Picrasin E

Details

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Internal ID c1e56542-447e-41da-b1d1-4600cebb3f39
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name (1S,2S,6S,7S,8R,12R,14S,15S,19S,20S)-8-hydroxy-17-methoxy-7,15,19,20-tetramethyl-3,5,11-trioxapentacyclo[10.7.1.02,6.08,20.014,19]icos-16-ene-10,18-dione
SMILES (Canonical) CC1C=C(C(=O)C2(C1CC3C4(C2C5C(C(C4(CC(=O)O3)O)C)OCO5)C)C)OC
SMILES (Isomeric) C[C@@H]1C=C(C(=O)[C@]2([C@H]1C[C@@H]3[C@@]4([C@@H]2[C@H]5[C@H]([C@@H]([C@@]4(CC(=O)O3)O)C)OCO5)C)C)OC
InChI InChI=1S/C22H30O7/c1-10-6-13(26-5)19(24)20(3)12(10)7-14-21(4)18(20)17-16(27-9-28-17)11(2)22(21,25)8-15(23)29-14/h6,10-12,14,16-18,25H,7-9H2,1-5H3/t10-,11+,12+,14-,16+,17-,18-,20+,21-,22-/m1/s1
InChI Key MPKJVOULXZBGDT-ATNJLCLCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H30O7
Molecular Weight 406.50 g/mol
Exact Mass 406.19915329 g/mol
Topological Polar Surface Area (TPSA) 91.30 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.82
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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33204-38-5
(1S,2S,6S,7S,8R,12R,14S,15S,19S,20S)-8-hydroxy-17-methoxy-7,15,19,20-tetramethyl-3,5,11-trioxapentacyclo[10.7.1.02,6.08,20.014,19]icos-16-ene-10,18-dione
CHEBI:80892
DTXSID00954812
C17052
Q27151388
4a-Hydroxy-11-methoxy-4,7b,9,12a-tetramethyl-3a,4a,7a,7b,8,8a,9,12a,12b,12c-decahydro-2H-[1,3]dioxolo[3,4]phenanthro[10,1-bc]pyran-6,12(4H,5H)-dione
Picras-2-ene-1,16-dione, 14-hydroxy-2-methoxy-11,12-(methylenebis(oxy))-,(11R,12delta)-

2D Structure

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2D Structure of Picrasin E

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9649 96.49%
Caco-2 + 0.5331 53.31%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7174 71.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8689 86.89%
OATP1B3 inhibitior + 0.9312 93.12%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5926 59.26%
P-glycoprotein inhibitior - 0.5602 56.02%
P-glycoprotein substrate - 0.5309 53.09%
CYP3A4 substrate + 0.6477 64.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.6638 66.38%
CYP2C9 inhibition - 0.9303 93.03%
CYP2C19 inhibition - 0.9118 91.18%
CYP2D6 inhibition - 0.9205 92.05%
CYP1A2 inhibition - 0.8790 87.90%
CYP2C8 inhibition - 0.6678 66.78%
CYP inhibitory promiscuity - 0.8933 89.33%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5011 50.11%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9466 94.66%
Skin irritation - 0.6257 62.57%
Skin corrosion - 0.9231 92.31%
Ames mutagenesis + 0.5246 52.46%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5838 58.38%
skin sensitisation - 0.8134 81.34%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6099 60.99%
Acute Oral Toxicity (c) I 0.5974 59.74%
Estrogen receptor binding + 0.7703 77.03%
Androgen receptor binding + 0.6332 63.32%
Thyroid receptor binding + 0.6018 60.18%
Glucocorticoid receptor binding + 0.6416 64.16%
Aromatase binding + 0.6107 61.07%
PPAR gamma + 0.6446 64.46%
Honey bee toxicity - 0.7797 77.97%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8351 83.51%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.45% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.96% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.29% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.65% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.87% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.83% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.68% 85.14%
CHEMBL4072 P07858 Cathepsin B 84.79% 93.67%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.68% 96.77%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.80% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.63% 99.23%
CHEMBL4208 P20618 Proteasome component C5 80.38% 90.00%

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.
Picrasma quassioides

Cross-Links

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PubChem 182116
LOTUS LTS0248997
wikiData Q27151388