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[(1aR,3R,3aR,4R,5R,6R,7aS)-5-acetyloxy-3-[(2S)-2-hydroxy-5-oxo-2H-furan-3-yl]-6-[(1S,6R)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-methylpropanoate

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 d9072e9b-d550-412f-9c59-97a0c491616f
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(1aR,3R,3aR,4R,5R,6R,7aS)-5-acetyloxy-3-[(2S)-2-hydroxy-5-oxo-2H-furan-3-yl]-6-[(1S,6R)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C(C(C(=C)C23C1(C(CC2O3)C4=CC(=O)OC4O)C)C5(C=CC(=O)C(C5CC(=O)OC)(C)C)C)OC(=O)C
SMILES (Isomeric) CC(C)C(=O)O[C@H]1[C@@H]([C@@H](C(=C)[C@]23[C@@]1([C@@H](C[C@H]2O3)C4=CC(=O)O[C@@H]4O)C)[C@]5(C=CC(=O)C([C@@H]5CC(=O)OC)(C)C)C)OC(=O)C
InChI InChI=1S/C33H42O11/c1-15(2)28(38)43-27-26(41-17(4)34)25(31(7)11-10-21(35)30(5,6)20(31)14-23(36)40-9)16(3)33-22(44-33)13-19(32(27,33)8)18-12-24(37)42-29(18)39/h10-12,15,19-20,22,25-27,29,39H,3,13-14H2,1-2,4-9H3/t19-,20-,22+,25+,26+,27-,29-,31-,32+,33+/m0/s1
InChI Key OGMROCOZSBPWSY-CUAJVZRJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O11
Molecular Weight 614.70 g/mol
Exact Mass 614.27271215 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1aR,3R,3aR,4R,5R,6R,7aS)-5-acetyloxy-3-[(2S)-2-hydroxy-5-oxo-2H-furan-3-yl]-6-[(1S,6R)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9636 96.36%
Caco-2 - 0.8146 81.46%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7285 72.85%
OATP2B1 inhibitior - 0.7179 71.79%
OATP1B1 inhibitior + 0.7507 75.07%
OATP1B3 inhibitior - 0.2406 24.06%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9340 93.40%
P-glycoprotein inhibitior + 0.8539 85.39%
P-glycoprotein substrate + 0.7287 72.87%
CYP3A4 substrate + 0.7199 71.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition + 0.7815 78.15%
CYP2C9 inhibition - 0.7745 77.45%
CYP2C19 inhibition - 0.7449 74.49%
CYP2D6 inhibition - 0.9159 91.59%
CYP1A2 inhibition - 0.8862 88.62%
CYP2C8 inhibition + 0.6485 64.85%
CYP inhibitory promiscuity - 0.6601 66.01%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4694 46.94%
Eye corrosion - 0.9837 98.37%
Eye irritation - 0.8967 89.67%
Skin irritation - 0.6646 66.46%
Skin corrosion - 0.9087 90.87%
Ames mutagenesis - 0.5337 53.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4758 47.58%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.5584 55.84%
skin sensitisation - 0.7454 74.54%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.4627 46.27%
Acute Oral Toxicity (c) I 0.3884 38.84%
Estrogen receptor binding + 0.7527 75.27%
Androgen receptor binding + 0.7542 75.42%
Thyroid receptor binding + 0.6233 62.33%
Glucocorticoid receptor binding + 0.7851 78.51%
Aromatase binding + 0.6514 65.14%
PPAR gamma + 0.7700 77.00%
Honey bee toxicity - 0.6854 68.54%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9580 95.80%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.00% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.22% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.94% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.25% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 92.93% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 92.44% 91.19%
CHEMBL2581 P07339 Cathepsin D 92.23% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.26% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.00% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.94% 95.89%
CHEMBL299 P17252 Protein kinase C alpha 86.66% 98.03%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.18% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.13% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.60% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.23% 96.77%
CHEMBL4208 P20618 Proteasome component C5 84.47% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.28% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.26% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.87% 99.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.66% 97.25%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.65% 85.30%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.47% 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.
Hypericum ascyron
Turraea pubescens

Cross-Links

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PubChem 162963836
LOTUS LTS0022129
wikiData Q105151555