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[(1S,3S,4S,4aR,8S)-8a-(acetyloxymethyl)-4-[(2S,5R)-5-ethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-2-yl]-3-hydroxy-3,4-dimethylspiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-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 37539881-8d85-434a-90ef-80bd251b4203
Taxonomy Organoheterocyclic compounds > Pyridines and derivatives > Pyridinecarboxylic acids and derivatives > Pyridinecarboxylic acids
IUPAC Name [(1S,3S,4S,4aR,8S)-8a-(acetyloxymethyl)-4-[(2S,5R)-5-ethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-2-yl]-3-hydroxy-3,4-dimethylspiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] pyridine-3-carboxylate
SMILES (Canonical) CCOC1CC2C(O1)CC(O2)C3(C4CCCC5(C4(C(CC3(C)O)OC(=O)C6=CN=CC=C6)COC(=O)C)CO5)C
SMILES (Isomeric) CCO[C@H]1CC2C(O1)C[C@H](O2)[C@@]3([C@H]4CCC[C@]5(C4([C@H](C[C@]3(C)O)OC(=O)C6=CN=CC=C6)COC(=O)C)CO5)C
InChI InChI=1S/C30H41NO9/c1-5-35-25-13-21-20(39-25)12-23(38-21)28(4)22-9-6-10-29(16-37-29)30(22,17-36-18(2)32)24(14-27(28,3)34)40-26(33)19-8-7-11-31-15-19/h7-8,11,15,20-25,34H,5-6,9-10,12-14,16-17H2,1-4H3/t20?,21?,22-,23+,24+,25-,27+,28+,29-,30?/m1/s1
InChI Key JUNGKWZIXVUJQM-IMGNHUDISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H41NO9
Molecular Weight 559.60 g/mol
Exact Mass 559.27813189 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.20
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3S,4S,4aR,8S)-8a-(acetyloxymethyl)-4-[(2S,5R)-5-ethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-2-yl]-3-hydroxy-3,4-dimethylspiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-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 + 0.9567 95.67%
Caco-2 - 0.7907 79.07%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7088 70.88%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.8674 86.74%
OATP1B3 inhibitior + 0.8825 88.25%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9628 96.28%
P-glycoprotein inhibitior + 0.6921 69.21%
P-glycoprotein substrate + 0.5900 59.00%
CYP3A4 substrate + 0.7102 71.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition + 0.8456 84.56%
CYP2C9 inhibition - 0.7482 74.82%
CYP2C19 inhibition - 0.7193 71.93%
CYP2D6 inhibition - 0.9341 93.41%
CYP1A2 inhibition - 0.7701 77.01%
CYP2C8 inhibition + 0.8314 83.14%
CYP inhibitory promiscuity - 0.6636 66.36%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5514 55.14%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9403 94.03%
Skin irritation - 0.7540 75.40%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis - 0.5470 54.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7546 75.46%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.5688 56.88%
skin sensitisation - 0.8878 88.78%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.7718 77.18%
Acute Oral Toxicity (c) III 0.3558 35.58%
Estrogen receptor binding + 0.8433 84.33%
Androgen receptor binding + 0.6844 68.44%
Thyroid receptor binding - 0.5231 52.31%
Glucocorticoid receptor binding + 0.6946 69.46%
Aromatase binding + 0.7549 75.49%
PPAR gamma + 0.6461 64.61%
Honey bee toxicity - 0.7898 78.98%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.9227 92.27%

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 99.21% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.77% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.94% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.69% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.42% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.91% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.56% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.88% 99.23%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 91.62% 93.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.77% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.19% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.85% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.20% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.03% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 85.82% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 85.32% 90.17%
CHEMBL5028 O14672 ADAM10 85.10% 97.50%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.53% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.53% 94.00%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 83.03% 91.65%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.93% 96.77%
CHEMBL4208 P20618 Proteasome component C5 81.64% 90.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.47% 92.50%
CHEMBL2535 P11166 Glucose transporter 80.00% 98.75%

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 102322790
NPASS NPC269416