Taraxasterol

Details

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Internal ID aa90e630-8c0c-48a1-b862-beb6262ff639
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,4aR,6aR,6aR,6bR,8aR,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-ol
SMILES (Canonical) CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(CCC1=C)C)C)C)(C)C)O)C
SMILES (Isomeric) C[C@H]1[C@@H]2[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC[C@]2(CCC1=C)C)C)C)(C)C)O)C
InChI InChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21-,22+,23-,24+,25-,27-,28+,29-,30-/m1/s1
InChI Key XWMMEBCFHUKHEX-ZJJHUPNDSA-N
Popularity 274 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O
Molecular Weight 426.70 g/mol
Exact Mass 426.386166214 g/mol
Topological Polar Surface Area (TPSA) 20.20 Ų
XlogP 9.10
Atomic LogP (AlogP) 8.02
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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Isolactucerol
1059-14-9
anthesterin
Lactucerol
UNII-64SK2ERN9P
64SK2ERN9P
Saussurol
alpha-lactucerol
taraxasterin
CHEBI:9401
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Taraxasterol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9967 99.67%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Lysosomes 0.4786 47.86%
OATP2B1 inhibitior - 0.7197 71.97%
OATP1B1 inhibitior + 0.9018 90.18%
OATP1B3 inhibitior - 0.2356 23.56%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7490 74.90%
P-glycoprotein inhibitior - 0.7610 76.10%
P-glycoprotein substrate - 0.8599 85.99%
CYP3A4 substrate + 0.6851 68.51%
CYP2C9 substrate - 0.6165 61.65%
CYP2D6 substrate - 0.7040 70.40%
CYP3A4 inhibition - 0.7718 77.18%
CYP2C9 inhibition - 0.7840 78.40%
CYP2C19 inhibition - 0.6405 64.05%
CYP2D6 inhibition - 0.9470 94.70%
CYP1A2 inhibition - 0.8472 84.72%
CYP2C8 inhibition - 0.6317 63.17%
CYP inhibitory promiscuity - 0.8140 81.40%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6118 61.18%
Eye corrosion - 0.9834 98.34%
Eye irritation - 0.8878 88.78%
Skin irritation + 0.6582 65.82%
Skin corrosion - 0.9419 94.19%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6685 66.85%
Micronuclear - 0.9800 98.00%
Hepatotoxicity - 0.8124 81.24%
skin sensitisation + 0.6727 67.27%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8306 83.06%
Acute Oral Toxicity (c) III 0.8879 88.79%
Estrogen receptor binding + 0.7997 79.97%
Androgen receptor binding + 0.7445 74.45%
Thyroid receptor binding + 0.6512 65.12%
Glucocorticoid receptor binding + 0.8340 83.40%
Aromatase binding + 0.7550 75.50%
PPAR gamma + 0.5551 55.51%
Honey bee toxicity - 0.7850 78.50%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9934 99.34%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL241 Q14432 Phosphodiesterase 3A 94.45% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.21% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.18% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 89.15% 95.58%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.85% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 87.21% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.33% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.42% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.05% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.84% 97.25%
CHEMBL204 P00734 Thrombin 83.67% 96.01%
CHEMBL1937 Q92769 Histone deacetylase 2 83.46% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.28% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.25% 94.45%

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.
Achillea arabica
Acrisione denticulata
Aframomum alboviolaceum
Ageratina riparia
Ajuga australis
Ajuga reptans
Ambrosia hispida
Arabidopsis thaliana
Archidendron ellipticum
Baccharis dracunculifolia
Balanophora japonica
Bejaranoa semistriata
Berberis orthobotrys
Berkheya zeyheri
Bishopanthus soliceps
Blumea eriantha
Bulbinella floribunda
Calendula officinalis
Calotropis procera
Carthamus mareoticus
Caryocar villosum
Centaurea regia
Cephalotaxus harringtonii
Ceriops decandra
Chamaemelum nobile
Cichorium spinosum
Cipadessa baccifera
Cirsium arvense
Cirsium arvense var. integrifolium
Cota palaestina
Cucurbita moschata
Cyclolepis genistoides
Cynara cardunculus
Dalbergia ecastaphyllum
Dalea elegans
Diplazium esculentum
Dittrichia viscosa
Elaeagnus pungens
Embelia madagascariensis
Eremanthus crotonoides
Euonymus laxiflorus
Eupatorium cannabinum
Euphorbia jolkinii
Euphorbia tirucalli
Girgensohnia diptera
Glochidion philippicum
Goyazianthus tetrastichus
Helianthus annuus
Heliotropium bovei
Himalaiella deltoidea
Hymenopappus scabiosaeus
Ilex brevicuspis
Inula salsoloides
Isertia hypoleuca
Ixeridium gracile
Ixeris chinensis
Lactuca indica
Lactuca virosa
Liabum solidagineum
Liatris spicata
Lithocarpus irwinii
Lonicera morrowii
Montanoa leucantha
Moscharia pinnatifida
Mutisia orbignyana
Myoporum platycarpum
Nassauvia uniflora
Neonotonia wightii
Ocimum gratissimum
Ongokea gore
Onopordum acanthium
Palaquium canaliculatum
Pegolettia senegalensis
Peucedanum ostruthium
Phlojodicarpus sibiricus
Physalis sordida
Picris hieracioides
Pleiotaxis rugosa
Podocytisus caramanicus
Pterocaulon virgatum
Reichardia tingitana
Sanicula epipactis
Senecio chionophilus
Senecio heliopsis
Smallanthus glabratus
Solanum americanum
Solidago petiolaris
Tabernaemontana divaricata
Taraxacum coreanum
Taraxacum japonicum
Taraxacum mongolicum
Taraxacum officinale
Taraxacum platycarpum
Taraxacum sinicum
Verbascum fruticulosum
Zaluzania grayana
Zanthoxylum avicennae
Zanthoxylum rhoifolium
Zygia racemosa

Cross-Links

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PubChem 115250
NPASS NPC292402
LOTUS LTS0210066
wikiData Q27108380