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5,14-dihydroxy-3-[4-hydroxy-5-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

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 8b051f85-e8be-4b3d-a410-f3f655682225
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 5,14-dihydroxy-3-[4-hydroxy-5-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical) CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3O)OC4CCC5(C6CCC7(C(CCC7(C6CCC5(C4)O)O)C8=CC(=O)OC8)C)C=O)C)C)OC)O
SMILES (Isomeric) CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3O)OC4CCC5(C6CCC7(C(CCC7(C6CCC5(C4)O)O)C8=CC(=O)OC8)C)C=O)C)C)OC)O
InChI InChI=1S/C43H66O15/c1-22-37(47)31(50-5)17-35(53-22)58-39-24(3)55-36(18-32(39)51-6)57-38-23(2)54-34(16-30(38)45)56-26-7-12-41(21-44)28-8-11-40(4)27(25-15-33(46)52-20-25)10-14-43(40,49)29(28)9-13-42(41,48)19-26/h15,21-24,26-32,34-39,45,47-49H,7-14,16-20H2,1-6H3
InChI Key OKKMMWPTBZXHLN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H66O15
Molecular Weight 823.00 g/mol
Exact Mass 822.44017139 g/mol
Topological Polar Surface Area (TPSA) 198.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.85
H-Bond Acceptor 15
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,14-dihydroxy-3-[4-hydroxy-5-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9759 97.59%
Caco-2 - 0.8888 88.88%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.8454 84.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9181 91.81%
OATP1B3 inhibitior + 0.9726 97.26%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8364 83.64%
BSEP inhibitior + 0.9622 96.22%
P-glycoprotein inhibitior + 0.7460 74.60%
P-glycoprotein substrate + 0.8317 83.17%
CYP3A4 substrate + 0.7168 71.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8989 89.89%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.9043 90.43%
CYP2C19 inhibition - 0.9471 94.71%
CYP2D6 inhibition - 0.9540 95.40%
CYP1A2 inhibition - 0.9087 90.87%
CYP2C8 inhibition - 0.6013 60.13%
CYP inhibitory promiscuity - 0.9394 93.94%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4628 46.28%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9231 92.31%
Skin irritation + 0.4943 49.43%
Skin corrosion - 0.9372 93.72%
Ames mutagenesis + 0.5230 52.30%
Human Ether-a-go-go-Related Gene inhibition + 0.8037 80.37%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7842 78.42%
skin sensitisation - 0.9150 91.50%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8378 83.78%
Acute Oral Toxicity (c) I 0.8422 84.22%
Estrogen receptor binding + 0.8574 85.74%
Androgen receptor binding + 0.8133 81.33%
Thyroid receptor binding - 0.6210 62.10%
Glucocorticoid receptor binding + 0.7422 74.22%
Aromatase binding + 0.7228 72.28%
PPAR gamma + 0.7853 78.53%
Honey bee toxicity - 0.6555 65.55%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9692 96.92%

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 98.35% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.81% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 97.05% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.19% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.01% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.65% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.54% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.88% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.88% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.49% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.47% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.25% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.17% 95.89%
CHEMBL4208 P20618 Proteasome component C5 86.73% 90.00%
CHEMBL1871 P10275 Androgen Receptor 86.23% 96.43%
CHEMBL226 P30542 Adenosine A1 receptor 85.94% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.48% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.04% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.56% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.12% 94.00%
CHEMBL2581 P07339 Cathepsin D 80.75% 98.95%

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.
Leptadenia madagascariensis

Cross-Links

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PubChem 75597810
LOTUS LTS0152810
wikiData Q105193612