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Trinulactone 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 53930497-f50e-4be1-95eb-f640629a481c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name (2S)-3-[(1S,4aR,4bR,7S,8R,8aR,10aS)-7-hydroxy-8-(hydroxymethyl)-2,4b,8,10a-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-1H-phenanthren-1-yl]-4-hydroxy-2-methoxy-2H-furan-5-one
SMILES (Canonical) CC1=CCC2C3(CCC(C(C3CCC2(C1C4=C(C(=O)OC4OC)O)C)(C)CO)O)C
SMILES (Isomeric) CC1=CC[C@@H]2[C@]3(CC[C@@H]([C@@]([C@@H]3CC[C@@]2([C@H]1C4=C(C(=O)O[C@@H]4OC)O)C)(C)CO)O)C
InChI InChI=1S/C24H36O6/c1-13-6-7-14-22(2)11-9-16(26)24(4,12-25)15(22)8-10-23(14,3)18(13)17-19(27)20(28)30-21(17)29-5/h6,14-16,18,21,25-27H,7-12H2,1-5H3/t14-,15-,16+,18-,21+,22-,23+,24+/m1/s1
InChI Key KFXUSJYJSAQEDZ-DKGBTENXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H36O6
Molecular Weight 420.50 g/mol
Exact Mass 420.25118886 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.49
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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(2S)-3-((1S,4aR,4bR,7S,8R,8aR,10aS)-7-hydroxy-8-(hydroxymethyl)-2,4b,8,10a-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-1H-phenanthren-1-yl)-4-hydroxy-2-methoxy-2H-furan-5-one
(2S)-3-[(1S,4aR,4bR,7S,8R,8aR,10aS)-7-hydroxy-8-(hydroxymethyl)-2,4b,8,10a-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-1H-phenanthren-1-yl]-4-hydroxy-2-methoxy-2H-furan-5-one
RefChem:191853
CHEBI:218402
(2S)-3-[(1S,4aR,4bR,7S,8R,8aR,10aS)-7-hydroxy-8-(hydroxymethyl)-2,4b,8,10a-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-1H-phenanthren-1-yl]-4-hydroxy-2-methoxy-2H-uran-5-one

2D Structure

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2D Structure of Trinulactone B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9712 97.12%
Caco-2 + 0.4906 49.06%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7572 75.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8768 87.68%
OATP1B3 inhibitior + 0.9433 94.33%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8792 87.92%
BSEP inhibitior + 0.9425 94.25%
P-glycoprotein inhibitior - 0.6494 64.94%
P-glycoprotein substrate - 0.6930 69.30%
CYP3A4 substrate + 0.6987 69.87%
CYP2C9 substrate - 0.8034 80.34%
CYP2D6 substrate - 0.8843 88.43%
CYP3A4 inhibition - 0.7129 71.29%
CYP2C9 inhibition - 0.8175 81.75%
CYP2C19 inhibition - 0.8866 88.66%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.8792 87.92%
CYP2C8 inhibition - 0.6648 66.48%
CYP inhibitory promiscuity - 0.7797 77.97%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6064 60.64%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.8856 88.56%
Skin irritation - 0.5245 52.45%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3758 37.58%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6424 64.24%
skin sensitisation - 0.9258 92.58%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5956 59.56%
Acute Oral Toxicity (c) I 0.6209 62.09%
Estrogen receptor binding + 0.7861 78.61%
Androgen receptor binding + 0.6716 67.16%
Thyroid receptor binding + 0.6785 67.85%
Glucocorticoid receptor binding + 0.8186 81.86%
Aromatase binding + 0.7966 79.66%
PPAR gamma + 0.6912 69.12%
Honey bee toxicity - 0.7468 74.68%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9561 95.61%

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 94.88% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 91.88% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.24% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.09% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.04% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.80% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.55% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.45% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.44% 86.33%
CHEMBL2581 P07339 Cathepsin D 84.87% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.67% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.60% 100.00%
CHEMBL1871 P10275 Androgen Receptor 84.05% 96.43%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.53% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.39% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.58% 93.99%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.24% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.06% 91.07%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 146684451
LOTUS LTS0215223
wikiData Q105140611