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[(1S)-2-[(1S,2R,4S,4aR,5R,8aR)-4-hydroxy-4a-(hydroxymethyl)-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] (2S)-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 3de3631f-5a2b-415d-bac6-d657177a35b2
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
IUPAC Name [(1S)-2-[(1S,2R,4S,4aR,5R,8aR)-4-hydroxy-4a-(hydroxymethyl)-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] (2S)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC(CC1(C(CC(C2(C1CCCC23CO3)CO)O)C)C)C4=CC(=O)OC4
SMILES (Isomeric) CC[C@H](C)C(=O)O[C@@H](C[C@]1([C@@H](C[C@@H]([C@@]2([C@@H]1CCC[C@]23CO3)CO)O)C)C)C4=CC(=O)OC4
InChI InChI=1S/C25H38O7/c1-5-15(2)22(29)32-18(17-10-21(28)30-12-17)11-23(4)16(3)9-20(27)25(13-26)19(23)7-6-8-24(25)14-31-24/h10,15-16,18-20,26-27H,5-9,11-14H2,1-4H3/t15-,16+,18-,19+,20-,23-,24-,25-/m0/s1
InChI Key NTIOVLZNHFUWFE-RXQXNILTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H38O7
Molecular Weight 450.60 g/mol
Exact Mass 450.26175355 g/mol
Topological Polar Surface Area (TPSA) 106.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.77
H-Bond Acceptor 7
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)-2-[(1S,2R,4S,4aR,5R,8aR)-4-hydroxy-4a-(hydroxymethyl)-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] (2S)-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 + 0.9619 96.19%
Caco-2 - 0.5676 56.76%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7175 71.75%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8566 85.66%
OATP1B3 inhibitior + 0.9514 95.14%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9701 97.01%
P-glycoprotein inhibitior + 0.5745 57.45%
P-glycoprotein substrate + 0.5704 57.04%
CYP3A4 substrate + 0.6772 67.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8929 89.29%
CYP3A4 inhibition + 0.5824 58.24%
CYP2C9 inhibition - 0.7521 75.21%
CYP2C19 inhibition - 0.8739 87.39%
CYP2D6 inhibition - 0.9237 92.37%
CYP1A2 inhibition - 0.8826 88.26%
CYP2C8 inhibition - 0.6082 60.82%
CYP inhibitory promiscuity - 0.7963 79.63%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4940 49.40%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9314 93.14%
Skin irritation - 0.5141 51.41%
Skin corrosion - 0.9358 93.58%
Ames mutagenesis - 0.6024 60.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7656 76.56%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.6067 60.67%
skin sensitisation - 0.9037 90.37%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6463 64.63%
Acute Oral Toxicity (c) III 0.4203 42.03%
Estrogen receptor binding + 0.8618 86.18%
Androgen receptor binding + 0.7425 74.25%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.8125 81.25%
Aromatase binding + 0.7948 79.48%
PPAR gamma + 0.5993 59.93%
Honey bee toxicity - 0.7111 71.11%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9850 98.50%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.61% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.52% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.29% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.29% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.79% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.20% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.00% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 91.40% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.36% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.55% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.16% 96.77%
CHEMBL221 P23219 Cyclooxygenase-1 88.77% 90.17%
CHEMBL1937 Q92769 Histone deacetylase 2 87.43% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.33% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.58% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.23% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.96% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.06% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 83.49% 92.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.41% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.98% 99.23%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.73% 98.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.62% 94.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.75% 89.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.22% 96.61%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.11% 96.47%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.04% 91.07%

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 ciliata

Cross-Links

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PubChem 14356981
LOTUS LTS0094573
wikiData Q105185470