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Aurantoside F

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 1b3178a2-c260-46c0-a4f0-946f92f40abd
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name 2-[(2S,4Z)-4-[(2E,4E,6E,8E,10Z,12E,14E,16Z)-11,17-dichloro-1-hydroxyoctadeca-2,4,6,8,10,12,14,16-octaenylidene]-1-[(2R,3R,4S,5R)-3-[(2S,3S,4S,5R)-3,4-dihydroxy-5-[(2S,3S,4R,5R)-4-hydroxy-3-methoxy-5-methyloxolan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]-3,5-dioxopyrrolidin-2-yl]acetamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H50Cl2N2O15/c1-21(41)14-10-9-12-16-23(42)15-11-7-5-4-6-8-13-17-25(45)29-31(49)24(18-28(43)47)44(37(29)53)38-35(32(50)26(46)19-55-38)59-39-34(52)33(51)27(20-56-39)58-40-36(54-3)30(48)22(2)57-40/h4-17,22,24,26-27,30,32-36,38-40,45-46,48,50-52H,18-20H2,1-3H3,(H2,43,47)/b5-4+,8-6+,10-9+,11-7+,16-12+,17-13+,21-14-,23-15-,29-25-/t22-,24+,26-,27-,30-,32+,33-,34+,35-,36+,38-,39+,40+/m1/s1
InChI Key PLUSNOWKJZSMMW-QUGWQAMWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H50Cl2N2O15
Molecular Weight 869.70 g/mol
Exact Mass 868.2588243 g/mol
Topological Polar Surface Area (TPSA) 257.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.10
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 16

Synonyms

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aurantoside-F
RefChem:916488
2-((2S,4Z)-4-((2E,4E,6E,8E,10Z,12E,14E,16Z)-11,17-dichloro-1-hydroxyoctadeca-2,4,6,8,10,12,14,16-octaenylidene)-1-((2R,3R,4S,5R)-3-((2S,3S,4S,5R)-3,4-dihydroxy-5-((2S,3S,4R,5R)-4-hydroxy-3-methoxy-5-methyloxolan-2-yl)oxyoxan-2-yl)oxy-4,5-dihydroxyoxan-2-yl)-3,5-dioxopyrrolidin-2-yl)acetamide
2-((4Z)-4-((2E,4E,6E,8E,10Z,12E,14E,16Z)-11,17-dichloro-1-hydroxyoctadeca-2,4,6,8,10,12,14,16-octaenylidene)-1-((2R,3R,4S,5R)-3-((2S,3S,4S,5R)-3,4-dihydroxy-5-((2S,3S,4R,5R)-4-hydroxy-3-methoxy-5-methyloxolan-2-yl)oxyoxan-2-yl)oxy-4,5-dihydroxyoxan-2-yl)-3,5-dioxopyrrolidin-2-yl)acetamide
233608-99-6
CHEMBL454029

2D Structure

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2D Structure of Aurantoside F

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6488 64.88%
Caco-2 - 0.8690 86.90%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.3777 37.77%
OATP2B1 inhibitior - 0.5755 57.55%
OATP1B1 inhibitior + 0.8372 83.72%
OATP1B3 inhibitior + 0.9371 93.71%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9655 96.55%
P-glycoprotein inhibitior + 0.7215 72.15%
P-glycoprotein substrate + 0.7271 72.71%
CYP3A4 substrate + 0.7168 71.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8685 86.85%
CYP3A4 inhibition - 0.7555 75.55%
CYP2C9 inhibition - 0.8278 82.78%
CYP2C19 inhibition - 0.7809 78.09%
CYP2D6 inhibition - 0.8952 89.52%
CYP1A2 inhibition - 0.9030 90.30%
CYP2C8 inhibition + 0.6536 65.36%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.7638 76.38%
Carcinogenicity (trinary) Danger 0.4402 44.02%
Eye corrosion - 0.9843 98.43%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.7761 77.61%
Skin corrosion - 0.9255 92.55%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7656 76.56%
Micronuclear + 0.8900 89.00%
Hepatotoxicity - 0.5394 53.94%
skin sensitisation - 0.8571 85.71%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8657 86.57%
Acute Oral Toxicity (c) III 0.5797 57.97%
Estrogen receptor binding + 0.8145 81.45%
Androgen receptor binding + 0.5780 57.80%
Thyroid receptor binding + 0.5973 59.73%
Glucocorticoid receptor binding + 0.7348 73.48%
Aromatase binding - 0.4849 48.49%
PPAR gamma + 0.7689 76.89%
Honey bee toxicity - 0.6505 65.05%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity - 0.4322 43.22%

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 98.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.00% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 97.82% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.13% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.26% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 90.40% 91.19%
CHEMBL2581 P07339 Cathepsin D 89.94% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.40% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.78% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.55% 93.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.35% 90.17%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 84.81% 91.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.73% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.53% 96.00%
CHEMBL4208 P20618 Proteasome component C5 81.63% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.52% 97.36%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.50% 96.77%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.02% 97.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.74% 97.09%

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 54713412
LOTUS LTS0165154
wikiData Q105211244