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[(2S)-4-[(2S)-4-[[(2R,4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-2-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methoxy]-4-oxobutan-2-yl]oxy-4-oxobutan-2-yl] (3S)-3-hydroxybutanoate

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 d78bd72e-c887-4386-9d5d-c2c8e4d527f7
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(2S)-4-[(2S)-4-[[(2R,4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-2-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methoxy]-4-oxobutan-2-yl]oxy-4-oxobutan-2-yl] (3S)-3-hydroxybutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H50O13/c1-18-9-27(46-22(5)36)34(17-42-28(38)11-20(3)45-30(40)12-21(4)44-29(39)10-19(2)35)25(14-24(37)15-33(34)16-43-33)32(18,6)26-13-23-7-8-41-31(23)47-26/h7-8,18-21,23-27,31,35,37H,9-17H2,1-6H3/t18-,19+,20+,21+,23-,24-,25-,26+,27+,31+,32+,33+,34+/m1/s1
InChI Key JWDRSFRYICOIEM-UXPCWUPVSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C34H50O13
Molecular Weight 666.80 g/mol
Exact Mass 666.32514165 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.72
H-Bond Acceptor 13
H-Bond Donor 2
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S)-4-[(2S)-4-[[(2R,4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-2-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methoxy]-4-oxobutan-2-yl]oxy-4-oxobutan-2-yl] (3S)-3-hydroxybutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9669 96.69%
Caco-2 - 0.8270 82.70%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7644 76.44%
OATP2B1 inhibitior - 0.7159 71.59%
OATP1B1 inhibitior + 0.8337 83.37%
OATP1B3 inhibitior + 0.9212 92.12%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8516 85.16%
P-glycoprotein inhibitior + 0.7534 75.34%
P-glycoprotein substrate + 0.6601 66.01%
CYP3A4 substrate + 0.7176 71.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8590 85.90%
CYP3A4 inhibition - 0.7133 71.33%
CYP2C9 inhibition - 0.8392 83.92%
CYP2C19 inhibition - 0.8485 84.85%
CYP2D6 inhibition - 0.9484 94.84%
CYP1A2 inhibition - 0.9140 91.40%
CYP2C8 inhibition + 0.6777 67.77%
CYP inhibitory promiscuity - 0.8518 85.18%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4864 48.64%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9165 91.65%
Skin irritation - 0.6458 64.58%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.5437 54.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6802 68.02%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5968 59.68%
skin sensitisation - 0.8670 86.70%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.7217 72.17%
Acute Oral Toxicity (c) I 0.7082 70.82%
Estrogen receptor binding + 0.7953 79.53%
Androgen receptor binding + 0.7201 72.01%
Thyroid receptor binding - 0.4893 48.93%
Glucocorticoid receptor binding + 0.7542 75.42%
Aromatase binding + 0.7243 72.43%
PPAR gamma + 0.7037 70.37%
Honey bee toxicity - 0.6660 66.60%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9912 99.12%

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 99.30% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.49% 94.45%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 96.04% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 95.12% 96.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.07% 85.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.84% 89.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.65% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.34% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 90.05% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.72% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.55% 90.17%
CHEMBL2581 P07339 Cathepsin D 89.49% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.63% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.42% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.32% 82.69%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.03% 89.50%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.99% 85.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.87% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.99% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.96% 82.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.84% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 82.87% 97.79%
CHEMBL4073 P09237 Matrix metalloproteinase 7 82.85% 97.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.76% 96.47%
CHEMBL299 P17252 Protein kinase C alpha 82.40% 98.03%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.23% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.25% 100.00%

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 pontica

Cross-Links

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PubChem 10675919
LOTUS LTS0272484
wikiData Q105136115