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[(1S)-2-[(1S,2S,4R,4aR,5S,8aR)-4,8-diacetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] 2-methylbutanoate

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 1439e013-7e1a-4317-bd34-2cc510be749a
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1S)-2-[(1S,2S,4R,4aR,5S,8aR)-4,8-diacetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC(CC1(C(CC(C2(C1C(CCC23CO3)OC(=O)C)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4
SMILES (Isomeric) CCC(C)C(=O)O[C@@H](C[C@]1([C@H](C[C@H]([C@@]2([C@@H]1C(CC[C@@]23CO3)OC(=O)C)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4
InChI InChI=1S/C31H44O11/c1-8-17(2)28(36)42-24(22-12-26(35)37-14-22)13-29(7)18(3)11-25(41-21(6)34)31(16-38-19(4)32)27(29)23(40-20(5)33)9-10-30(31)15-39-30/h12,17-18,23-25,27H,8-11,13-16H2,1-7H3/t17?,18-,23?,24-,25+,27+,29-,30+,31+/m0/s1
InChI Key JPFTWOXTEMZXOG-TZSZWNSHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O11
Molecular Weight 592.70 g/mol
Exact Mass 592.28836222 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.46
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S)-2-[(1S,2S,4R,4aR,5S,8aR)-4,8-diacetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] 2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9910 99.10%
Caco-2 - 0.7347 73.47%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7421 74.21%
OATP2B1 inhibitior - 0.7273 72.73%
OATP1B1 inhibitior + 0.8553 85.53%
OATP1B3 inhibitior + 0.9687 96.87%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9887 98.87%
P-glycoprotein inhibitior + 0.8767 87.67%
P-glycoprotein substrate + 0.6644 66.44%
CYP3A4 substrate + 0.6927 69.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8993 89.93%
CYP3A4 inhibition - 0.7113 71.13%
CYP2C9 inhibition - 0.7934 79.34%
CYP2C19 inhibition - 0.7359 73.59%
CYP2D6 inhibition - 0.9202 92.02%
CYP1A2 inhibition - 0.7900 79.00%
CYP2C8 inhibition + 0.5535 55.35%
CYP inhibitory promiscuity - 0.6954 69.54%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4988 49.88%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.8990 89.90%
Skin irritation - 0.5929 59.29%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7486 74.86%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5149 51.49%
skin sensitisation - 0.8423 84.23%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.5466 54.66%
Acute Oral Toxicity (c) III 0.5143 51.43%
Estrogen receptor binding + 0.8728 87.28%
Androgen receptor binding + 0.7396 73.96%
Thyroid receptor binding + 0.5610 56.10%
Glucocorticoid receptor binding + 0.8320 83.20%
Aromatase binding + 0.7359 73.59%
PPAR gamma + 0.7140 71.40%
Honey bee toxicity - 0.6941 69.41%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9961 99.61%

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 98.85% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.99% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.36% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.86% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.84% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.58% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.73% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.88% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.66% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 88.41% 90.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.91% 97.28%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.24% 89.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.51% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.02% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.92% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.55% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.39% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 85.18% 92.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.98% 89.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.39% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.28% 94.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.62% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.50% 95.89%

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.
Ajuga macrosperma
Ajuga taiwanensis

Cross-Links

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PubChem 101370736
LOTUS LTS0256615
wikiData Q104399884