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5-[(3S,5R,8R,9S,10S,13S,14R,16S,17S)-16-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-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 0c8dde47-5e72-45ef-988b-bb8b957a00bf
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 5-[(3S,5R,8R,9S,10S,13S,14R,16S,17S)-16-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one
SMILES (Canonical) CC12CCC(CC1CCC3C2CCC4(C3CC(C4C5=COC(=O)C=C5)O)C)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@@H]3C[C@@H]([C@@H]4C5=COC(=O)C=C5)O)C)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C30H44O9/c1-29-9-7-17(38-28-27(36)26(35)25(34)22(13-31)39-28)11-16(29)4-5-18-19(29)8-10-30(2)20(18)12-21(32)24(30)15-3-6-23(33)37-14-15/h3,6,14,16-22,24-28,31-32,34-36H,4-5,7-13H2,1-2H3/t16-,17+,18-,19+,20-,21+,22-,24+,25+,26+,27-,28-,29+,30+/m1/s1
InChI Key UHZJJCJVMKIPDJ-PORUTVIFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O9
Molecular Weight 548.70 g/mol
Exact Mass 548.29853298 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 1.92
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(3S,5R,8R,9S,10S,13S,14R,16S,17S)-16-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8177 81.77%
Caco-2 - 0.9006 90.06%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7964 79.64%
OATP2B1 inhibitior - 0.7199 71.99%
OATP1B1 inhibitior + 0.8330 83.30%
OATP1B3 inhibitior + 0.9109 91.09%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior - 0.5301 53.01%
P-glycoprotein inhibitior - 0.4525 45.25%
P-glycoprotein substrate - 0.7323 73.23%
CYP3A4 substrate + 0.7277 72.77%
CYP2C9 substrate - 0.8050 80.50%
CYP2D6 substrate - 0.8588 85.88%
CYP3A4 inhibition - 0.7893 78.93%
CYP2C9 inhibition - 0.9209 92.09%
CYP2C19 inhibition - 0.9196 91.96%
CYP2D6 inhibition - 0.9395 93.95%
CYP1A2 inhibition - 0.8601 86.01%
CYP2C8 inhibition + 0.5334 53.34%
CYP inhibitory promiscuity - 0.9182 91.82%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6743 67.43%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9495 94.95%
Skin irritation - 0.6915 69.15%
Skin corrosion - 0.9510 95.10%
Ames mutagenesis - 0.7244 72.44%
Human Ether-a-go-go-Related Gene inhibition + 0.8107 81.07%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6921 69.21%
skin sensitisation - 0.9327 93.27%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8150 81.50%
Acute Oral Toxicity (c) I 0.4861 48.61%
Estrogen receptor binding + 0.7856 78.56%
Androgen receptor binding + 0.7195 71.95%
Thyroid receptor binding - 0.5737 57.37%
Glucocorticoid receptor binding + 0.6470 64.70%
Aromatase binding + 0.6440 64.40%
PPAR gamma + 0.6092 60.92%
Honey bee toxicity - 0.7133 71.33%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9577 95.77%

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%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.02% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.97% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.97% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.41% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.90% 95.56%
CHEMBL2581 P07339 Cathepsin D 86.18% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.18% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.76% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 85.46% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.42% 89.00%
CHEMBL3524 P56524 Histone deacetylase 4 84.23% 92.97%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.98% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.32% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 81.30% 95.93%
CHEMBL4208 P20618 Proteasome component C5 80.69% 90.00%
CHEMBL2996 Q05655 Protein kinase C delta 80.48% 97.79%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.06% 95.83%

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.
Fusifilum depressum

Cross-Links

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PubChem 102321430
LOTUS LTS0058603
wikiData Q105273190