NP-MRD: Showing NP-Card for Syringin (NP0002817)

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Record Information

Version

1.0

Created at

2020-11-23 19:41:11 UTC

Updated at

2021-08-19 23:59:26 UTC

NP-MRD ID

NP0002817

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Syringin

Provided By

BMRB

Description

Syringin is also known as eleutheroside b or beta-terpineol. Syringin is found in Acanthopanax giraldii, Acanthopanax gracilistylus , Acanthus ebracteatus, Adenophora stenanthina, Alpinia zerumbet, Anagyris foetida, Foeniculum vulgare , Anethum graveolens , Arabidopsis thaliana, Artemisia minor, Atractylodes lancea , Buddleja scordioides, Carallia brachiata, Carex distachya, Carthamus lanatus, Carthamus tinctorius , Centaurea deflexa, Chamaecyparis obtusa, Chrozophora obliqua , Cistanche salsa, Cistanche tubulosa, Clematis hexapetala, Codonopsis lanceolata, Codonopsis pilosula , Codonopsis tangshen , Codonopsis ussuriensis, Cuscuta reflexa , Daphne acutiloba, Daphne feddei, Daphne genkwa, Daphne oleoides, Daphne oleoides ssp. oleoides , Dracaena cambodiana, Putranjiva roxburghii, Eleutherococcus koreanus, Acanthopanax senticosus , Eleutherococcus trifoliatus, Ephedra sinica , Eriophyllum staechadifolium, Eucommia ulmoides , Euodia meliaefolia , Euphorbia hirta, Ficus microcarpa, Fraxinus griffithii , Fraxinus stylosa , Glehnia littoralis, Globularia alypum, Gnidia polycephala, Helichrysum arenarium, Ilex chinensis , Ilex paraguariensis , Ilex purpurea, Ilex rotunda, Itoa orientalis, Jasminum lanceolarium, Jasminum mesnyi, Jasminum nudiflorum, Kalopanax septemlobus, Ligusticum lucidum, Ligustrum obtusifolium, Linaria japonica, Linaria vulgaris MILL. , Lindera vulgaris, Linum flavum, Magnolia biondii, Magnolia denudata, Magnolia gradiflora, Magnolia grandiflora L. , Magnolia lacei, Magnolia obovata , Magnolia officinalis , Magnolia sieboldii , Magnolia yunnanensis, Magnolia crassipes, Magnolia champaca, Oplopanax elatus, Osmanthus armatus, Osmanthus fortunei, Osmanthus heterophyllus, Oxytropis myriophylla, Paulownia fortunei, Paulownia tomentosa, Peganum harmala , Phellodendron amurense, Phellodendron chinense, Phillyrea latifolia , Phlomis aurea, Picradeniopsis schaffneri, Picrasma quassioides, Pileostegia viburnoides var. glabrescens, Polygala chamaebuxus, Prosopis juliflora, Prosopis juliflora (Sw.) DC. , Prunus ssiori, Psephellus bellus, Rafflesia kerrii Meijer, Ruellia patula, Ruellia tuberosa, Salacia chinensis, Salvadora persica, Sanchezia nobilis, Saussurea controversa, Saussurea lappa , Saussurea gnaphaloides, Saussurea graminea, Saussurea involucrata, Saussurea laniceps, Saussurea medusa, Saussurea nigrescens, Saussurea parviflora, Saussurea phaeantha, Saussurea pulchella , Saussurea superba, Scutellaria orientalis, Scutellaria strigillosa, Sinapis arvensis, Stachys byzantina, Stachys lanata, Stellera chamaejasme, Stellera chamaejasme L. , Styrax japonica, Syringa afghanica, Syringa josikaea, Syringa oblata, Syringa persica, Syringa pubescens, Syringa reticulata, Syringa vulgaris, Taraxacum officinale, Taraxacum platycarpum, Tetracentron sinense, Thalassia hemprichii, Tinospora cordifolia, Tinospora crispa , Tinospora sinensis, Vateria indica, Viscum album L. , Viscum coloratum, Zantedeschia aethiopica and Zanthoxylum schinifolium. It was first documented in 2008 (PMID: 17984079). Based on a literature review a small amount of articles have been published on syringin (PMID: 23620140) (PMID: 23666001) (PMID: 23678812) (PMID: 34067400) (PMID: 34044077) (PMID: 34015594).

Structure

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


     RDKit          2D

 50 51  0  0  0  0  0  0  0  0999 V2000
   -0.6143   -3.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1705   -1.8823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895   -0.7815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6523   -1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713   -0.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1341   -0.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1531    0.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6159    0.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0786    0.0915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3210    3.1849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417    3.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458    0.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170    0.9834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7360   -0.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6431    1.0774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0582    2.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9851    3.8856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1393   -2.3742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0961   -2.5465    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4750   -0.9297    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5599    2.3143    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564    2.4605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2460    4.6980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313   -1.5944    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3073   -0.3671    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6309   -2.6569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2123   -3.8724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8543   -1.8323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2040   -3.5517    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
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 14  3  1  0
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  1 27  1  1
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 20 44  1  0
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 23 47  1  1
 24 48  1  0
 25 49  1  6
 26 50  1  0
M  END

NP0002817
     RDKit          3D

 50 51  0  0  0  0  0  0  0  0999 V2000
    0.6636   -3.4687   -2.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1384   -2.4108   -1.2775 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9195   -1.4472   -0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2986   -1.5702   -0.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1504   -0.6341   -0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5960   -0.7681   -0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4734    0.0581    0.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9503   -0.1232   -0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5562   -0.2825    1.2027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031    0.3776    0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2227    0.4760    0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7098    1.5123    1.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585    2.5053    2.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9738   -0.3091    0.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1462    2.5444    1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474    2.4901    1.3194 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4134    0.0581    1.3934 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6903   -2.2279    0.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4858    0.1014   -2.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588   -3.9894   -1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1569   -4.2199   -2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0310   -3.1720   -3.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7632   -2.3635   -1.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0226   -1.5888   -0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1708    0.8979    0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954    0.7484   -0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1333   -1.0046   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0897    0.5015    1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318    1.1266    0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1605    2.0036    2.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8756    0.7854   -2.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
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 14  3  1  0
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  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 13 37  1  0
 13 38  1  0
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 16 40  1  6
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 19 43  1  0
 20 44  1  0
 21 45  1  1
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 23 47  1  6
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 26 50  1  0
M  END


     RDKit          2D

 50 51  0  0  0  0  0  0  0  0999 V2000
   -0.6143   -3.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1705   -1.8823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895   -0.7815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6523   -1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713   -0.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1341   -0.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.0786    0.0915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9733    0.3187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8052   -1.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1393   -2.3742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3902   -2.9984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0471   -2.8714    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8186   -3.7589    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.9480    1.8863    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2466    2.5207    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904    4.9798    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4739    2.0543    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6045    3.8492    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4750   -0.9297    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5940    1.2213    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5599    2.3143    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564    2.4605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2460    4.6980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313   -1.5944    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3073   -0.3671    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6309   -2.6569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2123   -3.8724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8543   -1.8323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2040   -3.5517    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14  3  1  0
 25 16  1  0
  1 27  1  1
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  1
  8 34  1  0
  9 35  1  0
 10 36  1  0
 13 37  1  1
 13 38  1  0
 13 39  1  0
 16 40  1  1
 18 41  1  1
 19 42  1  6
 19 43  1  0
 20 44  1  0
 21 45  1  6
 22 46  1  0
 23 47  1  1
 24 48  1  0
 25 49  1  6
 26 50  1  0
M  END
> <DATABASE_ID>
NP0002817

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\CO)=CC(OC)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1

> <INCHI_KEY>
QJVXKWHHAMZTBY-GCPOEHJPSA-N

> <FORMULA>
C17H24O9

> <MOLECULAR_WEIGHT>
372.3671

> <EXACT_MASS>
372.142032366

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
37.45444993687354

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenoxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.32

> <JCHEM_LOGP>
-1.0711642243333332

> <ALOGPS_LOGS>
-2.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.19453634998148

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.199723000151128

> <JCHEM_PKA_STRONGEST_BASIC>
-2.526500394767579

> <JCHEM_POLAR_SURFACE_AREA>
138.07000000000002

> <JCHEM_REFRACTIVITY>
90.2442

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.54e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
syringin

> <JCHEM_VEBER_RULE>
0

$$$$

NP0002817
     RDKit          3D

 50 51  0  0  0  0  0  0  0  0999 V2000
    0.6636   -3.4687   -2.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1384   -2.4108   -1.2775 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9195   -1.4472   -0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2986   -1.5702   -0.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1504   -0.6341   -0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5960   -0.7681   -0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4734    0.0581    0.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9503   -0.1232   -0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5562   -0.2825    1.2027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031    0.3776    0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2227    0.4760    0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7098    1.5123    1.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585    2.5053    2.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3627   -0.4232    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9738   -0.3091    0.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8683    0.3883   -0.6154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3951    1.4322    0.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7555    1.4073    0.2727 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1462    2.5444    1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474    2.4901    1.3194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1437    0.0661    0.8594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4134    0.0581    1.3934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9547   -0.9572   -0.2430 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6903   -2.2279    0.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9095   -0.4954   -1.2299 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4858    0.1014   -2.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588   -3.9894   -1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1569   -4.2199   -2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0310   -3.1720   -3.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7632   -2.3635   -1.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0226   -1.5888   -0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1708    0.8979    0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954    0.7484   -0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1333   -1.0046   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0897    0.5015    1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318    1.1266    0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7855    3.1776    2.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0392    3.0440    1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1605    2.0036    2.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3353    0.8847   -1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2494    1.5738   -0.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7240    2.4140    2.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8489    3.5088    0.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9394    3.3956    1.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3614   -0.1778    1.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9876   -0.6646    1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9165   -1.0120   -0.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3062   -2.7581   -0.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4003   -1.4112   -1.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8756    0.7854   -2.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14  3  1  0
 25 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  6
 18 41  1  6
 19 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  1
 22 46  1  0
 23 47  1  6
 24 48  1  0
 25 49  1  6
 26 50  1  0
M  END

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0      -1.187  -6.447   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.187  -4.907   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.521  -4.137   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.521  -2.597   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.854  -1.827   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.188  -2.597   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.188  -4.137   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -6.522  -4.907   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -7.855  -4.137   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.854  -4.907   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.854  -6.447   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -5.188  -7.217   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -6.522  -6.447   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -7.855  -7.217   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.189  -6.447   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -10.523  -7.217   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -7.855  -8.757   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -9.189  -9.527   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -6.522  -9.527   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -6.522 -11.067   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -5.188  -8.757   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.854  -9.527   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.854  -0.287   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.188   0.483   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.188   2.023   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -6.522   2.793   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   12   22                                                  
CONECT   22   21                                                            
CONECT   23    5   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    NP0002817
HETATM    1  C1  UNL     1       0.664  -3.469  -2.024  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.138  -2.411  -1.277  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.919  -1.447  -0.655  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.299  -1.570  -0.803  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.150  -0.634  -0.203  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.596  -0.768  -0.360  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.473   0.058   0.164  1.00  0.00           C  
HETATM    8  C7  UNL     1       6.950  -0.123  -0.028  1.00  0.00           C  
HETATM    9  O2  UNL     1       7.556  -0.282   1.203  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.603   0.378   0.513  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.223   0.476   0.644  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.710   1.512   1.375  1.00  0.00           O  
HETATM   13  C10 UNL     1       1.459   2.505   2.018  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.363  -0.423   0.069  1.00  0.00           C  
HETATM   15  O4  UNL     1      -0.974  -0.309   0.208  1.00  0.00           O  
HETATM   16  C12 UNL     1      -1.868   0.388  -0.615  1.00  0.00           C  
HETATM   17  O5  UNL     1      -2.395   1.432   0.134  1.00  0.00           O  
HETATM   18  C13 UNL     1      -3.756   1.407   0.273  1.00  0.00           C  
HETATM   19  C14 UNL     1      -4.146   2.544   1.199  1.00  0.00           C  
HETATM   20  O6  UNL     1      -5.547   2.490   1.319  1.00  0.00           O  
HETATM   21  C15 UNL     1      -4.144   0.066   0.859  1.00  0.00           C  
HETATM   22  O7  UNL     1      -5.413   0.058   1.393  1.00  0.00           O  
HETATM   23  C16 UNL     1      -3.955  -0.957  -0.243  1.00  0.00           C  
HETATM   24  O8  UNL     1      -3.690  -2.228   0.255  1.00  0.00           O  
HETATM   25  C17 UNL     1      -2.909  -0.495  -1.230  1.00  0.00           C  
HETATM   26  O9  UNL     1      -3.486   0.101  -2.356  1.00  0.00           O  
HETATM   27  H1  UNL     1       1.459  -3.989  -1.437  1.00  0.00           H  
HETATM   28  H2  UNL     1      -0.157  -4.220  -2.180  1.00  0.00           H  
HETATM   29  H3  UNL     1       1.031  -3.172  -3.027  1.00  0.00           H  
HETATM   30  H4  UNL     1       2.763  -2.364  -1.366  1.00  0.00           H  
HETATM   31  H5  UNL     1       5.023  -1.589  -0.941  1.00  0.00           H  
HETATM   32  H6  UNL     1       5.171   0.898   0.752  1.00  0.00           H  
HETATM   33  H7  UNL     1       7.395   0.748  -0.543  1.00  0.00           H  
HETATM   34  H8  UNL     1       7.133  -1.005  -0.685  1.00  0.00           H  
HETATM   35  H9  UNL     1       8.090   0.502   1.428  1.00  0.00           H  
HETATM   36  H10 UNL     1       3.232   1.127   0.996  1.00  0.00           H  
HETATM   37  H11 UNL     1       0.786   3.178   2.557  1.00  0.00           H  
HETATM   38  H12 UNL     1       2.039   3.044   1.217  1.00  0.00           H  
HETATM   39  H13 UNL     1       2.160   2.004   2.725  1.00  0.00           H  
HETATM   40  H14 UNL     1      -1.335   0.885  -1.481  1.00  0.00           H  
HETATM   41  H15 UNL     1      -4.249   1.574  -0.710  1.00  0.00           H  
HETATM   42  H16 UNL     1      -3.724   2.414   2.212  1.00  0.00           H  
HETATM   43  H17 UNL     1      -3.849   3.509   0.784  1.00  0.00           H  
HETATM   44  H18 UNL     1      -5.939   3.396   1.144  1.00  0.00           H  
HETATM   45  H19 UNL     1      -3.361  -0.178   1.635  1.00  0.00           H  
HETATM   46  H20 UNL     1      -5.988  -0.665   1.090  1.00  0.00           H  
HETATM   47  H21 UNL     1      -4.916  -1.012  -0.801  1.00  0.00           H  
HETATM   48  H22 UNL     1      -3.306  -2.758  -0.507  1.00  0.00           H  
HETATM   49  H23 UNL     1      -2.400  -1.411  -1.601  1.00  0.00           H  
HETATM   50  H24 UNL     1      -2.876   0.785  -2.762  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   14
CONECT    4    5   30
CONECT    5    6   10   10
CONECT    6    7    7   31
CONECT    7    8   32
CONECT    8    9   33   34
CONECT    9   35
CONECT   10   11   36
CONECT   11   12   14   14
CONECT   12   13
CONECT   13   37   38   39
CONECT   14   15
CONECT   15   16
CONECT   16   17   25   40
CONECT   17   18
CONECT   18   19   21   41
CONECT   19   20   42   43
CONECT   20   44
CONECT   21   22   23   45
CONECT   22   46
CONECT   23   24   25   47
CONECT   24   48
CONECT   25   26   49
CONECT   26   50
END

NP0002817
     RDKit          3D

50 51  0  0  0  0  0  0  0  0999 V2000
    0.6636   -3.4687   -2.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1384   -2.4108   -1.2775 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9195   -1.4472   -0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2986   -1.5702   -0.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1504   -0.6341   -0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5960   -0.7681   -0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4734    0.0581    0.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9503   -0.1232   -0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5562   -0.2825    1.2027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031    0.3776    0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2227    0.4760    0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7098    1.5123    1.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585    2.5053    2.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3627   -0.4232    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9738   -0.3091    0.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8683    0.3883   -0.6154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3951    1.4322    0.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7555    1.4073    0.2727 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1462    2.5444    1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474    2.4901    1.3194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1437    0.0661    0.8594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4134    0.0581    1.3934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9547   -0.9572   -0.2430 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6903   -2.2279    0.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9095   -0.4954   -1.2299 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4858    0.1014   -2.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588   -3.9894   -1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1569   -4.2199   -2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0310   -3.1720   -3.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7632   -2.3635   -1.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0226   -1.5888   -0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1708    0.8979    0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954    0.7484   -0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1333   -1.0046   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0897    0.5015    1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318    1.1266    0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7855    3.1776    2.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0392    3.0440    1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1605    2.0036    2.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3353    0.8847   -1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2494    1.5738   -0.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7240    2.4140    2.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8489    3.5088    0.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9394    3.3956    1.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3614   -0.1778    1.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9876   -0.6646    1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9165   -1.0120   -0.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3062   -2.7581   -0.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4003   -1.4112   -1.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8756    0.7854   -2.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14  3  1  0
 25 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  6
 18 41  1  6
 19 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  1
 22 46  1  0
 23 47  1  6
 24 48  1  0
 25 49  1  6
 26 50  1  0
M  END

View in JSmol

Synonyms

Value	Source
4-O-(beta-D-Glucosyl)-trans-4-sinapoyl alcohol	ChEBI
beta-Terpineol	ChEBI
Eleutheroside b	ChEBI
Ligustrin	ChEBI
Lilacin	ChEBI
MAGNOLENIN a	ChEBI
Methoxyconiferine	ChEBI
Syrigin	ChEBI
Syringenin	ChEBI
Syringoside	ChEBI
4-O-(b-D-Glucosyl)-trans-4-sinapoyl alcohol	Generator
4-O-(Β-D-glucosyl)-trans-4-sinapoyl alcohol	Generator
b-Terpineol	Generator
Β-terpineol	Generator
Sinapyl alcohol 4-O-glucoside	MeSH

Chemical Formula

C₁₇H₂₄O₉

Average Mass

372.3671 Da

Monoisotopic Mass

372.14203 Da

IUPAC Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenoxy}oxane-3,4,5-triol

Traditional Name

syringin

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\CO)=CC(OC)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1

InChI Key

QJVXKWHHAMZTBY-GCPOEHJPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO, experimental)	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
Acanthopanax giraldii	Plant	KNApSAcK
Acanthopanax gracilistylus	Plant	KNApSAcK
Acanthus ebracteatus	LOTUS Database	35616633
Adenophora stenanthina	LOTUS Database	35616633
Alpinia zerumbet	LOTUS Database	35616633
Anagyris foetida	LOTUS Database	35616633
Anethum foeniculum	Plant	KNApSAcK
Anethum graveolens	Plant	KNApSAcK
Arabidopsis thaliana	Plant	KNApSAcK
Artemisia anethoides	KNApSAcK Database	22123792
Artemisia minor	Plant	KNApSAcK
Atractylodes lancea	Plant	KNApSAcK
Buddleja scordioides	LOTUS Database	35616633
Cananga odorata	KNApSAcK Database	22123792
Cannabis sativa	CannabisDB	Not Available
Carallia brachiata	LOTUS Database	35616633
Carex distachya	LOTUS Database	35616633
Carthamus lanatus	LOTUS Database	35616633
Carthamus tinctorius	Plant	KNApSAcK
Carum carvi	FooDB	KNAPSACK
Centaurea deflexa	LOTUS Database	35616633
Chamaecyparis obtusa	LOTUS Database	35616633
Chrozophora obliqua	Plant	KNApSAcK
Cistanche salsa	LOTUS Database	35616633
Cistanche tubulosa	LOTUS Database	35616633
Cistus creticus	KNApSAcK Database	22123792
Citrus limon	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Citrus sinensis L.	KNApSAcK Database	22123792
Clematis hexapetala	LOTUS Database	35616633
Codonopsis lanceolata	LOTUS Database	35616633
Codonopsis pilosula	Plant	KNApSAcK
Codonopsis pilosula subsp. tangshen	Plant	KNApSAcK
Codonopsis ussuriensis	LOTUS Database	35616633
Curcuma amanda Roxb	KNApSAcK Database	22123792
Cuscuta reflexa	Plant	KNApSAcK
Daphne acutiloba	LOTUS Database	35616633
Daphne feddei	Plant	KNApSAcK
Daphne genkwa	LOTUS Database	35616633
Daphne oleoides	LOTUS Database	35616633
Daphne oleoides ssp. oleoides	Plant	KNApSAcK
Dracaena cambodiana	LOTUS Database	35616633
Drypetes roxburghii	LOTUS Database	35616633
Eleutherococcus koreanus	LOTUS Database	35616633
Eleutherococcus senticosus	Plant	KNApSAcK
Eleutherococcus trifoliatus	LOTUS Database	35616633
Ephedra sinica	Plant	KNApSAcK
Eriophyllum staechadifolium	LOTUS Database	35616633
Eucommia ulmoides	Plant	KNApSAcK
Euodia meliaefolia	Plant	KNApSAcK
Euphorbia hirta	LOTUS Database	35616633
Ficus microcarpa	LOTUS Database	35616633
Foeniculum vulgare	KNApSAcK Database	22123792
Fraxinus griffithii	Plant	KNApSAcK
Fraxinus stylosa	Plant	KNApSAcK
Glehnia littoralis	LOTUS Database	35616633
Globularia alypum	LOTUS Database	35616633
Gnidia polycephala	Plant	KNApSAcK
Helichrysum arenarium	LOTUS Database	35616633
Ilex chinensis	Plant	KNApSAcK
Ilex paraguariensis	Plant	KNApSAcK
Ilex purpurea	LOTUS Database	35616633
Ilex rotunda	LOTUS Database	35616633
Itoa orientalis	LOTUS Database	35616633
Jasminum lanceolarium	Plant	KNApSAcK
Jasminum mesnyi	LOTUS Database	35616633
Jasminum nudiflorum	Plant	KNApSAcK
Kalopanax septemlobus	LOTUS Database	35616633
Ligusticum lucidum	LOTUS Database	35616633
Ligustrum obtusifolium	LOTUS Database	35616633
Linaria japonica	LOTUS Database	35616633
Linaria vulgaris	Plant	KNApSAcK
Lindera vulgaris	Plant	KNApSAcK
Linum flavum	LOTUS Database	35616633
Magnolia biondii	LOTUS Database	35616633
Magnolia denudata	LOTUS Database	35616633
Magnolia gradiflora	Plant	KNApSAcK
Magnolia grandiflora	Plant	KNApSAcK
Magnolia lacei	LOTUS Database	35616633
Magnolia obovata	Plant	KNApSAcK
Magnolia officinalis	Plant	KNApSAcK
Magnolia sieboldii	Plant	KNApSAcK
Magnolia yunnanensis	LOTUS Database	35616633
Manglietia crassipes	LOTUS Database	35616633
Mentha arvensis L.	KNApSAcK Database	22123792
Michelia champaca	LOTUS Database	35616633
Oplopanax elatus	Plant	KNApSAcK
Osmanthus armatus	LOTUS Database	35616633
Osmanthus fortunei	LOTUS Database	35616633
Osmanthus heterophyllus	LOTUS Database	35616633
Oxytropis myriophylla	LOTUS Database	35616633
Paulownia fortunei	Plant	KNApSAcK
Paulownia tomentosa	Plant	KNApSAcK
Peganum harmala	Plant	KNApSAcK
Phellodendron amurense	LOTUS Database	35616633
Phellodendron chinense	LOTUS Database	35616633
Phillyrea latifolia	Plant	KNApSAcK
Phlomis aurea	LOTUS Database	35616633
Picradeniopsis schaffneri	LOTUS Database	35616633
Picrasma quassioides	LOTUS Database	35616633
Pileostegia viburnoides var. glabrescens	Plant	KNApSAcK
Polygala chamaebuxus	LOTUS Database	35616633
Prosopis juliflora	LOTUS Database	35616633
Prosopis juliflora (Sw.) DC.	Plant	KNApSAcK
Prunus ssiori	LOTUS Database	35616633
Psephellus bellus	LOTUS Database	35616633
Rafflesia kerrii Meijer	Plant	KNApSAcK
Ruellia patula	LOTUS Database	35616633
Ruellia tuberosa	LOTUS Database	35616633
Salacia chinensis	LOTUS Database	35616633
Salvadora persica	LOTUS Database	35616633
Sanchezia nobilis	LOTUS Database	35616633
Saussurea controversa	LOTUS Database	35616633
Saussurea costus	Plant	KNApSAcK
Saussurea gnaphaloides	Plant	KNApSAcK
Saussurea graminea	Plant	KNApSAcK
Saussurea involucrata	Plant	KNApSAcK
Saussurea laniceps	LOTUS Database	35616633
Saussurea medusa	LOTUS Database	35616633
Saussurea nigrescens	Plant	KNApSAcK
Saussurea parviflora	Plant	KNApSAcK
Saussurea phaeantha	Plant	KNApSAcK
Saussurea pulchella	Plant	KNApSAcK
Saussurea superba	Plant	KNApSAcK
Scutellaria orientalis	LOTUS Database	35616633
Scutellaria strigillosa	LOTUS Database	35616633
Sinapis arvensis	LOTUS Database	35616633
Stachys byzantina	LOTUS Database	35616633
Stachys lanata	Plant	KNApSAcK
Stellera chamaejasme	LOTUS Database	35616633
Stellera chamaejasme L.	Plant	KNApSAcK
Styrax japonica	Plant	KNApSAcK
Syringa afghanica	Plant	KNApSAcK
Syringa josikaea	LOTUS Database	35616633
Syringa oblata	Plant	KNApSAcK
Syringa persica	LOTUS Database	35616633
Syringa pubescens Turcz.	LOTUS Database	35616633
Syringa reticulata	LOTUS Database	35616633
Syringa vulgaris	LOTUS Database	35616633
Taraxacum officinale	LOTUS Database	35616633
Taraxacum platycarpum	LOTUS Database	35616633
Tetracentron sinense	LOTUS Database	35616633
Thalassia hemprichii	Plant	KNApSAcK
Tinospora cordifolia	LOTUS Database	35616633
Tinospora crispa	Plant	KNApSAcK
Tinospora sinensis	LOTUS Database	35616633
Vateria indica	LOTUS Database	35616633
Viscum album	Plant	KNApSAcK
Viscum coloratum	LOTUS Database	35616633
Zantedeschia aethiopica	LOTUS Database	35616633
Zanthoxylum schinifolium	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
O-glycosyl compound
Cinnamyl alcohol
Dimethoxybenzene
M-dimethoxybenzene
Methoxybenzene
Anisole
Phenoxy compound
Styrene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Oxane
Secondary alcohol
Oxacycle
Ether
Acetal
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:9380 )
monosaccharide derivative (CHEBI:9380 )
primary alcohol (CHEBI:9380 )
dimethoxybenzene (CHEBI:9380 )
Sinapate derivatives (C01533 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	32.00 to 33.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	209.00 to 210.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	2200 mg/L @ 15 °C (exp)	The Good Scents Company Information System
LogP	2.837 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	-0.32	ALOGPS
logP	-1.1	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	138.07 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	90.24 m³·mol⁻¹	ChemAxon
Polarizability	37.45 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Syringin

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

9380

Good Scents ID

rw1031211

References

General References

Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
Gong X, Zhang L, Jiang R, Wang CD, Yin XR, Wan JY: Hepatoprotective effects of syringin on fulminant hepatic failure induced by D-galactosamine and lipopolysaccharide in mice. J Appl Toxicol. 2014 Mar;34(3):265-71. doi: 10.1002/jat.2876. Epub 2013 Apr 26. [PubMed:23620140 ]
Amakura Y, Yoshimura M, Yamakami S, Yoshida T, Wakana D, Hyuga M, Hyuga S, Hanawa T, Goda Y: Characterization of phenolic constituents from ephedra herb extract. Molecules. 2013 May 10;18(5):5326-34. doi: 10.3390/molecules18055326. [PubMed:23666001 ]
Lai YC, Lee SS: Chemical constituents from Dendropanax dentiger. Nat Prod Commun. 2013 Mar;8(3):363-5. [PubMed:23678812 ]
Hanganu D, Niculae M, Ielciu I, Olah NK, Munteanu M, Burtescu R, Stefan R, Olar L, Pall E, Andrei S, Vodnar DC, Benedec D, Oniga I: Chemical Profile, Cytotoxic Activity and Oxidative Stress Reduction of Different Syringa vulgaris L. Extracts. Molecules. 2021 May 22;26(11). pii: molecules26113104. doi: 10.3390/molecules26113104. [PubMed:34067400 ]
Song C, Wei XY, Qiu ZD, Gong L, Chen ZY, Ma Y, Shen Y, Zhao YJ, Wang WH, Lai CJ, Yang B: Exploring the resources of the genus Viscum for potential therapeutic applications. J Ethnopharmacol. 2021 Sep 15;277:114233. doi: 10.1016/j.jep.2021.114233. Epub 2021 May 24. [PubMed:34044077 ]
Wang L, Ma Y, He Y, Deng J, Huang D, Zhang X, Chen K, Qiu S, Chen W: Systematic investigation of the pharmacological mechanism of Tanreqing injection in treating respiratory diseases by UHPLC/Q-TOF-MS/MS based on multiple in-house chemical libraries coupled with network pharmacology. J Pharm Biomed Anal. 2021 Aug 5;202:114141. doi: 10.1016/j.jpba.2021.114141. Epub 2021 May 13. [PubMed:34015594 ]
Yao J, Li Y, Jin Y, Chen Y, Tian L, He W: Synergistic cardioptotection by tilianin and syringin in diabetic cardiomyopathy involves interaction of TLR4/NF-kappaB/NLRP3 and PGC1a/SIRT3 pathways. Int Immunopharmacol. 2021 Jul;96:107728. doi: 10.1016/j.intimp.2021.107728. Epub 2021 May 7. [PubMed:33971494 ]

Showing NP-Card for Syringin (NP0002817)

MOL for NP0002817 (Syringin)

3D MOL for NP0002817 (Syringin)

3D SDF for NP0002817 (Syringin)

3D-SDF for NP0002817 (Syringin)

PDB for NP0002817 (Syringin)

3D PDB for NP0002817 (Syringin)

SMILES for NP0002817 (Syringin)

INCHI for NP0002817 (Syringin)

Structure for NP0002817 (Syringin)

3D Structure for NP0002817 (Syringin)