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[(1S,2R,3S,3aR,5S,6R,7S,7aS)-2-acetyloxy-1-[(1S)-1-acetyloxyethyl]-3,6-bis[[(2R)-2-methylbutanoyl]oxy]-4-methylidene-7-[(2S)-2-methyloxiran-2-yl]-1,2,3,3a,5,6,7,7a-octahydroinden-5-yl] (E,4S)-4-hydroxy-3-methylpent-2-enoate

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 9476a31f-9d8b-4195-a810-2a29b531c71d
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1S,2R,3S,3aR,5S,6R,7S,7aS)-2-acetyloxy-1-[(1S)-1-acetyloxyethyl]-3,6-bis[[(2R)-2-methylbutanoyl]oxy]-4-methylidene-7-[(2S)-2-methyloxiran-2-yl]-1,2,3,3a,5,6,7,7a-octahydroinden-5-yl] (E,4S)-4-hydroxy-3-methylpent-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H52O12/c1-12-16(3)33(40)46-30-25-19(6)29(45-24(39)14-18(5)20(7)36)32(47-34(41)17(4)13-2)28(35(11)15-42-35)27(25)26(21(8)43-22(9)37)31(30)44-23(10)38/h14,16-17,20-21,25-32,36H,6,12-13,15H2,1-5,7-11H3/b18-14+/t16-,17-,20+,21+,25+,26-,27+,28+,29+,30+,31-,32-,35-/m1/s1
InChI Key YPDPZYXQIFYATC-YAHPZEFQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H52O12
Molecular Weight 664.80 g/mol
Exact Mass 664.34587709 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.86
H-Bond Acceptor 12
H-Bond Donor 1
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3S,3aR,5S,6R,7S,7aS)-2-acetyloxy-1-[(1S)-1-acetyloxyethyl]-3,6-bis[[(2R)-2-methylbutanoyl]oxy]-4-methylidene-7-[(2S)-2-methyloxiran-2-yl]-1,2,3,3a,5,6,7,7a-octahydroinden-5-yl] (E,4S)-4-hydroxy-3-methylpent-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9901 99.01%
Caco-2 - 0.8153 81.53%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5998 59.98%
OATP2B1 inhibitior - 0.7228 72.28%
OATP1B1 inhibitior + 0.8231 82.31%
OATP1B3 inhibitior + 0.9019 90.19%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9237 92.37%
P-glycoprotein inhibitior + 0.8059 80.59%
P-glycoprotein substrate + 0.5699 56.99%
CYP3A4 substrate + 0.6722 67.22%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8905 89.05%
CYP3A4 inhibition - 0.7397 73.97%
CYP2C9 inhibition - 0.7308 73.08%
CYP2C19 inhibition - 0.7396 73.96%
CYP2D6 inhibition - 0.9359 93.59%
CYP1A2 inhibition - 0.7161 71.61%
CYP2C8 inhibition + 0.5340 53.40%
CYP inhibitory promiscuity - 0.7480 74.80%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6107 61.07%
Eye corrosion - 0.9780 97.80%
Eye irritation - 0.8937 89.37%
Skin irritation - 0.6045 60.45%
Skin corrosion - 0.9355 93.55%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6580 65.80%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5671 56.71%
skin sensitisation - 0.6684 66.84%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.5650 56.50%
Acute Oral Toxicity (c) III 0.4997 49.97%
Estrogen receptor binding + 0.7518 75.18%
Androgen receptor binding + 0.6814 68.14%
Thyroid receptor binding - 0.4945 49.45%
Glucocorticoid receptor binding + 0.7472 74.72%
Aromatase binding + 0.6587 65.87%
PPAR gamma + 0.6689 66.89%
Honey bee toxicity - 0.6560 65.60%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9923 99.23%

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 98.33% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.89% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.96% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.47% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.07% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 91.30% 90.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 91.00% 89.50%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 90.85% 89.34%
CHEMBL230 P35354 Cyclooxygenase-2 90.79% 89.63%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.93% 97.28%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.15% 96.47%
CHEMBL226 P30542 Adenosine A1 receptor 85.94% 95.93%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.62% 82.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.02% 98.75%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 84.33% 97.47%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.97% 95.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.89% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.20% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.15% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.15% 95.71%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.06% 92.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.35% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.16% 97.21%
CHEMBL5255 O00206 Toll-like receptor 4 81.77% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.51% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.40% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.52% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.25% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.25% 94.33%

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.
Ligularia narynensis

Cross-Links

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PubChem 163007680
LOTUS LTS0092670
wikiData Q105351647