NP-MRD: Showing NP-Card for beta-Amyrin (NP0046356)

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Record Information

Version

2.0

Created at

2022-03-17 19:56:42 UTC

Updated at

2022-03-17 19:56:42 UTC

NP-MRD ID

NP0046356

Secondary Accession Numbers

None

Natural Product Identification

Common Name

beta-Amyrin

Description

Beta-Amyrin, also known as amyrin or b-amyrenol, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, beta-amyrin is considered to be an isoprenoid lipid molecule. beta-Amyrin is found in Acaena splendens, Acanthothamnus aphyllus, Acer triflorum, Achillea alexandri-regis Bornm.& Rudski, Achillea millefolium, Aconitum septentrionale, Acronychia pedunculata, Aesculus hippocastanum, Ageratina glechonophylla, Aglaia lawii, Aglaomorpha quercifolia, Ailanthus triphysa, Ajania fruticulosa, Ajuga chamaepitys, Akebia trifoliata, Aleurites moluccanus, Alibertia edulis, Alibertia macrophylla, Allagopappus viscosissimus, Allium victorialis, Alstonia scholaris, Alstonia boonei, Amsonia angustifolia, Anadenanthera colubrina, Anagallis arvensis, Ancathia igniaria, Anchietea pyrifolia, Ancistrocladus ealaensis, Arabidopsis thaliana, Arbutus unedo, Archidendron chevalieri, Arctostaphylos patula, Ardisia elliptica, Ardisia solanacea , Arisaema flavum, Arnebia hispidissima, Arnica mollis, Artemisia annua , Artemisia argyi, Artemisia douglasiana, Artemisia feddei, Artemisia giraldii, Artemisia igniaria, Artemisia leucotricha, Artemisia phaeolepis, Asclepias speciosa, Asclepias syriaca L. , Asphodelus albus , Aspilia mossambicensis, Aster sedifolius, Aster tongolensis, Atractylodes lancea, Aucoumea klaineana, Austroderia toetoe, Austroeupatorium inulifolium, Avena sativa, Avena strigosa , Baccharis incarum, Baccharis neaei, Baccharoides anthelmintica, Balanophora fungosa, Balanophora harlandii, Balanophora indica, Balanophora japonica, Ballota limbata , Beta vulgaris, Betula platyphylla, Bischofia javanica, Bosistoa transversa, Boswellia serrata, Bothriocline amplifolia, Brachylaena ramiflora, Brosimum gaudichaudii, Bruguiera gymnorrhiza , Bryonia dioica, Buddleja asiatica, Buddleja globosa, Buddleja madagascariensis, Bursera simaruba, Buxus wallichiana, Byrsonima microphylla, Parasenecio auriculatus, Calendula officinalis, Callicarpa arborea , Callicarpa pedunculata, Calotropis gigantea , Calotropis procera, Calyptocarpus vialis, Camellia japonica, Camellia sasanqua, Camellia sinensis, Campanula patula, Canarina canariensis, Canarium album, Canarium spp., Canarium strictum, Canarium zeylanicum, Canavalia ensiformis, Cardopatium corymbosum, Cassia fistula, Cassia javanica, Casuarina equisetifolia , Catalpa longissima, Catharanthus roseus , Cecropia pachystachya, Cedrelopsis grevei, Celastrus hypoleucus, Centaurea africana, Centaurea arenaria, Centaurea aspera, Centaurea cineraria L., Centrapalus pauciflorus, Chaetanthera chilensis, Chenopodium quinoa, Chimaphila umbellata, Chiococca alba , Chrysolaena platensis, Chrysolaena propinqua, Chuquiraga ulicina, Cirsium palustre, Citrus paradisi, Clematis montana, Clerodendrum splendens, Cnidoscolus urens, Codonopsis pilosula, Commiphora confusa, Commiphora dalzielii, Commiphora kua, Conyza aegyptica, Conyza bonariensis, Conyza filaginoides, Conyza pyrrhopappa, Cornus officinalis , Costus tonkinensis, Couroupita subsessilis, Craibiodendron yunnanense, Crataegus monogyna, Crepis capillaris, Croton crassifolius, Crotone hieronymi, Cupania latifolia, Cuphea carthagenensis, Cuscuta reflexa, Cyanthillium cinereum, Cyclocarya paliurus, Cyclolepis genistoides, Cyclotrichium niveum, Cynanchum taiwanianum, Cynara cardunculus, Cynara humilis, Cyphostemma juttae, Dalbergia sissoo, Dalea tuberculata, Daphne oleoides, Decalepsis hamiltonii, Dendropanax trifidus, Derris laxiflora, Derris oblonga, Derris trifoliata, Dichrostachys cinerea, Dichrostachys cinerea Maab. , Dictamnus hispanicus , Diospyros cordifolia , Diospyros lotus , Diospyros maritima BLUME , Diospyros melanoxylon, Diospyros morrisiana, Diospyros peregrina , Diospyros virginiana, Diploknema butyracea, Dischidia formosana, Dorstenia lindeniana, Dudleya brittonii, Inula cappa , Echinops echinatus, Ehretia buxifolia , Ehretia monopyrena, Ekebergia pterophylla, Elaeagnus angustifolia, Endosamara racemosa, Enkianthus nudipes, Eragrostis curvula, Eremanthus veadeiroensis, Eremosis tomentosa, Erigeron canadensis, Erythrina senegalensis , Erythroxylum passerinum, Erythroxylum rimosum, Eschenbachia blinii, Eucalyptus globulus, Tetradium glabrifolium, Euonymus alatus, Eupatorium cannabinum, Eupatorium macrocephalum Lee. , Euphorbia aphylla, Euphorbia bivonae, Euphorbia cyparissias, Euphorbia decipiens, Euphorbia ebracteolata, Euphorbia esula, Euphorbia falcata L. , Euphorbia ferganensis, Euphorbia hirta , Euphorbia kansui, Euphorbia larica, Euphorbia lathyris , Euphorbia myrsinites, Euphorbia nicaeensis, Euphorbia nutans, Euphorbia paralias, Euphorbia piscatoria, Euphorbia tirucalli , Pedilanthus tithymaloides , Excoecaria agallocha, Heterophragma adenophyllum, Festuca argentina, Ficus cordata, Ficus eriobotryoides, Ficus glumosa, Ficus pumila, Ficus sarmentosa, Ficus septica, Ganoderma applanatum, Garcinia multiflora, Garcinia vilersiana, Gentiana lutea , Gentiana straminea , Gerbera jamesonii, Gladiolus italicus, Glycyrrhiza glabra , Nahuatlea hypoleuca, Gonocaryum calleryanum, Guilandina bonduc, Gustavia hexapetala, Gustavia longifolia, Gymnanthemum myrianthum, Gymnosporia cassinoides, Gynura japonica, Vaccaria hispanica , Halothamnus somalensis, Haloxylon salicornicum, Helianthus annuus, Helianthus radula, Helichrysum forskahlii , Heliotropium ellipticum, Heliotropium indicum, Heliotropium marifolium, Helminthotheca comosa, Hemidesmus indicus , Hieracium gymnocephalum, Hippophae rhamnoides, Hoslundia opposita, Hoya australis, Hoya naumannii, Humulus lupulus , Mesosphaerum suaveolens, Ilex aquifolium, Ilex asprella, Ilex latifolia, Ilex pubescens , Intsia bijuga, Iris germanica, Iris germanica L. , Iris versicolor, Isodon eriocalyx, Ixeridium dentatum, Ixeridium gracile, Ixeris chinensis, Ixora coccinea, Jasminum azoricum, Jatropha gossypiifolia, Jungia polita, Himalaiella deltoidea, Kalanchoe miniata, Kalanchoe pinnata, Khaya senegalensis, Kopsia arborea, Lactuca sativa, Laggera crispata, Lantana strigocamara, Laurencia dendroidea, Lavandula canariensis, Lens culinaris, Leontodon filii, Lessingianthus mollissimus, Leucosceptrum canum, Ligustrum obtusifolium, Liriodendron tulipifera, Lobelia davidii, Lobelia inflata, Lonchocarpus atropurpureus, Lotus japonicus, Lydenburgia cassinoides, Macaranga tanarius, Dolichandra unguis-cati, Maclura pomifera, Dioclea grandiflora, Malva parviflora , Mammillaria longimamma, Mangifera indica, Manihot esculenta, Manilkara kauki, Maquira coriacea, Marsdenia cundurango , Marsdenia tinctoria, Marsypianthes chamaedrys , Maytenus boaria, Maytenus chubutensis, Gymnosporia diversifolia, Maytenus heterophylla , Maytenus magellanica, Maytenus nemorosa, Maytenus salicifolia, Gymnosporia senegalensis, Maytenus woodsonii, Medicago sativa , Medicago truncatula, Melia azedarach, Mesua ferrea, Microglossa pyrifolia, Microtropis fokienensis, Mikania campanulata, Millettia conraui , Millettia thonningii , Mimosa rubicaulis, Mimusops elengi, Mimusops littoralis, Mirabilis jalpa , Montanoa hibiscifolia, Montanoa tomentosa, Monteverdia ilicifolia, Moringa oleifera , Moringa peregrina , Moringa stenopetala , Morus alba, Morus australis , Mutisia acuminata, Myrcia multiflora, Neobeguea mahafalensis, Neolitsea sericea, Nerium oleander, Nicotiana tabacum, Nierembergia linariifolia, Nigella sativa , Ocimum basilicum , Origanum compactum , Ornithopus sativus, Oryza coarctata, Pachylaena atriplicifolia, Packera hartiana, Paeonia emodi, Panax ginseng , Panax quinquefolius, Papaver rhoeas, Parahancornia fasciculata, Parkinsonia aculeata, Paullinia pinnata, Penianthus zenkeri, Perezia pinnatifida, Perezia recurvata, Pergularia daemia, Periploca calophylla, Periploca laevigata, Cryptolepis nigrescens, Periploca sepium, Phyllanthus flexuosus, Phyllanthus urinaria, Picris hieracioides, Pileostegia viburnoides var. glabrescens, Piper umbellatum , Pistacia lentiscus, Plectranthus ornatus, Pluchea lanceolata, Pluchea sagittalis, Plumbago zeylanica , Plumeria obtusa , Polygala tenuifolia , Polypodium formosanum, Polyscias bracteata, Populus tremula L. , Populus tremuloides, Portulaca oleracea, Pouteria torta, Protium heptaphyllum, Protium heptaphylum, Protium kleinii, Prunella vulgaris, Pseudobrickellia brasiliensis, Psorospermum androsaemifolium, Psorospermum androsaemifolium BAKER, Pterocarpus santalinus , Ptilostemon gnaphaloides, Quercus glauca Thunb. , Quercus myrsenaefolia, Quercus stenophylla Makino., Quercus suber, Catunaregam spinosa, Ranunculus laetus, Rhinacanthus nasutus, Rhododendron barbatum, Rhododendron ferrugineum, Rhodomyrtus tomentosa, Toxicodendron sylvestre, Rubus plicatus, Salacia chinensis, Salacia reticulata, Salvia fruticosa, Salvia mellifera, Salvia pratensis, Salvia staminea, Salvia tomentosa, Salvia verticillata, Sambucus chinensis, Sambucus javanica, Sapium haematospermum , Sapium stylare, Saussurea pricei, Scaevola spinescens, Scolopia chinensis, Sebertia acuminata, Semialarium mexicanum, Jacobaea auricula, Senecio chionophilus, Senecio racemosus, Senecio viravira, Senna petersiana, Serjania salzmanniana, Sesamum alatum, Shorea robusta, Sidera lenis, Sideritis argosphacelus var. spicata, Sideritis canariensis, Sideritis candicans, Sideritis candicans var.eriocephala, Sideritis dendro-chahorra, Sideritis discolor, Sideritis kuegleriana, Sideritis lotsyi var. mascaensis, Sideritis tenoi, Silybum marianum, Sinapis arvensis, Siphoneugena densiflora, Solanum lycopersicum , Solenostemma argel , Solidago nemoralis, Solidago virgaurea, Sonchus arvensis , Sonchus asper, Sorghum bicolor, Spermacoce articularis, Sphagneticola trilobata, Spiraea formosana , Stauntonia hexaphylla, Stevia seleriana, Stizolophus coronopifolius, Streptocaulon juventas, Strychnos potatorum , Strychnos spinosa, Swertia angustifolia, Swertia chirayita, Swertia paniculata, Symphoricarpos albus, Symphyotrichum subulatum, Symplocos racemosa , Tabernaemontana catharinensis, Tabernaemontana glandulosa, Tabernaemontana laeta, Tabernaemontana markgrafiana, Tabernaemontana ventricosa, Talipariti tiliaceum, Tamarix gallica, Tanacetum argenteum, Tanacetum vulgare, Taraxacum japonicum, Taraxacum mongolicum, Tephrosia strigosa, Terminalia brasiliensis, Terminalia elliptica, Terminalia superba , Ternstroemia gymnanthera, Teucrium heterophyllum, Teucrium royleanum, Thevetia peruviana , Tilia tomentosa, Tipuana tipu, Todaroa aurea, Toddalia asiatica, Toona ciliata, Tovomita brasiliensis, Trachelospermum asiaticum, Tragopogon pratensis, Trattinnickia aspera, Mallotus nudiflorus, Trichilia havanensis, Trichodesma africanum, Tridax procumbens, Trifolium repens, Tripterygium wilfordii, Trochodendron aralioides, Urolepis hecatantha, Ventilago denticulata, Vernonanthura chamaedrys, Vernonia brasiliana, Vernonia incana, Viburnum furcatum, Viburnum opulus, Vigna angularis, Viscum album, Viscum coloratum, Viscum cruciatum, Vismia cayennensis, Vitis vinifera, Wedelia acapulcensis, Wedelia asperrima, Withania somnifera, Wrightia tinctoria, Ximenia americana, Zanthoxylum ailanthoides, Zanthoxylum armatum , Zanthoxylum beecheyanum, Zanthoxylum nitidum, Zanthoxylum piasezkii, Zanthoxylum podocarpum Hemsl., Zanthoxylum schinifolium, Zanthoxylum simulans, Zea mays and Tetraena simplex. beta-Amyrin was first documented in 1968 (PMID: 5639923). Beta-Amyrin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 16478469) (PMID: 17803686) (PMID: 21046981) (PMID: 24079177) (PMID: 24960408) (PMID: 25026352).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309272007322D          

 34 38  0  0  1  0            999 V2000
   10.3682   -9.4555    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3682   -8.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6807   -9.8405    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2781   -9.8405    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9655   -9.4555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0833   -8.2179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7708   -8.6304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6807  -10.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9655   -8.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0833   -9.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5629   -9.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9655  -11.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0833   -7.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7708   -9.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4860   -8.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8479   -9.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4860   -7.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7708   -7.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7708   -7.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3000   -6.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2387   -6.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6807   -8.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2761  -11.3783    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8490  -10.6657    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2770  -10.6657    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0467  -11.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0890  -11.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5628  -11.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0761   -9.0429    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3750  -10.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2711   -9.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6738   -9.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9724  -10.2805    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1347  -11.0786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
 10  1  1  0  0  0  0
  6  2  1  0  0  0  0
  5  3  1  0  0  0  0
  8  3  1  0  0  0  0
  5  4  1  0  0  0  0
 11  4  1  0  0  0  0
  9  5  1  0  0  0  0
 13  6  1  0  0  0  0
  7  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  7  1  0  0  0  0
  7 18  1  1  0  0  0
 12  8  1  0  0  0  0
 14 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 15  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 13  1  0  0  0  0
 17 19  1  0  0  0  0
 22  2  2  0  0  0  0
  9 22  1  0  0  0  0
 25 23  1  6  0  0  0
 28 26  1  0  0  0  0
 28 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 25  1  0  0  0  0
 25  4  1  0  0  0  0
 12 25  1  0  0  0  0
 16 24  1  0  0  0  0
  6 29  1  1  0  0  0
  1 30  1  6  0  0  0
  4 31  1  1  0  0  0
  3 32  1  1  0  0  0
  5 33  1  6  0  0  0
 24 34  1  1  0  0  0
M  END


  Mrv1652309272007322D          

 34 38  0  0  1  0            999 V2000
   10.3682   -9.4555    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3682   -8.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6807   -9.8405    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2781   -9.8405    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9655   -9.4555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0833   -8.2179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7708   -8.6304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6807  -10.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9655   -8.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0833   -9.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5629   -9.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9655  -11.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0833   -7.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7708   -9.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4860   -8.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8479   -9.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4860   -7.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7708   -7.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7708   -7.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3000   -6.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2387   -6.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6807   -8.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2761  -11.3783    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8490  -10.6657    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2770  -10.6657    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0467  -11.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0890  -11.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5628  -11.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0761   -9.0429    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3750  -10.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2711   -9.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6738   -9.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9724  -10.2805    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1347  -11.0786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
 10  1  1  0  0  0  0
  6  2  1  0  0  0  0
  5  3  1  0  0  0  0
  8  3  1  0  0  0  0
  5  4  1  0  0  0  0
 11  4  1  0  0  0  0
  9  5  1  0  0  0  0
 13  6  1  0  0  0  0
  7  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  7  1  0  0  0  0
  7 18  1  1  0  0  0
 12  8  1  0  0  0  0
 14 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 15  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 13  1  0  0  0  0
 17 19  1  0  0  0  0
 22  2  2  0  0  0  0
  9 22  1  0  0  0  0
 25 23  1  6  0  0  0
 28 26  1  0  0  0  0
 28 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 25  1  0  0  0  0
 25  4  1  0  0  0  0
 12 25  1  0  0  0  0
 16 24  1  0  0  0  0
  6 29  1  1  0  0  0
  1 30  1  6  0  0  0
  4 31  1  1  0  0  0
  3 32  1  1  0  0  0
  5 33  1  6  0  0  0
 24 34  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0046356

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC(C)(C)CC[C@]1(C)CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h9,21-24,31H,10-19H2,1-8H3/t21-,22-,23+,24-,27+,28-,29+,30+/m0/s1

> <INCHI_KEY>
JFSHUTJDVKUMTJ-QHPUVITPSA-N

> <FORMULA>
C30H50O

> <MOLECULAR_WEIGHT>
426.7174

> <EXACT_MASS>
426.386166222

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
53.86041314736705

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol

> <ALOGPS_LOGP>
7.53

> <JCHEM_LOGP>
7.403140834333334

> <ALOGPS_LOGS>
-6.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.489433291560097

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8351218782716127

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
131.90730000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.15e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
amyrin

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      19.354 -17.650   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.354 -16.110   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.071 -18.369   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.452 -18.369   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.736 -17.650   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.689 -15.340   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.972 -16.110   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.071 -19.909   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.736 -16.110   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.689 -18.369   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.117 -17.650   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.736 -20.679   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.689 -13.800   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.972 -17.650   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.307 -15.340   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.783 -18.369   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.307 -13.800   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.972 -14.724   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.972 -13.081   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.960 -11.900   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.979 -11.898   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.071 -15.340   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0      15.449 -21.239   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0      12.785 -19.909   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.450 -19.909   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.154 -21.880   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.099 -21.862   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.117 -20.679   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0      20.675 -16.880   0.000  0.00  0.00           H+0
HETATM   30  C   UNK     0      19.367 -19.190   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.439 -16.829   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      18.058 -16.829   0.000  0.00  0.00           C+0
HETATM   33  H   UNK     0      16.748 -19.190   0.000  0.00  0.00           H+0
HETATM   34  O   UNK     0      11.451 -20.680   0.000  0.00  0.00           O+0
CONECT    1    2    3   10   30                                             
CONECT    2    1    6   22                                                  
CONECT    3    1    5    8   32                                             
CONECT    4    5   11   25   31                                             
CONECT    5    3    4    9   33                                             
CONECT    6    2   13    7   29                                             
CONECT    7    6   14   15   18                                             
CONECT    8    3   12                                                       
CONECT    9    5   22                                                       
CONECT   10    1   14                                                       
CONECT   11    4   16                                                       
CONECT   12    8   25                                                       
CONECT   13    6   19                                                       
CONECT   14    7   10                                                       
CONECT   15    7   17                                                       
CONECT   16   11   24                                                       
CONECT   17   15   19                                                       
CONECT   18    7                                                            
CONECT   19   20   21   13   17                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    2    9                                                       
CONECT   23   25                                                            
CONECT   24   28   16   34                                                  
CONECT   25   23   28    4   12                                             
CONECT   26   28                                                            
CONECT   27   28                                                            
CONECT   28   26   27   24   25                                             
CONECT   29    6                                                            
CONECT   30    1                                                            
CONECT   31    4                                                            
CONECT   32    3                                                            
CONECT   33    5                                                            
CONECT   34   24                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Value	Source
(3beta)-Olean-12-en-3-ol	ChEBI
3beta-Hydroxyolean-12-ene	ChEBI
Amyrin	ChEBI
beta-Amyrenol	ChEBI
(3b)-Olean-12-en-3-ol	Generator
(3Β)-olean-12-en-3-ol	Generator
3b-Hydroxyolean-12-ene	Generator
3Β-hydroxyolean-12-ene	Generator
b-Amyrenol	Generator
Β-amyrenol	Generator
b-Amyrin	Generator
Β-amyrin	Generator
alpha-Amyrin	MeSH
Amyrin, (3alpha)-isomer	MeSH
Olean-12-en-3beta-ol	PhytoBank
Olean-12-en-3β-ol	PhytoBank
(+)-beta-Amyrin	PhytoBank
(+)-β-Amyrin	PhytoBank
beta-Amirin	PhytoBank
β-Amirin	PhytoBank
beta-Amyrin	PhytoBank
beta-Amyrine	PhytoBank
β-Amyrine	PhytoBank

Chemical Formula

C₃₀H₅₀O

Average Mass

426.7174 Da

Monoisotopic Mass

426.38617 Da

IUPAC Name

(3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol

Traditional Name

amyrin

CAS Registry Number

559-70-6

SMILES

[H][C@@]12CC(C)(C)CC[C@]1(C)CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C

InChI Identifier

InChI=1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h9,21-24,31H,10-19H2,1-8H3/t21-,22-,23+,24-,27+,28-,29+,30+/m0/s1

InChI Key

JFSHUTJDVKUMTJ-QHPUVITPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acaena splendens	LOTUS Database	35616633
Acanthothamnus aphyllus	LOTUS Database	35616633
Acer triflorum	LOTUS Database	35616633
Achillea alexandri-regis Bornm.& Rudski	Plant	KNApSAcK
Achillea millefolium	LOTUS Database	35616633
Aconitum septentrionale	LOTUS Database	35616633
Acronychia pedunculata	LOTUS Database	35616633
Aesculus hippocastanum	LOTUS Database	35616633
Ageratina glechonophylla	LOTUS Database	35616633
Aglaia lawii	LOTUS Database	35616633
Aglaomorpha quercifolia	LOTUS Database	35616633
Ailanthus triphysus	LOTUS Database	35616633
Ajania fruticulosa	LOTUS Database	35616633
Ajuga chamaepitys	LOTUS Database	35616633
Akebia trifoliata	LOTUS Database	35616633
Aleurites moluccanus	LOTUS Database	35616633
Alibertia edulis	LOTUS Database	35616633
Alibertia macrophylla	LOTUS Database	35616633
Allagopappus viscosissimus	LOTUS Database	35616633
Allium victorialis	LOTUS Database	35616633
Alstonia Alstonia scholaris	LOTUS Database	35616633
Alstonia boonei	LOTUS Database	35616633
Amsonia angustifolia	Plant	KNApSAcK
Anadenanthera colubrina	LOTUS Database	35616633
Anagallis arvensis	LOTUS Database	35616633
Ancathia igniaria	LOTUS Database	35616633
Anchietea pyrifolia	LOTUS Database	35616633
Ancistrocladus ealaensis	LOTUS Database	35616633
Arabidopsis thaliana	Plant	KNApSAcK
Arbutus unedo	LOTUS Database	35616633
Archidendron chevalieri	LOTUS Database	35616633
Arctium lappa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Arctostaphylos patula	LOTUS Database	35616633
Ardisia elliptica	LOTUS Database	35616633
Ardisia solanacea	Plant	KNApSAcK
Arisaema flavum	LOTUS Database	35616633
Arnebia hispidissima	LOTUS Database	35616633
Arnica mollis	LOTUS Database	35616633
Artemisia annua	Plant	KNApSAcK
Artemisia argyi	LOTUS Database	35616633
Artemisia douglasiana	LOTUS Database	35616633
Artemisia feddei	LOTUS Database	35616633
Artemisia giraldii	LOTUS Database	35616633
Artemisia igniaria	LOTUS Database	35616633
Artemisia leucotricha	LOTUS Database	35616633
Artemisia phaeolepis	LOTUS Database	35616633
Asclepias speciosa	LOTUS Database	35616633
Asclepias syriaca	Plant	KNApSAcK
Asphodelus albus	Plant	KNApSAcK
Aspilia mossambicensis	LOTUS Database	35616633
Aster sedifolius	Plant	KNApSAcK
Aster tongolensis	LOTUS Database	35616633
Atractylodes lancea	LOTUS Database	35616633
Aucoumea klaineana	LOTUS Database	35616633
Austroderia toetoe	LOTUS Database	35616633
Austroeupatorium inulaefolium	LOTUS Database	35616633
Avena sativa	LOTUS Database	35616633
Avena strigosa	Plant	KNApSAcK
Baccharis incarum	LOTUS Database	35616633
Baccharis neaei	LOTUS Database	35616633
Baccharoides anthelmintica	LOTUS Database	35616633
Balanophora fungosa	LOTUS Database	35616633
Balanophora harlandii	LOTUS Database	35616633
Balanophora indica	LOTUS Database	35616633
Balanophora japonica	LOTUS Database	35616633
Ballota limbata	Plant	KNApSAcK
Beta vulgaris	LOTUS Database	35616633
Betula platyphylla	Plant	KNApSAcK
Bischofia javanica	LOTUS Database	35616633
Bosistoa transversa	LOTUS Database	35616633
Boswellia serrata	LOTUS Database	35616633
Bothriocline amplifolia	LOTUS Database	35616633
Brachylaena ramiflora	LOTUS Database	35616633
Brassica oleracea var. italica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Brosimum gaudichaudii	LOTUS Database	35616633
Bruguiera gymnorhiza	Plant	KNApSAcK
Bryonia dioica	LOTUS Database	35616633
Buddleja asiatica	LOTUS Database	35616633
Buddleja globosa	LOTUS Database	35616633
Buddleja madagascariensis	Plant	KNApSAcK
Bursera simaruba	LOTUS Database	35616633
Buxus wallichiana	LOTUS Database	35616633
Byrsonima crassifolia	FooDB	KNAPSACK
Byrsonima microphylla	Plant	KNApSAcK
Cacalia auriculata	LOTUS Database	35616633
Calendula officinalis	LOTUS Database	35616633
Callicarpa arborea	Plant	KNApSAcK
Callicarpa pedunculata	LOTUS Database	35616633
Calotropis gigantea	Plant	KNApSAcK
Calotropis procera	LOTUS Database	35616633
Calyptocarpus vialis	LOTUS Database	35616633
Camellia japonica	LOTUS Database	35616633
Camellia sasanqua	LOTUS Database	35616633
Camellia sinensis	LOTUS Database	35616633
Campanula patula	LOTUS Database	35616633
Canarina canariensis	LOTUS Database	35616633
Canarium album	LOTUS Database	35616633
Canarium spp.	Plant	KNApSAcK
Canarium strictum	LOTUS Database	35616633
Canarium zeylanicum	LOTUS Database	35616633
Canavalia ensiformis	LOTUS Database	35616633
Capsicum annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cardopatium corymbosum	LOTUS Database	35616633
Cassia fistula	LOTUS Database	35616633
Cassia javanica	LOTUS Database	35616633
Casuarina equisetifolia	Plant	KNApSAcK
Catalpa longissima	LOTUS Database	35616633
Catharanthus roseus	Plant	KNApSAcK
Cecropia pachystachya	LOTUS Database	35616633
Cedrelopsis grevei	Plant	KNApSAcK
Celastrus hypoleucus	LOTUS Database	35616633
Centaurea africana	LOTUS Database	35616633
Centaurea arenaria	LOTUS Database	35616633
Centaurea aspera	LOTUS Database	35616633
Centaurea cineraria L.	Plant	KNApSAcK
Centrapalus pauciflorus	LOTUS Database	35616633
Chaetanthera chilensis	LOTUS Database	35616633
Chenopodium quinoa	LOTUS Database	35616633
Chimaphila umbellata	LOTUS Database	35616633
Chiococca alba	Plant	KNApSAcK
Chrysolaena platensis	LOTUS Database	35616633
Chrysolaena propinqua	LOTUS Database	35616633
Chuquiraga ulicina	LOTUS Database	35616633
Cichorium intybus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cirsium palustre	LOTUS Database	35616633
Citrus paradisi	LOTUS Database	35616633
Clematis montana	LOTUS Database	35616633
Clerodendrum splendens	LOTUS Database	35616633
Cnidoscolus urens	LOTUS Database	35616633
Cocos nucifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Codonopsis pilosula	LOTUS Database	35616633
Commiphora confusa	Plant	KNApSAcK
Commiphora dalzielii	Plant	KNApSAcK
Commiphora kua	LOTUS Database	35616633
Conyza aegyptica	Plant	KNApSAcK
Conyza bonariensis	LOTUS Database	35616633
Conyza filaginoides	LOTUS Database	35616633
Conyza pyrrhopappa	LOTUS Database	35616633
Cornus officinalis	Plant	KNApSAcK
Costus tonkinensis	LOTUS Database	35616633
Couroupita subsessilis	LOTUS Database	35616633
Craibiodendron yunnanense	LOTUS Database	35616633
Crataegus monogyna	LOTUS Database	35616633
Crepis capillaris (L.) Wallr.	LOTUS Database	35616633
Croton crassifolius	LOTUS Database	35616633
Crotone hieronymi	-	KNApSAcK
Cucumis melo	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cucumis sativus L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cupania latifolia	LOTUS Database	35616633
Cuphea carthagenensis	LOTUS Database	35616633
Cuscuta reflexa	LOTUS Database	35616633
Cyanthillium cinereum	LOTUS Database	35616633
Cyclocarya paliurus	LOTUS Database	35616633
Cyclolepis genistoides	LOTUS Database	35616633
Cyclotrichium niveum	LOTUS Database	35616633
Cynanchum taiwanianum	Plant	KNApSAcK
Cynara cardunculus	LOTUS Database	35616633
Cynara humilis	LOTUS Database	35616633
Cyphostemma juttae	LOTUS Database	35616633
Dalbergia sissoo	LOTUS Database	35616633
Dalea tuberculata	Plant	KNApSAcK
Daphne oleoides	LOTUS Database	35616633
Daucus carota	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Daucus carota ssp. sativus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Decalepsis hamiltonii	-	KNApSAcK
Dendropanax trifidus	LOTUS Database	35616633
Derris laxiflora	LOTUS Database	35616633
Derris oblonga	Plant	KNApSAcK
Derris trifoliata	LOTUS Database	35616633
Dichrostachys cinerea	LOTUS Database	35616633
Dichrostachys cinerea Maab.	Plant	KNApSAcK
Dictamnus hispanicus	Plant	KNApSAcK
Diospyros cordifolia	Plant	KNApSAcK
Diospyros lotus	Plant	KNApSAcK
Diospyros maritima	Plant	KNApSAcK
Diospyros melanoxylon	LOTUS Database	35616633
Diospyros morrisiana	Plant	KNApSAcK
Diospyros peregrina	Plant	KNApSAcK
Diospyros virginiana	LOTUS Database	35616633
Diploknema butyracea	LOTUS Database	35616633
Dischidia formosana	LOTUS Database	35616633
Dorstenia lindeniana	LOTUS Database	35616633
Dudleya brittonii	LOTUS Database	35616633
Duhaldea cappa	Plant	KNApSAcK
Echinops echinatus	LOTUS Database	35616633
Ehretia buxifolia	Plant	KNApSAcK
Ehretia monopyrena	LOTUS Database	35616633
Ekebergia pterophylla	Plant	KNApSAcK
Elaeagnus angustifolia	LOTUS Database	35616633
Endosamara racemosa	LOTUS Database	35616633
Enkianthus nudipes	LOTUS Database	35616633
Eragrostis curvula	LOTUS Database	35616633
Eremanthus veadeiroensis	LOTUS Database	35616633
Eremosis tomentosa	LOTUS Database	35616633
Erigeron canadensis	LOTUS Database	35616633
Erythrina senegalensis	Plant	KNApSAcK
Erythroxylum passerinum	Plant	KNApSAcK
Erythroxylum rimosum	Plant	KNApSAcK
Eschenbachia blinii	LOTUS Database	35616633
Eucalyptus globulus	LOTUS Database	35616633
Euodia fargesii	LOTUS Database	35616633
Euonymus alatus	LOTUS Database	35616633
Eupatorium cannabinum	LOTUS Database	35616633
Eupatorium macrocephalum Lee.	Plant	KNApSAcK
Euphorbia aphylla	LOTUS Database	35616633
Euphorbia bivonae	LOTUS Database	35616633
Euphorbia cyparissias	LOTUS Database	35616633
Euphorbia decipiens	LOTUS Database	35616633
Euphorbia ebracteolata	LOTUS Database	35616633
Euphorbia esula	LOTUS Database	35616633
Euphorbia falcata L.	Plant	KNApSAcK
Euphorbia ferganensis	LOTUS Database	35616633
Euphorbia hirta	Plant	KNApSAcK
Euphorbia kansui	LOTUS Database	35616633
Euphorbia larica	LOTUS Database	35616633
Euphorbia lathyris	Plant	KNApSAcK
Euphorbia myrsinites	Plant	KNApSAcK
Euphorbia nicaeensis	LOTUS Database	35616633
Euphorbia nutans	LOTUS Database	35616633
Euphorbia paralias	Plant	KNApSAcK
Euphorbia piscatoria	LOTUS Database	35616633
Euphorbia tirucalli	Plant	KNApSAcK
Euphorbia tithymaloides	Plant	KNApSAcK
Excoecaria agallocha	LOTUS Database	35616633
Fagopyrum esculentum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Fernandoa adenophylla	LOTUS Database	35616633
Festuca argentina	LOTUS Database	35616633
Ficus carica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ficus cordata	LOTUS Database	35616633
Ficus eriobotryoides	Plant	KNApSAcK
Ficus glumosa	LOTUS Database	35616633
Ficus pumila	LOTUS Database	35616633
Ficus sarmentosa	LOTUS Database	35616633
Ficus septica	LOTUS Database	35616633
Ganoderma applanatum	LOTUS Database	35616633
Garcinia multiflora	LOTUS Database	35616633
Garcinia vilersiana	Plant	KNApSAcK
Gentiana lutea	Plant	KNApSAcK
Gentiana straminea	Plant	KNApSAcK
Gerbera jamesonii	LOTUS Database	35616633
Gladiolus italicus	LOTUS Database	35616633
Glycine max	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Glycyrrhiza glabra	Plant	KNApSAcK
Gochnatia hypoleuca	LOTUS Database	35616633
Gonocaryum calleryanum	LOTUS Database	35616633
Gossypium	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Guilandina bonduc	LOTUS Database	35616633
Gustavia hexapetala	LOTUS Database	35616633
Gustavia longifolia	LOTUS Database	35616633
Gymnanthemum myrianthum	LOTUS Database	35616633
Gymnosporia cassinoides	LOTUS Database	35616633
Gynura japonica	LOTUS Database	35616633
Gypsophila vaccaria	Plant	KNApSAcK
Halothamnus somalensis	LOTUS Database	35616633
Haloxylon salicornicum	LOTUS Database	35616633
Helianthus annuus	LOTUS Database	35616633
Helianthus annuus L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Helianthus radula	LOTUS Database	35616633
Helichrysum forskahlii	Plant	KNApSAcK
Heliotropium ellipticum	LOTUS Database	35616633
Heliotropium indicum	LOTUS Database	35616633
Heliotropium marifolium	Plant	KNApSAcK
Helminthotheca comosa	LOTUS Database	35616633
Hemidesmus indicus	Plant	KNApSAcK
Hieracium gymnocephalum	LOTUS Database	35616633
Hippophae rhamnoides	LOTUS Database	35616633
Hoslundia opposita	LOTUS Database	35616633
Hoya australis	LOTUS Database	35616633
Hoya naumannii	LOTUS Database	35616633
Humulus lupulus	Plant	KNApSAcK
Hyptis suaveolens	LOTUS Database	35616633
Ilex aquifolium	LOTUS Database	35616633
Ilex asprella	Plant	KNApSAcK
Ilex latifolia	LOTUS Database	35616633
Ilex pubescens	Plant	KNApSAcK
Intsia bijuga	LOTUS Database	35616633
Iris germanica	LOTUS Database	35616633
Iris germanica L.	Plant	KNApSAcK
Iris versicolor	LOTUS Database	35616633
Isodon eriocalyx	LOTUS Database	35616633
Ixeridium dentatum	LOTUS Database	35616633
Ixeridium gracile	LOTUS Database	35616633
Ixeris chinensis	LOTUS Database	35616633
Ixora coccinea	LOTUS Database	35616633
Jasminum azoricum L.	LOTUS Database	35616633
Jatropha gossypifolia	LOTUS Database	35616633
Jungia polita	LOTUS Database	35616633
Jurinea deltoidea	LOTUS Database	35616633
Kalanchoe miniata	LOTUS Database	35616633
Kalanchoe pinnata	LOTUS Database	35616633
Khaya senegalensis	LOTUS Database	35616633
Kopsia arborea	LOTUS Database	35616633
Lactuca sativa	LOTUS Database	35616633
Laggera crispata	LOTUS Database	35616633
Lantana strigocamara	LOTUS Database	35616633
Laurencia dendroidea	-	KNApSAcK
Lavandula canariensis	Plant	KNApSAcK
Lens culinaris	LOTUS Database	35616633
Leontodon filii	LOTUS Database	35616633
Lessingianthus mollissimus	LOTUS Database	35616633
Leucosceptrum canum	LOTUS Database	35616633
Ligustrum obtusifolium	LOTUS Database	35616633
Liriodendron tulipifera	LOTUS Database	35616633
Lobelia davidii	LOTUS Database	35616633
Lobelia inflata	LOTUS Database	35616633
Lonchocarpus atropurpureus	LOTUS Database	35616633
Lotus japonicus	Plant	KNApSAcK
Lydenburgia cassinoides	LOTUS Database	35616633
Macaranga tanarius	LOTUS Database	35616633
Macfadyena unguis-cati	LOTUS Database	35616633
Maclura pomifera	LOTUS Database	35616633
Macropsychanthus grandiflorus	Plant	KNApSAcK
Malva parviflora	Plant	KNApSAcK
Mammillaria longimamma	LOTUS Database	35616633
Mangifera indica	LOTUS Database	35616633
Manihot esculenta	LOTUS Database	35616633
Manilkara kauki	LOTUS Database	35616633
Maquira coriacea	LOTUS Database	35616633
Marsdenia cundurango	Plant	KNApSAcK
Marsdenia tinctoria	LOTUS Database	35616633
Marsypianthes chamaedrys	Plant	KNApSAcK
Maytenus boaria	LOTUS Database	35616633
Maytenus chubutensis	LOTUS Database	35616633
Maytenus diversifolia	LOTUS Database	35616633
Maytenus heterophylla	Plant	KNApSAcK
Maytenus magellanica	LOTUS Database	35616633
Maytenus nemorosa	LOTUS Database	35616633
Maytenus salicifolia	LOTUS Database	35616633
Maytenus senegalensis	LOTUS Database	35616633
Maytenus woodsonii	LOTUS Database	35616633
Medicago sativa	Plant	KNApSAcK
Medicago truncatula	Plant	KNApSAcK
Melia azedarach	LOTUS Database	35616633
Mesua ferrea	LOTUS Database	35616633
Microglossa pyrifolia	LOTUS Database	35616633
Microtropis fokienensis	LOTUS Database	35616633
Mikania campanulata	LOTUS Database	35616633
Millettia conraui	Plant	KNApSAcK
Millettia thonningii	Plant	KNApSAcK
Mimosa rubicaulis	Plant	KNApSAcK
Mimusops elengi	LOTUS Database	35616633
Mimusops littoralis	Plant	KNApSAcK
Mirabilis jalpa	Plant	KNApSAcK
Momordica charantia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Montanoa hibiscifolia	LOTUS Database	35616633
Montanoa tomentosa	LOTUS Database	35616633
Monteverdia ilicifolia	LOTUS Database	35616633
Moringa oleifera	Plant	KNApSAcK
Moringa peregrina	Plant	KNApSAcK
Moringa stenopetala	Plant	KNApSAcK
Morus alba	LOTUS Database	35616633
Morus australis	Plant	KNApSAcK
Mutisia acuminata	LOTUS Database	35616633
Myrcia multiflora	LOTUS Database	35616633
Neobeguea mahafalensis	LOTUS Database	35616633
Neolitsea sericea	LOTUS Database	35616633
Nerium oleander	LOTUS Database	35616633
Nicotiana tabacum	LOTUS Database	35616633
Nierembergia linariifolia	LOTUS Database	35616633
Nigella sativa	Plant	KNApSAcK
Ocimum basilicum	Plant	KNApSAcK
Oenothera biennis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Olea europaea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Origanum compactum	Plant	KNApSAcK
Ornithopus sativus	LOTUS Database	35616633
Oryza coarctata	LOTUS Database	35616633
Pachylaena atriplicifolia	LOTUS Database	35616633
Packera hartiana	LOTUS Database	35616633
Paeonia emodi	LOTUS Database	35616633
Panax ginseng	Plant	KNApSAcK
Panax quinquefolius	LOTUS Database	35616633
Papaver rhoeas	LOTUS Database	35616633
Parahancornia fasciculata	LOTUS Database	35616633
Parkinsonia aculeata	LOTUS Database	35616633
Paullinia pinnata	LOTUS Database	35616633
Penianthus zenkeri	LOTUS Database	35616633
Perezia pinnatifida	LOTUS Database	35616633
Perezia recurvata	LOTUS Database	35616633
Pergularia daemia	LOTUS Database	35616633
Periploca calophylla	LOTUS Database	35616633
Periploca laevigata	LOTUS Database	35616633
Periploca nigrescens	LOTUS Database	35616633
Periploca sepium	LOTUS Database	35616633
Phoenix dactylifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phyllanthus flexuosus	LOTUS Database	35616633
Phyllanthus urinaria	LOTUS Database	35616633
Picris hieracioides	LOTUS Database	35616633
Pileostegia viburnoides var. glabrescens	Plant	KNApSAcK
Pimpinella anisum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Piper umbellatum	Plant	KNApSAcK
Pistacia lentiscus	LOTUS Database	35616633
Pisum sativum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Plectranthus ornatus	LOTUS Database	35616633
Pluchea lanceolata	LOTUS Database	35616633
Pluchea sagittalis	LOTUS Database	35616633
Plumbago zeylanica	Plant	KNApSAcK
Plumeria obtusa	Plant	KNApSAcK
Polygala tenuifolia	Plant	KNApSAcK
Polypodium formosanum	LOTUS Database	35616633
Polyscias bracteata	LOTUS Database	35616633
Populus tremula L.	Plant	KNApSAcK
Populus tremuloides	LOTUS Database	35616633
Portulaca oleracea	LOTUS Database	35616633
Pouteria torta	LOTUS Database	35616633
Protium heptaphyllum	LOTUS Database	35616633
Protium heptaphylum	-	KNApSAcK
Protium kleinii	LOTUS Database	35616633
Prunella vulgaris	LOTUS Database	35616633
Pseudobrickellia brasiliensis	LOTUS Database	35616633
Psidium guajava	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Psorospermum androsaemifolium	LOTUS Database	35616633
Psorospermum androsaemifolium BAKER	Plant	KNApSAcK
Pterocarpus santalinus	Plant	KNApSAcK
Ptilostemon gnaphaloides	LOTUS Database	35616633
Quercus glauca	Plant	KNApSAcK
Quercus myrsenaefolia	Plant	KNApSAcK
Quercus stenophylla Makino.	Plant	KNApSAcK
Quercus suber	LOTUS Database	35616633
Randia dumetorum	LOTUS Database	35616633
Ranunculus laetus	LOTUS Database	35616633
Rhinacanthus nasutus	LOTUS Database	35616633
Rhododendron barbatum	LOTUS Database	35616633
Rhododendron ferrugineum	LOTUS Database	35616633
Rhodomyrtus tomentosa	LOTUS Database	35616633
Rhus sylvestris	LOTUS Database	35616633
Rubus fruticosus	LOTUS Database	35616633
Salacia chinensis	LOTUS Database	35616633
Salacia reticulata	LOTUS Database	35616633
Salvia fruticosa	LOTUS Database	35616633
Salvia mellifera	Plant	KNApSAcK
Salvia officinalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia pratensis	LOTUS Database	35616633
Salvia rosmarinus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia staminea	Plant	KNApSAcK
Salvia tomentosa	LOTUS Database	35616633
Salvia verticillata	LOTUS Database	35616633
Sambucus chinensis	LOTUS Database	35616633
Sambucus javanica	LOTUS Database	35616633
Sambucus nigra	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sapium haematospermum	Plant	KNApSAcK
Sapium stylare	LOTUS Database	35616633
Saussurea pricei	LOTUS Database	35616633
Scaevola spinescens	LOTUS Database	35616633
Scolopia chinensis	LOTUS Database	35616633
Sebertia acuminata	Plant	KNApSAcK
Semialarium mexicanum	LOTUS Database	35616633
Senecio auricula	LOTUS Database	35616633
Senecio chionophilus	Plant	KNApSAcK
Senecio racemosus	LOTUS Database	35616633
Senecio viravira	Plant	KNApSAcK
Senna petersiana	LOTUS Database	35616633
Serjania salzmanniana	LOTUS Database	35616633
Sesamum alatum	LOTUS Database	35616633
Sesamum indicum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Shorea robusta	LOTUS Database	35616633
Sidera lenis	LOTUS Database	35616633
Sideritis argosphacelus var. spicata	Plant	KNApSAcK
Sideritis canariensis	LOTUS Database	35616633
Sideritis candicans	LOTUS Database	35616633
Sideritis candicans var.eriocephala	Plant	KNApSAcK
Sideritis dendro-chahorra	LOTUS Database	35616633
Sideritis discolor	Plant	KNApSAcK
Sideritis kuegleriana	Plant	KNApSAcK
Sideritis lotsyi var. mascaensis	Plant	KNApSAcK
Sideritis tenoi	Plant	KNApSAcK
Silybum marianum	LOTUS Database	35616633
Sinapis arvensis	LOTUS Database	35616633
Siphoneugena densiflora	LOTUS Database	35616633
Solanum lycopersicum	Plant	KNApSAcK
Solanum lycopersicum var. lycopersicum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Solenostemma argel	Plant	KNApSAcK
Solidago nemoralis	LOTUS Database	35616633
Solidago virgaurea	LOTUS Database	35616633
Sonchus arvensis	Plant	KNApSAcK
Sonchus asper	LOTUS Database	35616633
Sorghum bicolor	LOTUS Database	35616633
Spermacoce articularis	LOTUS Database	35616633
Sphagneticola trilobata	LOTUS Database	35616633
Spiraea formosana	Plant	KNApSAcK
Stauntonia hexaphylla	LOTUS Database	35616633
Stevia seleriana	LOTUS Database	35616633
Stizolophus coronopifolius	LOTUS Database	35616633
Streptocaulon juventas	LOTUS Database	35616633
Strychnos potatorum	Plant	KNApSAcK
Strychnos spinosa	LOTUS Database	35616633
Swertia angustifolia	LOTUS Database	35616633
Swertia chirata	LOTUS Database	35616633
Swertia paniculata	LOTUS Database	35616633
Symphoricarpos albus	LOTUS Database	35616633
Symphyotrichum subulatum	LOTUS Database	35616633
Symplocos racemosa	Plant	KNApSAcK
Tabernaemontana catharinensis	LOTUS Database	35616633
Tabernaemontana glandulosa	LOTUS Database	35616633
Tabernaemontana laeta Mart.	LOTUS Database	35616633
Tabernaemontana markgrafiana	LOTUS Database	35616633
Tabernaemontana ventricosa	LOTUS Database	35616633
Talipariti tiliaceum	LOTUS Database	35616633
Tamarix gallica	LOTUS Database	35616633
Tanacetum argenteum	LOTUS Database	35616633
Tanacetum vulgare	LOTUS Database	35616633
Taraxacum japonicum	LOTUS Database	35616633
Taraxacum mongolicum	LOTUS Database	35616633
Taraxacum officinale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tephrosia strigosa	LOTUS Database	35616633
Terminalia brasiliensis	Plant	KNApSAcK
Terminalia elliptica	LOTUS Database	35616633
Terminalia superba	Plant	KNApSAcK
Ternstroemia gymnanthera	Plant	KNApSAcK
Teucrium heterophyllum	LOTUS Database	35616633
Teucrium royleanum	LOTUS Database	35616633
Thevetia peruviana	Plant	KNApSAcK
Tilia L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tilia tomentosa	LOTUS Database	35616633
Tipuana tipu	LOTUS Database	35616633
Todaroa aurea	LOTUS Database	35616633
Toddalia asiatica	LOTUS Database	35616633
Toona ciliata	LOTUS Database	35616633
Tovomita brasiliensis	LOTUS Database	35616633
Trachelospermum asiaticum	LOTUS Database	35616633
Tragopogon pratensis	LOTUS Database	35616633
Trattinnickia aspera	LOTUS Database	35616633
Trewia nudiflora	LOTUS Database	35616633
Trichilia havanensis	LOTUS Database	35616633
Trichodesma africana	LOTUS Database	35616633
Tridax procumbens	LOTUS Database	35616633
Trifolium repens	LOTUS Database	35616633
Tripterygium wilfordii	LOTUS Database	35616633
Triticum aestivum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Trochodendron aralioides	LOTUS Database	35616633
Urolepis hecatantha	LOTUS Database	35616633
Vaccinium myrtillus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ventilago denticulata	LOTUS Database	35616633
Vernonanthura chamaedrys	LOTUS Database	35616633
Vernonia brasiliana	LOTUS Database	35616633
Vernonia incana	LOTUS Database	35616633
Viburnum furcatum	LOTUS Database	35616633
Viburnum opulus	LOTUS Database	35616633
Vigna angularis	LOTUS Database	35616633
Viscum album	LOTUS Database	35616633
Viscum coloratum	LOTUS Database	35616633
Viscum cruciatum	LOTUS Database	35616633
Vismia cayennensis	LOTUS Database	35616633
Vitellaria paradoxa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vitis vinifera	LOTUS Database	35616633
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Wedelia acapulcensis	LOTUS Database	35616633
Wedelia asperrima	LOTUS Database	35616633
Withania somnifera	LOTUS Database	35616633
Wrightia tinctoria	LOTUS Database	35616633
Ximenia americana	LOTUS Database	35616633
Zanthoxylum ailanthoides	Plant	KNApSAcK
Zanthoxylum armatum	Plant	KNApSAcK
Zanthoxylum beecheyanum	LOTUS Database	35616633
Zanthoxylum nitidum	LOTUS Database	35616633
Zanthoxylum piasezkii	LOTUS Database	35616633
Zanthoxylum podocarpum Hemsl.	Plant	KNApSAcK
Zanthoxylum schinifolium	LOTUS Database	35616633
Zanthoxylum simulans	Plant	KNApSAcK
Zea mays	LOTUS Database	35616633
Zea mays L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Zygophyllum simplex	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

secondary alcohol (CHEBI:10352 )
pentacyclic triterpenoid (CHEBI:10352 )
Lupane triterpenoids (C08616 )
Oleananes (C08616 )
Oleanane triterpenoids (LMPR0106150015 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	7.53	ALOGPS
logP	7.4	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	19.49	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	131.91 m³·mol⁻¹	ChemAxon
Polarizability	53.86 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB004092

KNApSAcK ID

C00003738

Chemspider ID

Not Available

KEGG Compound ID

C08616

BioCyc ID

CPD-6948

BiGG ID

Not Available

Wikipedia Link

Amyrin

METLIN ID

Not Available

PubChem Compound

73145

PDB ID

Not Available

ChEBI ID

10352

Good Scents ID

Not Available

References

General References

Shibuya M, Hoshino M, Katsube Y, Hayashi H, Kushiro T, Ebizuka Y: Identification of beta-amyrin and sophoradiol 24-hydroxylase by expressed sequence tag mining and functional expression assay. FEBS J. 2006 Mar;273(5):948-59. doi: 10.1111/j.1742-4658.2006.05120.x. [PubMed:16478469 ]
Basyuni M, Oku H, Tsujimoto E, Kinjo K, Baba S, Takara K: Triterpene synthases from the Okinawan mangrove tribe, Rhizophoraceae. FEBS J. 2007 Oct;274(19):5028-42. doi: 10.1111/j.1742-4658.2007.06025.x. Epub 2007 Sep 4. [PubMed:17803686 ]
Ching J, Chua TK, Chin LC, Lau AJ, Pang YK, Jaya JM, Tan CH, Koh HL: Beta-amyrin from Ardisia elliptica Thunb. is more potent than aspirin in inhibiting collagen-induced platelet aggregation. Indian J Exp Biol. 2010 Mar;48(3):275-9. [PubMed:21046981 ]
Rajemiarimiraho M, Banzouzi JT, Rakotonandrasana SR, Chalard P, Benoit-Vical F, Rasoanaivo LH, Raharisololalao A, Randrianjah R: Pyranocoumarin and triterpene from Millettia richardiana. Nat Prod Commun. 2013 Aug;8(8):1099-100. [PubMed:24079177 ]
Hoshino T, Yamaguchi Y, Takahashi K, Ito R: beta-Amyrin biosynthesis: the critical role of steric volume at C-19 of 2,3-oxidosqualene for its correct folding to generate the pentacyclic scaffold. Org Lett. 2014 Jul 3;16(13):3548-51. doi: 10.1021/ol501498q. Epub 2014 Jun 24. [PubMed:24960408 ]
Okoye NN, Ajaghaku DL, Okeke HN, Ilodigwe EE, Nworu CS, Okoye FB: beta-Amyrin and alpha-amyrin acetate isolated from the stem bark of Alstonia boonei display profound anti-inflammatory activity. Pharm Biol. 2014 Nov;52(11):1478-86. doi: 10.3109/13880209.2014.898078. Epub 2014 Jul 15. [PubMed:25026352 ]
Desta ZY, Majinda RR: Three new isoflavonoids from Erythrina caffra. Nat Prod Commun. 2014 Jun;9(6):817-20. [PubMed:25115087 ]
Rees HH, Britton G, Goodwin TW: The biosynthesis of beta-amyrin. Mechanism of squalene cyclization. Biochem J. 1968 Feb;106(3):659-65. doi: 10.1042/bj1060659. [PubMed:5639923 ]
Gealt MA: Isolation of beta-amyrin from the fungus Aspergillus nidulans. J Gen Microbiol. 1983 Mar;129(3):543-6. doi: 10.1099/00221287-129-3-543. [PubMed:6875511 ]

Showing NP-Card for beta-Amyrin (NP0046356)

MOL for NP0046356 (beta-Amyrin)

3D MOL for NP0046356 (beta-Amyrin)

3D SDF for NP0046356 (beta-Amyrin)

3D-SDF for NP0046356 (beta-Amyrin)

PDB for NP0046356 (beta-Amyrin)

3D PDB for NP0046356 (beta-Amyrin)

SMILES for NP0046356 (beta-Amyrin)

INCHI for NP0046356 (beta-Amyrin)

Structure for NP0046356 (beta-Amyrin)

3D Structure for NP0046356 (beta-Amyrin)