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[(1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-4a-(acetyloxymethyl)-7,8-dimethyl-8-[(2S)-2-[(Z)-2-methylbut-2-enoyl]oxy-2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (Z)-2-methylbut-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 9d1e960f-7733-46a8-8924-1c1110e96cfc
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-4a-(acetyloxymethyl)-7,8-dimethyl-8-[(2S)-2-[(Z)-2-methylbut-2-enoyl]oxy-2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H46O11/c1-9-19(3)30(38)44-25-11-12-33(17-42-33)34(18-41-22(6)35)27(43-23(7)36)13-21(5)32(8,29(25)34)15-26(24-14-28(37)40-16-24)45-31(39)20(4)10-2/h9-10,14,21,25-27,29H,11-13,15-18H2,1-8H3/b19-9-,20-10-/t21-,25-,26+,27+,29-,32+,33+,34-/m1/s1
InChI Key BGAZAIQJEALJJF-KMNLRVGGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H46O11
Molecular Weight 630.70 g/mol
Exact Mass 630.30401228 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.32
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 [(1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-4a-(acetyloxymethyl)-7,8-dimethyl-8-[(2S)-2-[(Z)-2-methylbut-2-enoyl]oxy-2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (Z)-2-methylbut-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 + 0.9854 98.54%
Caco-2 - 0.7569 75.69%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7884 78.84%
OATP2B1 inhibitior - 0.5762 57.62%
OATP1B1 inhibitior + 0.8486 84.86%
OATP1B3 inhibitior + 0.9556 95.56%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9951 99.51%
P-glycoprotein inhibitior + 0.8919 89.19%
P-glycoprotein substrate + 0.6731 67.31%
CYP3A4 substrate + 0.6967 69.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8993 89.93%
CYP3A4 inhibition - 0.8038 80.38%
CYP2C9 inhibition - 0.8158 81.58%
CYP2C19 inhibition - 0.8119 81.19%
CYP2D6 inhibition - 0.9305 93.05%
CYP1A2 inhibition - 0.7755 77.55%
CYP2C8 inhibition + 0.5905 59.05%
CYP inhibitory promiscuity - 0.7950 79.50%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5049 50.49%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9069 90.69%
Skin irritation - 0.6041 60.41%
Skin corrosion - 0.9244 92.44%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8246 82.46%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.5201 52.01%
skin sensitisation - 0.8237 82.37%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.7291 72.91%
Acute Oral Toxicity (c) III 0.4086 40.86%
Estrogen receptor binding + 0.8492 84.92%
Androgen receptor binding + 0.7288 72.88%
Thyroid receptor binding + 0.6095 60.95%
Glucocorticoid receptor binding + 0.8310 83.10%
Aromatase binding + 0.7245 72.45%
PPAR gamma + 0.7075 70.75%
Honey bee toxicity - 0.6460 64.60%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9942 99.42%

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 98.33% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.75% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.50% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.52% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.89% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 94.47% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.21% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.66% 97.25%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.26% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.09% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.83% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.72% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.49% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.25% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.65% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.63% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.45% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.21% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.09% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.86% 91.19%

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 decumbens

Cross-Links

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PubChem 44566361
LOTUS LTS0257739
wikiData Q104935151