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[(1S,3S,4S,4aR,8R,8aR)-4-[(1S)-1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3-hydroxy-8a-(hydroxymethyl)-3,4-dimethylspiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] 2-methylpropanoate

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 ce86931f-ff48-49d7-a65e-1a2621eb5b62
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1S,3S,4S,4aR,8R,8aR)-4-[(1S)-1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3-hydroxy-8a-(hydroxymethyl)-3,4-dimethylspiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1CC(C(C2C1(C3(CCC2)CO3)CO)(C)C(CC4=CC(=O)OC4)OC(=O)C)(C)O
SMILES (Isomeric) CC(C)C(=O)O[C@H]1C[C@]([C@]([C@@H]2[C@@]1([C@]3(CCC2)CO3)CO)(C)[C@H](CC4=CC(=O)OC4)OC(=O)C)(C)O
InChI InChI=1S/C26H38O9/c1-15(2)22(30)35-20-11-23(4,31)24(5,18-7-6-8-25(14-33-25)26(18,20)13-27)19(34-16(3)28)9-17-10-21(29)32-12-17/h10,15,18-20,27,31H,6-9,11-14H2,1-5H3/t18-,19+,20+,23+,24+,25+,26+/m1/s1
InChI Key IEVOIZMETCMOBR-KCNFHIIESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H38O9
Molecular Weight 494.60 g/mol
Exact Mass 494.25158279 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.07
H-Bond Acceptor 9
H-Bond Donor 2
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,8R,8aR)-4-[(1S)-1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3-hydroxy-8a-(hydroxymethyl)-3,4-dimethylspiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9614 96.14%
Caco-2 - 0.7035 70.35%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8076 80.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8580 85.80%
OATP1B3 inhibitior + 0.9449 94.49%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8576 85.76%
P-glycoprotein inhibitior + 0.6479 64.79%
P-glycoprotein substrate + 0.5288 52.88%
CYP3A4 substrate + 0.6972 69.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9006 90.06%
CYP3A4 inhibition - 0.5702 57.02%
CYP2C9 inhibition - 0.7748 77.48%
CYP2C19 inhibition - 0.8812 88.12%
CYP2D6 inhibition - 0.9249 92.49%
CYP1A2 inhibition - 0.8338 83.38%
CYP2C8 inhibition + 0.5096 50.96%
CYP inhibitory promiscuity - 0.8596 85.96%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Danger 0.4807 48.07%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.5297 52.97%
Skin corrosion - 0.9357 93.57%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3935 39.35%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5058 50.58%
skin sensitisation - 0.8521 85.21%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.6525 65.25%
Acute Oral Toxicity (c) I 0.5655 56.55%
Estrogen receptor binding + 0.8451 84.51%
Androgen receptor binding + 0.7438 74.38%
Thyroid receptor binding - 0.5325 53.25%
Glucocorticoid receptor binding + 0.7861 78.61%
Aromatase binding + 0.8086 80.86%
PPAR gamma + 0.6627 66.27%
Honey bee toxicity - 0.7358 73.58%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9840 98.40%

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 99.15% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.37% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.80% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.39% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.77% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.49% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.03% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.52% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.14% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.93% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.15% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 89.09% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.67% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.09% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.98% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.26% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 83.02% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.84% 95.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.70% 96.77%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 81.22% 92.95%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.27% 83.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.25% 96.47%

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 orientalis

Cross-Links

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PubChem 162994122
LOTUS LTS0114865
wikiData Q105111981