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5-[(1S,3R,5S,6S,7R,9R,10R,13R,14R,16S,18R,20R,22S,24S,26S)-7,13,26-trihydroxy-1-methoxy-5,9,24-trimethyl-2,15,21,23-tetraoxaheptacyclo[20.3.1.03,20.05,18.06,14.09,13.014,16]hexacosan-10-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 00f9305c-743b-45e2-8749-9f85dfd00465
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 5-[(1S,3R,5S,6S,7R,9R,10R,13R,14R,16S,18R,20R,22S,24S,26S)-7,13,26-trihydroxy-1-methoxy-5,9,24-trimethyl-2,15,21,23-tetraoxaheptacyclo[20.3.1.03,20.05,18.06,14.09,13.014,16]hexacosan-10-yl]pyran-2-one
SMILES (Canonical) CC1CC2(C(C(O1)OC3CC4CC5C6(O5)C(C4(CC3O2)C)C(CC7(C6(CCC7C8=COC(=O)C=C8)O)C)O)O)OC
SMILES (Isomeric) C[C@H]1C[C@]2([C@H]([C@@H](O1)O[C@@H]3C[C@@H]4C[C@H]5[C@]6(O5)[C@@H]([C@]4(C[C@H]3O2)C)[C@@H](C[C@]7([C@@]6(CC[C@@H]7C8=COC(=O)C=C8)O)C)O)O)OC
InChI InChI=1S/C31H42O10/c1-15-11-29(36-4)25(34)26(38-15)39-20-9-17-10-22-31(41-22)24(27(17,2)13-21(20)40-29)19(32)12-28(3)18(7-8-30(28,31)35)16-5-6-23(33)37-14-16/h5-6,14-15,17-22,24-26,32,34-35H,7-13H2,1-4H3/t15-,17+,18+,19+,20+,21+,22-,24+,25-,26-,27-,28+,29-,30+,31-/m0/s1
InChI Key DSTZDPOMVKKXSY-MYCHNJANSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H42O10
Molecular Weight 574.70 g/mol
Exact Mass 574.27779753 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 2.22
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(1S,3R,5S,6S,7R,9R,10R,13R,14R,16S,18R,20R,22S,24S,26S)-7,13,26-trihydroxy-1-methoxy-5,9,24-trimethyl-2,15,21,23-tetraoxaheptacyclo[20.3.1.03,20.05,18.06,14.09,13.014,16]hexacosan-10-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 + 0.9631 96.31%
Caco-2 - 0.8170 81.70%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6895 68.95%
OATP2B1 inhibitior - 0.7181 71.81%
OATP1B1 inhibitior + 0.8480 84.80%
OATP1B3 inhibitior - 0.2423 24.23%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior + 0.6262 62.62%
P-glycoprotein inhibitior + 0.6065 60.65%
P-glycoprotein substrate + 0.5966 59.66%
CYP3A4 substrate + 0.7287 72.87%
CYP2C9 substrate - 0.7987 79.87%
CYP2D6 substrate - 0.8502 85.02%
CYP3A4 inhibition - 0.5495 54.95%
CYP2C9 inhibition - 0.7988 79.88%
CYP2C19 inhibition - 0.7708 77.08%
CYP2D6 inhibition - 0.9272 92.72%
CYP1A2 inhibition - 0.6982 69.82%
CYP2C8 inhibition + 0.5728 57.28%
CYP inhibitory promiscuity - 0.9363 93.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5532 55.32%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9393 93.93%
Skin irritation - 0.6661 66.61%
Skin corrosion - 0.9287 92.87%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6643 66.43%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5514 55.14%
skin sensitisation - 0.8877 88.77%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6294 62.94%
Acute Oral Toxicity (c) II 0.4462 44.62%
Estrogen receptor binding + 0.7316 73.16%
Androgen receptor binding + 0.7518 75.18%
Thyroid receptor binding - 0.4890 48.90%
Glucocorticoid receptor binding + 0.6466 64.66%
Aromatase binding + 0.7471 74.71%
PPAR gamma + 0.6897 68.97%
Honey bee toxicity - 0.7529 75.29%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9640 96.40%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.19% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.70% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.86% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.91% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.10% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.09% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.14% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.96% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.65% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.44% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.29% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 88.32% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.84% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.79% 95.89%
CHEMBL332 P03956 Matrix metalloproteinase-1 86.47% 94.50%
CHEMBL4208 P20618 Proteasome component C5 85.77% 90.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.96% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.96% 99.23%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.78% 97.28%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.17% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.05% 97.14%

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.
Tylecodon grandiflorus

Cross-Links

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PubChem 9872931
LOTUS LTS0024666
wikiData Q104988031