psi-Taraxasterone

Details

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Internal ID 41c8fe51-a91f-422e-b788-a344ef1a9849
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aR,6aR,6aR,6bR,8aS,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,4a,5,6,6a,7,8,9,12,12a,13,14,14a-tetradecahydropicen-3-one
SMILES (Canonical) CC1C2C3CCC4C5(CCC(=O)C(C5CCC4(C3(CCC2(CC=C1C)C)C)C)(C)C)C
SMILES (Isomeric) C[C@H]1[C@@H]2[C@H]3CC[C@@H]4[C@]5(CCC(=O)C([C@@H]5CC[C@]4([C@@]3(CC[C@]2(CC=C1C)C)C)C)(C)C)C
InChI InChI=1S/C30H48O/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/h11,20-23,25H,9-10,12-18H2,1-8H3/t20-,21-,22+,23-,25-,27-,28+,29-,30-/m1/s1
InChI Key CJRZLPSJKBMUPM-NGVMWHTRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O
Molecular Weight 424.70 g/mol
Exact Mass 424.370516150 g/mol
Topological Polar Surface Area (TPSA) 17.10 Ų
XlogP 8.60
Atomic LogP (AlogP) 8.23
H-Bond Acceptor 1
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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16054-73-2
DTXSID901318813
(18alpha,19alpha)-Urs-20-en-3-one

2D Structure

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2D Structure of psi-Taraxasterone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5493 54.93%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.5630 56.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8860 88.60%
OATP1B3 inhibitior + 0.9424 94.24%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9565 95.65%
P-glycoprotein inhibitior - 0.5370 53.70%
P-glycoprotein substrate - 0.7861 78.61%
CYP3A4 substrate + 0.6594 65.94%
CYP2C9 substrate - 0.7886 78.86%
CYP2D6 substrate - 0.7886 78.86%
CYP3A4 inhibition - 0.8338 83.38%
CYP2C9 inhibition - 0.8598 85.98%
CYP2C19 inhibition - 0.6113 61.13%
CYP2D6 inhibition - 0.9594 95.94%
CYP1A2 inhibition - 0.8413 84.13%
CYP2C8 inhibition - 0.5961 59.61%
CYP inhibitory promiscuity - 0.7945 79.45%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4983 49.83%
Eye corrosion - 0.9809 98.09%
Eye irritation - 0.9189 91.89%
Skin irritation + 0.6513 65.13%
Skin corrosion - 0.9781 97.81%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7553 75.53%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.6959 69.59%
skin sensitisation + 0.8815 88.15%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.6776 67.76%
Acute Oral Toxicity (c) III 0.6614 66.14%
Estrogen receptor binding + 0.8891 88.91%
Androgen receptor binding + 0.7327 73.27%
Thyroid receptor binding + 0.7117 71.17%
Glucocorticoid receptor binding + 0.8482 84.82%
Aromatase binding + 0.7946 79.46%
PPAR gamma + 0.7151 71.51%
Honey bee toxicity - 0.7844 78.44%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9906 99.06%

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
CHEMBL1937 Q92769 Histone deacetylase 2 91.15% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.31% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.76% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.01% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.88% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.86% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.84% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.38% 90.71%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.88% 85.30%
CHEMBL4072 P07858 Cathepsin B 83.72% 93.67%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.03% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.47% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.94% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.45% 96.09%
CHEMBL2169736 O95551 Tyrosyl-DNA phosphodiesterase 2 80.44% 98.46%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.21% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.10% 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.
Cirsium arvense
Dalbergia parviflora
Ixeris chinensis
Picris hieracioides

Cross-Links

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PubChem 101596839
NPASS NPC261103
LOTUS LTS0268831
wikiData Q104961610