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Lolicine B

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID cd2c5e09-01e2-4eaa-a7c8-c598b07e5b69
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 19-oxosteroids
IUPAC Name (2S,3S,6S,8S,10R,11S,12R,15S,21R,25R)-10-hydroxy-8-(2-hydroxypropan-2-yl)-2,3,22,22,24,24-hexamethyl-26-oxo-7,23-dioxa-31-azaoctacyclo[15.14.0.02,15.03,12.06,11.018,30.019,27.021,25]hentriaconta-1(17),18(30),19(27),28-tetraene-11-carbaldehyde
SMILES (Canonical) CC1(C2CC3=C(C=CC4=C3C5=C(N4)C6(C(C5)CCC7C6(CCC8C7(C(CC(O8)C(C)(C)O)O)C=O)C)C)C(=O)C2C(O1)(C)C)C
SMILES (Isomeric) C[C@]12CC[C@H]3[C@]([C@@H]1CC[C@@H]4[C@@]2(C5=C(C4)C6=C(N5)C=CC7=C6C[C@@H]8[C@@H](C7=O)C(OC8(C)C)(C)C)C)([C@@H](C[C@H](O3)C(C)(C)O)O)C=O
InChI InChI=1S/C38H51NO6/c1-33(2,43)28-17-26(41)38(18-40)25-12-9-19-15-22-29-21-16-23-30(35(5,6)45-34(23,3)4)31(42)20(21)10-11-24(29)39-32(22)37(19,8)36(25,7)14-13-27(38)44-28/h10-11,18-19,23,25-28,30,39,41,43H,9,12-17H2,1-8H3/t19-,23+,25+,26+,27-,28-,30-,36-,37+,38+/m0/s1
InChI Key PEJCOIYIVMELDV-GARPVJMRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H51NO6
Molecular Weight 617.80 g/mol
Exact Mass 617.37163835 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.84
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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CHEBI:144390
C20585
(2S,3S,6S,8S,10R,11S,12R,15S,21R,25R)-10-hydroxy-8-(2-hydroxypropan-2-yl)-2,3,22,22,24,24-hexamethyl-26-oxo-7,23-dioxa-31-azaoctacyclo[15.14.0.02,15.03,12.06,11.018,30.019,27.021,25]hentriaconta-1(17),18(30),19(27),28-tetraene-11-carbaldehyde

2D Structure

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2D Structure of Lolicine B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9807 98.07%
Caco-2 - 0.7971 79.71%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5595 55.95%
OATP2B1 inhibitior - 0.7134 71.34%
OATP1B1 inhibitior + 0.8085 80.85%
OATP1B3 inhibitior + 0.8990 89.90%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior + 0.9908 99.08%
P-glycoprotein inhibitior + 0.7826 78.26%
P-glycoprotein substrate + 0.6883 68.83%
CYP3A4 substrate + 0.7221 72.21%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.8273 82.73%
CYP3A4 inhibition - 0.8314 83.14%
CYP2C9 inhibition - 0.9335 93.35%
CYP2C19 inhibition - 0.9007 90.07%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition + 0.6102 61.02%
CYP2C8 inhibition + 0.7578 75.78%
CYP inhibitory promiscuity - 0.9195 91.95%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5501 55.01%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9289 92.89%
Skin irritation - 0.7423 74.23%
Skin corrosion - 0.9181 91.81%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4024 40.24%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8461 84.61%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.6393 63.93%
Acute Oral Toxicity (c) III 0.5757 57.57%
Estrogen receptor binding + 0.7615 76.15%
Androgen receptor binding + 0.7380 73.80%
Thyroid receptor binding + 0.5825 58.25%
Glucocorticoid receptor binding + 0.8051 80.51%
Aromatase binding + 0.6660 66.60%
PPAR gamma + 0.6571 65.71%
Honey bee toxicity - 0.7370 73.70%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9463 94.63%

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 98.83% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.74% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.90% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.25% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.13% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.72% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.57% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.54% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 92.46% 93.04%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.07% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.26% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.75% 93.40%
CHEMBL1902 P62942 FK506-binding protein 1A 89.60% 97.05%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 89.08% 85.11%
CHEMBL1937 Q92769 Histone deacetylase 2 88.75% 94.75%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 88.60% 80.96%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.20% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.40% 86.33%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 85.17% 85.94%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 85.15% 90.93%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.61% 89.34%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 84.54% 96.39%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.96% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.35% 97.28%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.82% 96.77%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.59% 95.53%
CHEMBL3920 Q04759 Protein kinase C theta 80.26% 97.69%

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.
Lolium perenne

Cross-Links

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PubChem 72734311
LOTUS LTS0184208
wikiData Q77386779