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3-[3-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-hydroxy-6-methyloxan-2-yl]oxy-14-hydroxy-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

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 f4f137df-53ee-41ec-8aaa-871315878c47
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[3-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-hydroxy-6-methyloxan-2-yl]oxy-14-hydroxy-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)
SMILES (Isomeric)
InChI InChI=1S/C36H56O11/c1-18-29(39)32(42-5)30(40)33(45-18)47-31-19(2)44-28(16-26(31)37)46-22-8-11-34(3)21(15-22)6-7-25-24(34)9-12-35(4)23(10-13-36(25,35)41)20-14-27(38)43-17-20/h14,18-19,21-26,28-33,37,39-41H,6-13,15-17H2,1-5H3
InChI Key NURHNSZKAHSMAN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O11
Molecular Weight 664.80 g/mol
Exact Mass 664.38226260 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[3-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-hydroxy-6-methyloxan-2-yl]oxy-14-hydroxy-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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9583 95.83%
Caco-2 - 0.8730 87.30%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.7896 78.96%
OATP2B1 inhibitior - 0.7406 74.06%
OATP1B1 inhibitior + 0.9400 94.00%
OATP1B3 inhibitior + 0.9683 96.83%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7478 74.78%
P-glycoprotein inhibitior + 0.7115 71.15%
P-glycoprotein substrate + 0.8930 89.30%
CYP3A4 substrate + 0.6970 69.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9037 90.37%
CYP3A4 inhibition - 0.8949 89.49%
CYP2C9 inhibition - 0.9092 90.92%
CYP2C19 inhibition - 0.9351 93.51%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.9214 92.14%
CYP2C8 inhibition - 0.8060 80.60%
CYP inhibitory promiscuity - 0.8900 89.00%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5406 54.06%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9312 93.12%
Skin irritation - 0.5363 53.63%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.5524 55.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7891 78.91%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.9064 90.64%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8447 84.47%
Acute Oral Toxicity (c) I 0.7811 78.11%
Estrogen receptor binding + 0.7841 78.41%
Androgen receptor binding + 0.8363 83.63%
Thyroid receptor binding - 0.7087 70.87%
Glucocorticoid receptor binding + 0.6230 62.30%
Aromatase binding + 0.7265 72.65%
PPAR gamma + 0.6617 66.17%
Honey bee toxicity - 0.6233 62.33%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9474 94.74%

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 96.15% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.90% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.71% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.14% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.87% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.77% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.38% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.07% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.08% 82.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.17% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.11% 95.56%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.52% 81.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.01% 95.89%
CHEMBL1871 P10275 Androgen Receptor 87.11% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.89% 89.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.24% 91.38%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.04% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.12% 99.23%
CHEMBL2581 P07339 Cathepsin D 82.37% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.87% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.41% 97.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.19% 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.
Leptadenia madagascariensis

Cross-Links

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PubChem 76009213
LOTUS LTS0231719
wikiData Q105185993