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

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 7c63d7af-7d60-46a5-930b-27af3070c874
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(1S,3S,4S,4aR,8R,8aR)-8a-(acetyloxymethyl)-4-[(1S)-1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3-hydroxy-3,4-dimethylspiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] benzoate
SMILES (Canonical) CC(=O)OCC12C(CCCC13CO3)C(C(CC2OC(=O)C4=CC=CC=C4)(C)O)(C)C(CC5=CC(=O)OC5)OC(=O)C
SMILES (Isomeric) CC(=O)OC[C@@]12[C@H](CCC[C@]13CO3)[C@@]([C@@](C[C@@H]2OC(=O)C4=CC=CC=C4)(C)O)(C)[C@H](CC5=CC(=O)OC5)OC(=O)C
InChI InChI=1S/C31H38O10/c1-19(32)38-18-31-23(11-8-12-30(31)17-39-30)29(4,24(40-20(2)33)13-21-14-26(34)37-16-21)28(3,36)15-25(31)41-27(35)22-9-6-5-7-10-22/h5-7,9-10,14,23-25,36H,8,11-13,15-18H2,1-4H3/t23-,24+,25+,28+,29+,30+,31+/m1/s1
InChI Key NPUUGQKYPPZVNP-DQHGQSEYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C31H38O10
Molecular Weight 570.60 g/mol
Exact Mass 570.24649740 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.30
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 8

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9794 97.94%
Caco-2 - 0.7514 75.14%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7912 79.12%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8562 85.62%
OATP1B3 inhibitior + 0.9337 93.37%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5521 55.21%
BSEP inhibitior + 0.9769 97.69%
P-glycoprotein inhibitior + 0.8521 85.21%
P-glycoprotein substrate + 0.6073 60.73%
CYP3A4 substrate + 0.7035 70.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8940 89.40%
CYP3A4 inhibition + 0.5690 56.90%
CYP2C9 inhibition - 0.7156 71.56%
CYP2C19 inhibition - 0.7589 75.89%
CYP2D6 inhibition - 0.9106 91.06%
CYP1A2 inhibition - 0.7385 73.85%
CYP2C8 inhibition + 0.6950 69.50%
CYP inhibitory promiscuity - 0.8311 83.11%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4437 44.37%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9152 91.52%
Skin irritation - 0.5544 55.44%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis - 0.5870 58.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7787 77.87%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5308 53.08%
skin sensitisation - 0.8604 86.04%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.6023 60.23%
Acute Oral Toxicity (c) I 0.5783 57.83%
Estrogen receptor binding + 0.8490 84.90%
Androgen receptor binding + 0.7365 73.65%
Thyroid receptor binding + 0.5177 51.77%
Glucocorticoid receptor binding + 0.7881 78.81%
Aromatase binding + 0.6960 69.60%
PPAR gamma + 0.6777 67.77%
Honey bee toxicity - 0.7685 76.85%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9951 99.51%

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
CHEMBL2581 P07339 Cathepsin D 98.26% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 96.00% 90.17%
CHEMBL240 Q12809 HERG 95.95% 89.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.75% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.72% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.49% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.76% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.44% 95.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 92.04% 83.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.02% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.35% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.29% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.65% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.81% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.85% 94.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.68% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.90% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 82.73% 91.19%
CHEMBL2535 P11166 Glucose transporter 82.68% 98.75%
CHEMBL5028 O14672 ADAM10 82.49% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.90% 93.04%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.24% 97.25%

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 alpina

Cross-Links

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PubChem 101681761
LOTUS LTS0079773
wikiData Q105183420