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[(3R,4R,4aR,8R,8aR)-2-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-3,4-dimethyl-4-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] (E)-3-phenylprop-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 840b9e93-f39f-4860-a226-1a05c1c099a1
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(3R,4R,4aR,8R,8aR)-2-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-3,4-dimethyl-4-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC(=O)OCC12C(CCCC13CO3)C(C(C(C2OC(=O)C=CC4=CC=CC=C4)OC(=O)C)(C)O)(C)CCC5=CC(=O)OC5
SMILES (Isomeric) CC(=O)OC[C@@]12[C@H](CCC[C@]13CO3)[C@@]([C@@](C(C2OC(=O)/C=C/C4=CC=CC=C4)OC(=O)C)(C)O)(C)CCC5=CC(=O)OC5
InChI InChI=1S/C33H40O10/c1-21(34)40-20-33-25(11-8-15-32(33)19-41-32)30(3,16-14-24-17-27(37)39-18-24)31(4,38)28(42-22(2)35)29(33)43-26(36)13-12-23-9-6-5-7-10-23/h5-7,9-10,12-13,17,25,28-29,38H,8,11,14-16,18-20H2,1-4H3/b13-12+/t25-,28?,29?,30-,31+,32+,33+/m1/s1
InChI Key VAWWCFLTZOOIBS-QXKCPPOWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O10
Molecular Weight 596.70 g/mol
Exact Mass 596.26214747 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.70
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,4R,4aR,8R,8aR)-2-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-3,4-dimethyl-4-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] (E)-3-phenylprop-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 + 0.9763 97.63%
Caco-2 - 0.7963 79.63%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8368 83.68%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8095 80.95%
OATP1B3 inhibitior + 0.8507 85.07%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6021 60.21%
BSEP inhibitior + 0.9963 99.63%
P-glycoprotein inhibitior + 0.8705 87.05%
P-glycoprotein substrate + 0.5389 53.89%
CYP3A4 substrate + 0.6973 69.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8946 89.46%
CYP3A4 inhibition - 0.5911 59.11%
CYP2C9 inhibition - 0.6483 64.83%
CYP2C19 inhibition - 0.7415 74.15%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition - 0.7493 74.93%
CYP2C8 inhibition + 0.8117 81.17%
CYP inhibitory promiscuity - 0.7988 79.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4674 46.74%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9236 92.36%
Skin irritation - 0.6005 60.05%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.6424 64.24%
Human Ether-a-go-go-Related Gene inhibition + 0.9138 91.38%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8891 88.91%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.5704 57.04%
Acute Oral Toxicity (c) I 0.5578 55.78%
Estrogen receptor binding + 0.8540 85.40%
Androgen receptor binding + 0.7970 79.70%
Thyroid receptor binding + 0.5815 58.15%
Glucocorticoid receptor binding + 0.7710 77.10%
Aromatase binding + 0.6580 65.80%
PPAR gamma + 0.6965 69.65%
Honey bee toxicity - 0.7469 74.69%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9962 99.62%

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 99.61% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.46% 86.33%
CHEMBL2581 P07339 Cathepsin D 96.45% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.83% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.05% 94.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.61% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.60% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.32% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.85% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.34% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.22% 93.00%
CHEMBL5805 Q9NR97 Toll-like receptor 8 87.46% 96.25%
CHEMBL5028 O14672 ADAM10 87.25% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 87.24% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.73% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.30% 99.23%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.96% 83.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.44% 94.08%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.07% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.88% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.53% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.51% 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 alpina
Scutellaria orientalis

Cross-Links

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PubChem 101936065
LOTUS LTS0063664
wikiData Q105283039