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Lancilactone 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 c463e2de-c12e-43c5-838d-b28063a371c1
Taxonomy Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
IUPAC Name (9R,13R,16R,17R)-8,8,13,17-tetramethyl-16-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-7-oxatetracyclo[10.7.0.03,9.013,17]nonadeca-1(12),2,4,10-tetraen-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H38O4/c1-18-7-11-25(33-27(18)32)19(2)22-14-16-30(6)24-10-9-23-20(8-12-26(31)34-28(23,3)4)17-21(24)13-15-29(22,30)5/h7-10,12,17,19,22-23,25H,11,13-16H2,1-6H3/t19-,22+,23+,25-,29+,30-/m0/s1
InChI Key MDQSFHBMUTXNSK-WJDWYOEMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H38O4
Molecular Weight 462.60 g/mol
Exact Mass 462.27700969 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.40
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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218915-16-3
Indeno(5',4':4,5)cyclohept(1,2-c)oxepin-9(1H)-one, 3-((1S)-1-((2S)-3,6-dihydro-5-methyl-6-oxo-2H-pyran-2-yl)ethyl)-2,3,3a,4,5,11,11a,13b-octahydro-3a,11,11,13b-tetramethyl-, (3R,3aR,11aR,13bR)-
Indeno[5',4':4,5]cyclohept[1,2-c]oxepin-9(1H)-one, 3-[(1S)-1-[(2S)-3,6-dihydro-5-methyl-6-oxo-2H-pyran-2-yl]ethyl]-2,3,3a,4,5,11,11a,13b-octahydro-3a,11,11,13b-tetramethyl-, (3R,3aR,11aR,13bR)-
CHEMBL508418
MDQSFHBMUTXNSK-WJDWYOEMSA-
DTXSID90944489
(3R,3aR,11aR,13bR)-3a,11,11,13b-Tetramethyl-3-{(1S)-1-[(2S)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-2,3,3a,4,5,11,11a,13b-octahydroindeno[5',4':4,5]cyclohepta[1,2-c]oxepin-9(1H)-one
3a,11,11,13b-Tetramethyl-3-[1-(5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-2,3,3a,4,5,11,11a,13b-octahydroindeno[5',4':4,5]cyclohepta[1,2-c]oxepin-9(1H)-one
InChI=1/C30H38O4/c1-18-7-11-25(33-27(18)32)19(2)22-14-16-30(6)24-10-9-23-20(8-12-26(31)34-28(23,3)4)17-21(24)13-15-29(22,30)5/h7-10,12,17,19,22-23,25H,11,13-16H2,1-6H3/t19-,22+,23+,25-,29+,30-/m0/s1

2D Structure

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2D Structure of Lancilactone B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9882 98.82%
Caco-2 - 0.5155 51.55%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7958 79.58%
OATP2B1 inhibitior - 0.8573 85.73%
OATP1B1 inhibitior + 0.8437 84.37%
OATP1B3 inhibitior + 0.9598 95.98%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9334 93.34%
P-glycoprotein inhibitior + 0.9209 92.09%
P-glycoprotein substrate + 0.5265 52.65%
CYP3A4 substrate + 0.6815 68.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9084 90.84%
CYP3A4 inhibition - 0.8215 82.15%
CYP2C9 inhibition - 0.8985 89.85%
CYP2C19 inhibition - 0.9345 93.45%
CYP2D6 inhibition - 0.9495 94.95%
CYP1A2 inhibition - 0.7911 79.11%
CYP2C8 inhibition + 0.6585 65.85%
CYP inhibitory promiscuity - 0.9376 93.76%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6362 63.62%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9474 94.74%
Skin irritation + 0.5055 50.55%
Skin corrosion - 0.8935 89.35%
Ames mutagenesis - 0.6944 69.44%
Human Ether-a-go-go-Related Gene inhibition + 0.8652 86.52%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.6695 66.95%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6535 65.35%
Acute Oral Toxicity (c) III 0.6525 65.25%
Estrogen receptor binding + 0.8080 80.80%
Androgen receptor binding + 0.7693 76.93%
Thyroid receptor binding + 0.7505 75.05%
Glucocorticoid receptor binding + 0.7967 79.67%
Aromatase binding + 0.7488 74.88%
PPAR gamma + 0.6712 67.12%
Honey bee toxicity - 0.8251 82.51%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9941 99.41%

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 97.51% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.12% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.60% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.23% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 91.73% 94.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.00% 96.47%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.64% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 88.59% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.64% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.33% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.93% 93.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.73% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.40% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 84.99% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.75% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.32% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.07% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.91% 85.11%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.82% 81.11%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.49% 91.38%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 80.43% 87.67%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.25% 93.40%

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 451864
LOTUS LTS0218960
wikiData Q82921712