Leopersin O

Details

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Internal ID 93b29b98-c866-4681-9e2f-b60ab609bc3b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name
SMILES (Canonical) CC1C(C(=O)C2C(CCCC2(C13CCC4(O3)CC(OC4)O)C)(C)CO)O
SMILES (Isomeric) C[C@@H]1[C@H](C(=O)[C@H]2[C@@](CCC[C@@]2([C@@]13CC[C@@]4(O3)C[C@H](OC4)O)C)(C)CO)O
InChI InChI=1S/C20H32O6/c1-12-14(23)15(24)16-17(2,10-21)5-4-6-18(16,3)20(12)8-7-19(26-20)9-13(22)25-11-19/h12-14,16,21-23H,4-11H2,1-3H3/t12-,13+,14-,16+,17-,18+,19-,20-/m1/s1
InChI Key QPIKRENQUFBUGD-PUIJUZMNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H32O6
Molecular Weight 368.50 g/mol
Exact Mass 368.21988874 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.40
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Leopersin O

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9401 94.01%
Caco-2 + 0.5610 56.10%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7304 73.04%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.8247 82.47%
OATP1B3 inhibitior + 0.9289 92.89%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5352 53.52%
BSEP inhibitior - 0.7466 74.66%
P-glycoprotein inhibitior - 0.8157 81.57%
P-glycoprotein substrate - 0.6535 65.35%
CYP3A4 substrate + 0.6253 62.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8409 84.09%
CYP3A4 inhibition - 0.7749 77.49%
CYP2C9 inhibition - 0.9045 90.45%
CYP2C19 inhibition - 0.8959 89.59%
CYP2D6 inhibition - 0.9694 96.94%
CYP1A2 inhibition - 0.9207 92.07%
CYP2C8 inhibition - 0.7414 74.14%
CYP inhibitory promiscuity - 0.9624 96.24%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4658 46.58%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9460 94.60%
Skin irritation - 0.5451 54.51%
Skin corrosion - 0.9511 95.11%
Ames mutagenesis - 0.5344 53.44%
Human Ether-a-go-go-Related Gene inhibition - 0.5261 52.61%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.6005 60.05%
skin sensitisation - 0.9461 94.61%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.6360 63.60%
Acute Oral Toxicity (c) I 0.4300 43.00%
Estrogen receptor binding + 0.8729 87.29%
Androgen receptor binding + 0.6852 68.52%
Thyroid receptor binding + 0.6404 64.04%
Glucocorticoid receptor binding + 0.6942 69.42%
Aromatase binding + 0.7867 78.67%
PPAR gamma - 0.5053 50.53%
Honey bee toxicity - 0.8364 83.64%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.8815 88.15%

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 97.01% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.69% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.51% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.76% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.25% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.79% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.48% 97.09%
CHEMBL5555 O00767 Acyl-CoA desaturase 87.21% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.02% 96.77%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.87% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.18% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.84% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.35% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.09% 95.50%

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.
Leonurus persicus

Cross-Links

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PubChem 15834305
NPASS NPC297579
LOTUS LTS0228820
wikiData Q105225407