trimethyl-3,15-dioxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-11-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C(=O)[C@]2([H])C(C([H])([H])[H])(C([H])([H])[H])[C@@]([H])(O[H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2(C([H])([H])[H])[C@]2([H])[C@@]([H])(OC(=O)C([H])([H])[H])C([H])([H])[C@]3([H])C([H])([H])[C@]12C(=O)[C@]3([H])C([H])([H])OC([H])([H])[H]

InChI Identifier

InChI=1S/C25H36O9/c1-11(26)33-15-7-13-9-25(21(30)14(13)10-32-6)19(15)24(5)17(34-12(2)27)8-16(28)23(3,4)20(24)18(29)22(25)31/h13-17,19-20,22,28,31H,7-10H2,1-6H3/t13-,14-,15+,16+,17+,19+,20-,22+,24+,25+/m1/s1

InChI Key

OTJFFMFHSOWOQW-KVLNNNEYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Isodon tenuifolius	JEOL database	Yang, J. -H., et al, J. Nat. Prod. 76, 256 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Dicarboxylic acid or derivatives
Cyclic alcohol
Carboxylic acid ester
Ketone
Secondary alcohol
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	0.89	ALOGPS
logP	0.32	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	12.76	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	136.43 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	118 m³·mol⁻¹	ChemAxon
Polarizability	49.4 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29419222

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71577599

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Authors unspecified: Childhood Cancer Genomics (PDQ(R)): Health Professional Version. 2002. [PubMed:27466641 ]
Ma B, Li X, Li J, Zhang Q, Liu Y, Yang X, Sun J, Yao D, Liu L, Liu X, Ying H: Quantitative analysis of tenuifolin concentrations in rat plasma and tissue using LCMS/MS: application to pharmacokinetic and tissue distribution study. J Pharm Biomed Anal. 2014 Jan;88:191-200. doi: 10.1016/j.jpba.2013.07.012. Epub 2013 Jul 23. [PubMed:24055855 ]
Authors unspecified: Thyroid Cancer Screening (PDQ(R)): Patient Version. 2002. [PubMed:29437326 ]
Authors unspecified: Childhood Vascular Tumors Treatment (PDQ(R)): Patient Version. 2002. [PubMed:27253005 ]
Wang Q, Xiao BX, Pan RL, Liu XM, Liao YH, Feng L, Cao FR, Chang Q: An LC-MS/MS method for simultaneous determination of three Polygala saponin hydrolysates in rat plasma and its application to a pharmacokinetic study. J Ethnopharmacol. 2015 Jul 1;169:401-6. doi: 10.1016/j.jep.2015.04.033. Epub 2015 Apr 25. [PubMed:25922266 ]
Yang, J. -H., et al. (2013). Yang, J. -H., et al, J. Nat. Prod. 76, 256 (2013). J. Nat. Prod..

Showing NP-Card for tenuifolin M (NP0043249)

MOL for NP0043249 (tenuifolin M)

3D MOL for NP0043249 (tenuifolin M)

3D SDF for NP0043249 (tenuifolin M)

3D-SDF for NP0043249 (tenuifolin M)

PDB for NP0043249 (tenuifolin M)

3D PDB for NP0043249 (tenuifolin M)

SMILES for NP0043249 (tenuifolin M)

INCHI for NP0043249 (tenuifolin M)

Structure for NP0043249 (tenuifolin M)

3D Structure for NP0043249 (tenuifolin M)