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5-[(1S,3R,5S,6R,9R,10R,13R,14R,16S,18R,20R,22S,24S,25R,26R)-13,25,26-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 d0646e00-5243-4bef-a770-3a83d5f7d88e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 5-[(1S,3R,5S,6R,9R,10R,13R,14R,16S,18R,20R,22S,24S,25R,26R)-13,25,26-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) CC1C(C2(C(C(O1)OC3CC4CC5C6(O5)C(C4(CC3O2)C)CCC7(C6(CCC7C8=COC(=O)C=C8)O)C)O)OC)O
SMILES (Isomeric) C[C@H]1[C@H]([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)CC[C@]7([C@@]6(CC[C@@H]7C8=COC(=O)C=C8)O)C)O)OC)O
InChI InChI=1S/C31H42O10/c1-15-24(33)31(36-4)25(34)26(38-15)39-19-11-17-12-22-30(41-22)21(27(17,2)13-20(19)40-31)8-9-28(3)18(7-10-29(28,30)35)16-5-6-23(32)37-14-16/h5-6,14-15,17-22,24-26,33-35H,7-13H2,1-4H3/t15-,17+,18+,19+,20+,21+,22-,24+,25+,26-,27-,28+,29+,30+,31-/m0/s1
InChI Key QHKQFMBHXNVPCG-KFANHGNISA-N
Popularity 2 references 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,6R,9R,10R,13R,14R,16S,18R,20R,22S,24S,25R,26R)-13,25,26-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 + 0.9280 92.80%
Caco-2 - 0.8318 83.18%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6000 60.00%
OATP2B1 inhibitior - 0.7190 71.90%
OATP1B1 inhibitior + 0.8330 83.30%
OATP1B3 inhibitior + 0.8531 85.31%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior - 0.4692 46.92%
P-glycoprotein inhibitior + 0.6131 61.31%
P-glycoprotein substrate + 0.5713 57.13%
CYP3A4 substrate + 0.7159 71.59%
CYP2C9 substrate - 0.7987 79.87%
CYP2D6 substrate - 0.8502 85.02%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.7969 79.69%
CYP2C19 inhibition - 0.7991 79.91%
CYP2D6 inhibition - 0.9143 91.43%
CYP1A2 inhibition - 0.7659 76.59%
CYP2C8 inhibition + 0.6139 61.39%
CYP inhibitory promiscuity - 0.9183 91.83%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5869 58.69%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9360 93.60%
Skin irritation - 0.6714 67.14%
Skin corrosion - 0.9251 92.51%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4266 42.66%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5842 58.42%
skin sensitisation - 0.8836 88.36%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6449 64.49%
Acute Oral Toxicity (c) II 0.4545 45.45%
Estrogen receptor binding + 0.7272 72.72%
Androgen receptor binding + 0.7514 75.14%
Thyroid receptor binding + 0.5639 56.39%
Glucocorticoid receptor binding + 0.6448 64.48%
Aromatase binding + 0.7529 75.29%
PPAR gamma + 0.6922 69.22%
Honey bee toxicity - 0.7428 74.28%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9559 95.59%

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 97.75% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.46% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.69% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.48% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.17% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.48% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.37% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.95% 94.45%
CHEMBL332 P03956 Matrix metalloproteinase-1 88.59% 94.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.55% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.36% 89.00%
CHEMBL4208 P20618 Proteasome component C5 86.00% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.59% 85.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.42% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.60% 99.23%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.46% 100.00%
CHEMBL2581 P07339 Cathepsin D 82.26% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.19% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.08% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.98% 97.14%
CHEMBL1951 P21397 Monoamine oxidase A 80.81% 91.49%

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 wallichii

Cross-Links

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PubChem 163057759
LOTUS LTS0105611
wikiData Q105220978