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Showing NP-Card for Umbelliferone (NP0044139)

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Record Information
Version1.0
Created at2021-11-12 23:52:15 UTC
Updated at2024-04-19 10:04:03 UTC
NP-MRD IDNP0044139
Secondary Accession NumbersNone
Natural Product Identification
Common NameUmbelliferone
DescriptionUmbelliferone, also known as 7-hydroxycoumarin or hydrangin, 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. Umbelliferone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Umbelliferone is found, on average, in the highest concentration within anises and beers. Umbelliferone has also been detected, but not quantified in, several different foods, such as common buckwheats, sweet oranges, red beetroots, kohlrabis, and wild celeries. This could make umbelliferone a potential biomarker for the consumption of these foods. Umbelliferone is found in Abies nephrolepis, Acacia ehrenbergiana , Achillea biebersteinii , Adonis amurensis , Adonis tienschanicus, Aegle marmelos , Aesculus hippocastanum, Ageratina adenophora, Allium rotundum, Aloe arborescens, Althaea officinalis, Ammi majus, Foeniculum vulgare , Angelica anomala, Angelica archangelica, Angelica dahurica , Angelica decursiva, Angelica furcijuga KITAGAWA, Angelica genuflexa, Angelica gigas , Angelica japonica, Angelica keiskei, Angelica pubescens, Angelica pubescens f.biserrata , Angelica spp., Apium spp., Aralia fargesii, Artemisia abrotanum, Artemisia absinthium, Artemisia alba, Artemisia anomala, Artemisia assoana, Artemisia gmelinii, Artemisia jacutica, Artemisia laciniata, Artemisia lactiflora, Artemisia marschalliana, Artemisia minor, Artemisia mongolica, Artemisia ordosica, Artemisia palustris, Artemisia santolinifolia, Artemisia scotina, Artemisia tridentata, Artemisia vestita, Artemisia xanthochroa, Asterolasia phebalioides, Astragalus brachycarpus, Astragalus onobrychis, Atalantia buxifolia, Atalantia racemosa, Atractylodes macrocephala, Atropa belladonna , Ayapana triplinervis, Baccharis trinervis, Bidens tripartita, Biebersteinia heterostemon, Biebersteinia orphanidis, Bistorta officinalis, Boenninghausenia albiflora, Breonadia salicina, Brosimum gaudichaudii, Butea monosperma, Cacalia hastata, Calendula officinalis, Callisia fragrans, Caltha palustris , Camellia sinensis, Caragana frutex, Caragana spinosa, Carthamus tinctorius, Casimiroa edulis, Centaurea solstitialis, Chaetanthera chilensis, Chamaecyparis formosensis, Chamaecyparis obtusa, Chamomilla rectita, Chaptalia integerrima, Glebionis coronaria, Glebionis segetum, Chuquiraga ulicina, Cicer arietinum, Cicuta virosa, Citrus aurantium, Citrus bergamia , Citrus hassaku, Citrus medica, Citrus natsudaidai, Citrus paradisi , Citrus sinensis, Citrus sinensis cv.Valencia , Citrus sulcata, Poncirus trifoliata , Clausena anisata , Clausena anisum-olens, Clausena excavata , Clausena lansium, Copaifera langsdorffii , Coriandrum sativum, Coronilla scorpioides, Coronilla vaginalis, Coronilla valentina, Coronilla varia , Crataegus flava, Cruciata taurica, Daphne acutiloba, Daphne bholua, Daphne genkwa, Daphne mezereum, Daphne odora, Daphne odora Thunb. , Daphne oleoides, Daphne oleoides ssp. oleoides , Deutzia corymbosa, Deverra triradiata, Hydrangea febrifuga, Dictamnus albus, Dictamnus angustifolius, Diplostephium ericoides, Dipteryx odorata, Disynaphia multicrenulata, Dorstenia brasiliensis , Dorstenia excentrica, Dorstenia turbinata, Edgeworthia chrysantha, Eleutherococcus senticosus, Eryngium campestre, Eucalyptus viminalis, Tetradium glabrifolium, Euphorbia humifusa, Euphorbia maculata, Falcaria vulgaris, Fatoua pilosa, Ferula assa-foetida , Ferula diversivittata, Ferula gigantea, Ferula gummosa, Ferula iliensis, Ferula kokanica, Ferula kopetdagensis, Ferula litwinowiana, Ferula marmarica, Ferula microloba, Ferula moschata, Ferula persica, Ferula spp., Ferula szovitsiana , Ferula tadshikorum, Ferulopsis hystrix, Ficus cunninghamii, Ficus nervosa, Ficus septica, Ginkgo biloba , Glehnia littoralis, Gypothamnium pinifolium, Haldina cordifolia, Haplophyllum patavinum, Haplophyllum villosum, Harbouria trachypleura, Helichrysum maracandicum, Helminthotheca comosa, Heracleum candicans, Heracleum candicans WALL. , Heracleum dissectum, Heracleum granatense, Heracleum grandiflorum, Heracleum lehmannianum, Heracleum pastinacifolium, Heracleum spp., Naringi crenulata, Homo sapiens, Hydrangea chinensis, Hydrangea macrophylla, Hydrangea macrophylla Ser.var.thunbergii Makino. , Hydrangea paniculata , Hydrangea serrata, Hydrangea vestita, Inula helenium L. , Ipomoea aquatica, Ipomoea cairica, Ipomoea nil, Juniperus chinensis, Juniperus drupacea, Justicia pectoralis, Kalanchoe laciniata, Khaya ivorensis , Rhododendron tomentosum, Leontopodium nanum, Ligusticum multivittatum, Lomatia hirsuta, Maclura tricuspidata, Mandragora autumnalis , Matricaria chamomilla , Matricaria matricarioides, Melicope hayesii, Melicope semecarpifolia, Melilotus alba, Melilotus albus, Melilotus indicus, Melilotus suaveolens , Metrodorea nigra, Micromelum ceylanicum, Morus alba, Morus cathayana, Morus mongolica, Murraya koenigii, Murraya paniculata, Murraya siamensis, Nassauvia aculeata, Nicotiana tabacum, Onobrychis kemularia, Onobrychis kemulariae, Parastrephia quadrangularis, Peddiea fischeri, Peucedanum bourgaei Lange in Wilk.et Lange., Peucedanum praeruptorum, Peucedanum praeruptorum DUNN., Phebalium squamulosum, Phellodendron amurense , Phellodendron chinense, Phellodendron japonicum MAXIM, Philotheca fitzgeraldii, Phlojodicarpus sibiricus, Physochlaina physaloides, Picea neoveitchii, Picramnia antidesma , Picramnia hirsuta, Picramnia latifolia, Picramnia teapensis, Picramnia teapensis Tul., Pileostegia viburnoides var. glabrescens, Pimpinella spp., Pinus armandii, Platanus hispanica, Platytaenia dasycarpa, Pleiospermium alatum, Poa huecu, Polygonatum orientale, Portulaca oleracea, Potentilla argentea, Potentilla erecta, Prangos ferulacea, Prangos latiloba, Prangos lophoptera, Prangos uloptera, Prunella vulgaris, Prunus prostrata, Pseudobrickellia angustissima, Pteryxia terebinthina, Rhadinothamnus anceps, Rhinacanthus nasutus, Rhodiola coccinea, Rhodiola heterodonta, Rhodiola sacra, Rhododendron dauricum, Rhododendron lepidotum, Rhododendron spinuliferum, Ruta chalepensis , Ruta graveolens , Ruta montana, Saussurea laniceps, Saussurea superba, Scapholeberis mucronata, Securigera elegans, Securigera securidaca, Sedum ewersii, Semenovia dasycarpa, Seseli webbii Cosson., Severinia buxifolia , Sinacalia tangutica, Skimmia japonica, Skimmia laureola, Skimmia reevesiana, Solanum dasyphyllum, Sophora flavescens, Stellera chamaejasme, Stellera chamaejasme L. , Streptomyces cellulosae, Tagetes lucida, Tordylium apulum , Trifolium pratense , Triphasia trifolia, Triptilion spinosum, Tuber melanosporum, Uncaria hirsuta, Vahlia capensis, Viburnum cylindricum, Viburnum dilatatum, Viburnum wrightii, Vicia sativa , Vitis vinifera, Wikstroemia canescens, Wikstroemia elliptica, Yponomeuta mahalebellus, Zanthoxylum ailanthoides, Zanthoxylum armatum, Zanthoxylum beecheyanum, Zanthoxylum rhoifolium, Zanthoxylum schinifolium , Zanthoxylum wutaiense and Zanthoxylum zanthoxyloides. It was first documented in 2013 (PMID: 23224618). A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7 (PMID: 30634079).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0044139 (Umbelliferone)


  Mrv1652311132100522D          

 12 13  0  0  0  0            999 V2000
    0.0000    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
    1.4289    0.0000    0.0000 O   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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    1.4289   -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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  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
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  4 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 12  1  0  0  0  0
M  END
Download

3D MOL for NP0044139 (Umbelliferone)

     RDKit          3D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -3.5567    1.7318    0.2418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5310    0.9796    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7449   -0.3633    0.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6303   -1.1788    0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3866   -0.6287    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7594   -1.3953    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0012   -0.8634   -0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1389    0.4901   -0.4598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3872    1.0523   -0.7406 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9927    1.2570   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2551    0.7257   -0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3376    1.4745   -0.0660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7077   -0.7917    0.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6803   -2.2433    0.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6192   -2.4646    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695   -1.4926   -0.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9755    1.3885    0.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0866    2.3224   -0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2 12  1  0
 12 11  1  0
 11 10  2  0
 10  8  1  0
  8  9  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
 11  5  1  0
 10 18  1  0
  9 17  1  0
  7 16  1  0
  6 15  1  0
  4 14  1  0
  3 13  1  0
M  END
Download

3D SDF for NP0044139 (Umbelliferone)


  Mrv1652311132100522D          

 12 13  0  0  0  0            999 V2000
    0.0000    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
    1.4289    0.0000    0.0000 O   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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    1.4289   -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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  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
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  4 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044139

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC2=C(C=C1)C=CC(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H

> <INCHI_KEY>
ORHBXUUXSCNDEV-UHFFFAOYSA-N

> <FORMULA>
C9H6O3

> <MOLECULAR_WEIGHT>
162.144

> <EXACT_MASS>
162.031694053

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
15.369727808099249

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
1.85

> <JCHEM_LOGP>
1.4797942936666666

> <ALOGPS_LOGS>
-1.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.8357602201831815

> <JCHEM_PKA_STRONGEST_BASIC>
-6.940639034952481

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
43.5295

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
umbelliferone

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0044139 (Umbelliferone)

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PDB for NP0044139 (Umbelliferone)
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  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11    2                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

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3D PDB for NP0044139 (Umbelliferone)
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SMILES for NP0044139 (Umbelliferone)
OC1=CC2=C(C=C1)C=CC(=O)O2
Download
INCHI for NP0044139 (Umbelliferone)
InChI=1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H
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View in JSmol
Synonyms
ValueSource
7-Hydroxy-2H-1-benzopyran-2-oneChEBI
7-HydroxycoumarinChEBI
beta-UmbelliferoneChEBI
HydranginChEBI
SkimmetinChEBI
b-UmbelliferoneGenerator
Β-umbelliferoneGenerator
7-Hydroxy-2H-chromen-2-oneHMDB
7-Hydroxy-coumarinHMDB
7-Hydroxycoumarin sulfateHMDB
7-Hydroxycoumarin sulphateHMDB
7-Hydroxycoumarin, 14C-labeledHMDB
7-OxycoumarinHMDB
beta -UmbelliferoneHMDB
HydrangineHMDB
SkimmetineHMDB
UmbelliferonHMDB
Umbelliferone (hydrangin, skimmetin)HMDB
Chemical FormulaC9H6O3
Average Mass162.1440 Da
Monoisotopic Mass162.03169 Da
IUPAC Name7-hydroxy-2H-chromen-2-one
Traditional Nameumbelliferone
CAS Registry NumberNot Available
SMILES
OC1=CC2=C(C=C1)C=CC(=O)O2
InChI Identifier
InChI=1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H
InChI KeyORHBXUUXSCNDEV-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Not AvailableSumner lab, University of MissouriZach Tretter2024-01-10View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Not AvailableSumner lab, University of MissouriZach Tretter2024-01-10View Spectrum
1D NMR[13C, ] NMR Spectrum (2D, 201 MHz, CD3OD, experimental)Not AvailableSumner lab, University of MissouriZach Tretter2024-01-10View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)ztmnb@umsystem.eduNot AvailableNot Available2023-06-09View Spectrum
1D NMR[1H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)ztmnb@umsystem.eduNot AvailableNot Available2023-06-09View Spectrum
1D NMR[1H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)ztmnb@umsystem.eduNot AvailableNot Available2023-06-09View Spectrum
1D NMR[1H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)ztmnb@umsystem.eduNot AvailableNot Available2023-06-09View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600.133705802 MHz, CD3OD, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600.133705802 MHz, CD3OD, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600.133705802 MHz, CD3OD, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201.216488466 MHz, CD3OD, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abies nephrolepisLOTUS Database
Acacia ehrenbergianaPlant
Achillea biebersteiniiPlant
Adonis amurensisPlant
Adonis tienschanicusPlant
Aegle marmelosPlant
Aesculus hippocastanumLOTUS Database
Ageratina adenophoraLOTUS Database
Allium ampeloprasumFooDB
Allium rotundumLOTUS Database
Aloe arborescensLOTUS Database
Althaea officinalisLOTUS Database
Ammi majusLOTUS Database
Anethum foeniculumPlant
Anethum graveolensFooDB
Angelica anomalaLOTUS Database
Angelica archangelicaLOTUS Database
Angelica dahuricaPlant
Angelica decursivaLOTUS Database
Angelica furcijuga KITAGAWAPlant
Angelica genuflexaLOTUS Database
Angelica gigasPlant
Angelica japonicaLOTUS Database
Angelica keiskeiLOTUS Database
Angelica pubescensLOTUS Database
Angelica pubescens f.biserrataPlant
Angelica spp.Plant
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
Apium spp.Plant
Aralia fargesiiPlant
Artemisia abrotanumLOTUS Database
Artemisia absinthiumLOTUS Database
Artemisia albaLOTUS Database
Artemisia anomalaLOTUS Database
Artemisia assoanaLOTUS Database
Artemisia dracunculusFooDB
Artemisia gmeliniiLOTUS Database
Artemisia jacuticaLOTUS Database
Artemisia laciniataLOTUS Database
Artemisia lactifloraLOTUS Database
Artemisia marschallianaLOTUS Database
Artemisia minorPlant
Artemisia mongolicaLOTUS Database
Artemisia ordosicaLOTUS Database
Artemisia palustrisLOTUS Database
Artemisia santolinifoliaLOTUS Database
Artemisia scotinaLOTUS Database
Artemisia tridentataLOTUS Database
Artemisia vestitaLOTUS Database
Artemisia vulgarisFooDB
Artemisia xanthochroaLOTUS Database
Asterolasia phebalioidesLOTUS Database
Astragalus brachycarpusPlant
Astragalus onobrychisLOTUS Database
Atalantia buxifoliaLOTUS Database
Atalantia racemosaLOTUS Database
Atractylodes macrocephalaLOTUS Database
Atropa belladonnaPlant
Ayapana triplinervisLOTUS Database
Baccharis trinervisLOTUS Database
Bidens tripartitaLOTUS Database
Biebersteinia heterostemonPlant
Biebersteinia orphanidisPlant
Bistorta officinalisLOTUS Database
Boenninghausenia albifloraLOTUS Database
Breonadia salicinaLOTUS Database
Brosimum gaudichaudiiLOTUS Database
Butea monospermaLOTUS Database
Cacalia hastataLOTUS Database
Calendula officinalisLOTUS Database
Callisia fragransLOTUS Database
Caltha palustrisPlant
Camellia sinensisLOTUS Database
Caragana frutexLOTUS Database
Caragana spinosaLOTUS Database
Carthamus tinctoriusLOTUS Database
Carum carviFooDB
Casimiroa edulisLOTUS Database
Centaurea solstitialisLOTUS Database
Chaetanthera chilensisLOTUS Database
Chamaecyparis formosensisPlant
Chamaecyparis obtusaLOTUS Database
Chamaemelum nobileFooDB
Chamomilla rectitaPlant
Chaptalia integerrimaLOTUS Database
Chrysanthemum coronariumLOTUS Database
Chrysanthemum segetumLOTUS Database
Chuquiraga ulicinaLOTUS Database
Cicer arietinumLOTUS Database
Cichorium intybusFooDB
Cicuta virosaLOTUS Database
Citrus aurantiumLOTUS Database
Citrus bergamiaPlant
Citrus hassakuLOTUS Database
Citrus limonFooDB
Citrus maximaFooDB
Citrus medicaLOTUS Database
Citrus natsudaidaiLOTUS Database
Citrus paradisiPlant
Citrus sinensisLOTUS Database
Citrus sinensis cv.ValenciaPlant
Citrus sulcataLOTUS Database
Citrus trifoliataPlant
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Clausena anisataPlant
Clausena anisum-olensLOTUS Database
Clausena excavataPlant
Clausena lansiumLOTUS Database
Copaifera langsdorffiiPlant
Coriandrum sativumLOTUS Database
Coriandrum sativum L.FooDB
Coronilla scorpioidesLOTUS Database
Coronilla vaginalisLOTUS Database
Coronilla valentinaPlant
Coronilla variaPlant
Crataegus flavaLOTUS Database
Cruciata tauricaLOTUS Database
Cuminum cyminumFooDB
Daphne acutilobaLOTUS Database
Daphne bholuaLOTUS Database
Daphne genkwaLOTUS Database
Daphne mezereumLOTUS Database
Daphne odoraLOTUS Database
Daphne odora Thunb.Plant
Daphne oleoidesLOTUS Database
Daphne oleoides ssp. oleoidesPlant
Daucus carotaFooDB
Daucus carota ssp. sativusFooDB
Deutzia corymbosaLOTUS Database
Deverra triradiataLOTUS Database
Dichroa febrifugaLOTUS Database
Dictamnus albusLOTUS Database
Dictamnus angustifoliusPlant
Diplostephium ericoidesLOTUS Database
Dipteryx odorataLOTUS Database
Disynaphia multicrenulataLOTUS Database
Dorstenia brasiliensisPlant
Dorstenia excentricaLOTUS Database
Dorstenia turbinataPlant
Edgeworthia chrysanthaPlant
Eleutherococcus senticosusLOTUS Database
Eryngium campestreLOTUS Database
Eucalyptus viminalisLOTUS Database
Euodia fargesiiLOTUS Database
Euphorbia humifusaPlant
Euphorbia maculataLOTUS Database
Falcaria vulgarisPlant
Fatoua pilosaLOTUS Database
Ferula assa-foetidaPlant
Ferula diversivittataPlant
Ferula giganteaLOTUS Database
Ferula gummosaLOTUS Database
Ferula iliensisLOTUS Database
Ferula kokanicaLOTUS Database
Ferula kopetdagensisLOTUS Database
Ferula litwinowianaLOTUS Database
Ferula marmaricaLOTUS Database
Ferula microlobaLOTUS Database
Ferula moschataLOTUS Database
Ferula persicaLOTUS Database
Ferula spp.Plant
Ferula szovitsianaPlant
Ferula tadshikorumLOTUS Database
Ferulopsis hystrixLOTUS Database
Ficus caricaFooDB
Ficus cunninghamiiPlant
Ficus nervosaLOTUS Database
Ficus septicaLOTUS Database
Foeniculum vulgareFooDB
Ginkgo bilobaPlant
Glehnia littoralisLOTUS Database
Gypothamnium pinifoliumLOTUS Database
Haldina cordifoliaLOTUS Database
Haplophyllum patavinumPlant
Haplophyllum villosumLOTUS Database
Harbouria trachypleuraLOTUS Database
Helichrysum maracandicumLOTUS Database
Helminthotheca comosaLOTUS Database
Heracleum candicansLOTUS Database
Heracleum candicans WALL.Plant
Heracleum dissectumPlant
Heracleum granatensePlant
Heracleum grandiflorumLOTUS Database
Heracleum lehmannianumLOTUS Database
Heracleum pastinacifoliumLOTUS Database
Heracleum spp.Plant
Hesperethusa crenulataLOTUS Database
Homo sapiensLOTUS Database
Hordeum vulgareFooDB
Hydrangea chinensisPlant
Hydrangea macrophyllaLOTUS Database
Hydrangea macrophylla Ser.var.thunbergii Makino.Plant
Hydrangea paniculataPlant
Hydrangea serrataLOTUS Database
Hydrangea vestitaPlant
Inula heleniumPlant
Ipomoea aquaticaLOTUS Database
Ipomoea cairicaLOTUS Database
Ipomoea nilLOTUS Database
Juniperus chinensisLOTUS Database
Juniperus drupaceaLOTUS Database
Justicia pectoralisLOTUS Database
Kalanchoe laciniataLOTUS Database
Khaya ivorensisPlant
Ledum palustreLOTUS Database
Leontopodium nanumLOTUS Database
Levisticum officinaleFooDB
Ligusticum multivittatumPlant
Lomatia hirsutaLOTUS Database
Maclura tricuspidataLOTUS Database
Mandragora autumnalisPlant
Matricaria chamomillaPlant
Matricaria matricarioidesLOTUS Database
Matricaria recutitaFooDB
Melicope hayesiiLOTUS Database
Melicope semecarpifoliaLOTUS Database
Melilotus albaPlant
Melilotus albusLOTUS Database
Melilotus indicaLOTUS Database
Melilotus suaveolensPlant
Metrodorea nigraLOTUS Database
Micromelum ceylanicumLOTUS Database
Morus albaLOTUS Database
Morus cathayanaPlant
Morus mongolicaLOTUS Database
Murraya koenigiiLOTUS Database
Murraya paniculataLOTUS Database
Murraya siamensisPlant
Nassauvia aculeataLOTUS Database
Nicotiana tabacumLOTUS Database
Onobrychis kemulariaPlant
Onobrychis kemulariaePlant
Parastrephia quadrangularisLOTUS Database
Pastinaca sativaFooDB
Peddiea fischeriLOTUS Database
Petroselinum crispumFooDB
Peucedanum bourgaei Lange in Wilk.et Lange.Plant
Peucedanum praeruptorumLOTUS Database
Peucedanum praeruptorum DUNN.Plant
Phaseolus vulgarisFooDB
Phebalium squamulosumLOTUS Database
Phellodendron amurensePlant
Phellodendron chinenseLOTUS Database
Phellodendron japonicum MAXIMPlant
Philotheca fitzgeraldiiLOTUS Database
Phlojodicarpus sibiricusPlant
Physochlaina physaloidesLOTUS Database
Picea neoveitchiiLOTUS Database
Picramnia antidesmaPlant
Picramnia hirsutaLOTUS Database
Picramnia latifoliaPlant
Picramnia teapensisLOTUS Database
Picramnia teapensis Tul.Plant
Pileostegia viburnoides var. glabrescensPlant
Pimpinella anisumFooDB
Pimpinella spp.Plant
Pinus armandiiLOTUS Database
Platanus x hispanicaLOTUS Database
Platytaenia dasycarpa-
Pleiospermium alatumLOTUS Database
Poa huecuLOTUS Database
Polygonatum orientaleLOTUS Database
Portulaca oleraceaLOTUS Database
Potentilla argenteaLOTUS Database
Potentilla erectaLOTUS Database
Prangos ferulaceaLOTUS Database
Prangos latilobaLOTUS Database
Prangos lophopteraLOTUS Database
Prangos ulopteraLOTUS Database
Prunella vulgarisLOTUS Database
Prunus prostrataLOTUS Database
Pseudobrickellia angustissimaLOTUS Database
Pteryxia terebinthinaLOTUS Database
Rhadinothamnus ancepsLOTUS Database
Rhinacanthus nasutusLOTUS Database
Rhodiola coccineaLOTUS Database
Rhodiola heterodontaLOTUS Database
Rhodiola sacraPlant
Rhododendron dauricumLOTUS Database
Rhododendron lepidotumLOTUS Database
Rhododendron spinuliferumLOTUS Database
Ruta chalepensisPlant
Ruta graveolensPlant
Ruta montanaLOTUS Database
Saussurea lanicepsPlant
Saussurea superbaLOTUS Database
Scapholeberis mucronataLOTUS Database
Securigera elegansPlant
Securigera securidacaLOTUS Database
Sedum ewersiiPlant
Semenovia dasycarpaLOTUS Database
Seseli webbii Cosson.Plant
Severinia buxifoliaPlant
Sinacalia tanguticaLOTUS Database
Skimmia japonicaLOTUS Database
Skimmia laureolaLOTUS Database
Skimmia reevesianaLOTUS Database
Solanum dasyphyllumLOTUS Database
Solanum tuberosumFooDB
Sophora flavescensLOTUS Database
Stellera chamaejasmeLOTUS Database
Stellera chamaejasme L.Plant
Streptomyces cellulosaeLOTUS Database
Tagetes lucidaLOTUS Database
Tordylium apulumPlant
Trifolium pratensePlant
Triphasia trifoliaLOTUS Database
Triptilion spinosumLOTUS Database
Tuber melanosporumLOTUS Database
Uncaria hirsutaLOTUS Database
Vahlia capensisLOTUS Database
Viburnum cylindricumLOTUS Database
Viburnum dilatatumLOTUS Database
Viburnum wrightiiPlant
Vicia sativaPlant
Vigna radiataFooDB
Vitis viniferaLOTUS Database
Wikstroemia canescensLOTUS Database
Wikstroemia ellipticaPlant
Yponomeuta mahalebellusLOTUS Database
Zanthoxylum ailanthoidesLOTUS Database
Zanthoxylum armatumLOTUS Database
Zanthoxylum beecheyanumLOTUS Database
Zanthoxylum rhoifoliumLOTUS Database
Zanthoxylum schinifoliumPlant
Zanthoxylum wutaiensePlant
Zanthoxylum zanthoxyloidesLOTUS Database
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
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Pyranone
    • 

  • Benzenoid
    • 

  • Pyran
    • 

  • Heteroaromatic compound
    • 

  • Lactone
    • 

  • Oxacycle
    • 

  • 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
logP1.85ALOGPS
logP1.48ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)7.84ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity43.53 m³·mol⁻¹ChemAxon
Polarizability15.37 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0029865  
DrugBank IDNot Available
Phenol Explorer Compound ID641  
FoodDB IDFDB001094  
KNApSAcK IDC00002503  
Chemspider ID4444774  
KEGG Compound IDC09315  
BioCyc IDCPD-8186  
BiGG IDNot Available
Wikipedia LinkUmbelliferone  
METLIN IDNot Available
PubChem Compound5281426  
PDB ID07L  
ChEBI ID27510  
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. Gok E: Investigation of binding properties of umbelliferone (7hydroxycoumarin) to lysozyme. J Fluoresc. 2013 Mar;23(2):333-8. doi: 10.1007/s10895-012-1151-0. Epub 2012 Dec 8. [PubMed:23224618  ]