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3-[8,14-dihydroxy-3-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 2193fbfb-840c-4f18-909f-e921a1c573e8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[8,14-dihydroxy-3-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4(C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)O)C)OC)O
SMILES (Isomeric) CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4(C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)O)C)OC)O
InChI InChI=1S/C30H46O8/c1-17-26(32)22(35-4)15-25(37-17)38-20-6-9-27(2)19(14-20)5-11-29(33)23(27)8-10-28(3)21(7-12-30(28,29)34)18-13-24(31)36-16-18/h13,17,19-23,25-26,32-34H,5-12,14-16H2,1-4H3
InChI Key UZWLNBWIIKVXSW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O8
Molecular Weight 534.70 g/mol
Exact Mass 534.31926842 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.25
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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176519-75-8

2D Structure

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2D Structure of 3-[8,14-dihydroxy-3-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 + 0.9595 95.95%
Caco-2 - 0.7685 76.85%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.8370 83.70%
OATP2B1 inhibitior - 0.5801 58.01%
OATP1B1 inhibitior + 0.9261 92.61%
OATP1B3 inhibitior + 0.9660 96.60%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.7909 79.09%
P-glycoprotein inhibitior + 0.5753 57.53%
P-glycoprotein substrate + 0.7967 79.67%
CYP3A4 substrate + 0.6993 69.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9022 90.22%
CYP3A4 inhibition - 0.9035 90.35%
CYP2C9 inhibition - 0.9036 90.36%
CYP2C19 inhibition - 0.9201 92.01%
CYP2D6 inhibition - 0.9419 94.19%
CYP1A2 inhibition - 0.8917 89.17%
CYP2C8 inhibition - 0.8161 81.61%
CYP inhibitory promiscuity - 0.9463 94.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5176 51.76%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9297 92.97%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.6379 63.79%
Human Ether-a-go-go-Related Gene inhibition + 0.6749 67.49%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.7801 78.01%
skin sensitisation - 0.9017 90.17%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7927 79.27%
Acute Oral Toxicity (c) I 0.6647 66.47%
Estrogen receptor binding + 0.7197 71.97%
Androgen receptor binding + 0.7846 78.46%
Thyroid receptor binding - 0.5552 55.52%
Glucocorticoid receptor binding + 0.7644 76.44%
Aromatase binding + 0.6972 69.72%
PPAR gamma + 0.5649 56.49%
Honey bee toxicity - 0.6806 68.06%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9614 96.14%

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 96.61% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.69% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.88% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.03% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.12% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.80% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.80% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.21% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.20% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.64% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.22% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.38% 82.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.01% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.70% 97.14%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.43% 97.33%
CHEMBL5255 O00206 Toll-like receptor 4 82.08% 92.50%
CHEMBL1871 P10275 Androgen Receptor 82.02% 96.43%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.72% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.51% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.42% 85.14%

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.
Nerium oleander

Cross-Links

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PubChem 75024884
LOTUS LTS0103186
wikiData Q105282515