NP-MRD: Showing NP-Card for sarcandrolide A (NP0035017)

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Record Information

Version

2.0

Created at

2021-06-20 18:34:54 UTC

Updated at

2021-06-30 00:05:45 UTC

NP-MRD ID

NP0035017

Secondary Accession Numbers

None

Natural Product Identification

Common Name

sarcandrolide A

Provided By

JEOL Database JEOL Logo

Description

[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]Tetracosa-5,16(24)-dien-9-yl]methyl (2E)-2-methylbut-2-enoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. sarcandrolide A is found in Sarcandra glabra. sarcandrolide A was first documented in 2010 (He, X. -F., et al.). Based on a literature review very few articles have been published on [(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]Tetracosa-5,16(24)-dien-9-yl]methyl (2E)-2-methylbut-2-enoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120343D          

 87 94  0  0  0  0            999 V2000
    9.0959    1.1804   -1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6619    0.8725   -1.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1021   -0.3368   -1.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8297   -1.6512   -1.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6333   -0.4772   -0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0673   -1.5594   -0.9342 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0438    0.7269   -0.7852 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6230    0.7135   -0.5211 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3739    1.0145    0.9689 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0350    2.2316    1.3027 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295   -0.0973    1.9033 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2927    0.1333    3.3138 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8421   -0.2070    3.0533 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7380    0.8404    2.8433 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0526    2.0975    3.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2354    0.4393    3.1815 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0311   -1.0292    3.5714 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1358   -1.9001    2.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7563   -1.4833    1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3467   -0.1294    1.0500 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2975    0.2135   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    0.9420   -1.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4397    1.5959   -0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0881    1.0764   -2.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1291    0.1321   -3.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9499    2.3877   -2.8965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7775    2.6262   -4.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1557   -0.4094   -1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5368    0.2793   -1.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1525   -1.9064   -0.9862 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0198   -2.6198   -2.2051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730   -2.5296    0.1651 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0524   -3.0277   -0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1009   -3.6828    0.8464 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4278   -4.4332    2.0497 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4527   -3.2388    2.2628 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7914    0.9619    2.0785 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9662    1.4254    2.7990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1977    2.7404    2.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593    3.3752    2.9307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1017    3.2674    1.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0096    4.7036    1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2869    2.2420    1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745    2.3011    0.8346 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8675    1.0881    1.3025 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1601    1.7604   -2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5175    1.7854   -0.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7223    0.2957   -1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0355    1.7636   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4966   -2.2662   -2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9140   -1.5477   -1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6317   -2.1994   -0.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2034    1.5154   -1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5197   -1.2022    3.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1538    1.8129    4.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9775    2.6025    3.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2618    2.8521    3.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167    0.9760    4.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124   -1.3953    4.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9887   -1.0854    4.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4103   -0.2819    1.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6706    1.2759    0.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3241    2.6845   -0.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3142    1.3497   -1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8838    2.1141   -4.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6654    2.3079   -4.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449    3.7017   -4.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199   -1.9549   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3985   -2.0823   -2.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9584   -3.9218   -0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5937   -2.2715   -0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6869   -3.2979    0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -4.1692    0.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0071   -5.4120    2.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4777   -4.3578    2.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4714   -3.3799    2.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9527    5.3131    2.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8897    5.0158    0.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1264    4.9218    0.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9841    2.3003   -0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5849    3.2285    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    0.2023    0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 24  1  0  0  0  0
 17 16  1  0  0  0  0
 24 26  1  0  0  0  0
 37 20  1  0  0  0  0
 24 25  2  0  0  0  0
 20 21  1  0  0  0  0
 26 27  1  0  0  0  0
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 34 35  1  0  0  0  0
 36 35  1  0  0  0  0
 14 13  1  0  0  0  0
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 11 12  1  0  0  0  0
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  9 10  1  1  0  0  0
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  7  5  1  0  0  0  0
 30 32  1  0  0  0  0
  5  3  1  0  0  0  0
 19 32  1  0  0  0  0
  3  4  1  0  0  0  0
 37 16  1  0  0  0  0
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 32 33  1  6  0  0  0
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 22 23  1  0  0  0  0
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 18 17  1  0  0  0  0
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M  END

     RDKit          3D

 87 94  0  0  0  0  0  0  0  0999 V2000
    9.0959    1.1804   -1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6619    0.8725   -1.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1021   -0.3368   -1.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8297   -1.6512   -1.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6333   -0.4772   -0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0673   -1.5594   -0.9342 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0438    0.7269   -0.7852 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6230    0.7135   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3739    1.0145    0.9689 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0350    2.2316    1.3027 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295   -0.0973    1.9033 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2927    0.1333    3.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421   -0.2070    3.0533 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7380    0.8404    2.8433 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0526    2.0975    3.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2354    0.4393    3.1815 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0311   -1.0292    3.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1358   -1.9001    2.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7563   -1.4833    1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3467   -0.1294    1.0500 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2975    0.2135   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    0.9420   -1.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4397    1.5959   -0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0881    1.0764   -2.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1291    0.1321   -3.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9499    2.3877   -2.8965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7775    2.6262   -4.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1557   -0.4094   -1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5368    0.2793   -1.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1525   -1.9064   -0.9862 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0198   -2.6198   -2.2051 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8675    1.0881    1.3025 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1601    1.7604   -2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5175    1.7854   -0.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7223    0.2957   -1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4966   -2.2662   -2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9140   -1.5477   -1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6317   -2.1994   -0.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2034    1.5154   -1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306202120343D          

 87 94  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0035017

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C(=O)\C(=C(/C(=O)OC([H])([H])[H])C([H])([H])[H])[C@@]2([H])C3=C(C([H])([H])[C@]4([H])[C@]22OC(=O)C(=C2C([H])([H])[C@@]2([H])[C@](O[H])(C([H])([H])OC(=O)C(=C(/[H])C([H])([H])[H])\C([H])([H])[H])[C@@]5([H])C([H])([H])[C@@]5([H])[C@]42C([H])([H])[H])C([H])([H])[H])[C@@]2([H])C([H])([H])[C@@]2([H])[C@]13C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C36H42O9/c1-8-14(2)30(39)44-13-35(42)22-11-21(22)33(5)23(35)12-19-15(3)32(41)45-36(19)24(33)10-18-17-9-20(17)34(6)26(18)27(36)25(28(37)29(34)38)16(4)31(40)43-7/h8,17,20-24,27,29,38,42H,9-13H2,1-7H3/b14-8+,25-16-/t17-,20-,21-,22+,23-,24+,27+,29+,33+,34+,35+,36+/m1/s1

> <INCHI_KEY>
TUNYYJHZXJEAHU-AGBNGXIVSA-N

> <FORMULA>
C36H42O9

> <MOLECULAR_WEIGHT>
618.723

> <EXACT_MASS>
618.282882932

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
64.96371728216704

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0^{2,6}.0^{2,14}.0^{8,13}.0^{10,12}.0^{17,19}.0^{20,24}]tetracosa-5,16(24)-dien-9-yl]methyl (2E)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
3.442963549999999

> <ALOGPS_LOGS>
-5.07

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.091666276634225

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9479475783152864

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4379932322325057

> <JCHEM_POLAR_SURFACE_AREA>
136.43

> <JCHEM_REFRACTIVITY>
162.9198

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.24e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0^{2,6}.0^{2,14}.0^{8,13}.0^{10,12}.0^{17,19}.0^{20,24}]tetracosa-5,16(24)-dien-9-yl]methyl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 87 94  0  0  0  0  0  0  0  0999 V2000
    9.0959    1.1804   -1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6619    0.8725   -1.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1021   -0.3368   -1.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8297   -1.6512   -1.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6333   -0.4772   -0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0673   -1.5594   -0.9342 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0438    0.7269   -0.7852 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6230    0.7135   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3739    1.0145    0.9689 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0350    2.2316    1.3027 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295   -0.0973    1.9033 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2927    0.1333    3.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421   -0.2070    3.0533 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7380    0.8404    2.8433 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0526    2.0975    3.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2354    0.4393    3.1815 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0311   -1.0292    3.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1358   -1.9001    2.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7563   -1.4833    1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3467   -0.1294    1.0500 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2975    0.2135   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    0.9420   -1.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4397    1.5959   -0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0881    1.0764   -2.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1291    0.1321   -3.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9499    2.3877   -2.8965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7775    2.6262   -4.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1557   -0.4094   -1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5368    0.2793   -1.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1525   -1.9064   -0.9862 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0198   -2.6198   -2.2051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730   -2.5296    0.1651 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0524   -3.0277   -0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1009   -3.6828    0.8464 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4278   -4.4332    2.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4527   -3.2388    2.2628 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7914    0.9619    2.0785 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9662    1.4254    2.7990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1977    2.7404    2.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593    3.3752    2.9307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1017    3.2674    1.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0096    4.7036    1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2869    2.2420    1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745    2.3011    0.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8675    1.0881    1.3025 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1601    1.7604   -2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5175    1.7854   -0.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7223    0.2957   -1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0355    1.7636   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4966   -2.2662   -2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9140   -1.5477   -1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6317   -2.1994   -0.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2034    1.5154   -1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1537   -0.2251   -0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9653    2.1092    1.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0955   -1.0222    1.4077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9125   -0.6325    3.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5822    1.1324    3.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -1.2022    3.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1538    1.8129    4.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9775    2.6025    3.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2618    2.8521    3.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167    0.9760    4.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124   -1.3953    4.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9887   -1.0854    4.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4103   -0.2819    1.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6706    1.2759    0.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3241    2.6845   -0.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3142    1.3497   -1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8838    2.1141   -4.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6654    2.3079   -4.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449    3.7017   -4.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199   -1.9549   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3985   -2.0823   -2.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9584   -3.9218   -0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5937   -2.2715   -0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6869   -3.2979    0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -4.1692    0.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0071   -5.4120    2.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4777   -4.3578    2.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4714   -3.3799    2.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9527    5.3131    2.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8897    5.0158    0.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1264    4.9218    0.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9841    2.3003   -0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5849    3.2285    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    0.2023    0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 24  1  0
 17 16  1  0
 24 26  1  0
 37 20  1  0
 24 25  2  0
 20 21  1  0
 26 27  1  0
 21 28  1  0
 34 35  1  0
 36 35  1  0
 14 13  1  0
 14 15  1  1
 13 11  1  0
 13 12  1  0
 11 12  1  0
 11  9  1  0
  9 10  1  1
  9 45  1  0
  9  8  1  0
 37 43  1  0
  8  7  1  0
 28 30  1  0
  7  5  1  0
 30 32  1  0
  5  3  1  0
 19 32  1  0
  3  4  1  0
 37 16  1  0
  3  2  2  0
 19 20  1  0
  2  1  1  0
 45 87  1  6
 16 14  1  0
 30 31  1  0
 45 44  1  0
 32 33  1  6
 32 34  1  0
 16 63  1  1
 34 36  1  0
 43 41  2  0
 36 18  1  0
 41 42  1  0
 18 19  2  0
 37 38  1  1
 44 43  1  0
 38 39  1  0
 41 39  1  0
 28 29  2  0
 39 40  2  0
 45 14  1  0
 22 23  1  0
 21 22  2  0
  5  6  2  0
 18 17  1  0
 20 66  1  1
 17 64  1  0
 17 65  1  0
 30 73  1  1
 44 85  1  0
 44 86  1  0
 13 59  1  1
 11 56  1  6
 34 78  1  6
 36 81  1  6
 27 70  1  0
 27 71  1  0
 27 72  1  0
 35 79  1  0
 35 80  1  0
 15 60  1  0
 15 61  1  0
 15 62  1  0
 12 57  1  0
 12 58  1  0
 10 55  1  0
  8 53  1  0
  8 54  1  0
  4 50  1  0
  4 51  1  0
  4 52  1  0
  2 49  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
 31 74  1  0
 33 75  1  0
 33 76  1  0
 33 77  1  0
 42 82  1  0
 42 83  1  0
 42 84  1  0
 23 67  1  0
 23 68  1  0
 23 69  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       9.096   1.180  -1.763  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.662   0.873  -1.467  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.102  -0.337  -1.255  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.830  -1.651  -1.259  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.633  -0.477  -0.988  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.067  -1.559  -0.934  0.00  0.00           O+0
HETATM    7  O   UNK     0       5.044   0.727  -0.785  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.623   0.714  -0.521  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.374   1.014   0.969  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.035   2.232   1.303  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.829  -0.097   1.903  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.293   0.133   3.314  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.842  -0.207   3.053  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.738   0.840   2.843  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.053   2.098   3.706  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.235   0.439   3.182  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.031  -1.029   3.571  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.136  -1.900   2.376  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.756  -1.483   1.265  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.347  -0.129   1.050  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.298   0.214  -0.433  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.211   0.942  -1.113  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.440   1.596  -0.555  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.088   1.076  -2.587  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.129   0.132  -3.359  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.950   2.388  -2.897  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.778   2.626  -4.293  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.156  -0.409  -1.190  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.537   0.279  -1.943  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.153  -1.906  -0.986  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.020  -2.620  -2.205  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.673  -2.530   0.165  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.052  -3.028  -0.291  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.101  -3.683   0.846  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.428  -4.433   2.050  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.453  -3.239   2.263  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.791   0.962   2.079  0.00  0.00           C+0
HETATM   38  O   UNK     0      -1.966   1.425   2.799  0.00  0.00           O+0
HETATM   39  C   UNK     0      -2.198   2.740   2.541  0.00  0.00           C+0
HETATM   40  O   UNK     0      -3.159   3.375   2.931  0.00  0.00           O+0
HETATM   41  C   UNK     0      -1.102   3.267   1.723  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.010   4.704   1.379  0.00  0.00           C+0
HETATM   43  C   UNK     0      -0.287   2.242   1.467  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.075   2.301   0.835  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.867   1.088   1.303  0.00  0.00           C+0
HETATM   46  H   UNK     0       9.160   1.760  -2.689  0.00  0.00           H+0
HETATM   47  H   UNK     0       9.518   1.785  -0.955  0.00  0.00           H+0
HETATM   48  H   UNK     0       9.722   0.296  -1.888  0.00  0.00           H+0
HETATM   49  H   UNK     0       7.035   1.764  -1.446  0.00  0.00           H+0
HETATM   50  H   UNK     0       7.497  -2.266  -2.102  0.00  0.00           H+0
HETATM   51  H   UNK     0       8.914  -1.548  -1.335  0.00  0.00           H+0
HETATM   52  H   UNK     0       7.632  -2.199  -0.332  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.203   1.515  -1.138  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.154  -0.225  -0.835  0.00  0.00           H+0
HETATM   55  H   UNK     0       4.965   2.109   1.038  0.00  0.00           H+0
HETATM   56  H   UNK     0       4.096  -1.022   1.408  0.00  0.00           H+0
HETATM   57  H   UNK     0       4.912  -0.633   3.770  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.582   1.132   3.613  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.520  -1.202   3.313  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.154   1.813   4.761  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.978   2.603   3.423  0.00  0.00           H+0
HETATM   62  H   UNK     0       1.262   2.852   3.651  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.017   0.976   4.110  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.712  -1.395   4.285  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.989  -1.085   4.108  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.410  -0.282   1.288  0.00  0.00           H+0
HETATM   67  H   UNK     0      -3.671   1.276   0.463  0.00  0.00           H+0
HETATM   68  H   UNK     0      -3.324   2.684  -0.548  0.00  0.00           H+0
HETATM   69  H   UNK     0      -4.314   1.350  -1.168  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.884   2.114  -4.663  0.00  0.00           H+0
HETATM   71  H   UNK     0      -2.665   2.308  -4.848  0.00  0.00           H+0
HETATM   72  H   UNK     0      -1.645   3.702  -4.439  0.00  0.00           H+0
HETATM   73  H   UNK     0       1.220  -1.955  -0.731  0.00  0.00           H+0
HETATM   74  H   UNK     0       0.399  -2.082  -2.906  0.00  0.00           H+0
HETATM   75  H   UNK     0      -1.958  -3.922  -0.918  0.00  0.00           H+0
HETATM   76  H   UNK     0      -2.594  -2.272  -0.869  0.00  0.00           H+0
HETATM   77  H   UNK     0      -2.687  -3.298   0.561  0.00  0.00           H+0
HETATM   78  H   UNK     0       0.842  -4.169   0.227  0.00  0.00           H+0
HETATM   79  H   UNK     0      -0.007  -5.412   2.255  0.00  0.00           H+0
HETATM   80  H   UNK     0      -1.478  -4.358   2.308  0.00  0.00           H+0
HETATM   81  H   UNK     0       1.471  -3.380   2.602  0.00  0.00           H+0
HETATM   82  H   UNK     0      -0.953   5.313   2.286  0.00  0.00           H+0
HETATM   83  H   UNK     0      -1.890   5.016   0.808  0.00  0.00           H+0
HETATM   84  H   UNK     0      -0.126   4.922   0.771  0.00  0.00           H+0
HETATM   85  H   UNK     0       0.984   2.300  -0.256  0.00  0.00           H+0
HETATM   86  H   UNK     0       1.585   3.228   1.117  0.00  0.00           H+0
HETATM   87  H   UNK     0       1.442   0.202   0.817  0.00  0.00           H+0
CONECT    1    2   46   47   48                                             
CONECT    2    3    1   49                                                  
CONECT    3    5    4    2                                                  
CONECT    4    3   50   51   52                                             
CONECT    5    7    3    6                                                  
CONECT    6    5                                                            
CONECT    7    8    5                                                       
CONECT    8    9    7   53   54                                             
CONECT    9   11   10   45    8                                             
CONECT   10    9   55                                                       
CONECT   11   13   12    9   56                                             
CONECT   12   13   11   57   58                                             
CONECT   13   14   11   12   59                                             
CONECT   14   13   15   16   45                                             
CONECT   15   14   60   61   62                                             
CONECT   16   17   37   14   63                                             
CONECT   17   16   18   64   65                                             
CONECT   18   36   19   17                                                  
CONECT   19   32   20   18                                                  
CONECT   20   37   21   19   66                                             
CONECT   21   20   28   22                                                  
CONECT   22   24   23   21                                                  
CONECT   23   22   67   68   69                                             
CONECT   24   22   26   25                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   70   71   72                                             
CONECT   28   21   30   29                                                  
CONECT   29   28                                                            
CONECT   30   28   32   31   73                                             
CONECT   31   30   74                                                       
CONECT   32   30   19   33   34                                             
CONECT   33   32   75   76   77                                             
CONECT   34   35   32   36   78                                             
CONECT   35   34   36   79   80                                             
CONECT   36   35   34   18   81                                             
CONECT   37   20   43   16   38                                             
CONECT   38   37   39                                                       
CONECT   39   38   41   40                                                  
CONECT   40   39                                                            
CONECT   41   43   42   39                                                  
CONECT   42   41   82   83   84                                             
CONECT   43   37   41   44                                                  
CONECT   44   45   43   85   86                                             
CONECT   45    9   87   44   14                                             
CONECT   46    1                                                            
CONECT   47    1                                                            
CONECT   48    1                                                            
CONECT   49    2                                                            
CONECT   50    4                                                            
CONECT   51    4                                                            
CONECT   52    4                                                            
CONECT   53    8                                                            
CONECT   54    8                                                            
CONECT   55   10                                                            
CONECT   56   11                                                            
CONECT   57   12                                                            
CONECT   58   12                                                            
CONECT   59   13                                                            
CONECT   60   15                                                            
CONECT   61   15                                                            
CONECT   62   15                                                            
CONECT   63   16                                                            
CONECT   64   17                                                            
CONECT   65   17                                                            
CONECT   66   20                                                            
CONECT   67   23                                                            
CONECT   68   23                                                            
CONECT   69   23                                                            
CONECT   70   27                                                            
CONECT   71   27                                                            
CONECT   72   27                                                            
CONECT   73   30                                                            
CONECT   74   31                                                            
CONECT   75   33                                                            
CONECT   76   33                                                            
CONECT   77   33                                                            
CONECT   78   34                                                            
CONECT   79   35                                                            
CONECT   80   35                                                            
CONECT   81   36                                                            
CONECT   82   42                                                            
CONECT   83   42                                                            
CONECT   84   42                                                            
CONECT   85   44                                                            
CONECT   86   44                                                            
CONECT   87   45                                                            
MASTER        0    0    0    0    0    0    0    0   87    0  188    0
END

RDKit          3D

87 94  0  0  0  0  0  0  0  0999 V2000
    9.0959    1.1804   -1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6619    0.8725   -1.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1021   -0.3368   -1.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8297   -1.6512   -1.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6333   -0.4772   -0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0673   -1.5594   -0.9342 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0438    0.7269   -0.7852 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6230    0.7135   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3739    1.0145    0.9689 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0350    2.2316    1.3027 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295   -0.0973    1.9033 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2927    0.1333    3.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421   -0.2070    3.0533 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7380    0.8404    2.8433 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0526    2.0975    3.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2354    0.4393    3.1815 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0311   -1.0292    3.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7563   -1.4833    1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2975    0.2135   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7775    2.6262   -4.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1557   -0.4094   -1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5368    0.2793   -1.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1525   -1.9064   -0.9862 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0198   -2.6198   -2.2051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730   -2.5296    0.1651 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0524   -3.0277   -0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1009   -3.6828    0.8464 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4278   -4.4332    2.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4527   -3.2388    2.2628 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7914    0.9619    2.0785 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9662    1.4254    2.7990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1977    2.7404    2.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593    3.3752    2.9307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1017    3.2674    1.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0096    4.7036    1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2869    2.2420    1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745    2.3011    0.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8675    1.0881    1.3025 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1601    1.7604   -2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5175    1.7854   -0.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7223    0.2957   -1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0355    1.7636   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4966   -2.2662   -2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9140   -1.5477   -1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6317   -2.1994   -0.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2034    1.5154   -1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1537   -0.2251   -0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9125   -0.6325    3.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5822    1.1324    3.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -1.2022    3.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1538    1.8129    4.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9775    2.6025    3.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2618    2.8521    3.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167    0.9760    4.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124   -1.3953    4.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9887   -1.0854    4.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4103   -0.2819    1.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6706    1.2759    0.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3241    2.6845   -0.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3142    1.3497   -1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8838    2.1141   -4.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6654    2.3079   -4.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449    3.7017   -4.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199   -1.9549   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3985   -2.0823   -2.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9584   -3.9218   -0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5937   -2.2715   -0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8423   -4.1692    0.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5849    3.2285    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    0.2023    0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 24  1  0
 17 16  1  0
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 34 35  1  0
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 17 65  1  0
 30 73  1  1
 44 85  1  0
 44 86  1  0
 13 59  1  1
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 34 78  1  6
 36 81  1  6
 27 70  1  0
 27 71  1  0
 27 72  1  0
 35 79  1  0
 35 80  1  0
 15 60  1  0
 15 61  1  0
 15 62  1  0
 12 57  1  0
 12 58  1  0
 10 55  1  0
  8 53  1  0
  8 54  1  0
  4 50  1  0
  4 51  1  0
  4 52  1  0
  2 49  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
 31 74  1  0
 33 75  1  0
 33 76  1  0
 33 77  1  0
 42 82  1  0
 42 83  1  0
 42 84  1  0
 23 67  1  0
 23 68  1  0
 23 69  1  0
M  END

View in JSmol

Synonyms

Value	Source
[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-Dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0,.0,.0,.0,.0,.0,]tetracosa-5,16(24)-dien-9-yl]methyl (2E)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₃₆H₄₂O₉

Average Mass

618.7230 Da

Monoisotopic Mass

618.28288 Da

IUPAC Name

[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0^{2,6}.0^{2,14}.0^{8,13}.0^{10,12}.0^{17,19}.0^{20,24}]tetracosa-5,16(24)-dien-9-yl]methyl (2E)-2-methylbut-2-enoate

Traditional Name

[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0^{2,6}.0^{2,14}.0^{8,13}.0^{10,12}.0^{17,19}.0^{20,24}]tetracosa-5,16(24)-dien-9-yl]methyl (2E)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C(=O)\C(=C(/C(=O)OC([H])([H])[H])C([H])([H])[H])[C@@]2([H])C3=C(C([H])([H])[C@]4([H])[C@]22OC(=O)C(=C2C([H])([H])[C@@]2([H])[C@](O[H])(C([H])([H])OC(=O)C(=C(/[H])C([H])([H])[H])\C([H])([H])[H])[C@@]5([H])C([H])([H])[C@@]5([H])[C@]42C([H])([H])[H])C([H])([H])[H])[C@@]2([H])C([H])([H])[C@@]2([H])[C@]13C([H])([H])[H]

InChI Identifier

InChI=1S/C36H42O9/c1-8-14(2)30(39)44-13-35(42)22-11-21(22)33(5)23(35)12-19-15(3)32(41)45-36(19)24(33)10-18-17-9-20(17)34(6)26(18)27(36)25(28(37)29(34)38)16(4)31(40)43-7/h8,17,20-24,27,29,38,42H,9-13H2,1-7H3/b14-8+,25-16-/t17-,20-,21-,22+,23-,24+,27+,29+,33+,34+,35+,36+/m1/s1

InChI Key

TUNYYJHZXJEAHU-AGBNGXIVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Sarcandra glabra	JEOL database	He, X. -F., et al, J. Nat. Prod. 73, 45 (2010)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Steroid ester
Naphthofuran
Tricarboxylic acid or derivatives
Fatty acid ester
2-furanone
Fatty acyl
Cyclic alcohol
Dihydrofuran
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Methyl ester
Enoate ester
Secondary alcohol
Lactone
Ketone
Cyclic ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	3.54	ALOGPS
logP	3.44	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	3.95	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	136.43 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	162.92 m³·mol⁻¹	ChemAxon
Polarizability	64.96 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

24683867

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44627380

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

He, X. -F., et al. (2010). He, X. -F., et al, J. Nat. Prod. 73, 45 (2010). J. Nat. Prod..

Showing NP-Card for sarcandrolide A (NP0035017)

MOL for NP0035017 (sarcandrolide A)

3D MOL for NP0035017 (sarcandrolide A)

3D SDF for NP0035017 (sarcandrolide A)

3D-SDF for NP0035017 (sarcandrolide A)

PDB for NP0035017 (sarcandrolide A)

3D PDB for NP0035017 (sarcandrolide A)

SMILES for NP0035017 (sarcandrolide A)

INCHI for NP0035017 (sarcandrolide A)

Structure for NP0035017 (sarcandrolide A)

3D Structure for NP0035017 (sarcandrolide A)