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3-[3-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-11,14-dihydroxy-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 c2933f60-cf9c-4bf7-8351-fa623ba206ee
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-11,14-dihydroxy-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(CC1CCC3C2C(CC4(C3(CCC4C5=CC(=O)OC5)O)C)O)OC6C(C(C(C(O6)CO)O)OC)O
SMILES (Isomeric) CC12CCC(CC1CCC3C2C(CC4(C3(CCC4C5=CC(=O)OC5)O)C)O)OC6C(C(C(C(O6)CO)O)OC)O
InChI InChI=1S/C30H46O10/c1-28-8-6-17(39-27-25(35)26(37-3)24(34)21(13-31)40-27)11-16(28)4-5-19-23(28)20(32)12-29(2)18(7-9-30(19,29)36)15-10-22(33)38-14-15/h10,16-21,23-27,31-32,34-36H,4-9,11-14H2,1-3H3
InChI Key SGTRFSTXRZASHO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O10
Molecular Weight 566.70 g/mol
Exact Mass 566.30909766 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 1.05
H-Bond Acceptor 10
H-Bond Donor 5
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-11,14-dihydroxy-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 - 0.8596 85.96%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7765 77.65%
OATP2B1 inhibitior - 0.5948 59.48%
OATP1B1 inhibitior + 0.9278 92.78%
OATP1B3 inhibitior + 0.9519 95.19%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4572 45.72%
P-glycoprotein inhibitior - 0.4411 44.11%
P-glycoprotein substrate + 0.6580 65.80%
CYP3A4 substrate + 0.7293 72.93%
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 - 0.6349 63.49%
CYP inhibitory promiscuity - 0.8822 88.22%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5625 56.25%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9312 93.12%
Skin irritation - 0.5713 57.13%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7863 78.63%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7194 71.94%
skin sensitisation - 0.9215 92.15%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6658 66.58%
Acute Oral Toxicity (c) I 0.8135 81.35%
Estrogen receptor binding + 0.7743 77.43%
Androgen receptor binding + 0.8290 82.90%
Thyroid receptor binding - 0.6567 65.67%
Glucocorticoid receptor binding + 0.6374 63.74%
Aromatase binding + 0.6809 68.09%
PPAR gamma + 0.5390 53.90%
Honey bee toxicity - 0.6575 65.75%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
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 98.89% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.80% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.30% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.22% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.79% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.07% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.04% 96.77%
CHEMBL226 P30542 Adenosine A1 receptor 90.67% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.02% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.70% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.86% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.27% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 86.26% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.99% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.73% 94.00%
CHEMBL2581 P07339 Cathepsin D 85.25% 98.95%
CHEMBL3038469 P24941 CDK2/Cyclin A 83.80% 91.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.78% 97.25%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.48% 96.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.76% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.14% 92.62%
CHEMBL1871 P10275 Androgen Receptor 81.96% 96.43%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.52% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.23% 89.00%

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 162906340
LOTUS LTS0190410
wikiData Q105252612