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Lupulin 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 3de94d27-4598-4783-b97c-fa0aacce2230
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1R,2S,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,5R,6aR)-5-methoxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-8-acetyloxy-8a-(acetyloxymethyl)-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] (2R)-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H46O10/c1-8-16(2)26(33)38-22-10-9-21-28(6,23-12-20-13-25(34-7)40-27(20)39-23)17(3)11-24(37-19(5)32)29(21,14-35-18(4)31)30(22)15-36-30/h16-17,20-25,27H,8-15H2,1-7H3/t16-,17-,20+,21-,22+,23+,24+,25-,27-,28+,29+,30-/m1/s1
InChI Key KWASAXPCLHTNCZ-COFOGGAHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O10
Molecular Weight 566.70 g/mol
Exact Mass 566.30909766 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.77
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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CHEMBL458054

2D Structure

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2D Structure of Lupulin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9822 98.22%
Caco-2 - 0.7443 74.43%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7478 74.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8471 84.71%
OATP1B3 inhibitior + 0.9777 97.77%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8214 82.14%
P-glycoprotein inhibitior + 0.7571 75.71%
P-glycoprotein substrate + 0.6349 63.49%
CYP3A4 substrate + 0.6835 68.35%
CYP2C9 substrate - 0.8146 81.46%
CYP2D6 substrate - 0.8690 86.90%
CYP3A4 inhibition - 0.6353 63.53%
CYP2C9 inhibition - 0.7697 76.97%
CYP2C19 inhibition - 0.7157 71.57%
CYP2D6 inhibition - 0.9461 94.61%
CYP1A2 inhibition - 0.9081 90.81%
CYP2C8 inhibition + 0.6474 64.74%
CYP inhibitory promiscuity - 0.8015 80.15%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5470 54.70%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.8808 88.08%
Skin irritation - 0.7586 75.86%
Skin corrosion - 0.9348 93.48%
Ames mutagenesis - 0.6437 64.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4737 47.37%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5233 52.33%
skin sensitisation - 0.9012 90.12%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6480 64.80%
Acute Oral Toxicity (c) III 0.3666 36.66%
Estrogen receptor binding + 0.8019 80.19%
Androgen receptor binding + 0.6971 69.71%
Thyroid receptor binding - 0.5515 55.15%
Glucocorticoid receptor binding + 0.7417 74.17%
Aromatase binding + 0.7248 72.48%
PPAR gamma + 0.6869 68.69%
Honey bee toxicity - 0.7305 73.05%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9742 97.42%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.35% 96.09%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 96.69% 95.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.25% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.14% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.09% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.82% 96.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.43% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.15% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.51% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.04% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.01% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.88% 92.62%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.59% 96.61%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.05% 96.47%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.80% 89.50%
CHEMBL5255 O00206 Toll-like receptor 4 87.73% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.68% 94.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.39% 85.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.57% 89.05%
CHEMBL2996 Q05655 Protein kinase C delta 85.40% 97.79%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.39% 96.77%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.74% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.60% 98.75%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.14% 92.86%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.08% 97.21%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.84% 82.69%
CHEMBL299 P17252 Protein kinase C alpha 82.67% 98.03%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.71% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.27% 86.33%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 81.12% 95.36%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.79% 96.00%

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.
Ajuga lupulina

Cross-Links

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PubChem 44566823
LOTUS LTS0064753
wikiData Q105146846