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Lancilactone C

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 a159d0c6-3555-4c00-bf31-5e2edbda072f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name 3-[(3R,3aR,10bR)-3a,10b-dimethyl-3-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8-propan-2-ylidene-2,3,4,5-tetrahydro-1H-cyclohepta[e]inden-7-yl]propanoic acid
SMILES (Canonical) CC1=CCC(OC1=O)C(C)C2CCC3(C2(CCC4=C3C=CC(=C(C)C)C(=C4)CCC(=O)O)C)C
SMILES (Isomeric) CC1=CC[C@H](OC1=O)[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CCC4=C3C=CC(=C(C)C)C(=C4)CCC(=O)O)C)C
InChI InChI=1S/C30H40O4/c1-18(2)23-9-10-25-22(17-21(23)8-12-27(31)32)13-15-29(5)24(14-16-30(25,29)6)20(4)26-11-7-19(3)28(33)34-26/h7,9-10,17,20,24,26H,8,11-16H2,1-6H3,(H,31,32)/t20-,24+,26-,29+,30-/m0/s1
InChI Key TYAJEEFQBLTASC-NNIFVFKYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H40O4
Molecular Weight 464.60 g/mol
Exact Mass 464.29265975 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 6.70
Atomic LogP (AlogP) 7.09
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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218915-17-4
CHEBI:66544
3-[(3R,3aR,10bR)-3a,10b-dimethyl-3-{(1S)-1-[(2S)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-8-(propan-2-ylidene)-1,2,3,3a,4,5,8,10b-octahydrocyclohepta[e]inden-7-yl]propanoic acid
LancilactoneC
Cyclohept(e)indene-7-propanoic acid, 3-((1S)-1-((2S)-3,6-dihydro-5-methyl-6-oxo-2H-pyran-2-yl)ethyl)-1,2,3,3a,4,5,8,10b-octahydro-3a,10b-dimethyl-8-(1-methylethylidene)-, (3R,3aR,10bR)-
Cyclohept[e]indene-7-propanoic acid, 3-[(1S)-1-[(2S)-3,6-dihydro-5-methyl-6-oxo-2H-pyran-2-yl]ethyl]-1,2,3,3a,4,5,8,10b-octahydro-3a,10b-dimethyl-8-(1-methylethylidene)-, (3R,3aR,10bR)-
CHEMBL508290
SCHEMBL7540629
TYAJEEFQBLTASC-NNIFVFKYSA-
DTXSID00944490
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Lancilactone C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9905 99.05%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8071 80.71%
OATP2B1 inhibitior - 0.8545 85.45%
OATP1B1 inhibitior + 0.8340 83.40%
OATP1B3 inhibitior + 0.8983 89.83%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6282 62.82%
BSEP inhibitior + 0.9848 98.48%
P-glycoprotein inhibitior + 0.8843 88.43%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6852 68.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9137 91.37%
CYP3A4 inhibition - 0.6998 69.98%
CYP2C9 inhibition - 0.8779 87.79%
CYP2C19 inhibition - 0.9491 94.91%
CYP2D6 inhibition - 0.9597 95.97%
CYP1A2 inhibition - 0.9096 90.96%
CYP2C8 inhibition + 0.5571 55.71%
CYP inhibitory promiscuity - 0.9533 95.33%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7172 71.72%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9349 93.49%
Skin irritation + 0.5533 55.33%
Skin corrosion - 0.9255 92.55%
Ames mutagenesis - 0.6944 69.44%
Human Ether-a-go-go-Related Gene inhibition + 0.7639 76.39%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.7234 72.34%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7592 75.92%
Acute Oral Toxicity (c) III 0.5568 55.68%
Estrogen receptor binding + 0.7821 78.21%
Androgen receptor binding + 0.7180 71.80%
Thyroid receptor binding + 0.6934 69.34%
Glucocorticoid receptor binding + 0.8338 83.38%
Aromatase binding + 0.7008 70.08%
PPAR gamma + 0.7216 72.16%
Honey bee toxicity - 0.8512 85.12%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.9912 99.12%

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
CHEMBL2581 P07339 Cathepsin D 98.34% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.06% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 96.13% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.33% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.47% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.88% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.71% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.32% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.77% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.34% 93.00%
CHEMBL1937 Q92769 Histone deacetylase 2 86.91% 94.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.29% 95.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.77% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.86% 86.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.86% 96.47%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.49% 93.03%
CHEMBL340 P08684 Cytochrome P450 3A4 83.14% 91.19%
CHEMBL5028 O14672 ADAM10 82.69% 97.50%
CHEMBL4330 Q9NS75 Cysteinyl leukotriene receptor 2 82.33% 98.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.07% 89.00%

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.
There are no matching plants.

Cross-Links

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PubChem 451865
LOTUS LTS0136521
wikiData Q27135153