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3-[(3S,5S,8R,9S,10R,11R,13R,14S,17R)-3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5,11,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-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 0797654f-f344-440c-a6c1-d026741a1a35
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 3-[(3S,5S,8R,9S,10R,11R,13R,14S,17R)-3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5,11,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC12CCC(CC1(CCC3C2C(CC4(C3(CCC4C5=CC(=O)OC5)O)C)O)O)OC6C(C(C(O6)CO)O)O
SMILES (Isomeric) C[C@]12CC[C@@H](C[C@]1(CC[C@@H]3[C@@H]2[C@@H](C[C@]4([C@@]3(CC[C@@H]4C5=CC(=O)OC5)O)C)O)O)O[C@H]6[C@@H]([C@@H]([C@H](O6)CO)O)O
InChI InChI=1S/C28H42O10/c1-25-6-3-15(37-24-23(33)22(32)19(12-29)38-24)10-27(25,34)7-4-17-21(25)18(30)11-26(2)16(5-8-28(17,26)35)14-9-20(31)36-13-14/h9,15-19,21-24,29-30,32-35H,3-8,10-13H2,1-2H3/t15-,16+,17+,18+,19+,21+,22+,23+,24+,25+,26+,27-,28-/m0/s1
InChI Key WRKFAYQQRSDZLO-IYIRMYGCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O10
Molecular Weight 538.60 g/mol
Exact Mass 538.27779753 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.15
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,5S,8R,9S,10R,11R,13R,14S,17R)-3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5,11,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-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 + 0.9004 90.04%
Caco-2 - 0.8605 86.05%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8250 82.50%
OATP2B1 inhibitior - 0.6093 60.93%
OATP1B1 inhibitior + 0.9140 91.40%
OATP1B3 inhibitior + 0.9469 94.69%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5383 53.83%
P-glycoprotein inhibitior - 0.5905 59.05%
P-glycoprotein substrate - 0.6106 61.06%
CYP3A4 substrate + 0.7033 70.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9010 90.10%
CYP3A4 inhibition - 0.9043 90.43%
CYP2C9 inhibition - 0.8937 89.37%
CYP2C19 inhibition - 0.9091 90.91%
CYP2D6 inhibition - 0.9248 92.48%
CYP1A2 inhibition - 0.9077 90.77%
CYP2C8 inhibition - 0.5747 57.47%
CYP inhibitory promiscuity - 0.9022 90.22%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5562 55.62%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9379 93.79%
Skin irritation - 0.5660 56.60%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8307 83.07%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7177 71.77%
skin sensitisation - 0.9206 92.06%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7610 76.10%
Acute Oral Toxicity (c) I 0.7249 72.49%
Estrogen receptor binding + 0.8098 80.98%
Androgen receptor binding + 0.8284 82.84%
Thyroid receptor binding - 0.6146 61.46%
Glucocorticoid receptor binding + 0.6094 60.94%
Aromatase binding + 0.7174 71.74%
PPAR gamma - 0.5114 51.14%
Honey bee toxicity - 0.7586 75.86%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9709 97.09%

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 98.77% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.28% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.13% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.80% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.75% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.68% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.50% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.06% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.64% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.59% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.06% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 88.94% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.00% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.86% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.90% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 81.67% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.66% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.36% 96.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.93% 92.94%
CHEMBL4208 P20618 Proteasome component C5 80.47% 90.00%

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.
Ornithogalum umbellatum

Cross-Links

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PubChem 101639187
LOTUS LTS0108164
wikiData Q105311353