Beta-Carotene

Details

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Internal ID 1eff295d-af33-4f78-8b3c-7ea1015efa6c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Carotenes
IUPAC Name 1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexene
SMILES (Canonical) CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CCCC2(C)C)C)C)C
SMILES (Isomeric) CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(CCCC2(C)C)C)\C)\C)/C)/C
InChI InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+
InChI Key OENHQHLEOONYIE-JLTXGRSLSA-N
Popularity 24,396 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56
Molecular Weight 536.90 g/mol
Exact Mass 536.438201786 g/mol
Topological Polar Surface Area (TPSA) 0.00 Ų
XlogP 13.50
Atomic LogP (AlogP) 12.61
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 10

Synonyms

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7235-40-7
beta Carotene
Solatene
beta,beta-Carotene
Betacarotene
Carotaben
Provatene
Provitamin A
Serlabo
all-trans-beta-Carotene
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Beta-Carotene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9923 99.23%
Caco-2 - 0.7381 73.81%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Lysosomes 0.5844 58.44%
OATP2B1 inhibitior - 0.7162 71.62%
OATP1B1 inhibitior - 0.7738 77.38%
OATP1B3 inhibitior - 0.5699 56.99%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9969 99.69%
P-glycoprotein inhibitior + 0.8647 86.47%
P-glycoprotein substrate - 0.9400 94.00%
CYP3A4 substrate + 0.5843 58.43%
CYP2C9 substrate - 0.8164 81.64%
CYP2D6 substrate - 0.7848 78.48%
CYP3A4 inhibition - 0.9290 92.90%
CYP2C9 inhibition - 0.8592 85.92%
CYP2C19 inhibition - 0.7868 78.68%
CYP2D6 inhibition - 0.9444 94.44%
CYP1A2 inhibition - 0.9109 91.09%
CYP2C8 inhibition - 0.8157 81.57%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7000 70.00%
Carcinogenicity (trinary) Non-required 0.4813 48.13%
Eye corrosion - 0.9116 91.16%
Eye irritation - 0.8769 87.69%
Skin irritation - 0.5936 59.36%
Skin corrosion - 0.9639 96.39%
Ames mutagenesis - 0.5637 56.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8894 88.94%
Micronuclear - 0.9800 98.00%
Hepatotoxicity + 0.5251 52.51%
skin sensitisation + 0.8891 88.91%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.6051 60.51%
Nephrotoxicity + 0.7935 79.35%
Acute Oral Toxicity (c) III 0.8007 80.07%
Estrogen receptor binding + 0.8648 86.48%
Androgen receptor binding + 0.8077 80.77%
Thyroid receptor binding + 0.7766 77.66%
Glucocorticoid receptor binding + 0.7608 76.08%
Aromatase binding - 0.8515 85.15%
PPAR gamma + 0.7410 74.10%
Honey bee toxicity - 0.9015 90.15%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9974 99.74%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3577 P00352 Aldehyde dehydrogenase 1A1 35481.3 nM
Potency
via CMAUP
CHEMBL1293235 P02545 Prelamin-A/C 35481.3 nM
Potency
via CMAUP
CHEMBL1697668 Q9Y6L6 Solute carrier organic anion transporter family member 1B1 616.6 nM
IC50
PMID: 23571415
CHEMBL1743121 Q9NPD5 Solute carrier organic anion transporter family member 1B3 2951.21 nM
IC50
PMID: 23571415

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2061 P19793 Retinoid X receptor alpha 95.27% 91.67%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.01% 91.11%
CHEMBL1870 P28702 Retinoid X receptor beta 94.77% 95.00%
CHEMBL2004 P48443 Retinoid X receptor gamma 94.33% 100.00%
CHEMBL230 P35354 Cyclooxygenase-2 94.07% 89.63%
CHEMBL1937 Q92769 Histone deacetylase 2 92.13% 94.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.99% 95.50%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 89.67% 91.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.07% 86.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.65% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.18% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.11% 96.09%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 80.70% 91.79%

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.
Acacia acuminata
Acacia adunca
Acacia aulacocarpa
Acacia cambagei
Acacia terminalis
Achillea macrophylla
Aconitum burnatii
Adiantum philippense
Agastache foeniculum
Agave aurea
Ageratina havanensis
Agnorhiza bolanderi
Ajuga spectabilis
Aldama incana
Aloe
Aloe arborescens
Aloe vera
Alseodaphne paludosa
Alstroemeria revoluta
Anaxagorea crassipetala
Anemonastrum flaccidum
Annona cornifolia
Annona impressivenia
Araujia sericifera
Arbutus unedo
Ardisia neriifolia
Argania spinosa
Arnica montana
Arnica nevadensis
Arnica viscosa
Artemisia gmelinii
Artemisia pedemontana subsp. assoana
Aspidosperma subincanum
Aster alpinus
Astragalus falcatus
Astragalus sempervirens
Astragalus tragacantha
Averrhoa carambola
Azadirachta indica
Baphia nitida
Berberis crataegina
Bersama yangambiensis
Beyeria sulcata var. brevipes
Boophone disticha
Brassica oleracea
Broussonetia kazinoki
Broussonetia papyrifera
Bursaria spinosa
Calamus draco
Calceolaria thyrsiflora
Callicarpa macrophylla
Caloncoba echinata
Calophyllum thwaitesii
Calostephane divaricata
Camellia sinensis
Capsicum annuum
Caragana aurantiaca
Carica papaya
Castanopsis sclerophylla
Celastrus orbiculatus
Centaurea sinaica
Chaenomeles sinensis
Chaiturus marrubiastrum
Chamaecyparis lawsoniana
Chisocheton ceramicus
Chloranthus tianmushanensis
Chromolaena odorata
Chromolaena pulchella
Citrus × aurantium
Citrus trifoliata
Cleome spinosa
Codonopsis clematidea
Conocephalum japonicum
Coptis trifolia
Cordylanthus kingii
Corynanthe mayumbensis
Craibia grandiflora
Crataegus pontica
Crataegus viridis var. ovata
Crinum erubescens
Crocus sativus
Croton cascarilloides
Croton megistocarpus
Cryptocarya aschersoniana
Cucumis sativus
Cucurbita maxima
Cucurbita pepo
Curcuma heyneana
Cylindrolobus foetidus
Daphniphyllum himalense subsp. angustifolium
Daucus carota
Dendrosenecio kilimanjari
Digitalis lanata
Dioscorea septemloba
Diospyros kaki
Dipterocarpus alatus
Disynaphia halimifolia
Dracaena draco
Drosera peltata
Dumortiera hirsuta
Echeveria secunda
Echinocystis lobata
Echinops amplexicaulis
Elaeagnus angustifolia
Elaeis guineensis
Eleutherococcus sessiliflorus
Elsholtzia bodinieri
Emilia sonchifolia
Encephalartos altensteinii
Ephedra equisetina
Eragrostis viscosa
Eschscholzia californica
Eucalyptus melliodora
Eupatorium argentinum
Euphorbia kamerunica
Euphorbia marginata
Excoecaria acerifolia
Excoecaria oppositifolia
Fagopyrum esculentum
Felicia amelloides
Ficus formosana
Fontinalis antipyretica
Forsteronia refracta
Fridericia chica
Garcinia madruno
Gardenia collinsae
Gardenia fosbergii
Garrya laurifolia
Geranium sibiricum
Ginkgo biloba
Gnaphalium uliginosum
Gnetum latifolium
Goniothalamus giganteus
Goniothalamus malayanus
Goupia glabra
Grewia mollis
Grindelia hirsutula
Guatteria ucayalina
Gymnocarpium robertianum
Gymnosporia senegalensis
Hedysarum inundatum
Helenium quadridentatum
Heliopsis helianthoides var. scabra
Heliotropium floridum
Hemerocallis fulva var. angustifolia
Heterotheca grandiflora
Hibiscus syriacus
Hippophae rhamnoides
Hofmeisteria schaffneri
Hovenia acerba
Hypericum laricifolium
Hypericum perforatum
Ilex affinis
Inulanthera dregeana
Ipomoea batatas
Ipomoea digitata
Ipomoea purpurea
Isodon umbrosus
Juglans nigra
Jungermannia hyalina
Juniperus brevifolia
Kaempferia marginata
Kaempferia pulchra
Kaunia saltensis
Kobresia nepalensis
Lagerstroemia indica
Laggera alata
Lepisorus ussuriensis
Ligularia muliensis
Lilium pumilum
Liriope muscari
Litogyne gariepina
Litsea acutivena
Litsea triflora
Lonicera japonica
Lophanthus chinensis
Lupinus luteus
Lycium barbarum
Lycium chinense
Lysimachia mauritiana
Machilus japonica
Malus pumila
Mangifera indica
Manihot esculenta
Marcetella moquiniana
Marrubium alysson
Marrubium anisodon
Medicago arabica
Medicago falcata
Medicago marina
Medicago sativa
Medinilla magnifica
Melaleuca decora
Melaleuca viminalis
Melampodium americanum
Melicope pteleifolia
Melochia corchorifolia
Mesua ferrea
Metasequoia glyptostroboides
Momordica charantia
Monarda fistulosa
Moringa oleifera
Morus alba
Morus indica
Murraya euchrestifolia
Myriactis humilis
Narcissus tazetta
Nasturtium officinale
Nauclea officinalis
Naucleopsis ternstroemiiflora
Neolitsea aciculata
Neolitsea pulchella
Nuphar lutea
Ocotea pittieri
Odixia angusta
Onobrychis bobrovii
Onoclea sensibilis
Oryza sativa
Palisota barteri
Panzerina lanata
Papaver persicum
Paramignya scandens
Passiflora edulis
Pastinaca sativa
Peltostigma guatemalense
Pentzia incana
Perilla frutescens
Peritassa compta
Petteria ramentacea
Phalaenopsis schilleriana
Phaseolus vulgaris
Phlomoides medicinalis
Physalis lagascae
Picea abies
Piper guineense
Pittosporum tobira
Podocarpus nivalis
Portulaca oleracea
Potentilla argentea
Prangos pabularia
Premna odorata
Prosopis glandulosa
Prunus armeniaca
Prunus laurocerasus
Prunus persica
Psiadia dentata
Psidium guajava
Pteris plumieri
Pteris sinensis
Pulicaria paludosa
Pyrus communis
Quercus cerris
Rauvolfia vomitoria
Renealmia alpinia
Rhodanthe chlorocephala subsp. rosea
Rhododendron moulmainense
Rosa canina
Rosa rugosa
Rosa villosa
Rumex maritimus
Rumex thianschanicus
Ruta pinnata
Salvia dorrii
Salvia officinalis
Salvia syriaca
Sandersonia aurantiaca
Schisandra arisanensis
Scutellaria amoena
Secale cereale
Selliguea feei
Senecio cathcartensis
Senecio isatideus
Senecio polyodon
Senecio squalidus
Senegalia catechu
Senegalia gaumeri
Senna sophera
Sequoia sempervirens
Seriphidium cinum
Sesbania punicea
Shuteria vestita
Simaba orinocensis
Simira eliezeriana
Solanum laxum
Solanum myriacanthum
Solanum tuberosum
Sophora flavescens var. flavescens
Sorbus aucuparia
Sorbus pallescens
Spinacia oleracea
Stachys palustris
Stenostomum lucidum
Stevia chamaedrys
Stevia polycephala
Strobilanthes cusia
Styphnolobium japonicum
Swertia franchetiana
Syncarpha gnaphaloides
Tadehagi triquetrum
Taxodium huegelii
Terminalia hylodendron
Teucrium cubense
Teucrium oxylepis
Thelypteris triphylla
Thymus piperella
Trichilia rubescens
Trifolium subterraneum
Trigonella foenum-graecum
Trillium camschatcense
Triumfetta cordifolia
Ulex europaeus
Uraria picta
Ursinia abrotanifolia
Urtica dioica
Vaccinium oxycoccos
Vigna radiata
Viola tricolor
Vitex madiensis
Vitis vinifera
Walsura trifoliolata
Wikstroemia retusa
Zanthoxylum fagara
Zanthoxylum tetraspermum
Ziziphus jujuba

Cross-Links

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PubChem 5280489
NPASS NPC17810
ChEMBL CHEMBL1293
LOTUS LTS0275716
wikiData Q306135