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3-[3-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-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 9753dd48-813e-4d36-8aff-072b84d4bb9d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[3-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-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) CC12CCC(CC1CCC3C2CCC4(C3(CCC4C5=CC(=O)OC5)O)C)OC6C(C(C(C(O6)CO)O)OC)O
SMILES (Isomeric) CC12CCC(CC1CCC3C2CCC4(C3(CCC4C5=CC(=O)OC5)O)C)OC6C(C(C(C(O6)CO)O)OC)O
InChI InChI=1S/C30H46O9/c1-28-9-6-18(38-27-25(34)26(36-3)24(33)22(14-31)39-27)13-17(28)4-5-21-20(28)7-10-29(2)19(8-11-30(21,29)35)16-12-23(32)37-15-16/h12,17-22,24-27,31,33-35H,4-11,13-15H2,1-3H3
InChI Key NPKQUAAJSVQKDR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O9
Molecular Weight 550.70 g/mol
Exact Mass 550.31418304 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.08
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[3-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-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 + 0.9031 90.31%
Caco-2 - 0.8369 83.69%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7765 77.65%
OATP2B1 inhibitior - 0.5864 58.64%
OATP1B1 inhibitior + 0.9258 92.58%
OATP1B3 inhibitior + 0.9519 95.19%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4562 45.62%
P-glycoprotein inhibitior - 0.4359 43.59%
P-glycoprotein substrate + 0.6905 69.05%
CYP3A4 substrate + 0.7147 71.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9020 90.20%
CYP3A4 inhibition - 0.8983 89.83%
CYP2C9 inhibition - 0.9110 91.10%
CYP2C19 inhibition - 0.9207 92.07%
CYP2D6 inhibition - 0.9432 94.32%
CYP1A2 inhibition - 0.9286 92.86%
CYP2C8 inhibition - 0.7099 70.99%
CYP inhibitory promiscuity - 0.8822 88.22%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5625 56.25%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9392 93.92%
Skin irritation - 0.5713 57.13%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8100 81.00%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7226 72.26%
skin sensitisation - 0.9215 92.15%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7436 74.36%
Acute Oral Toxicity (c) I 0.8135 81.35%
Estrogen receptor binding + 0.7312 73.12%
Androgen receptor binding + 0.8358 83.58%
Thyroid receptor binding - 0.6403 64.03%
Glucocorticoid receptor binding + 0.6466 64.66%
Aromatase binding + 0.6856 68.56%
PPAR gamma - 0.4889 48.89%
Honey bee toxicity - 0.6619 66.19%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8932 89.32%

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 98.68% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.79% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.76% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.65% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.39% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.57% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.91% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.92% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.73% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.51% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.16% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.47% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.16% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 85.38% 95.93%
CHEMBL1871 P10275 Androgen Receptor 85.38% 96.43%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.29% 82.69%
CHEMBL2581 P07339 Cathepsin D 84.14% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.92% 96.21%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.52% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.80% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.38% 96.00%

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.
Streblus asper

Cross-Links

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PubChem 73816543
LOTUS LTS0101752
wikiData Q105183092