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Showing NP-Card for Scopoletin (NP0044136)

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Record Information
Version1.0
Created at2021-11-12 23:52:07 UTC
Updated at2021-11-26 17:45:50 UTC
NP-MRD IDNP0044136
Secondary Accession NumbersNone
Natural Product Identification
Common NameScopoletin
DescriptionScopoletin, also known as 6-methylesculetin or acid, gelseminic, belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Scopoletin is an extremely weak basic (essentially neutral) compound (based on its pKa). Scopoletin exists in all living organisms, ranging from bacteria to humans. Outside of the human body, Scopoletin is found, on average, in the highest concentration within a few different foods, such as anises, oats, and sherries. Scopoletin has also been detected, but not quantified in, several different foods, such as barley, tarragons, mung beans, figs, and pepper (c. Annuum). This could make scopoletin a potential biomarker for the consumption of these foods. Scopoletin is found in Abutilon indicum , Acacia ehrenbergiana , Acer nikoense , Aceraceae nikoense, Achillea biebersteinii , Achillea biserrata, Achillea impatiens, Achyrocline bogotensis (HBK.) DC., Aconitum kongboense, Adansonia digitata , Adonis amurensis , Aegle marmelos , Aesculus hippocastanum, Aesculus turbinata, Aglaia crassinervia, Aglaia edulis , Aglaia odorata, Aglaia perviridis, Aglaia rimosa, Ailanthus altissima, Ailanthus altissima , Allagopappus canariensis, Allamanda schottii, Allium rotundum, Althaea armeniaca, Althaea officinalis, Alyxia lucida, Alyxia reinwardtii, Ambrosia artemisioides, Ammi majus, Amyris pinnata, Anagyris foetida, Angelica acutiloba , Angelica archangelica, Angelica dahurica , Angelica japonica, Angelica pubescens, Angelica pubescens f.biserrata , Angelica sinensis , Antennaria geyeri , Anthemis cupaniana, Anthriscus sylvestris, Arabidopsis thaliana, Aralia fargesii, Arctotheca calendula, Aristotelia chilensis, Arnica mollis, Artemisia abrotanum, Artemisia absinthium, Artemisia adamsii, Artemisia afra , Artemisia alba, Artemisia annua , Artemisia anomala, Artemisia arborescens, Artemisia argyi, Artemisia assoana, Artemisia campestris, Artemisia capillaris , Artemisia chamaemelifolia, Artemisia compacta, Artemisia douglasiana, Artemisia eriopoda, Artemisia feddei, Artemisia freyniana, Artemisia gmelinii, Artemisia herba-alba, Artemisia ifranensis, Artemisia incanescens, Artemisia ireyniana, Artemisia jacutica, Artemisia japonica , Artemisia keiskeana, Artemisia laciniata, Artemisia marschalliana, Artemisia minor, Artemisia montana, Artemisia nova, Artemisia ordosica, Artemisia princeps, Artemisia rubripes, Artemisia rutifolia, Artemisia santolinifolia, Artemisia scoparia , Artemisia tridentata, Artemisia tripartita, Astragalus brachycarpus, Astragalus onobrychis, Atractylodes macrocephala, Atropa belladonna , Avena fatua, Azadirachta indica, Baccharis magellanica, Baccharis megapotamica, Baccharis neaei, Baccharis patagonica, Baccharis salicifolia, Baccharis tola, Balbisia calycina, Baptisia arachnifera, Baptisia bracteata, Baptisia calycosa, Baptisia cinerea, Baptisia lanceolata, Baptisia nuttalliana, Baptisia perfoliata, Baptisia simplicifolia, Baptisia tinctoria , Benkara malabarica, Berchemia formosana, Bidens tripartita, Bistorta officinalis, Blainvillea acmella, Boltonia asteroides, Boronella koniambiensis, Bosistoa transversa, Brunfelsia grandiflora, Brunfelsia grandiflora D.DON , Bunium incrassatum, Bupleurum fruticosum, Bupleurum salicifolium, Bursera simaruba , Bursera tonkinensis, Cacalia hastata, Calendula officinalis, Callisia fragrans, Caltha palustris , Calycanthus chinensis, Psydrax subcordata, Caragana frutex, Caragana spinosa, Carapa guianensis, Carissa spinarum, Carpesium macrocephalum, Casearia graveolens, Cassia fistula, Catunaregam nilotica, Catunaregam obovata, Centaurea aspera, Centaurea collina, Centaurea pseudomaculosa, Centaurea pseudoscabiosa, Centaurea pseudoscabiosa subsp.pseudoscabiosa Boiss.et aBuhse, Centaurea ptosimopappoides, Cephalanthus occidentalis, Chaerophyllum hirsutum, Chenopodium murale , Chloranthus japonicus, Chrysanthemum leucanthemum, Glebionis segetum, Cicuta virosa, Cirsium rhinoceros, Cistus laurifolius, Citrus japonica, Citrus sinensis, Citrus sinensis cv.Valencia , Poncirus trifoliata , Cladanthus arabicus, Clausena anisata , Clausena excavata, Cleidion spiciflorum (Burm. f.) Merr. , Convolvulus scammonia , Coprosma propinqua, Coprosma robusta , Coprosma rotundifolia, Coprosma tenuicaulis, Coptis trifolia, Coronilla scorpioides, Coronilla vaginalis, Coronilla valentina, Coronilla varia , Coussarea macrophylla, Cressa cretica, Crotalaria mysorensis, Croton draco Schltdl.& Cham., Cruciata laevipes, Cruciata taurica, Curcuma mangga , Cynara cornigera, Dendrobium densiflorum, Dendrobium densiflorum Lindl.ex.Wall., Dictamnus albus, Dictamnus angustifolius, Dictamnus dasycarpus, Hedyotis capitellata , Diospyros glaucifolia, Diospyros maritima , Diospyros wallichii, Tricalysia dubia, Dipterocarpus hasseltii, Dodonaea viscosa, Echinacea purpurea, Echinosophora koreensis, Ekebergia capensis, Eleutherococcus senticosus, Erigeron breviscapus, Philotheca myoporoides, Erycibe obtusifolia, Erycibe schmidtii, Eryngium bourgatii, Eucalyptus viminalis, Tetradium glabrifolium, Acanthostyles buniifolius, Euphorbia aleppica, Euphorbia ferganensis, Euphorbia heteradena, Euphorbia hirsuta, Euphorbia hirta, Euphorbia humifusa, Euphorbia iberica, Euphorbia lagascae, Euphorbia maculata, Euphorbia micractina, Euphorbia nicaeensis, Euphorbia plumerioides, Euphorbia pubescens, Pedilanthus tithymaloides , Eurycoma longifolia, Evolvulus alsinoides, Fabiana imbricata, Falcaria vulgaris, Fatoua villosa, Ferula linkii, Ferulopsis hystrix, Ficus auriculata, Ficus nervosa, Ficus pumila, Ficus sagittata, Firmiana simplex, Fraxinus chinensis, Fraxinus ornus, Fraxinus pallisae, Fraxinus szaboana , Galinsoga quadriradiata, Gardenia carinata, Gelsemium elegans, Gelsemium sempervirens , Ginkgo biloba , Givotia madagascariensis, Glehnia littoralis , Glycyrrhiza uralensis , Gomortega keule, Gonospermum canariense, Gonospermum elegans, Tanacetum ferulaceum, Gonospermum fruticosum, Gonospermum gomerae, Gossypium hirsutum, Guarea guidonia, Guarea rhophalocarpa, Gundelia tournefortii, Gymnophyton isatidicarpum, Hannoa klaineana, Haplopappus obtusifolium, Haplophyllum acutifolium, Haplophyllum bungei, Haplophyllum cappadocicum, Haplophyllum dauricum, Haplophyllum obtusifolium, Haplophyllum patavinum, Haplophyllum ramosissimum, Haplophyllum villosum, Harrisonia perforata, Helianthus annuus, Helichrysum italicum, Helichrysum maracandicum, Helichrysum stoechas, Heracleum granatense, Heracleum grandiflorum, Heracleum maximum, Heracleum lehmannianum, Heracleum pyrenaicum, Heracleum yungningense, Hevea brasiliensis, Hibiscus syriacus , Hibiscus taiwanensis, Hymenodictyon floribundum, Hymenodictyon orixense, Ilex pubescens var.glaber , Impatiens balsamina, Inula helenium L. , Iostephane heterophylla, Ipomoea cairica, Ipomoea nil, Ipomoea orizabensis , Ipomopsis aggregata, Ixora coccinea, Jurinea albicaulis, Khaya anthotheca, Khaya ivorensis , Khaya senegalensis, Khaya senegalensis L. , Layia carnosa, Leionema phylicifolium, Lessingianthus mollissimus, Litsea szemaois, Lomatia hirsuta, Lonicera hypoleuca, Lugoa revoluta, Lycium barnarum, Lycium chinense , Lycium chinense var.potaninii , Macaranga barteri, Macaranga denticulata, Macaranga triloba, Machilus thunbergii , Magnolia biondii, Mallotus apelta, Mallotus japonicus, Mallotus resinosus, Malva sylvestris , Mandevilla hirsuta, Mandragora autumnalis , Mandragora officinarum, Matayba arborescens, Matricaria chamomilla, Gymnosporia senegalensis, Medicago sativa , Sinodielsia yunnanensis, Melia azedarach, Melicope barbigera, Melilotus alba, Melilotus indicus, Mentzelia decapetala, Menyanthes trifoliata, Metrodorea nigra, Microliabum polymnioides, Micromelum integerrimum , Micromelum minutum, Microtoena prainiana, Mitragyna africanus WILLD., Mitragyna inermis, Mondia whitei, Morinda citrifolia , Morinda officinalis , Morus alba , Morus cathayana, Morus mongolica, Murraya exotica, Murraya paniculata , Myrtus communis, Nauclea orientalis, Nealchornea yapurensis, Nephrotheca ilicifolia, Nerium odorum, Nicotiana glauca, Nicotiana glutinosa, Nicotiana tabacum, Nierembergia aristata, Nierembergia linariifolia, Nothapodytes nimmoniana, Olea capensis, Onobrychis kemularia, Onobrychis kemulariae, Ophiorrhiza kuroiwae, Ophiorrhiza liukiuensis, Oreocnide frutescens, Pamburus missionis, Parastrephia quadrangularis, Patrinia scabiosaefolia , Pelargonium reniforme, Pelargonium sidoides , Peltostigma guatemalense, Inula britannica , Dolichopentas longiflora, Perezia megalantha, Periploca sepium, Peucedanum praeruptorum, Peucedanum praeruptorum DUNN., Phebalium clavatum, Phebalium squamulosum, Phellodendron amurense , Phellodendron chinense, Phellodendron japonicum MAXIM, Philotheca spicata, Boeremia foveata, Phyllanthus angkorensis, Phyllanthus polyphyllus var.siamensis, Phyllanthus sellowianus, Physochlaina physaloides, Picramnia latifolia, Pileostegia viburnoides var. glabrescens, Platanus hispanica, Platytaenia dasycarpa, Plumeria obtusa, Plumeria rubra, Poa huecu, Polyalthia suberosa, Polygonatum orientale, Polygonum aviculare , Populus tremula, Potentilla argentea, Potentilla erecta, Prangos bucharica, Prangos uloptera, Protium heptaphyllum, Prunella vulgaris, Prunus serotina , Pterocaulon polystachyum, Pterocaulon virgatum , Pterospermum lanceaefolium , Pulicaria arabica, Pyracantha coccinea, Quercus petraea, Quercus pyrenaica, Quercus robur, Quercus suber, Catunaregam spinosa, Ranunculus sieboldii, Rhodiola coccinea, Rhododendron dauricum , Rhododendron ferrugineum, Rhododendron luteum, Rhododendron micranthum, Rhododendron spinuliferum, Rhododendron tolmachevii, Rhus chinensis, Richardia brasiliensis, Sida hermaphrodita, Rubia cordifolia, Rubia tinctorum, Rubia wallichiana, Rubia wallichiana DECNE , Ruta graveolens, Ruta montana, Santolina oblongifolia, Santolina pinnata, Saposhnikovia divaricata, Saposhnikovia divaricata Schischkin, Sarcandra glabra, Saussurea laniceps, Saussurea superba, Scaphopetalum thonneri , Schleichera oleosa , Schumanniophyton problematicum, Scopolia japonica , Scorzonera divaricata, Scorzonera pseudodivaricata, Securigera elegans, Securigera securidaca, Semenovia dasycarpa, Shorea pinanga, Sida acuta , Sida rhombifolia , Simaba orinocensis, Sinacalia tangutica, Skimmia laureola, Solanum aethiopicum, Solanum crispum, Solanum dasyphyllum, Solanum indicum , Solanum lyratum, Sonchus fauces-orci, Stellera chamaejasme, Sterculia urens, Streptomyces griseus, Swietenia macrophylla, Tagetes lucida, Talipariti tiliaceum, Tamilnadia uliginosa, Tanacetopsis mucronata, Tanacetum parthenium, Tanacetum vulgare, Tetrapleura tetraptera, Todaroa aurea, Tolpis webbii, Toona ciliata, Toona sinensis, Mallotus nudiflorus, Triadica sebifera, Trifolium pratense , Trigonella foenum-graecum , Trigonostemon reidioides, Uncaria sinensis , Urceola rosea, Urtica dioica , Vaccinium myrtillus , Vaccinium uriginosum, Vaccinium vitis-idaea , Vachellia flava, Vahlia capensis, Vepris soyauxii, Vicia sativa , Vicia truncatula, Vitis vinifera, Weigela subsessilis, Withania somnifera , Xanthium sibiricum, Xenophyllum dactylophyllum, Zanthoxylum ailanthoides, Zanthoxylum avicennae, Zanthoxylum fagara, Zanthoxylum gilletii, Zanthoxylum integrifoliolum, Zanthoxylum nitidum, Zanthoxylum schinifolium, Zanthoxylum simulans and Zanthoxylum zanthoxyloides. It was first documented in 2011 (PMID: 20686865). A hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6 (PMID: 30634079) (PMID: 21078410) (PMID: 21163341) (PMID: 21383663).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0044136 (Scopoletin)


  Mrv1652311132100522D          

 14 15  0  0  0  0            999 V2000
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  6 13  1  0  0  0  0
  4 14  1  0  0  0  0
M  END
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3D MOL for NP0044136 (Scopoletin)

     RDKit          3D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -3.3598    0.9573    0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7933   -0.3279    0.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4262   -0.4803    0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6251    0.6109   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470    0.4822   -0.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5258    1.5866   -0.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8838    1.3974   -0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4130    0.1312   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6839    0.0198   -0.4222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6592   -0.9138   -0.1143 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3405   -0.7534   -0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5160   -1.8361    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8487   -1.7214    0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6338   -2.8630    0.5341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8220    1.6621    0.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2239    1.3291   -0.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4318    0.8666    0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0275    1.6228   -0.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1090    2.5848   -0.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530    2.2393   -0.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651   -2.8301    0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2042   -3.7643    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 13  2  0
 13 12  1  0
 12 11  2  0
 11  5  1  0
  5  4  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 13 14  1  0
  4  3  1  0
 10 11  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
 12 21  1  0
  4 18  1  0
  6 19  1  0
  7 20  1  0
 14 22  1  0
M  END
Download

3D SDF for NP0044136 (Scopoletin)


  Mrv1652311132100522D          

 14 15  0  0  0  0            999 V2000
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  6 13  1  0  0  0  0
  4 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044136

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C2OC(=O)C=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3

> <INCHI_KEY>
RODXRVNMMDRFIK-UHFFFAOYSA-N

> <FORMULA>
C10H8O4

> <MOLECULAR_WEIGHT>
192.17

> <EXACT_MASS>
192.042258738

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
18.309998775137817

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-6-methoxy-2H-chromen-2-one

> <ALOGPS_LOGP>
1.65

> <JCHEM_LOGP>
1.3221230279999998

> <ALOGPS_LOGS>
-1.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.263751612912468

> <JCHEM_PKA_STRONGEST_BASIC>
-4.882342454181455

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
49.99270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.35e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
scopoletin

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0044136 (Scopoletin)

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PDB for NP0044136 (Scopoletin)
HEADER    PROTEIN                                 13-NOV-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-NOV-21         0                                  
HETATM    1  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    6                                                       
CONECT   14    4                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

Download
3D PDB for NP0044136 (Scopoletin)
Download
SMILES for NP0044136 (Scopoletin)
COC1=C(O)C=C2OC(=O)C=CC2=C1
Download
INCHI for NP0044136 (Scopoletin)
InChI=1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3
Download
View in JSmol
Synonyms
ValueSource
6-Methoxy-7-hydroxycoumarinChEBI
6-MethylesculetinChEBI
6-O-MethylesculetinChEBI
7-Hydroxy-6-methoxy-2H-1-benzopyran-2-oneChEBI
7-Hydroxy-6-methoxycoumarinChEBI
7-Hydroxy-6-methoxy-2H-chromen-2-oneKegg
2H-1-Benzopyran-2-one, 7-hydroxy-6-methoxy- (9ci)HMDB
6-MethoxyumbelliferoneHMDB
7-Hydroxy-5-methoxycoumarinHMDB
7-Hydroxy-6-methoxy-coumarinHMDB
Acid, chrysotropicHMDB
Acid, gelseminicHMDB
Aesculetin 6-methyl etherHMDB
b-MethylaesculetinHMDB
Baogongteng bHMDB
beta -MethylesculetinHMDB
beta-MethylesculetinHMDB
BuxuletinHMDB
Chrysatropic acidHMDB
Chrysotropic acidHMDB
EscopoletinHMDB
Esculetin 6-methyl etherHMDB
Esculetin-6-methyl etherHMDB
Gelseminic acidHMDB
MethylesculetinHMDB
MurrayetinHMDB
ScopoletineHMDB
ScopoletolHMDB
Chemical FormulaC10H8O4
Average Mass192.1700 Da
Monoisotopic Mass192.04226 Da
IUPAC Name7-hydroxy-6-methoxy-2H-chromen-2-one
Traditional Namescopoletin
CAS Registry NumberNot Available
SMILES
COC1=C(O)C=C2OC(=O)C=CC2=C1
InChI Identifier
InChI=1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3
InChI KeyRODXRVNMMDRFIK-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Abutilon indicumPlant
Acacia ehrenbergianaPlant
Acer nikoensePlant
Aceraceae nikoense-
Achillea biebersteiniiPlant
Achillea biserrataLOTUS Database
Achillea impatiensLOTUS Database
Achyrocline bogotensis (HBK.) DC.Plant
Aconitum kongboenseLOTUS Database
Actinidia chinensisFooDB
Adansonia digitataPlant
Adonis amurensisPlant
Aegle marmelosPlant
Aesculus hippocastanumLOTUS Database
Aesculus turbinataLOTUS Database
Agaricus bisporusFooDB
AgaveFooDB
Aglaia crassinerviaLOTUS Database
Aglaia edulisPlant
Aglaia odorataLOTUS Database
Aglaia perviridisLOTUS Database
Aglaia rimosaLOTUS Database
Ailanthus altissimaLOTUS Database
Ailanthus altissimusPlant
Allagopappus canariensisLOTUS Database
Allamanda neriifoliaLOTUS Database
Allium ampeloprasumFooDB
Allium ascalonicumFooDB
Allium cepaFooDB
Allium cepa L.FooDB
Allium fistulosumFooDB
Allium rotundumLOTUS Database
Allium sativumFooDB
Allium schoenoprasumFooDB
Allium tuberosumFooDB
Aloysia triphyllaFooDB
Althaea armeniacaLOTUS Database
Althaea officinalisLOTUS Database
Alyxia lucida-
Alyxia reinwardtiiLOTUS Database
AmaranthusFooDB
Ambrosia artemisioidesLOTUS Database
Amelanchier alnifoliaFooDB
Ammi majusLOTUS Database
Amyris pinnataLOTUS Database
Anacardium occidentaleFooDB
Anagyris foetidaPlant
Ananas comosusFooDB
Anethum graveolensFooDB
Angelica acutilobaPlant
Angelica archangelicaLOTUS Database
Angelica dahuricaPlant
Angelica japonicaLOTUS Database
Angelica keiskeiFooDB
Angelica pubescensLOTUS Database
Angelica pubescens f.biserrataPlant
Angelica sinensisPlant
Annona cherimolaFooDB
Annona muricataFooDB
Annona reticulataFooDB
Annona squamosaFooDB
Antennaria geyeriPlant
Anthemis cupanianaLOTUS Database
Anthriscus cerefoliumFooDB
Anthriscus sylvestrisLOTUS Database
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
    • Jian Tang, Yuangang Zhang, Thomas G. Hartman, Robert T. Rosen, and Chi Tang Ho. Free and glycosid...
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Arabidopsis thalianaPlant
Arachis hypogaeaFooDB
Aralia fargesiiPlant
Arctium lappaFooDB
Arctotheca calendulaLOTUS Database
Aristotelia chilensisLOTUS Database
Armoracia rusticanaFooDB
Arnica mollisLOTUS Database
Artemisia abrotanumLOTUS Database
Artemisia absinthiumLOTUS Database
Artemisia adamsiiLOTUS Database
Artemisia afraPlant
Artemisia albaLOTUS Database
Artemisia annuaPlant
Artemisia anomalaLOTUS Database
Artemisia arborescensLOTUS Database
Artemisia argyiLOTUS Database
Artemisia assoanaLOTUS Database
Artemisia campestrisLOTUS Database
Artemisia capillarisPlant
Artemisia chamaemelifoliaLOTUS Database
Artemisia compactaPlant
Artemisia douglasianaLOTUS Database
Artemisia dracunculusFooDB
Artemisia eriopodaLOTUS Database
Artemisia feddeiLOTUS Database
Artemisia freynianaLOTUS Database
Artemisia gmeliniiLOTUS Database
Artemisia herba-albaLOTUS Database
Artemisia ifranensisLOTUS Database
Artemisia incanescensLOTUS Database
Artemisia ireynianaPlant
Artemisia jacuticaLOTUS Database
Artemisia japonicaPlant
Artemisia keiskeanaLOTUS Database
Artemisia laciniataLOTUS Database
Artemisia marschallianaLOTUS Database
Artemisia minorPlant
Artemisia montanaLOTUS Database
Artemisia novaLOTUS Database
Artemisia ordosicaLOTUS Database
Artemisia princepsLOTUS Database
Artemisia rubripesLOTUS Database
Artemisia rutifoliaLOTUS Database
Artemisia santolinifoliaLOTUS Database
Artemisia scopariaPlant
Artemisia tridentataLOTUS Database
Artemisia tripartitaLOTUS Database
Artemisia vulgarisFooDB
Artocarpus altilisFooDB
Artocarpus heterophyllusFooDB
Asparagus officinalisFooDB
Astragalus brachycarpusPlant
Astragalus onobrychisLOTUS Database
Atractylodes macrocephalaLOTUS Database
Atropa belladonnaPlant
Attalea speciosaFooDB
Auricularia auricula-judaeFooDB
Auricularia polytrichaFooDB
Avena fatuaLOTUS Database
Avena sativa L.FooDB
Averrhoa carambolaFooDB
Azadirachta indicaLOTUS Database
Baccharis magellanicaPlant
Baccharis megapotamicaLOTUS Database
Baccharis neaeiLOTUS Database
Baccharis patagonicaLOTUS Database
Baccharis salicifoliaLOTUS Database
Baccharis tolaLOTUS Database
Balbisia calycinaLOTUS Database
Baptisia arachniferaPlant
Baptisia bracteataPlant
Baptisia calycosaPlant
Baptisia cinereaPlant
Baptisia lanceolataPlant
Baptisia nuttallianaPlant
Baptisia perfoliataPlant
Baptisia simplicifoliaPlant
Baptisia tinctoriaPlant
Basella albaFooDB
Benincasa hispidaFooDB
Benkara malabaricaLOTUS Database
Berchemia formosanaLOTUS Database
Bertholletia excelsaFooDB
Beta vulgarisFooDB
Beta vulgaris ssp. ciclaFooDB
Bidens tripartitaLOTUS Database
Bistorta officinalisLOTUS Database
Blainvillea acmellaLOTUS Database
Boltonia asteroidesLOTUS Database
Borago officinalisFooDB
Boronella koniambiensisPlant
Bosistoa transversaLOTUS Database
Brassica alboglabraFooDB
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var. napusFooDB
Brassica oleraceaFooDB
Brassica oleracea var. botrytisFooDB
Brassica oleracea var. capitataFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. gongylodesFooDB
Brassica oleracea var. italicaFooDB
Brassica oleracea var. sabaudaFooDB
Brassica oleracea var. viridisFooDB
Brassica rapaFooDB
Brassica rapa ssp. chinensisFooDB
Brassica rapa var. pekinensisFooDB
Brassica rapa var. rapaFooDB
Brassica ruvoFooDB
Brosimum alicastrumFooDB
Brunfelsia grandifloraLOTUS Database
Brunfelsia grandiflora D.DONPlant
Bunium incrassatumLOTUS Database
Bupleurum fruticosumLOTUS Database
Bupleurum salicifoliumLOTUS Database
Bursera simarubaPlant
Bursera tonkinensisLOTUS Database
Byrsonima crassifoliaFooDB
Cacalia hastataLOTUS Database
Cajanus cajanFooDB
Calendula officinalisLOTUS Database
Callisia fragransLOTUS Database
Caltha palustrisPlant
Calycanthus chinensisLOTUS Database
Canarium ovatumFooDB
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Canthium subcordatumLOTUS Database
Capparis spinosaFooDB
Capsicum annuumFooDB
Capsicum annuum L.FooDB
Capsicum annuum var. annuumFooDB
Capsicum chinenseFooDB
Capsicum pubescensFooDB
Caragana frutexPlant
Caragana spinosaLOTUS Database
Carapa guianensisLOTUS Database
Carica papaya L.FooDB
Carissa macrocarpaFooDB
Carissa spinarumLOTUS Database
Carpesium macrocephalumLOTUS Database
Carthamus tinctoriusFooDB
Carum carviFooDB
CaryaFooDB
Carya illinoinensisFooDB
Casearia graveolensLOTUS Database
Cassia fistulaLOTUS Database
CastaneaFooDB
Castanea crenataFooDB
Castanea mollissimaFooDB
Castanea sativaFooDB
Catunaregam niloticaLOTUS Database
Catunaregam obovataLOTUS Database
Centaurea asperaLOTUS Database
Centaurea collinaLOTUS Database
Centaurea pseudomaculosaLOTUS Database
Centaurea pseudoscabiosaLOTUS Database
Centaurea pseudoscabiosa subsp.pseudoscabiosa Boiss.et aBuhsePlant
Centaurea ptosimopappoidesLOTUS Database
Cephalanthus occidentalisLOTUS Database
Ceratonia siliquaFooDB
Chaerophyllum hirsutumPlant
Chamaemelum nobileFooDB
Chamerion angustifoliumFooDB
Chenopodiastrum muralePlant
Chenopodium albumFooDB
Chenopodium quinoaFooDB
Chloranthus japonicusLOTUS Database
Chrysanthemum coronariumFooDB
Chrysanthemum leucanthemumPlant
Chrysanthemum segetumLOTUS Database
Cicer arietinumFooDB
Cichorium endiviaFooDB
Cichorium intybusFooDB
Cicuta virosaLOTUS Database
CinnamomumFooDB
Cinnamomum aromaticumFooDB
Cinnamomum verumFooDB
CirsiumFooDB
Cirsium rhinocerosLOTUS Database
Cistus laurifoliusLOTUS Database
Citrullus lanatusFooDB
Citrus ×limon (L.) Burm. f. (pro sp.)FooDB
Citrus aurantiifoliaFooDB
Citrus japonicaLOTUS Database
Citrus latifoliaFooDB
Citrus limonFooDB
Citrus maximaFooDB
Citrus paradisiFooDB
Citrus reticulataFooDB
Citrus sinensisLOTUS Database
Citrus sinensis cv.ValenciaPlant
Citrus trifoliataPlant
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Cladanthus arabicusLOTUS Database
Clausena anisataPlant
Clausena excavataLOTUS Database
Cleidion spiciflorum (Burm. f.) Merr.Plant
Cocos nuciferaFooDB
Coffea arabica L.FooDB
Coffea canephoraFooDB
Colocasia esculentaFooDB
Convolvulus scammoniaPlant
Coprosma propinquaPlant
Coprosma robustaPlant
Coprosma rotundifoliaPlant
Coprosma tenuicaulisPlant
Coptis trifoliaLOTUS Database
Corchorus olitoriusFooDB
Coriandrum sativum L.FooDB
Coronilla scorpioidesLOTUS Database
Coronilla vaginalisLOTUS Database
Coronilla valentinaLOTUS Database
Coronilla variaPlant
CorylusFooDB
Corylus avellanaFooDB
Coussarea macrophyllaPlant
Crateva religiosaFooDB
Cressa creticaLOTUS Database
Crocus sativusFooDB
Crotalaria mysorensisPlant
Croton draco Schltdl.& Cham.Plant
Cruciata laevipesLOTUS Database
Cruciata tauricaPlant
Cucumis meloFooDB
Cucumis metuliferusFooDB
Cucumis sativus L.FooDB
CucurbitaFooDB
Cucurbita maximaFooDB
Cucurbita moschataFooDB
Cuminum cyminumFooDB
Curcuma longaFooDB
Curcuma manggaPlant
Cydonia oblongaFooDB
Cymbopogon citratusFooDB
Cynara cardunculusFooDB
Cynara cornigeraLOTUS Database
Cynara scolymusFooDB
Daucus carotaFooDB
Daucus carota ssp. sativusFooDB
Dendrobium densiflorumLOTUS Database
Dendrobium densiflorum Lindl.ex.Wall.Plant
Dictamnus albusLOTUS Database
Dictamnus angustifoliusPlant
Dictamnus dasycarpusLOTUS Database
Dimetia capitellataPlant
Dimocarpus longanFooDB
DioscoreaFooDB
Dioscorea pentaphyllaFooDB
DiospyrosFooDB
Diospyros glaucifoliaLOTUS Database
Diospyros kakiFooDB
Diospyros maritimaPlant
Diospyros virginianaFooDB
Diospyros wallichiiLOTUS Database
Diplospora dubiaPlant
Dipterocarpus hasseltiiLOTUS Database
Dodonaea viscosaLOTUS Database
Durio zibethinusFooDB
Dysphania ambrosioidesFooDB
Echinacea purpureaLOTUS Database
Echinosophora koreensisPlant
Ekebergia capensisLOTUS Database
ElaeisFooDB
Eleocharis dulcisFooDB
Elettaria cardamomumFooDB
Eleutherococcus senticosusLOTUS Database
Empetrum nigrumFooDB
Eragrostis tefFooDB
Erigeron breviscapusLOTUS Database
Eriobotrya japonicaFooDB
Eriostemon myoporoidesLOTUS Database
Eruca vesicaria subsp. SativaFooDB
Erycibe obtusifoliaPlant
Erycibe schmidtiiPlant
Eryngium bourgatiiLOTUS Database
Eucalyptus viminalisLOTUS Database
Eugenia javanicaFooDB
Eugenia unifloraFooDB
Euodia fargesiiLOTUS Database
Eupatorium buniifoliumLOTUS Database
Euphorbia aleppicaLOTUS Database
Euphorbia ferganensisLOTUS Database
Euphorbia heteradenaLOTUS Database
Euphorbia hirsutaLOTUS Database
Euphorbia hirtaLOTUS Database
Euphorbia humifusaPlant
Euphorbia ibericaLOTUS Database
Euphorbia lagascaeLOTUS Database
Euphorbia maculataLOTUS Database
Euphorbia micractinaPlant
Euphorbia nicaeensisLOTUS Database
Euphorbia plumerioidesLOTUS Database
Euphorbia pubescensPlant
Euphorbia tithymaloidesPlant
Eurycoma longifoliaLOTUS Database
Eutrema japonicumFooDB
Evolvulus alsinoidesLOTUS Database
Fabiana imbricataLOTUS Database
Fagopyrum esculentumFooDB
Fagopyrum tataricumFooDB
FagusFooDB
Falcaria vulgarisPlant
Fatoua villosaLOTUS Database
Feijoa sellowianaFooDB
Ferula linkiiLOTUS Database
Ferulopsis hystrixLOTUS Database
Ficus auriculataLOTUS Database
Ficus caricaFooDB
Ficus nervosaLOTUS Database
Ficus pumilaLOTUS Database
Ficus sagittataLOTUS Database
Firmiana simplexLOTUS Database
Flammulina velutipesFooDB
Foeniculum vulgareFooDB
Fragaria x ananassaFooDB
Fraxinus chinensisLOTUS Database
Fraxinus ornusLOTUS Database
Fraxinus pallisaeLOTUS Database
Fraxinus szaboanaPlant
Galinsoga quadriradiataLOTUS Database
Garcinia mangostanaFooDB
Gardenia carinataLOTUS Database
Gaylussacia baccataFooDB
Gelsemium elegansLOTUS Database
Gelsemium sempervirensPlant
Ginkgo bilobaPlant
Givotia madagascariensisLOTUS Database
Glehnia littoralisPlant
Glycine maxFooDB
Glycyrrhiza uralensisPlant
Gomortega keuleLOTUS Database
Gonospermum canarienseLOTUS Database
Gonospermum elegansPlant
Gonospermum ferulaceumLOTUS Database
Gonospermum fruticosumPlant
Gonospermum gomeraePlant
GossypiumFooDB
Gossypium hirsutumLOTUS Database
Grifola frondosaFooDB
Guarea guidoniaLOTUS Database
Guarea rhophalocarpaPlant
Gundelia tournefortiiLOTUS Database
Gymnophyton isatidicarpumLOTUS Database
Hannoa klaineanaLOTUS Database
Haplopappus obtusifoliumPlant
Haplophyllum acutifoliumLOTUS Database
Haplophyllum bungeiLOTUS Database
Haplophyllum cappadocicumLOTUS Database
Haplophyllum dauricumLOTUS Database
Haplophyllum obtusifoliumLOTUS Database
Haplophyllum patavinumPlant
Haplophyllum ramosissimumLOTUS Database
Haplophyllum villosumLOTUS Database
Harrisonia perforataLOTUS Database
Hedysarum alpinumFooDB
Helianthus annuusLOTUS Database
Helianthus annuus L.FooDB
Helianthus tuberosusFooDB
Helichrysum italicumLOTUS Database
Helichrysum maracandicumLOTUS Database
Helichrysum stoechasLOTUS Database
Heracleum granatensePlant
Heracleum grandiflorumLOTUS Database
Heracleum lanatumLOTUS Database
Heracleum lehmannianumLOTUS Database
Heracleum pyrenaicumPlant
Heracleum yungningenseLOTUS Database
Hevea brasiliensisLOTUS Database
Hibiscus sabbariffaFooDB
Hibiscus syriacusPlant
Hibiscus taiwanensisPlant
Hippophae rhamnoidesFooDB
Hordeum vulgareFooDB
Hymenodictyon floribundumLOTUS Database
Hymenodictyon orixenseLOTUS Database
Hyssopus officinalis L.FooDB
Ilex pubescens var.glaberPlant
Illicium verumFooDB
Impatiens balsaminaLOTUS Database
Inula heleniumPlant
Iostephane heterophyllaLOTUS Database
Ipomoea aquaticaFooDB
Ipomoea batatasFooDB
Ipomoea cairicaLOTUS Database
Ipomoea nilLOTUS Database
Ipomoea orizabensisPlant
Ipomopsis aggregataLOTUS Database
Ixora coccineaLOTUS Database
JuglansFooDB
Juglans ailanthifoliaFooDB
Juglans cinereaFooDB
Juglans nigra L.FooDB
Juglans regiaFooDB
Jurinea albicaulisLOTUS Database
Khaya anthothecaPlant
Khaya ivorensisPlant
Khaya senegalensisLOTUS Database
Khaya senegalensis L.Plant
Lablab purpureusFooDB
Lactuca sativaFooDB
Lagenaria sicerariaFooDB
Lathyrus sativusFooDB
Laurus nobilis L.FooDB
Layia carnosaLOTUS Database
Leionema phylicifoliumLOTUS Database
Lens culinarisFooDB
Lentinus edodesFooDB
Lepidium sativumFooDB
Lessingianthus mollissimusLOTUS Database
Levisticum officinaleFooDB
Linum usitatissimumFooDB
Litchi chinensisFooDB
Litsea szemaoisLOTUS Database
Lomatia hirsutaLOTUS Database
Lonicera hypoleucaLOTUS Database
Luffa aegyptiacaFooDB
Lugoa revolutaLOTUS Database
LupinusFooDB
Lupinus albusFooDB
Lycium barnarumPlant
Lycium chinensePlant
Lycium chinense var.potaniniiPlant
MacadamiaFooDB
Macadamia tetraphyllaFooDB
Macaranga barteriPlant
Macaranga denticulataLOTUS Database
Macaranga trilobaPlant
Machilus thunbergiiPlant
Magnolia biondiiLOTUS Database
Mallotus apeltaLOTUS Database
Mallotus japonicusLOTUS Database
Mallotus resinosusLOTUS Database
Malpighia emarginataFooDB
MalusFooDB
Malus pumilaFooDB
Malva sylvestrisPlant
Mammea americanaFooDB
Mandevilla hirsutaLOTUS Database
Mandragora autumnalisPlant
Mandragora officinarumLOTUS Database
Mangifera indicaFooDB
Manihot esculentaFooDB
Manilkara zapotaFooDB
Maranta arundinaceaFooDB
Matayba arborescensLOTUS Database
Matricaria chamomillaLOTUS Database
Matricaria recutitaFooDB
Matteuccia struthiopterisFooDB
Maytenus senegalensisLOTUS Database
Medicago sativaPlant
Meeboldia yunnanensisPlant
Melia azedarachLOTUS Database
Melicope barbigeraLOTUS Database
Melilotus albaPlant
Melilotus indicaLOTUS Database
Melissa officinalis L.FooDB
MenthaFooDB
Mentha aquaticaFooDB
Mentha arvensisFooDB
Mentha spicataFooDB
Mentha x piperitaFooDB
Mentzelia decapetalaLOTUS Database
Menyanthes trifoliataLOTUS Database
Mespilus germanicaFooDB
Metrodorea nigraLOTUS Database
Metroxylon saguFooDB
Microliabum polymnioidesLOTUS Database
Micromelum integerrimumPlant
Micromelum minutumLOTUS Database
Microtoena prainianaPlant
Mitragyna africanus WILLD.Plant
Mitragyna inermisLOTUS Database
Momordica charantiaFooDB
Mondia whiteiLOTUS Database
MorchellaceaeFooDB
Morella rubraFooDB
Morinda citrifoliaPlant
Morinda officinalisPlant
Moringa oleiferaFooDB
MorusFooDB
Morus albaPlant
Morus cathayanaPlant
Morus mongolicaLOTUS Database
Morus nigraFooDB
Murraya exoticaLOTUS Database
Murraya paniculataPlant
Musa acuminataFooDB
Musa x paradisiacaFooDB
MyricaFooDB
Myristica fragransFooDB
Myrtus communisLOTUS Database
Nauclea orientalisLOTUS Database
Nealchornea yapurensisLOTUS Database
NelumboFooDB
Nelumbo nuciferaFooDB
Nephelium lappaceumFooDB
Nephrotheca ilicifoliaLOTUS Database
Nerium oleanderPlant
Nicotiana glaucaLOTUS Database
Nicotiana glutinosaLOTUS Database
Nicotiana tabacumLOTUS Database
Nierembergia aristataLOTUS Database
Nierembergia linariifoliaLOTUS Database
Nothapodytes nimmonianaLOTUS Database
Nuphar luteaFooDB
Ocimum basilicumFooDB
Oenothera biennisFooDB
Olea capensisLOTUS Database
Olea europaeaFooDB
Onobrychis kemulariaPlant
Onobrychis kemulariaePlant
Ophiorrhiza kuroiwaiLOTUS Database
Ophiorrhiza liukiuensisPlant
OpuntiaFooDB
Opuntia cochenilliferaFooDB
Opuntia macrorhizaFooDB
Oreocnide frutescensLOTUS Database
Origanum majoranaFooDB
Origanum onitesFooDB
Origanum vulgareFooDB
Origanum X majoricumFooDB
Oryza rufipogonFooDB
Oryza sativaFooDB
Pachyrhizus erosusFooDB
Pamburus missionisLOTUS Database
Panax ginsengFooDB
Pangium eduleFooDB
Panicum miliaceumFooDB
Parastrephia quadrangularisLOTUS Database
Passiflora edulisFooDB
Pastinaca sativaFooDB
Patrinia scabiosaefoliaPlant
Pediomelum esculentumFooDB
Pelargonium reniformePlant
Pelargonium sidoidesPlant
Peltostigma guatemalenseLOTUS Database
Pentanema britannicumPlant
Pentas longifloraLOTUS Database
Perezia megalanthaLOTUS Database
Perideridia oreganaFooDB
Periploca sepiumLOTUS Database
Persea americanaFooDB
Petasites japonicusFooDB
Petroselinum crispumFooDB
Peucedanum praeruptorumLOTUS Database
Peucedanum praeruptorum DUNN.Plant
Phaseolus coccineusFooDB
Phaseolus lunatusFooDB
Phaseolus vulgarisFooDB
Phebalium clavatumPlant
Phebalium squamulosumLOTUS Database
Phellodendron amurensePlant
Phellodendron chinenseLOTUS Database
Phellodendron japonicum MAXIMPlant
Philotheca spicataLOTUS Database
Phoenix dactyliferaFooDB
Phoma exigua var. foveataLOTUS Database
Photinia melanocarpaFooDB
Phyllanthus angkorensisLOTUS Database
Phyllanthus polyphyllus var.siamensisPlant
Phyllanthus sellowianusPlant
Phyllostachys edulisFooDB
PhysalisFooDB
Physalis philadelphica var. immaculataFooDB
Physochlaina physaloidesLOTUS Database
Phytolacca americanaFooDB
Picramnia latifoliaLOTUS Database
Pileostegia viburnoides var. glabrescensPlant
Pimenta dioicaFooDB
Pimpinella anisumFooDB
PinusFooDB
Pinus edulisFooDB
Piper nigrum L.FooDB
Pistacia veraFooDB
Pisum sativumFooDB
Platanus x hispanicaLOTUS Database
Platytaenia dasycarpa-
Pleurotus ostreatusFooDB
Plumeria obtusaLOTUS Database
Plumeria rubraLOTUS Database
Poa huecuLOTUS Database
Polyalthia suberosaLOTUS Database
Polygonatum orientaleLOTUS Database
Polygonum alpinumFooDB
Polygonum avicularePlant
Populus tremulaLOTUS Database
Portulaca oleraceaFooDB
Potentilla argenteaLOTUS Database
Potentilla erectaLOTUS Database
Pouteria sapotaFooDB
Prangos bucharicaPlant
Prangos ulopteraLOTUS Database
Protium heptaphyllumLOTUS Database
Prunella vulgarisLOTUS Database
Prunus armeniacaFooDB
Prunus aviumFooDB
Prunus avium L.FooDB
Prunus cerasusFooDB
Prunus domesticaFooDB
Prunus dulcisFooDB
Prunus persicaFooDB
Prunus persica var. nucipersicaFooDB
Prunus persica var. persicaFooDB
Prunus serotinaPlant
Prunus tomentosaFooDB
Prunus virginianaFooDB
Psidium cattleianumFooDB
Psidium guajavaFooDB
Psophocarpus tetragonolobusFooDB
Pterocaulon polystachyumLOTUS Database
Pterocaulon virgatumPlant
Pterospermum lanceaefoliumPlant
Pulicaria arabicaLOTUS Database
Punica granatumFooDB
Pyracantha coccineaLOTUS Database
Pyrus communisFooDB
Pyrus pyrifoliaFooDB
QuercusFooDB
Quercus petraeaLOTUS Database
Quercus pyrenaicaLOTUS Database
Quercus roburLOTUS Database
Quercus suberLOTUS Database
Randia dumetorumLOTUS Database
Ranunculus sieboldiiLOTUS Database
Raphanus sativusFooDB
Raphanus sativus var. longipinnatusFooDB
Raphanus sativus var. sativusFooDB
Rheum rhabarbarumFooDB
Rhodiola coccineaLOTUS Database
Rhododendron dauricumPlant
Rhododendron ferrugineumLOTUS Database
Rhododendron luteumLOTUS Database
Rhododendron micranthumPlant
Rhododendron spinuliferumLOTUS Database
Rhododendron tolmacheviiLOTUS Database
Rhus chinensisLOTUS Database
Ribes aureumFooDB
Ribes glandulosumFooDB
Ribes nigrumFooDB
Ribes rubrumFooDB
Ribes uva-crispaFooDB
Richardia brasiliensisLOTUS Database
Ripariosida hermaphroditaLOTUS Database
RosaFooDB
Rubia cordifoliaLOTUS Database
Rubia tinctorumLOTUS Database
Rubia wallichianaLOTUS Database
Rubia wallichiana DECNEPlant
Rubus arcticusFooDB
Rubus chamaemorusFooDB
Rubus idaeusFooDB
Rubus occidentalisFooDB
Rubus spectabilisFooDB
RumexFooDB
Rumex acetosaFooDB
Rumex articusFooDB
Ruta graveolensLOTUS Database
Ruta montanaLOTUS Database
Sagittaria latifoliaFooDB
Salix pulchraFooDB
Salvia elegansFooDB
Salvia hispanicaFooDB
Salvia officinalisFooDB
Salvia rosmarinusFooDB
Sambucus nigraFooDB
Sambucus nigra L.FooDB
Santolina oblongifoliaLOTUS Database
Santolina pinnataLOTUS Database
Saposhnikovia divaricataLOTUS Database
Saposhnikovia divaricata SchischkinPlant
Sarcandra glabraLOTUS Database
Satureja hortensis L.FooDB
Satureja montanaFooDB
Saussurea lanicepsPlant
Saussurea superbaLOTUS Database
Scaphopetalum thonneriPlant
Schleichera oleosaPlant
Schumanniophyton problematicumLOTUS Database
Scopolia japonicaPlant
Scorzonera divaricataPlant
Scorzonera hispanicaFooDB
Scorzonera pseudodivaricataPlant
Secale cerealeFooDB
Sechium eduleFooDB
Securigera elegansPlant
Securigera securidacaLOTUS Database
Semenovia dasycarpaLOTUS Database
Sesamum indicumFooDB
Sesbania bispinosaFooDB
Shorea pinangaLOTUS Database
Sida acutaPlant
Sida rhombifoliaPlant
Simaba orinocensisLOTUS Database
Sinacalia tanguticaLOTUS Database
Sinapis albaFooDB
SisymbriumFooDB
Skimmia laureolaLOTUS Database
Solanum aethiopicumLOTUS Database
Solanum crispumLOTUS Database
Solanum dasyphyllumLOTUS Database
Solanum indicumPlant
Solanum lycopersicumFooDB
Solanum lycopersicum var. cerasiformeFooDB
Solanum lycopersicum var. lycopersicumFooDB
Solanum lyratumLOTUS Database
Solanum melongenaFooDB
Solanum quitoenseFooDB
Solanum tuberosumFooDB
Sonchus fauces-orciLOTUS Database
Sorbus aucupariaFooDB
Sorghum bicolorFooDB
Spinacia oleraceaFooDB
Stellera chamaejasmeLOTUS Database
Sterculia urensLOTUS Database
Streptomyces griseusLOTUS Database
Swietenia macrophyllaLOTUS Database
Syzygium aromaticumFooDB
Syzygium cuminiFooDB
Syzygium jambosFooDB
Tagetes lucidaLOTUS Database
Talipariti tiliaceumLOTUS Database
Tamarindus indicaFooDB
Tamilnadia uliginosaLOTUS Database
Tanacetopsis mucronataLOTUS Database
Tanacetum partheniumLOTUS Database
Tanacetum vulgareLOTUS Database
Taraxacum officinaleFooDB
Tetragonia tetragonioidesFooDB
Tetrapleura tetrapteraLOTUS Database
ThelespermaFooDB
Thymus pulegioidesFooDB
Thymus vulgarisFooDB
Tilia cordataFooDB
Tilia L.FooDB
Todaroa aureaLOTUS Database
Tolpis webbiiLOTUS Database
Toona ciliataLOTUS Database
Toona sinensisLOTUS Database
Tragopogon porrifoliusFooDB
Trewia nudifloraLOTUS Database
Triadica sebiferaLOTUS Database
Trifolium pratensePlant
Trigonella foenum-graecumPlant
Trigonostemon reidioidesPlant
TriticumFooDB
Triticum aestivumFooDB
Triticum durumFooDB
Triticum speltaFooDB
Triticum turanicumFooDB
Typha angustifoliaFooDB
Uncaria sinensisPlant
Urceola roseaLOTUS Database
Urtica dioicaPlant
VacciniumFooDB
Vaccinium angustifoliumFooDB
Vaccinium angustifolium X Vaccinium corymbosumFooDB
Vaccinium arboreumFooDB
Vaccinium corymbosumFooDB
Vaccinium deliciosumFooDB
Vaccinium elliottiiFooDB
Vaccinium macrocarponFooDB
Vaccinium myrtilloidesFooDB
Vaccinium myrtillusPlant
Vaccinium ovalifoliumFooDB
Vaccinium ovatumFooDB
Vaccinium oxycoccosFooDB
Vaccinium parvifoliumFooDB
Vaccinium reticulatumFooDB
Vaccinium stamineumFooDB
Vaccinium uliginosumFooDB
Vaccinium uriginosumPlant
Vaccinium vitis-idaeaPlant
Vachellia flavaLOTUS Database
Vahlia capensisLOTUS Database
Valerianella locustaFooDB
VanillaFooDB
Vepris soyauxiiLOTUS Database
Verbena officinalisFooDB
Viburnum eduleFooDB
Vicia fabaFooDB
Vicia sativaPlant
Vicia truncatulaPlant
Vigna aconitifoliaFooDB
Vigna angularisFooDB
Vigna mungoFooDB
Vigna radiataFooDB
Vigna umbellataFooDB
Vigna unguiculataFooDB
Vigna unguiculata ssp. cylindricaFooDB
Vigna unguiculata ssp. unguiculataFooDB
Vigna unguiculata var. sesquipedalisFooDB
VitisFooDB
Vitis aestivalisFooDB
Vitis labruscaFooDB
Vitis rotundifoliaFooDB
Vitis viniferaLOTUS Database
Vitis vinifera L.FooDB
Weigela subsessilisLOTUS Database
Withania somniferaPlant
Xanthium sibiricumLOTUS Database
Xanthosoma sagittifoliumFooDB
Xenophyllum dactylophyllumLOTUS Database
Zanthoxylum ailanthoidesLOTUS Database
Zanthoxylum avicennaeLOTUS Database
Zanthoxylum fagaraLOTUS Database
Zanthoxylum gilletiiLOTUS Database
Zanthoxylum integrifoliolumPlant
Zanthoxylum nitidumLOTUS Database
Zanthoxylum schinifoliumLOTUS Database
Zanthoxylum simulansPlant
Zanthoxylum zanthoxyloidesLOTUS Database
Zea mays L.FooDB
Zingiber officinaleFooDB
ZizaniaFooDB
Zizania aquaticaFooDB
Ziziphus zizyphusFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassCoumarins and derivatives  
Sub ClassHydroxycoumarins  
Direct Parent7-hydroxycoumarins  
Alternative Parents
Substituents
  • 7-hydroxycoumarin
    • 

  • Benzopyran
    • 

  • 1-benzopyran
    • 

  • Anisole
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Pyranone
    • 

  • Pyran
    • 

  • Benzenoid
    • 

  • Heteroaromatic compound
    • 

  • Lactone
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Organoheterocyclic compound
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.65ALOGPS
logP1.32ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)8.26ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.99 m³·mol⁻¹ChemAxon
Polarizability18.31 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0034344  
DrugBank IDNot Available
Phenol Explorer Compound ID638  
FoodDB IDFDB012705  
KNApSAcK IDC00002499  
Chemspider ID4444113  
KEGG Compound IDC01752  
BioCyc IDSCOPOLETIN  
BiGG IDNot Available
Wikipedia LinkScopoletin  
METLIN IDNot Available
PubChem Compound5280460  
PDB IDNot Available
ChEBI ID17488  
Good Scents IDNot Available
References
General References
  1. Nawrot J, Budzianowski J, Nowak G: Phytochemical profiles of the leaves of Stizolophus balsamita and Psephellus sibiricus and their chemotaxonomic implications. Phytochemistry. 2019 Mar;159:172-178. doi: 10.1016/j.phytochem.2018.12.022. Epub  2019 Jan 9. [PubMed:30634079  ] 
  2. Yoshikawa K, Kawahara Y, Arihara S, Hashimoto T: Aromatic compounds and their antioxidant activity of Acer saccharum. J Nat Med. 2011 Jan;65(1):191-3. doi: 10.1007/s11418-010-0450-5. Epub 2010 Aug 5. [PubMed:20686865  ] 
  3. Pan R, Dai Y, Gao XH, Lu D, Xia YF: Inhibition of vascular endothelial growth factor-induced angiogenesis by scopoletin through interrupting the autophosphorylation of VEGF receptor 2 and its downstream signaling pathways. Vascul Pharmacol. 2011 Jan-Feb;54(1-2):18-28. doi: 10.1016/j.vph.2010.11.001. Epub 2010 Nov 13. [PubMed:21078410  ] 
  4. Mahattanadul S, Ridtitid W, Nima S, Phdoongsombut N, Ratanasuwon P, Kasiwong S: Effects of Morinda citrifolia aqueous fruit extract and its biomarker scopoletin on reflux esophagitis and gastric ulcer in rats. J Ethnopharmacol. 2011 Mar 24;134(2):243-50. doi: 10.1016/j.jep.2010.12.004. Epub 2010 Dec 14. [PubMed:21163341  ] 
  5. Parhoodeh P, Rahmani M, Hashim NM, Sukari MA, Lian GE: Lignans and other constituents from aerial parts of Haplophyllum villosum. Molecules. 2011 Mar 7;16(3):2268-73. doi: 10.3390/molecules16032268. [PubMed:21383663  ]