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[(1R,2S,3R,4R,4aS,8aR)-3-hydroxy-3,4,8,8a-tetramethyl-2-(2-methylpropanoyloxy)-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] pyridine-3-carboxylate

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 2b326b6d-4580-4901-8fbc-70cfa1d83915
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,2S,3R,4R,4aS,8aR)-3-hydroxy-3,4,8,8a-tetramethyl-2-(2-methylpropanoyloxy)-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] pyridine-3-carboxylate
SMILES (Canonical) CC1=CCCC2C1(C(C(C(C2(C)C=CC3=CC(=O)OC3)(C)O)OC(=O)C(C)C)OC(=O)C4=CN=CC=C4)C
SMILES (Isomeric) CC1=CCC[C@H]2[C@]1([C@H]([C@@H]([C@]([C@]2(C)/C=C/C3=CC(=O)OC3)(C)O)OC(=O)C(C)C)OC(=O)C4=CN=CC=C4)C
InChI InChI=1S/C30H37NO7/c1-18(2)26(33)38-25-24(37-27(34)21-10-8-14-31-16-21)29(5)19(3)9-7-11-22(29)28(4,30(25,6)35)13-12-20-15-23(32)36-17-20/h8-10,12-16,18,22,24-25,35H,7,11,17H2,1-6H3/b13-12+/t22-,24+,25+,28-,29+,30+/m1/s1
InChI Key XPFNYCWPGDNYQC-MCOOXYJASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H37NO7
Molecular Weight 523.60 g/mol
Exact Mass 523.25700252 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.35
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,4R,4aS,8aR)-3-hydroxy-3,4,8,8a-tetramethyl-2-(2-methylpropanoyloxy)-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] pyridine-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9552 95.52%
Caco-2 - 0.7128 71.28%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8003 80.03%
OATP2B1 inhibitior - 0.8561 85.61%
OATP1B1 inhibitior + 0.8788 87.88%
OATP1B3 inhibitior + 0.8851 88.51%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9780 97.80%
P-glycoprotein inhibitior + 0.8867 88.67%
P-glycoprotein substrate + 0.5057 50.57%
CYP3A4 substrate + 0.6716 67.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9083 90.83%
CYP3A4 inhibition - 0.5206 52.06%
CYP2C9 inhibition - 0.6582 65.82%
CYP2C19 inhibition - 0.6675 66.75%
CYP2D6 inhibition - 0.8539 85.39%
CYP1A2 inhibition + 0.6469 64.69%
CYP2C8 inhibition + 0.8048 80.48%
CYP inhibitory promiscuity + 0.5702 57.02%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4426 44.26%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9294 92.94%
Skin irritation - 0.7042 70.42%
Skin corrosion - 0.9171 91.71%
Ames mutagenesis - 0.5726 57.26%
Human Ether-a-go-go-Related Gene inhibition - 0.4060 40.60%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.6574 65.74%
skin sensitisation - 0.7839 78.39%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6570 65.70%
Acute Oral Toxicity (c) III 0.5752 57.52%
Estrogen receptor binding + 0.7508 75.08%
Androgen receptor binding + 0.7293 72.93%
Thyroid receptor binding + 0.6895 68.95%
Glucocorticoid receptor binding + 0.8150 81.50%
Aromatase binding + 0.6813 68.13%
PPAR gamma + 0.6536 65.36%
Honey bee toxicity - 0.7849 78.49%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9170 91.70%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.17% 86.33%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 95.32% 85.30%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.86% 99.23%
CHEMBL2581 P07339 Cathepsin D 94.10% 98.95%
CHEMBL2535 P11166 Glucose transporter 93.06% 98.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.63% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.53% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.39% 91.07%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 89.25% 98.75%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.36% 83.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.15% 94.80%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.14% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 87.91% 91.49%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.47% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.72% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 86.36% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.80% 97.09%
CHEMBL5028 O14672 ADAM10 84.63% 97.50%
CHEMBL4208 P20618 Proteasome component C5 84.52% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.49% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.76% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.43% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.21% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.26% 96.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.95% 89.34%
CHEMBL3524 P56524 Histone deacetylase 4 80.64% 92.97%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.56% 93.56%

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.
Scutellaria barbata

Cross-Links

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PubChem 122177457
LOTUS LTS0180451
wikiData Q105338282