Taraxasterol Acetate

Details

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Internal ID 257db9af-eb99-4ea9-bf51-9a3d03910cda
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-yl] acetate
SMILES (Canonical) CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(CCC1=C)C)C)C)(C)C)OC(=O)C)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)OC(=O)C)C
InChI InChI=1S/C32H52O2/c1-20-12-15-29(6)18-19-31(8)23(27(29)21(20)2)10-11-25-30(7)16-14-26(34-22(3)33)28(4,5)24(30)13-17-32(25,31)9/h21,23-27H,1,10-19H2,2-9H3/t21-,23-,24+,25-,26+,27-,29-,30+,31-,32-/m1/s1
InChI Key SFEUTIOWNUGQMZ-ZHLOSDGBSA-N
Popularity 138 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O2
Molecular Weight 468.80 g/mol
Exact Mass 468.396730897 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 9.70
Atomic LogP (AlogP) 8.60
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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Taraxasteryl acetate
6426-43-3
CHEBI:67438
Urs-20(30)-en-3-ol acetate
UNII-9F07Z33516
NSC 401400
9F07Z33516
TARAXASTEROL, ACETATE
[(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-yl] acetate
NSC-401400
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 Acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9974 99.74%
Caco-2 - 0.6367 63.67%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6779 67.79%
OATP2B1 inhibitior - 0.7122 71.22%
OATP1B1 inhibitior + 0.8332 83.32%
OATP1B3 inhibitior + 0.8265 82.65%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6668 66.68%
P-glycoprotein inhibitior - 0.4685 46.85%
P-glycoprotein substrate - 0.8135 81.35%
CYP3A4 substrate + 0.7210 72.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.6673 66.73%
CYP2C9 inhibition - 0.8677 86.77%
CYP2C19 inhibition + 0.7741 77.41%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.7975 79.75%
CYP2C8 inhibition + 0.5197 51.97%
CYP inhibitory promiscuity - 0.8493 84.93%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8943 89.43%
Carcinogenicity (trinary) Non-required 0.4956 49.56%
Eye corrosion - 0.9836 98.36%
Eye irritation - 0.8853 88.53%
Skin irritation + 0.5276 52.76%
Skin corrosion - 0.9864 98.64%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6455 64.55%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.8209 82.09%
skin sensitisation + 0.7176 71.76%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.6507 65.07%
Acute Oral Toxicity (c) III 0.8881 88.81%
Estrogen receptor binding + 0.7192 71.92%
Androgen receptor binding + 0.7404 74.04%
Thyroid receptor binding + 0.5678 56.78%
Glucocorticoid receptor binding + 0.7383 73.83%
Aromatase binding + 0.7442 74.42%
PPAR gamma + 0.6561 65.61%
Honey bee toxicity - 0.7012 70.12%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6045 60.45%
Fish aquatic toxicity + 1.0000 100.00%

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 94.50% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.57% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.34% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.67% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 87.68% 91.19%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.77% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.11% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.09% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.57% 97.25%
CHEMBL2581 P07339 Cathepsin D 81.61% 98.95%
CHEMBL5028 O14672 ADAM10 81.44% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.31% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.65% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.60% 95.89%

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
Achillea fragrantissima
Acmella radicans
Acrisione denticulata
Ageratina riparia
Ageratina tristis
Aglaia foveolata
Andryala pinnatifida
Antiphiona pinnatisecta
Archidendron ellipticum
Baccharis dracunculifolia
Bejaranoa semistriata
Berberis orthobotrys
Blumea eriantha
Brickellia veronicaefolia
Brickellia veronicifolia
Bulbinella floribunda
Calostephane divaricata
Calotropis gigantea
Calotropis procera
Caryocar villosum
Cephalotaxus harringtonii
Ceriops decandra
Cipadessa baccifera
Cirsium arvense
Cratystylis conocephala
Cucurbita moschata
Cynara cardunculus
Dalbergia ecastaphyllum
Dalea elegans
Diplazium esculentum
Dittrichia viscosa subsp. viscosa
Elateriospermum tapos
Epaltes brasiliensis
Eremanthus crotonoides
Eriocephalus kingesii
Euonymus laxiflorus
Eupatorium cannabinum
Euphorbia jolkinii
Forsythia suspensa
Forsythia viridissima
Glochidion philippicum
Goyazianthus tetrastichus
Haplocarpha lyrata
Himalaiella deltoidea
Hymenopappus scabiosaeus
Ilex brevicuspis
Inula japonica
Inula salsoloides
Ixeris chinensis
Lactuca indica
Lactuca virosa
Malus pumila
Mikania micrantha
Mikania parodii
Montanoa leucantha
Myoporum platycarpum
Ocimum gratissimum
Ongokea gore
Onopordum acanthium
Onoseris gnaphalioides
Ophryosporus floribundus
Origanum vulgare
Palaquium canaliculatum
Pegolettia senegalensis
Pentadesma butyracea
Pentanema britannicum
Peucedanum ostruthium
Phlojodicarpus sibiricus
Physalis sordida
Picris hieracioides
Piptolepis leptospermoides
Pleiotaxis rugosa
Primula integrifolia
Pterocaulon virgatum
Pulicaria angustifolia
Pulicaria undulata subsp. undulata
Radermachera xylocarpa
Sanicula epipactis
Scolymus hispanicus
Senecio heliopsis
Solidago petiolaris
Sonchus asper
Tabernaemontana divaricata
Tamaulipa azurea
Taraxacum japonicum
Taraxacum mongolicum
Taraxacum officinale
Taraxacum platycarpum
Ursinia saxatilis
Zaluzania grayana
Zanthoxylum rhoifolium
Zygia racemosa

Cross-Links

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PubChem 13889352
NPASS NPC84868
LOTUS LTS0190545
wikiData Q27135905