Cholesterol

Details

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Internal ID 3710085e-ab6e-44cf-8e4b-c4eed4ec0c48
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
SMILES (Isomeric) C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChI Key HVYWMOMLDIMFJA-DPAQBDIFSA-N
Popularity 328,444 references in papers

Physical and Chemical Properties

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Molecular Formula C27H46O
Molecular Weight 386.70 g/mol
Exact Mass 386.354866087 g/mol
Topological Polar Surface Area (TPSA) 20.20 Ų
XlogP 8.70

Synonyms

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57-88-5
Cholesterin
Cholesteryl alcohol
Cholest-5-en-3beta-ol
Dythol
Cholestrin
Cordulan
Dusoline
Dusoran
Cholesterine
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Cholesterol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1741186 P51449 Nuclear receptor ROR-gamma 20 nM
EC50
via Super-PRED
CHEMBL4302 P08183 P-glycoprotein 1 8200 nM
IC50
PMID: 11027568
CHEMBL1293235 P02545 Prelamin-A/C 6309.6 nM
Potency
via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.95% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.08% 95.93%
CHEMBL2581 P07339 Cathepsin D 95.08% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.69% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.29% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.77% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.40% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.25% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.92% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.51% 93.56%
CHEMBL221 P23219 Cyclooxygenase-1 89.87% 90.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 89.35% 85.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.07% 97.09%
CHEMBL1871 P10275 Androgen Receptor 86.72% 96.43%
CHEMBL237 P41145 Kappa opioid receptor 85.63% 98.10%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.42% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.63% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 81.67% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.01% 95.89%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.48% 95.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Abrus precatorius
Abutilon theophrasti
Acanthus ilicifolius
Achillea millefolium
Aconitum burnatii
Adiantum caudatum
Aegiceras corniculatum
Aegiphila obducta
Aesculus hippocastanum
Aframomum sceptrum
Ageratina sternbergiana
Ajuga integrifolia
Ajuga reptans
Albizia adinocephala
Allium multibulbosum
Aloe
Aloe rubroviolacea
Aloe vera
Alseodaphne paludosa
Alstroemeria aurea
Amaranthus caudatus
Amaranthus hypochondriacus
Amaranthus tricolor
Anacardium occidentale
Anastatica hierochuntica
Anemarrhena asphodeloides
Anethum graveolens
Annona impressivenia
Arabidopsis thaliana
Arbutus menziesii
Archidendron chevalieri
Aruncus dioicus
Astragalus sevangensis
Avena sativa
Azadirachta indica
Azolla nilotica
Baccharoides anthelmintica
Bauhinia forficata subsp. pruinosa
Bersama yangambiensis
Beta vulgaris
Bombax anceps
Bruguiera gymnorhiza
Bryum rutilans
Buxus sempervirens
Calendula officinalis
Caloncoba echinata
Calophyllum inophyllum
Canavalia ensiformis
Cannabis sativa
Carthamus tinctorius
Castanopsis sclerophylla
Catharanthus roseus
Centella asiatica
Choisya ternata
Chromolaena arnottiana
Chrysolaena platensis
Cinnamosma madagascariensis
Citrus × aurantium
Citrus medica
Cleome amblyocarpa
Cleome dodecandra
Clerodendrum chinense
Clerodendrum infortunatum
Conocephalum japonicum
Cordylanthus kingii
Corethrodendron multijugum
Costus tonkinensis
Croton cascarilloides
Croton hieronymi
Cucurbita pepo
Cuscuta campestris
Cussonia bancoensis
Cymbidium aloifolium
Cymbopogon commutatus
Delphinium dictyocarpum
Delphinium staphisagria
Digitalis lanata
Dioscorea hondurensis
Dioscorea polystachya
Diplopterygium glaucum
Diplotaxis harra
Disynaphia halimifolia
Dracaena cinnabari
Dysoxylum lenticellatum
Echiochilon pauciflorum
Elsholtzia blanda
Ephedra equisetina
Equisetum arvense
Eragrostis viscosa
Eryngium foetidum
Eucalyptus tereticornis
Euonymus japonicus
Euphorbia lathyris
Euphorbia royleana
Festuca argentina
Ficus pumila
Forsteronia refracta
Fridericia chica
Fritillaria pallidiflora
Grewia mollis
Gymnocarpium robertianum
Gypsophila perfoliata
Haplophyllum acutifolium
Haplophyllum bucharicum
Helianthus annuus
Helichrysum nudifolium
Heliopsis helianthoides var. scabra
Heliotropium floridum
Hesperocyparis macrocarpa
Heterotheca grandiflora
Heterotheca inuloides
Hovenia acerba
Hypoxis nyasica
Ipheion uniflorum
Ipomoea batatas
Isoberlinia angolensis
Isocoma veneta
Juglans nigra
Juglans regia
Jungia polita
Kaempferia marginata
Kalanchoe daigremontiana
Kalanchoe marmorata
Kaunia saltensis
Kochia trichophylla
Koelreuteria paniculata
Ladeania juncea
Lessingianthus mollissimus
Lessingianthus rubricaulis
Leuzea carthamoides
Ligularia atroviolacea
Linum usitatissimum
Lolium perenne
Macaranga sinensis
Mandevilla pentlandiana
Mangifera indica
Mikania haenkeana
Mirabilis jalapa
Nauclea officinalis
Nephrolepis cordifolia
Nicoteba betonica
Nicotiana benthamiana
Nicotiana tabacum
Nigella sativa
Olea capensis subsp. macrocarpa
Ophiorrhiza pumila
Ornithopus sativus
Oryza coarctata
Otostegia fruticosa
Paeonia emodi
Panax quinquefolius
Panicum miliaceum
Paranephelius uniflorus
Pereskia aculeata
Petchia madagascariensis
Phlomis regelii
Phoenix canariensis
Phoenix dactylifera
Picramnia sellowii
Pimpinella aurea
Piper kadsura
Populus fremontii
Posidonia oceanica
Potentilla multifida
Prosopis cineraria
Prunus tomentosa
Psephellus trinervius
Punica granatum
Quercus rotundifolia
Rauvolfia serpentina
Rhododendron aureum
Rhododendron ponticum
Ruta pinnata
Salsola collina
Salvia dorrii
Salvia fruticosa
Sambucus nigra
Saururus cernuus
Schisandra chinensis
Schleichera oleosa
Scutellaria glabra
Senna alexandrina
Seriphidium lessingianum
Seriphidium oranense
Serratula tinctoria
Sesamum indicum
Sideritis taurica
Silybum marianum
Sinapis alba
Smilax glabra
Solanum argentinum
Solanum aviculare
Solanum glaucophyllum
Solanum lanceolatum
Solanum laxum
Solanum mammosum
Solanum melongena
Solanum nigrum
Solanum palitans
Solanum virginianum
Sonneratia alba
Sophora flavescens var. flavescens
Sorghum bicolor
Spinacia oleracea
Stevia jujuyensis
Stevia polycephala
Strychnos fendleri
Suaeda aegyptiaca
Symphoricarpos albus
Symphytum officinale
Tamarix gallica
Tanacetum vulgare
Tephroseris integrifolia
Terminalia tetraphylla
Teucrium cubense
Teucrium orientale
Thuidium tamariscinum
Thymus piperella
Tragopogon pratensis
Trichilia rubescens
Trifolium pannonicum
Trigonella corniculata
Trigonella foenum-graecum
Triticum aestivum
Typha latifolia
Uraria picta
Vanilla planifolia
Veltheimia capensis
Vernonanthura nudiflora
Vernonia galamensis subsp. galamensis
Viburnum opulus
Vicia villosa
Vigna angularis
Vitex megapotamica
Vitis vinifera
Wrightia tinctoria
Xylopia aethiopica
Yucca gloriosa
Zea mays

Cross-Links

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PubChem 5997
NPASS NPC28657
ChEMBL CHEMBL112570
LOTUS LTS0102304
wikiData Q43656