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(1R,2S,3'S,4R,4'S,5'S,6S,7S,8R,9R,12S,13R,14R,16R)-14-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3',4',16-trihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3-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 a42e2505-9699-43b1-ae9e-e71628c0eed8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1R,2S,3'S,4R,4'S,5'S,6S,7S,8R,9R,12S,13R,14R,16R)-14-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3',4',16-trihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H58O15/c1-14-12-49-38(33(47)25(14)41)15(2)23-31(53-38)28(44)24-19-7-6-17-10-18(39)11-22(37(17,5)20(19)8-9-36(23,24)4)51-35-32(27(43)21(40)13-48-35)52-34-30(46)29(45)26(42)16(3)50-34/h6,14-16,18-27,29-35,39-43,45-47H,7-13H2,1-5H3/t14-,15-,16-,18+,19+,20-,21-,22+,23-,24+,25-,26-,27-,29+,30+,31+,32+,33-,34-,35-,36+,37-,38-/m0/s1
InChI Key FSJDDRVOPSFGSK-IDJQAGDLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H58O15
Molecular Weight 754.90 g/mol
Exact Mass 754.37757114 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -0.88
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,3'S,4R,4'S,5'S,6S,7S,8R,9R,12S,13R,14R,16R)-14-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3',4',16-trihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8860 88.60%
Caco-2 - 0.8794 87.94%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8262 82.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8461 84.61%
OATP1B3 inhibitior + 0.9256 92.56%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6115 61.15%
P-glycoprotein inhibitior + 0.7023 70.23%
P-glycoprotein substrate + 0.6694 66.94%
CYP3A4 substrate + 0.7726 77.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8480 84.80%
CYP3A4 inhibition - 0.9535 95.35%
CYP2C9 inhibition - 0.9285 92.85%
CYP2C19 inhibition - 0.9372 93.72%
CYP2D6 inhibition - 0.9326 93.26%
CYP1A2 inhibition - 0.9123 91.23%
CYP2C8 inhibition + 0.7435 74.35%
CYP inhibitory promiscuity - 0.9617 96.17%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4958 49.58%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9234 92.34%
Skin irritation + 0.5296 52.96%
Skin corrosion - 0.9372 93.72%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7154 71.54%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.5195 51.95%
skin sensitisation - 0.9031 90.31%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7321 73.21%
Acute Oral Toxicity (c) I 0.4553 45.53%
Estrogen receptor binding + 0.7868 78.68%
Androgen receptor binding + 0.7501 75.01%
Thyroid receptor binding - 0.5814 58.14%
Glucocorticoid receptor binding + 0.5930 59.30%
Aromatase binding + 0.6632 66.32%
PPAR gamma + 0.6905 69.05%
Honey bee toxicity - 0.5588 55.88%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9652 96.52%

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 98.71% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.08% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.14% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 96.52% 95.93%
CHEMBL2581 P07339 Cathepsin D 96.15% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.84% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 93.54% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.46% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.65% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.24% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.65% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.20% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.35% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.07% 97.14%
CHEMBL1871 P10275 Androgen Receptor 86.07% 96.43%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.98% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 83.70% 94.73%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.91% 90.08%
CHEMBL325 Q13547 Histone deacetylase 1 82.31% 95.92%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.03% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.95% 93.04%
CHEMBL221 P23219 Cyclooxygenase-1 80.41% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.08% 95.89%

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 thyrsoides

Cross-Links

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PubChem 101394575
LOTUS LTS0272098
wikiData Q105000661