NP-MRD: Showing NP-Card for Epiursolic acid (NP0049917)

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Record Information

Version

2.0

Created at

2022-03-17 21:20:11 UTC

Updated at

2022-03-17 21:20:11 UTC

NP-MRD ID

NP0049917

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Epiursolic acid

Description

Carissic acid, also known as carissate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Epiursolic acid is found in Actinidia chinensis, Actinidia polygama, Ajuga chamaepitys, Alibertia macrophylla, Alstonia scholaris, Anaphalis margaritacea, Anaphalis sinica, Anoectochilus roxburghii, Anthotroche blackii, Aralia decaisneana, Arbutus andrachne, Artocarpus heterophyllus, Baccharis dracunculifolia, Backhousia angustifolia, Bacopa monnieri, Betula alnoides, Boehmeria frutescens, Brunfelsia grandiflora, Bursera penicillata, Clinopodium ashei, Callicarpa pentandra, Calophyllum polyanthum, Camellia sinensis, Campanula patula, Campanula persicifolia, Carapa guianensis, Castanea sativa, Catharanthus roseus, Cecropia pachystachya, Cedronella canariensis, Centella asiatica, Cetraria islandica, Chaenomeles sinensis, Chaenomeles speciosa, Citrus trifoliata, Clinopodium douglasii, Coriaria intermedia, Cornus kousa, Cornus mas, Cotoneaster symondsii, Coussarea paniculata, Craibiodendron yunnanense, Crataegus pinnatifida, Crataegus sinaica, Cryptostegia grandiflora, Cunila lythrifolia, Cuphea carthagenensis, Cussonia bancoensis, Cyclolepis genistoides, Cydonia oblonga, Daphnis nerii, Dialium excelsum, Diospyros crassiflora, Diospyros dendo, Diospyros kaki, Diospyros leucomelas, Diospyros lotus, Diospyros virginiana, Dipsacus laciniatus, Discaria chacaye, Dracocephalum kotschyi, Dryopteris crassirhizoma, Duboisia myoporoides, Duranta erecta, Eleutherococcus sessiliflorus, Englerophytum magalismontanum, Enkianthus campanulatus, Enkianthus cernuus, Enkianthus nudipes, Eriobotrya japonica, Eucalyptus camaldulensis, Eucalyptus cladocalyx, Eucalyptus tereticornis, Euphorbia paralias, Evolvulus nummularius, Ficus microcarpa, Ficus mucuso, Ficus pandurata, Ficus sarmentosa, Forsythia viridissima, Fridericia triplinervia, Galeana pratensis, Gentiana asclepiadea, Gentiana macrophylla, Gladiolus italicus, Haloxylon salicornicum, Exallage auricularia, Hedyotis lawsoniae, Hintonia latiflora, Hippophae rhamnoides, Holarrhena pubescens, Hunteria umbellata, Hymenodictyon orixense, Hypotrachyna neodamaziana, Hyptis brevipes, Mesosphaerum suaveolens, Mesosphaerum urticoides, Ilex affinis, Ilex aquifolium, Ilex paraguariensis, Ilex rotunda, Incarvillea arguta, Incarvillea delavayi, Inula japonica, Isertia haenkeana, Isodon eriocalyx, Isodon loxothyrsus, Isodon rubescens, Ixeridium gracile, Ixora coccinea, Jasminum grandiflorum, Juglans regia, Lagochilus leiacanthus, Lantana camara, Lantana indica, Lavandula angustifolia, Leandra lacunosa, Rhododendron tomentosum, Leptospermum scoparium, Leucothoe keiskei, Ligularia dolichobotrys, Ligustrum lucidum, Ludwigia octovalvis, Lycopus lucidus, Lydenburgia cassinoides, Lythrum salicaria, Mallotus repandus, Mandevilla hirsuta, Maquira coriacea, Melaleuca ericifolia, Melaleuca leucadendra, Melia azedarach, Mentha spicata, Microtropis japonica, Mimusops elengi, Mirabilis himalaica, Monochaetum vulcanicum, Morella esculenta, Morella rubra, Morinda citrifolia, Morus alba, Morus australis, Morus insignis, Mosla scabra, Mutisia friesiana, Myrtus communis, Nardostachys jatamansi, Neolamarckia cadamba, Nepeta juncea, Nerium oleander, Nernstia mexicana, Nierembergia linariifolia, Ochrosia vitiensis, Ocimum americanum, Ocimum tenuiflorum, Relhania fruticosa, Oldenlandia corymbosa, Oldenlandia herbacea, Olea europaea, Olearia paniculata, Ophiorrhiza kuroiwae, Origanum dictamnus, Origanum vulgare, Osyris alba, Panzerina lanata, Patrinia rupestris, Pedalium murex, Perilla frutescens, Petasites tricholobus, Phillyrea latifolia, Photinia serratifolia, Phytolacca acinosa, Picris hieracioides, Pieris formosa, Pieris japonica, Planchonella duclitan, Plantago asiatica, Plantago major, Plectranthus ornatus, Plumeria obtusa, Dasiphora fruticosa, Prosopis glandulosa, Prunella vulgaris, Prunus africana, Prunus dulcis, Prunus japonica, Prunus serrula, Prunus zippeliana, Psidium cattleyanum, Punica granatum, Pyracantha coccinea, Quercus leucotrichophora, Quercus macrocarpa, Rhododendron barbatum, Rhododendron degronianum, Rhododendron formosanum, Rhododendron japonoheptamerum, Rhododendron latoucheae, Rhododendron metternichii, Rhododendron ponticum, Rhododendron spinuliferum, Rosa davurica, Rosa laevigata, Rubia wallichiana, Rubia yunnanensis, Rubus cochinchinensis, Salacia chinensis, Salvia africana, Salvia aurea, Salvia amplexicaulis, Salvia blepharophylla, Salvia breviflora, Salvia deserta, Salvia glutinosa, Salvia lanata, Salvia lavandulifolia, Salvia limbata, Salvia melissodora, Salvia miltiorrhiza, Salvia montbretii, Salvia palaestina, Salvia reptans, Salvia syriaca, Salvia virgata, Salvia xalapensis, Sambucus adnata, Sambucus chinensis, Sambucus nigra, Scrophularia ningpoensis, Scutellaria lateriflora, Shorea robusta, Sideritis candicans, Smallanthus maculatus, Solidago canadensis, Sorbus aucuparia, Stereospermum acuminatissimum, Styrax ferrugineus, Swertia angustifolia, Swertia corymbosa, Symplocos lancifolia, Symplocos paniculata, Syncarpia glomulifera, Syzygium formosanum, Syzygium nervosum, Syzygium samarangense, Tadehagi triquetrum, Tectona grandis, Tephrosia purpurea, Terminalia brachystemma, Terminalia catappa, Teucrium chamaedrys, Teucrium kotschyanum, Thevetia neriifolia, Thymus transcaucasicus, Uncaria elliptica, Uncaria hirsuta, Uncaria rhynchophylla, Uncaria sinensis, Vaccinium macrocarpon, Vaccinium myrtillus, Vaccinium oxycoccos, Vaccinium uliginosum, Valeriana laxiflora, Verbena officinalis, Viburnum cylindricum, Viburnum dilatatum, Viburnum furcatum, Viburnum jucundum, Viburnum odoratissimum, Viburnum opulus, Vinca major, Vitex altissima, Xanthorhiza simplicissima, Ziziphora clinopodioides, Ziziphora tenuior and Ziziphus jujuba. Carissic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241210572D          

 33 37  0  0  0  0            999 V2000
   -0.1911   -1.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800   -1.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565   -0.6889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207   -0.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2626   -0.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3442   -0.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0336    0.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9571    0.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1911    1.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2676    2.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0336    2.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225    1.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6503   -3.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442   -2.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1861   -2.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2633   -0.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4972   -1.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1102   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1102   -2.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4207   -2.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5737   -3.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3392    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4972    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0331    1.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565    2.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    2.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1145    3.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5737    3.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867    3.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9522    3.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9522    2.6797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1861    2.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2626    3.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  1 17  1  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
  4  6  1  0  0  0  0
  4 23  1  0  0  0  0
  6  7  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 23  1  0  0  0  0
 10 11  1  0  0  0  0
 10 26  1  0  0  0  0
 11 12  1  0  0  0  0
 11 29  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 32  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
M  END


  Mrv0541 02241210572D          

 33 37  0  0  0  0            999 V2000
   -0.1911   -1.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800   -1.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565   -0.6889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207   -0.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2626   -0.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3442   -0.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0336    0.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9571    0.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1911    1.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2676    2.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0336    2.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225    1.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6503   -3.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442   -2.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1861   -2.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2633   -0.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4972   -1.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1102   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1102   -2.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4207   -2.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5737   -3.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3392    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4972    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0331    1.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565    2.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    2.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1145    3.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5737    3.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867    3.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9522    3.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9522    2.6797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1861    2.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2626    3.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  1 17  1  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
  4  6  1  0  0  0  0
  4 23  1  0  0  0  0
  6  7  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 23  1  0  0  0  0
 10 11  1  0  0  0  0
 10 26  1  0  0  0  0
 11 12  1  0  0  0  0
 11 29  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 32  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049917

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC2(CCC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)

> <INCHI_KEY>
WCGUUGGRBIKTOS-UHFFFAOYSA-N

> <FORMULA>
C30H48O3

> <MOLECULAR_WEIGHT>
456.7003

> <EXACT_MASS>
456.360345402

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
54.83057894633863

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

> <ALOGPS_LOGP>
6.35

> <JCHEM_LOGP>
6.581805409666667

> <ALOGPS_LOGS>
-5.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.489433291560097

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.744126566233528

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8351230225624989

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
133.69799999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.90e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.357  -3.430   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.643  -2.715   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.785  -1.286   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.785  -0.143   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.357  -0.286   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.643  -0.857   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.929   0.143   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.787   1.572   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.357   2.286   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.500   3.858   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.929   4.429   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.215   3.572   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.214  -6.431   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.643  -5.002   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.214  -4.859   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.358  -1.858   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.928  -2.429   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.072  -3.286   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.072  -4.716   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.785  -5.573   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.071  -7.145   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.500   1.429   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.928   1.429   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.928   2.429   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.785   3.858   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.785   5.002   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.214   6.431   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.071   7.002   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.215   6.002   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.644   6.431   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -3.644   5.002   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.214   5.573   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.357   7.145   0.000  0.00  0.00           O+0
CONECT    1    2   14   17                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6   23                                             
CONECT    5    4                                                            
CONECT    6    4    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11   26                                                  
CONECT   11   10   12   29                                                  
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14    1   13   15   20                                             
CONECT   15   14                                                            
CONECT   16   17                                                            
CONECT   17    1    6   16   18                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   14   19   21                                                  
CONECT   21   20                                                            
CONECT   22   23                                                            
CONECT   23    4    9   22   24                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   10   25   27   32                                             
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   11   28   30                                                  
CONECT   30   29                                                            
CONECT   31   32                                                            
CONECT   32   26   31   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Value	Source
Carissate	Generator
10-Hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate	Generator

Chemical Formula

C₃₀H₄₈O₃

Average Mass

456.7003 Da

Monoisotopic Mass

456.36035 Da

IUPAC Name

10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

CAS Registry Number

989-30-0

SMILES

CC1CCC2(CCC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C)C(O)=O

InChI Identifier

InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)

InChI Key

WCGUUGGRBIKTOS-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Actinidia chinensis	LOTUS Database	35616633
Actinidia polygama	LOTUS Database	35616633
Ajuga chamaepitys	LOTUS Database	35616633
Alibertia macrophylla	LOTUS Database	35616633
Alstonia Alstonia scholaris	LOTUS Database	35616633
Anaphalis margaritacea	LOTUS Database	35616633
Anaphalis sinica	LOTUS Database	35616633
Anoectochilus roxburghii	LOTUS Database	35616633
Anthotroche blackii	LOTUS Database	35616633
Aralia decaisneana	LOTUS Database	35616633
Arbutus andrachne L.	LOTUS Database	35616633
Artocarpus heterophyllus	LOTUS Database	35616633
Baccharis dracunculifolia	LOTUS Database	35616633
Backhousia angustifolia	LOTUS Database	35616633
Bacopa monnieri	LOTUS Database	35616633
Betula alnoides	LOTUS Database	35616633
Boehmeria frutescens	LOTUS Database	35616633
Brunfelsia grandiflora	LOTUS Database	35616633
Bursera penicillata	LOTUS Database	35616633
Calamintha ashei	LOTUS Database	35616633
Callicarpa pentandra	LOTUS Database	35616633
Calophyllum polyanthum	LOTUS Database	35616633
Camellia sinensis	LOTUS Database	35616633
Campanula patula	LOTUS Database	35616633
Campanula persicifolia	LOTUS Database	35616633
Carapa guianensis	LOTUS Database	35616633
Castanea sativa	LOTUS Database	35616633
Catharanthus roseus	LOTUS Database	35616633
Cecropia pachystachya	LOTUS Database	35616633
Cedronella canariensis	LOTUS Database	35616633
Centella asiatica	LOTUS Database	35616633
Cetraria islandica	LOTUS Database	35616633
Chaenomeles sinensis	LOTUS Database	35616633
Chaenomeles speciosa	LOTUS Database	35616633
Citrus trifoliata	LOTUS Database	35616633
Clinopodium douglasii	LOTUS Database	35616633
Coriaria intermedia	LOTUS Database	35616633
Cornus kousa	LOTUS Database	35616633
Cornus mas	LOTUS Database	35616633
Cotoneaster symondsii	LOTUS Database	35616633
Coussarea paniculata	LOTUS Database	35616633
Craibiodendron yunnanense	LOTUS Database	35616633
Crataegus pinnatifida	LOTUS Database	35616633
Crataegus sinaica	LOTUS Database	35616633
Cryptostegia grandiflora	LOTUS Database	35616633
Cunila lythrifolia	LOTUS Database	35616633
Cuphea carthagenensis	LOTUS Database	35616633
Cussonia bancoensis	LOTUS Database	35616633
Cyclolepis genistoides	LOTUS Database	35616633
Cydonia oblonga	LOTUS Database	35616633
Daphnis nerii	LOTUS Database	35616633
Dialium excelsum	LOTUS Database	35616633
Diospyros crassiflora	LOTUS Database	35616633
Diospyros dendo	LOTUS Database	35616633
Diospyros kaki	LOTUS Database	35616633
Diospyros leucomelas	LOTUS Database	35616633
Diospyros lotus	LOTUS Database	35616633
Diospyros virginiana	LOTUS Database	35616633
Dipsacus laciniatus	LOTUS Database	35616633
Discaria chacaye	LOTUS Database	35616633
Dracocephalum kotschyi	LOTUS Database	35616633
Dryopteris crassirhizoma	LOTUS Database	35616633
Duboisia myoporoides	LOTUS Database	35616633
Duranta erecta	LOTUS Database	35616633
Eleutherococcus sessiliflorus	LOTUS Database	35616633
Englerophytum magalismontanum	LOTUS Database	35616633
Enkianthus campanulatus	LOTUS Database	35616633
Enkianthus cernuus	LOTUS Database	35616633
Enkianthus nudipes	LOTUS Database	35616633
Eriobotrya japonica	LOTUS Database	35616633
Eucalyptus camaldulensis	LOTUS Database	35616633
Eucalyptus cladocalyx	LOTUS Database	35616633
Eucalyptus tereticornis	LOTUS Database	35616633
Euphorbia paralias	LOTUS Database	35616633
Evolvulus nummularius	LOTUS Database	35616633
Ficus microcarpa	LOTUS Database	35616633
Ficus mucuso	LOTUS Database	35616633
Ficus pandurata	LOTUS Database	35616633
Ficus sarmentosa	LOTUS Database	35616633
Forsythia viridissima	LOTUS Database	35616633
Fridericia triplinervia	LOTUS Database	35616633
Galeana pratensis	LOTUS Database	35616633
Gentiana asclepiadea	LOTUS Database	35616633
Gentiana macrophylla	LOTUS Database	35616633
Gladiolus italicus	LOTUS Database	35616633
Haloxylon salicornicum	LOTUS Database	35616633
Hedyotis auricularia	LOTUS Database	35616633
Hedyotis lawsoniae	LOTUS Database	35616633
Hintonia latiflora	LOTUS Database	35616633
Hippophae rhamnoides	LOTUS Database	35616633
Holarrhena pubescens	LOTUS Database	35616633
Hunteria umbellata	LOTUS Database	35616633
Hymenodictyon orixense	LOTUS Database	35616633
Hypotrachyna neodamaziana	LOTUS Database	35616633
Hyptis brevipes	LOTUS Database	35616633
Hyptis suaveolens	LOTUS Database	35616633
Hyptis urticoides	LOTUS Database	35616633
Ilex affinis	LOTUS Database	35616633
Ilex aquifolium	LOTUS Database	35616633
Ilex paraguariensis	LOTUS Database	35616633
Ilex rotunda	LOTUS Database	35616633
Incarvillea arguta	LOTUS Database	35616633
Incarvillea delavayi	LOTUS Database	35616633
Inula japonica	LOTUS Database	35616633
Isertia haenkeana	LOTUS Database	35616633
Isodon eriocalyx	LOTUS Database	35616633
Isodon loxothyrsus	LOTUS Database	35616633
Isodon rubescens	LOTUS Database	35616633
Ixeridium gracile	LOTUS Database	35616633
Ixora coccinea	LOTUS Database	35616633
Jasminum grandiflorum	LOTUS Database	35616633
Juglans regia	LOTUS Database	35616633
Lagochilus leiacanthus	LOTUS Database	35616633
Lantana camara	LOTUS Database	35616633
Lantana indica	LOTUS Database	35616633
Lavandula angustifolia	LOTUS Database	35616633
Leandra lacunosa	LOTUS Database	35616633
Ledum palustre	LOTUS Database	35616633
Leptospermum scoparium	LOTUS Database	35616633
Leucothoe keiskei	LOTUS Database	35616633
Ligularia dolichobotrys	LOTUS Database	35616633
Ligustrum lucidum	LOTUS Database	35616633
Ludwigia octovalvis	LOTUS Database	35616633
Lycopus lucidus	LOTUS Database	35616633
Lydenburgia cassinoides	LOTUS Database	35616633
Lythrum salicaria	LOTUS Database	35616633
Mallotus repandus	LOTUS Database	35616633
Mandevilla hirsuta	LOTUS Database	35616633
Maquira coriacea	LOTUS Database	35616633
Melaleuca ericifolia	LOTUS Database	35616633
Melaleuca leucadendra	LOTUS Database	35616633
Melia azedarach	LOTUS Database	35616633
Mentha spicata	LOTUS Database	35616633
Microtropis japonica	LOTUS Database	35616633
Mimusops elengi	LOTUS Database	35616633
Mirabilis himalaica	LOTUS Database	35616633
Monochaetum vulcanicum	LOTUS Database	35616633
Morella esculenta	LOTUS Database	35616633
Morella rubra	LOTUS Database	35616633
Morinda citrifolia	LOTUS Database	35616633
Morus alba	LOTUS Database	35616633
Morus australis	LOTUS Database	35616633
Morus insignis	LOTUS Database	35616633
Mosla scabra	LOTUS Database	35616633
Mutisia friesiana	LOTUS Database	35616633
Myrtus communis	LOTUS Database	35616633
Nardostachys jatamansi	LOTUS Database	35616633
Neolamarckia cadamba	LOTUS Database	35616633
Nepeta juncea	LOTUS Database	35616633
Nerium oleander	LOTUS Database	35616633
Nernstia mexicana	LOTUS Database	35616633
Nierembergia linariifolia	LOTUS Database	35616633
Ochrosia vitiensis	LOTUS Database	35616633
Ocimum americanum	LOTUS Database	35616633
Ocimum tenuiflorum	LOTUS Database	35616633
Oedera fruticosa	LOTUS Database	35616633
Oldenlandia corymbosa	LOTUS Database	35616633
Oldenlandia herbacea	LOTUS Database	35616633
Olea europaea	LOTUS Database	35616633
Olearia paniculata	LOTUS Database	35616633
Ophiorrhiza kuroiwai	LOTUS Database	35616633
Origanum dictamnus	LOTUS Database	35616633
Origanum vulgare	LOTUS Database	35616633
Osyris alba	LOTUS Database	35616633
Panzerina lanata	LOTUS Database	35616633
Patrinia rupestris	LOTUS Database	35616633
Pedalium murex	LOTUS Database	35616633
Perilla frutescens	LOTUS Database	35616633
Petasites tricholobus	LOTUS Database	35616633
Phillyrea latifolia	LOTUS Database	35616633
Photinia serratifolia	LOTUS Database	35616633
Phytolacca acinosa	LOTUS Database	35616633
Picris hieracioides	LOTUS Database	35616633
Pieris formosa	LOTUS Database	35616633
Pieris japonica	LOTUS Database	35616633
Planchonella duclitan	LOTUS Database	35616633
Plantago asiatica	LOTUS Database	35616633
Plantago major	LOTUS Database	35616633
Plectranthus ornatus	LOTUS Database	35616633
Plumeria obtusa	LOTUS Database	35616633
Potentilla fruticosa	LOTUS Database	35616633
Prosopis glandulosa	LOTUS Database	35616633
Prunella vulgaris	LOTUS Database	35616633
Prunus africana	LOTUS Database	35616633
Prunus dulcis	LOTUS Database	35616633
Prunus japonica	LOTUS Database	35616633
Prunus serrula	LOTUS Database	35616633
Prunus zippeliana	LOTUS Database	35616633
Psidium cattleianum	LOTUS Database	35616633
Punica granatum	LOTUS Database	35616633
Pyracantha coccinea	LOTUS Database	35616633
Quercus leucotrichophora	LOTUS Database	35616633
Quercus macrocarpa	LOTUS Database	35616633
Rhododendron barbatum	LOTUS Database	35616633
Rhododendron degronianum	LOTUS Database	35616633
Rhododendron formosanum	LOTUS Database	35616633
Rhododendron japonoheptamerum	LOTUS Database	35616633
Rhododendron latoucheae	LOTUS Database	35616633
Rhododendron metternichii	LOTUS Database	35616633
Rhododendron ponticum	LOTUS Database	35616633
Rhododendron spinuliferum	LOTUS Database	35616633
Rosa davurica	LOTUS Database	35616633
Rosa laevigata	LOTUS Database	35616633
Rubia wallichiana	LOTUS Database	35616633
Rubia yunnanensis	LOTUS Database	35616633
Rubus cochinchinensis	LOTUS Database	35616633
Salacia chinensis	LOTUS Database	35616633
Salvia africana	LOTUS Database	35616633
Salvia africana-lutea	LOTUS Database	35616633
Salvia amplexicaulis	LOTUS Database	35616633
Salvia blepharophylla	LOTUS Database	35616633
Salvia breviflora	LOTUS Database	35616633
Salvia deserta	LOTUS Database	35616633
Salvia glutinosa	LOTUS Database	35616633
Salvia lanata	LOTUS Database	35616633
Salvia lavandulifolia	LOTUS Database	35616633
Salvia limbata	LOTUS Database	35616633
Salvia melissodora	LOTUS Database	35616633
Salvia miltiorrhiza	LOTUS Database	35616633
Salvia montbretii	LOTUS Database	35616633
Salvia officinalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia palaestina	LOTUS Database	35616633
Salvia reptans	LOTUS Database	35616633
Salvia syriaca	LOTUS Database	35616633
Salvia virgata	LOTUS Database	35616633
Salvia xalapensis	LOTUS Database	35616633
Sambucus adnata	LOTUS Database	35616633
Sambucus chinensis	LOTUS Database	35616633
Sambucus nigra	LOTUS Database	35616633
Scrophularia ningpoensis	LOTUS Database	35616633
Scutellaria lateriflora	LOTUS Database	35616633
Shorea robusta	LOTUS Database	35616633
Sideritis candicans	LOTUS Database	35616633
Smallanthus maculatus	LOTUS Database	35616633
Solidago canadensis	LOTUS Database	35616633
Sorbus aucuparia	LOTUS Database	35616633
Stereospermum acuminatissimum	LOTUS Database	35616633
Styrax ferrugineus	LOTUS Database	35616633
Swertia angustifolia	LOTUS Database	35616633
Swertia corymbosa	LOTUS Database	35616633
Symplocos lancifolia	LOTUS Database	35616633
Symplocos paniculata	LOTUS Database	35616633
Syncarpia glomulifera	LOTUS Database	35616633
Syzygium formosanum	LOTUS Database	35616633
Syzygium nervosum	LOTUS Database	35616633
Syzygium samarangense	LOTUS Database	35616633
Tadehagi triquetrum	LOTUS Database	35616633
Tectona grandis	LOTUS Database	35616633
Tephrosia purpurea	LOTUS Database	35616633
Terminalia brachystemma	LOTUS Database	35616633
Terminalia catappa	LOTUS Database	35616633
Teucrium chamaedrys	LOTUS Database	35616633
Teucrium kotschyanum	LOTUS Database	35616633
Thevetia neriifolia	LOTUS Database	35616633
Thymus transcaucasicus	LOTUS Database	35616633
Uncaria elliptica	LOTUS Database	35616633
Uncaria hirsuta	LOTUS Database	35616633
Uncaria rhynchophylla	LOTUS Database	35616633
Uncaria sinensis	LOTUS Database	35616633
Vaccinium macrocarpon	LOTUS Database	35616633
Vaccinium myrtillus	LOTUS Database	35616633
Vaccinium oxycoccos	LOTUS Database	35616633
Vaccinium uliginosum	LOTUS Database	35616633
Valeriana laxiflora	LOTUS Database	35616633
Verbena officinalis	LOTUS Database	35616633
Viburnum cylindricum	LOTUS Database	35616633
Viburnum dilatatum	LOTUS Database	35616633
Viburnum furcatum	LOTUS Database	35616633
Viburnum jucundum	LOTUS Database	35616633
Viburnum odoratissimum	LOTUS Database	35616633
Viburnum opulus	LOTUS Database	35616633
Vinca major	LOTUS Database	35616633
Vitex altissima	LOTUS Database	35616633
Xanthorhiza simplicissima	LOTUS Database	35616633
Ziziphora clinopodioides	LOTUS Database	35616633
Ziziphora tenuior	LOTUS Database	35616633
Ziziphus jujuba	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
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	6.35	ALOGPS
logP	6.58	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	133.7 m³·mol⁻¹	ChemAxon
Polarizability	54.83 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0038703

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018109

KNApSAcK ID

Not Available

Chemspider ID

191497

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

220774

PDB ID

Not Available

ChEBI ID

95136

Good Scents ID

Not Available

References

General References

Showing NP-Card for Epiursolic acid (NP0049917)

MOL for NP0049917 (Epiursolic acid)

3D MOL for NP0049917 (Epiursolic acid)

3D SDF for NP0049917 (Epiursolic acid)

3D-SDF for NP0049917 (Epiursolic acid)

PDB for NP0049917 (Epiursolic acid)

3D PDB for NP0049917 (Epiursolic acid)

SMILES for NP0049917 (Epiursolic acid)

INCHI for NP0049917 (Epiursolic acid)

Structure for NP0049917 (Epiursolic acid)

3D Structure for NP0049917 (Epiursolic acid)