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Oxyline

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 9a0018bf-de66-473d-b2b5-1f566c98bf53
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[14-hydroxy-3-[4-hydroxy-5-[5-[3-hydroxy-5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(CC(O1)OC2C(OC(C(C2OC)O)OC3C(OC(CC3OC)OC4C(OC(CC4O)OC5CCC6(C(C5)CCC7C6CCC8(C7(CCC8C9=CC(=O)OC9)O)C)C)C)C)C)OC)O
SMILES (Isomeric) CC1C(C(CC(O1)OC2C(OC(C(C2OC)O)OC3C(OC(CC3OC)OC4C(OC(CC4O)OC5CCC6(C(C5)CCC7C6CCC8(C7(CCC8C9=CC(=O)OC9)O)C)C)C)C)C)OC)O
InChI InChI=1S/C50H80O17/c1-24-41(53)35(56-7)21-39(60-24)66-45-27(4)63-47(42(54)46(45)58-9)67-44-26(3)62-40(22-36(44)57-8)65-43-25(2)61-38(20-34(43)51)64-30-12-15-48(5)29(19-30)10-11-33-32(48)13-16-49(6)31(14-17-50(33,49)55)28-18-37(52)59-23-28/h18,24-27,29-36,38-47,51,53-55H,10-17,19-23H2,1-9H3
InChI Key MQKNLRFUHOJEGN-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C50H80O17
Molecular Weight 953.20 g/mol
Exact Mass 952.53955108 g/mol
Topological Polar Surface Area (TPSA) 209.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 4.06
H-Bond Acceptor 17
H-Bond Donor 4
Rotatable Bonds 12

Synonyms

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132741-68-5
DTXSID20276740
3-[14-hydroxy-3-[4-hydroxy-5-[5-[3-hydroxy-5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
3-Uzarigenin-3-O-beta-cymaropyranosyl-(1-4)-O-beta-thevetopyranosyl-(1-4)-O-beta-cymaropyranosyl-(1-4)-O-beta digitoxopyranoside
3-(14-hydroxy-3-(4-hydroxy-5-(5-(3-hydroxy-5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl)oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta(a)phenanthren-17-yl)-2H-furan-5-one
RefChem:169050
DTXCID70227984
3-{[2,6-dideoxy-3-o-methylhexopyranosyl-(1->4)-6-deoxy-3-o-methylhexopyranosyl-(1->4)-2,6-dideoxy-3-o-methylhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl]oxy}-14-hydroxycard-20(22)-enolide
DTXSID30927791
Card-20(22)-enolide, 3-((O-2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl-(1-4)-O-6-deoxy-3-O-methyl-beta-D-glucopyranosyl-(1-4)-O-2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl))

2D Structure

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2D Structure of Oxyline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9798 97.98%
Caco-2 - 0.8790 87.90%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.8327 83.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9256 92.56%
OATP1B3 inhibitior + 0.9669 96.69%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9736 97.36%
P-glycoprotein inhibitior + 0.7483 74.83%
P-glycoprotein substrate + 0.8946 89.46%
CYP3A4 substrate + 0.7153 71.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9037 90.37%
CYP3A4 inhibition - 0.8680 86.80%
CYP2C9 inhibition - 0.9034 90.34%
CYP2C19 inhibition - 0.9307 93.07%
CYP2D6 inhibition - 0.9449 94.49%
CYP1A2 inhibition - 0.8908 89.08%
CYP2C8 inhibition - 0.7091 70.91%
CYP inhibitory promiscuity - 0.9083 90.83%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4946 49.46%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9123 91.23%
Skin irritation + 0.4908 49.08%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.5424 54.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8264 82.64%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.9088 90.88%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8806 88.06%
Acute Oral Toxicity (c) I 0.7754 77.54%
Estrogen receptor binding + 0.8767 87.67%
Androgen receptor binding + 0.8381 83.81%
Thyroid receptor binding - 0.5298 52.98%
Glucocorticoid receptor binding + 0.7615 76.15%
Aromatase binding + 0.7454 74.54%
PPAR gamma + 0.8274 82.74%
Honey bee toxicity - 0.5992 59.92%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9566 95.66%

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 98.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.63% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.44% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.16% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.84% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.34% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.10% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.89% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.01% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.91% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.24% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.11% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.85% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.12% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.25% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.11% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.11% 99.23%
CHEMBL1871 P10275 Androgen Receptor 85.01% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.73% 97.14%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.40% 97.33%
CHEMBL2581 P07339 Cathepsin D 82.08% 98.95%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.50% 81.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.31% 90.71%

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.
Oxystelma esculentum

Cross-Links

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PubChem 195722
LOTUS LTS0177969
wikiData Q82007411