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3-oxoneomacrophorin I

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 5ab5ed08-be39-475a-ae09-36d297914c20
Taxonomy Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
IUPAC Name [(1R,6S)-6-[[(1S,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl]methyl]-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl (2R,3S)-2,3-dihydroxybutanoate
SMILES (Canonical) CC(C(C(=O)OCC1=CC(=O)C2(C(C1=O)O2)CC3C(=C)CCC4C3(CCC(=O)C4(C)C)C)O)O
SMILES (Isomeric) C[C@@H]([C@H](C(=O)OCC1=CC(=O)[C@@]2([C@H](C1=O)O2)C[C@H]3C(=C)CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)O)O
InChI InChI=1S/C26H34O8/c1-13-6-7-17-24(3,4)18(28)8-9-25(17,5)16(13)11-26-19(29)10-15(21(31)22(26)34-26)12-33-23(32)20(30)14(2)27/h10,14,16-17,20,22,27,30H,1,6-9,11-12H2,2-5H3/t14-,16-,17-,20+,22-,25+,26+/m0/s1
InChI Key UPBJFBHFLBKMOY-KWDLYLPTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H34O8
Molecular Weight 474.50 g/mol
Exact Mass 474.22536804 g/mol
Topological Polar Surface Area (TPSA) 131.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 1.85
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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[(1R,6S)-6-[[(1S,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl]methyl]-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl (2R,3S)-2,3-dihydroxybutanoate
((1R,6S)-6-(((1S,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl)methyl)-2,5-dioxo-7-oxabicyclo(4.1.0)hept-3-en-3-yl)methyl (2R,3S)-2,3-dihydroxybutanoate
RefChem:95251
CHEBI:226690

2D Structure

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2D Structure of 3-oxoneomacrophorin I

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9124 91.24%
Caco-2 - 0.7613 76.13%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8115 81.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8100 81.00%
OATP1B3 inhibitior + 0.9139 91.39%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.6585 65.85%
P-glycoprotein inhibitior + 0.6121 61.21%
P-glycoprotein substrate - 0.6397 63.97%
CYP3A4 substrate + 0.6862 68.62%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8923 89.23%
CYP3A4 inhibition - 0.7918 79.18%
CYP2C9 inhibition - 0.6367 63.67%
CYP2C19 inhibition - 0.7518 75.18%
CYP2D6 inhibition - 0.9329 93.29%
CYP1A2 inhibition - 0.6061 60.61%
CYP2C8 inhibition + 0.5320 53.20%
CYP inhibitory promiscuity - 0.9235 92.35%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6658 66.58%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9266 92.66%
Skin irritation - 0.5787 57.87%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3612 36.12%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.7666 76.66%
skin sensitisation - 0.7888 78.88%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.4513 45.13%
Acute Oral Toxicity (c) III 0.5644 56.44%
Estrogen receptor binding + 0.7517 75.17%
Androgen receptor binding + 0.7130 71.30%
Thyroid receptor binding + 0.5221 52.21%
Glucocorticoid receptor binding + 0.7867 78.67%
Aromatase binding + 0.6387 63.87%
PPAR gamma - 0.5192 51.92%
Honey bee toxicity - 0.7792 77.92%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.9972 99.72%

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 96.19% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.27% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.75% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.36% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.56% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.52% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.50% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.91% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 85.68% 94.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.16% 96.47%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.98% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.27% 91.07%
CHEMBL221 P23219 Cyclooxygenase-1 83.30% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.54% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.39% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.52% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 81.10% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.03% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.64% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.27% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.21% 86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 146682216
LOTUS LTS0178413
wikiData Q105276687