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

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 c889a14d-ca66-4220-bd1d-85e48b4924c7
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name methyl 2-[(1R,2S)-2-[(1aR,3R,3aR,4R,5R,6R,7aS)-5-acetyloxy-3-[(2S)-2-hydroxy-5-oxo-2H-furan-3-yl]-3a-methyl-7-methylidene-4-(2-phenylacetyl)oxy-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate
SMILES (Canonical) CC(=O)OC1C(C(=C)C23C(O2)CC(C3(C1OC(=O)CC4=CC=CC=C4)C)C5=CC(=O)OC5O)C6(C=CC(=O)C(C6CC(=O)OC)(C)C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H](C(=C)[C@]23[C@H](O2)C[C@H]([C@@]3([C@H]1OC(=O)CC4=CC=CC=C4)C)C5=CC(=O)O[C@@H]5O)[C@]6(C=CC(=O)C([C@@H]6CC(=O)OC)(C)C)C
InChI InChI=1S/C37H42O11/c1-19-30(35(5)14-13-25(39)34(3,4)24(35)18-27(40)44-7)31(45-20(2)38)32(46-28(41)15-21-11-9-8-10-12-21)36(6)23(17-26-37(19,36)48-26)22-16-29(42)47-33(22)43/h8-14,16,23-24,26,30-33,43H,1,15,17-18H2,2-7H3/t23-,24-,26+,30+,31+,32-,33-,35-,36+,37+/m0/s1
InChI Key OHQWQSGCWXQCSF-VRNONRTLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H42O11
Molecular Weight 662.70 g/mol
Exact Mass 662.27271215 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.57
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9688 96.88%
Caco-2 - 0.8233 82.33%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7170 71.70%
OATP2B1 inhibitior - 0.7164 71.64%
OATP1B1 inhibitior + 0.7525 75.25%
OATP1B3 inhibitior - 0.3367 33.67%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9915 99.15%
P-glycoprotein inhibitior + 0.8740 87.40%
P-glycoprotein substrate + 0.7198 71.98%
CYP3A4 substrate + 0.7300 73.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8808 88.08%
CYP3A4 inhibition + 0.8779 87.79%
CYP2C9 inhibition - 0.6988 69.88%
CYP2C19 inhibition - 0.6546 65.46%
CYP2D6 inhibition - 0.8993 89.93%
CYP1A2 inhibition - 0.8501 85.01%
CYP2C8 inhibition + 0.7831 78.31%
CYP inhibitory promiscuity - 0.5351 53.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4443 44.43%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9073 90.73%
Skin irritation - 0.6999 69.99%
Skin corrosion - 0.9204 92.04%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6522 65.22%
Micronuclear - 0.5500 55.00%
Hepatotoxicity + 0.6052 60.52%
skin sensitisation - 0.7410 74.10%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.4889 48.89%
Acute Oral Toxicity (c) I 0.3697 36.97%
Estrogen receptor binding + 0.8063 80.63%
Androgen receptor binding + 0.7495 74.95%
Thyroid receptor binding + 0.6730 67.30%
Glucocorticoid receptor binding + 0.8163 81.63%
Aromatase binding + 0.6274 62.74%
PPAR gamma + 0.7777 77.77%
Honey bee toxicity - 0.7218 72.18%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9827 98.27%

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 98.00% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.76% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.36% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.25% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.62% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.47% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.70% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.64% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 88.49% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.09% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.04% 94.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.42% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.79% 94.00%
CHEMBL4208 P20618 Proteasome component C5 84.55% 90.00%
CHEMBL5028 O14672 ADAM10 84.51% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.71% 94.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.52% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.79% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.21% 93.00%

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.
Turraea pubescens

Cross-Links

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PubChem 163043424
LOTUS LTS0090987
wikiData Q105192215