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Longipedlactone N

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 27069820-786e-4bfb-b2b8-b7cae887043c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1R,2R,4S,10S,11R,13S,14R,19R)-1-hydroxy-9,9,14-trimethyl-18-methylidene-17-[(1R)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-7-oxo-3,8-dioxapentacyclo[11.7.0.02,4.04,10.014,19]icosa-5,16-dien-11-yl] acetate
SMILES (Canonical) CC1=CCC(OC1=O)C(C)C2=CCC3(C4CC(C5C(OC(=O)C=CC56C(C4(CC3C2=C)O)O6)(C)C)OC(=O)C)C
SMILES (Isomeric) CC1=CC[C@@H](OC1=O)[C@H](C)C2=CC[C@]3([C@@H]4C[C@H]([C@@H]5[C@@]6(C=CC(=O)OC5(C)C)[C@@H]([C@]4(C[C@H]3C2=C)O)O6)OC(=O)C)C
InChI InChI=1S/C32H40O8/c1-16-8-9-22(38-27(16)35)18(3)20-10-12-30(7)21(17(20)2)15-31(36)24(30)14-23(37-19(4)33)26-29(5,6)39-25(34)11-13-32(26)28(31)40-32/h8,10-11,13,18,21-24,26,28,36H,2,9,12,14-15H2,1,3-7H3/t18-,21+,22-,23-,24+,26+,28-,30-,31-,32+/m1/s1
InChI Key NUGUABFSSDNCNU-NDARPQDRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H40O8
Molecular Weight 552.70 g/mol
Exact Mass 552.27231823 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 4.12
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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((1R,2R,4S,10S,11R,13S,14R,19R)-1-hydroxy-9,9,14-trimethyl-18-methylidene-17-((1R)-1-((2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl)-7-oxo-3,8-dioxapentacyclo(11.7.0.02,4.04,10.014,19)icosa-5,16-dien-11-yl) acetate
[(1R,2R,4S,10S,11R,13S,14R,19R)-1-hydroxy-9,9,14-trimethyl-18-methylidene-17-[(1R)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-7-oxo-3,8-dioxapentacyclo[11.7.0.02,4.04,10.014,19]icosa-5,16-dien-11-yl] acetate
RefChem:154033
CHEMBL1077067

2D Structure

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2D Structure of Longipedlactone N

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9753 97.53%
Caco-2 - 0.7913 79.13%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6743 67.43%
OATP2B1 inhibitior - 0.5814 58.14%
OATP1B1 inhibitior + 0.8476 84.76%
OATP1B3 inhibitior + 0.7943 79.43%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9773 97.73%
P-glycoprotein inhibitior + 0.7922 79.22%
P-glycoprotein substrate + 0.6381 63.81%
CYP3A4 substrate + 0.7340 73.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9026 90.26%
CYP3A4 inhibition + 0.7019 70.19%
CYP2C9 inhibition - 0.7737 77.37%
CYP2C19 inhibition - 0.7862 78.62%
CYP2D6 inhibition - 0.9449 94.49%
CYP1A2 inhibition - 0.8221 82.21%
CYP2C8 inhibition + 0.6499 64.99%
CYP inhibitory promiscuity - 0.9503 95.03%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6364 63.64%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9250 92.50%
Skin irritation - 0.5681 56.81%
Skin corrosion - 0.9205 92.05%
Ames mutagenesis - 0.5928 59.28%
Human Ether-a-go-go-Related Gene inhibition - 0.3929 39.29%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5574 55.74%
skin sensitisation - 0.7622 76.22%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5928 59.28%
Acute Oral Toxicity (c) I 0.4621 46.21%
Estrogen receptor binding + 0.7872 78.72%
Androgen receptor binding + 0.7078 70.78%
Thyroid receptor binding + 0.6137 61.37%
Glucocorticoid receptor binding + 0.8037 80.37%
Aromatase binding + 0.6700 67.00%
PPAR gamma + 0.7109 71.09%
Honey bee toxicity - 0.7028 70.28%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9950 99.50%

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 98.23% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.97% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.69% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.81% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.08% 99.23%
CHEMBL3922 P50579 Methionine aminopeptidase 2 89.58% 97.28%
CHEMBL221 P23219 Cyclooxygenase-1 89.33% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.16% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 88.02% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.00% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.94% 93.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.68% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.29% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 86.50% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.49% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.23% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.88% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.76% 95.89%
CHEMBL2581 P07339 Cathepsin D 83.93% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.73% 95.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.14% 95.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.69% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.17% 94.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.54% 96.47%

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.
Kadsura coccinea

Cross-Links

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PubChem 44626552
LOTUS LTS0141301
wikiData Q105185872