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Leucosceptrine

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 984dcc82-1fa6-485a-a177-9a7b616a2632
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name (2R)-2-[(3S)-4-[(4aR,5S,5aS,6R,8aS,9R,9aR)-4a,5,9a-trihydroxy-3,6,9-trimethyl-5a,6,7,8,8a,9-hexahydro-2H-cyclopenta[g]chromen-5-yl]-3-methyl-4-oxobutyl]-3-methyl-2H-furan-5-one
SMILES (Canonical) CC1CCC2C1C(C3(C=C(COC3(C2C)O)C)O)(C(=O)C(C)CCC4C(=CC(=O)O4)C)O
SMILES (Isomeric) C[C@@H]1CC[C@H]2[C@H]1[C@]([C@@]3(C=C(CO[C@@]3([C@@H]2C)O)C)O)(C(=O)[C@@H](C)CC[C@@H]4C(=CC(=O)O4)C)O
InChI InChI=1S/C25H36O7/c1-13-11-23(28)24(29,22(27)15(3)7-9-19-16(4)10-20(26)32-19)21-14(2)6-8-18(21)17(5)25(23,30)31-12-13/h10-11,14-15,17-19,21,28-30H,6-9,12H2,1-5H3/t14-,15+,17-,18-,19-,21+,23-,24-,25-/m1/s1
InChI Key IRUOSHOFHYFMEB-YLJXHRAISA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C25H36O7
Molecular Weight 448.50 g/mol
Exact Mass 448.24610348 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.28
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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(2R)-2-[(3S)-4-[(4aR,5S,5aS,6R,8aS,9R,9aR)-4a,5,9a-trihydroxy-3,6,9-trimethyl-5a,6,7,8,8a,9-hexahydro-2H-cyclopenta[g]chromen-5-yl]-3-methyl-4-oxobutyl]-3-methyl-2H-furan-5-one

2D Structure

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2D Structure of Leucosceptrine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8072 80.72%
Caco-2 - 0.6442 64.42%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7949 79.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8858 88.58%
OATP1B3 inhibitior + 0.9216 92.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6303 63.03%
BSEP inhibitior + 0.8041 80.41%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.6613 66.13%
CYP3A4 substrate + 0.6730 67.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8982 89.82%
CYP3A4 inhibition - 0.8988 89.88%
CYP2C9 inhibition - 0.8729 87.29%
CYP2C19 inhibition - 0.9245 92.45%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8718 87.18%
CYP2C8 inhibition - 0.6174 61.74%
CYP inhibitory promiscuity - 0.8982 89.82%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5093 50.93%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9372 93.72%
Skin irritation + 0.5580 55.80%
Skin corrosion - 0.8892 88.92%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4723 47.23%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.7625 76.25%
skin sensitisation - 0.8831 88.31%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7779 77.79%
Acute Oral Toxicity (c) III 0.6332 63.32%
Estrogen receptor binding + 0.7698 76.98%
Androgen receptor binding + 0.7454 74.54%
Thyroid receptor binding + 0.5401 54.01%
Glucocorticoid receptor binding + 0.7025 70.25%
Aromatase binding + 0.6905 69.05%
PPAR gamma + 0.5721 57.21%
Honey bee toxicity - 0.8564 85.64%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9284 92.84%

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
CHEMBL4481 P35228 Nitric oxide synthase, inducible 94.72% 94.80%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.24% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.95% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.45% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.45% 91.11%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.71% 96.47%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.01% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 86.77% 83.82%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.61% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.53% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.51% 90.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.47% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.05% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.19% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.46% 93.04%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.86% 90.93%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.34% 96.38%
CHEMBL340 P08684 Cytochrome P450 3A4 80.19% 91.19%

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.
Leucosceptrum canum

Cross-Links

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PubChem 10433808
LOTUS LTS0189445
wikiData Q104888351