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[(1R,2S,3R,4S,4aS,7S,8aR)-2-benzoyloxy-3,7-dihydroxy-3,4,8a-trimethyl-8-methylidene-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-1,2,4a,5,6,7-hexahydronaphthalen-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 7211f54a-2e35-43ef-a281-ff2173d63267
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,2S,3R,4S,4aS,7S,8aR)-2-benzoyloxy-3,7-dihydroxy-3,4,8a-trimethyl-8-methylidene-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-1,2,4a,5,6,7-hexahydronaphthalen-1-yl] pyridine-3-carboxylate
SMILES (Canonical) CC1(C2CCC(C(=C)C2(C(C(C1(C)O)OC(=O)C3=CC=CC=C3)OC(=O)C4=CN=CC=C4)C)O)C=CC5=CC(=O)OC5
SMILES (Isomeric) C[C@@]1([C@H]2CC[C@@H](C(=C)[C@@]2([C@H]([C@@H]([C@]1(C)O)OC(=O)C3=CC=CC=C3)OC(=O)C4=CN=CC=C4)C)O)/C=C/C5=CC(=O)OC5
InChI InChI=1S/C33H35NO8/c1-20-24(35)12-13-25-31(2,15-14-21-17-26(36)40-19-21)33(4,39)28(42-29(37)22-9-6-5-7-10-22)27(32(20,25)3)41-30(38)23-11-8-16-34-18-23/h5-11,14-18,24-25,27-28,35,39H,1,12-13,19H2,2-4H3/b15-14+/t24-,25+,27-,28-,31-,32-,33-/m0/s1
InChI Key KOVASSJTPZCMEZ-OPEWWBTMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H35NO8
Molecular Weight 573.60 g/mol
Exact Mass 573.23626707 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.98
H-Bond Acceptor 9
H-Bond Donor 2
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,4S,4aS,7S,8aR)-2-benzoyloxy-3,7-dihydroxy-3,4,8a-trimethyl-8-methylidene-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-1,2,4a,5,6,7-hexahydronaphthalen-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 + 0.9433 94.33%
Caco-2 - 0.8062 80.62%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6847 68.47%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8705 87.05%
OATP1B3 inhibitior + 0.9045 90.45%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7271 72.71%
BSEP inhibitior + 0.9294 92.94%
P-glycoprotein inhibitior + 0.8473 84.73%
P-glycoprotein substrate - 0.5146 51.46%
CYP3A4 substrate + 0.6705 67.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9026 90.26%
CYP3A4 inhibition - 0.5647 56.47%
CYP2C9 inhibition - 0.8100 81.00%
CYP2C19 inhibition - 0.8197 81.97%
CYP2D6 inhibition - 0.9221 92.21%
CYP1A2 inhibition - 0.5612 56.12%
CYP2C8 inhibition + 0.8385 83.85%
CYP inhibitory promiscuity - 0.7282 72.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4584 45.84%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9215 92.15%
Skin irritation - 0.6933 69.33%
Skin corrosion - 0.9201 92.01%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7244 72.44%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.8226 82.26%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.5996 59.96%
Acute Oral Toxicity (c) III 0.5060 50.60%
Estrogen receptor binding + 0.7876 78.76%
Androgen receptor binding + 0.7173 71.73%
Thyroid receptor binding + 0.6524 65.24%
Glucocorticoid receptor binding + 0.8048 80.48%
Aromatase binding + 0.6022 60.22%
PPAR gamma + 0.6050 60.50%
Honey bee toxicity - 0.7808 78.08%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5151 51.51%
Fish aquatic toxicity + 0.9255 92.55%

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 98.17% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.34% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 94.81% 91.49%
CHEMBL221 P23219 Cyclooxygenase-1 93.70% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.83% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.42% 99.23%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.84% 83.00%
CHEMBL2535 P11166 Glucose transporter 87.81% 98.75%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.11% 81.11%
CHEMBL5028 O14672 ADAM10 86.35% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.68% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.14% 97.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.17% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.01% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.16% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.75% 95.50%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.55% 96.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.40% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.70% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.08% 95.56%

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 162929293
LOTUS LTS0225071
wikiData Q105144000