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4-O-[(1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-5-acetyloxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl] 1-O-methyl butanedioate

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 0157b117-b6eb-4942-8225-a0fabffd0fc6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 4-O-[(1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-5-acetyloxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl] 1-O-methyl butanedioate
SMILES (Canonical) CC(=O)OC1C(C2(CCC3C(C24C1O4)CCC5C3(CCC(C5)OC(=O)CCC(=O)OC)C)C)C6=COC(=O)C=C6
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H]([C@]2(CC[C@H]3[C@H]([C@@]24[C@@H]1O4)CC[C@H]5[C@@]3(CC[C@@H](C5)OC(=O)CCC(=O)OC)C)C)C6=COC(=O)C=C6
InChI InChI=1S/C31H40O9/c1-17(32)38-27-26(18-5-8-24(34)37-16-18)30(3)14-12-21-22(31(30)28(27)40-31)7-6-19-15-20(11-13-29(19,21)2)39-25(35)10-9-23(33)36-4/h5,8,16,19-22,26-28H,6-7,9-15H2,1-4H3/t19-,20+,21+,22-,26+,27-,28-,29+,30-,31-/m1/s1
InChI Key HLNMELUUOTWQDF-BRJVRDAOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H40O9
Molecular Weight 556.60 g/mol
Exact Mass 556.26723285 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.30
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-O-[(1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-5-acetyloxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl] 1-O-methyl butanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9735 97.35%
Caco-2 - 0.7772 77.72%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7463 74.63%
OATP2B1 inhibitior - 0.7209 72.09%
OATP1B1 inhibitior + 0.8017 80.17%
OATP1B3 inhibitior + 0.9563 95.63%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9554 95.54%
P-glycoprotein inhibitior + 0.8254 82.54%
P-glycoprotein substrate - 0.5077 50.77%
CYP3A4 substrate + 0.7433 74.33%
CYP2C9 substrate - 0.7991 79.91%
CYP2D6 substrate - 0.8625 86.25%
CYP3A4 inhibition - 0.5211 52.11%
CYP2C9 inhibition - 0.8934 89.34%
CYP2C19 inhibition - 0.8698 86.98%
CYP2D6 inhibition - 0.9413 94.13%
CYP1A2 inhibition - 0.8305 83.05%
CYP2C8 inhibition + 0.6450 64.50%
CYP inhibitory promiscuity - 0.8088 80.88%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6178 61.78%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9330 93.30%
Skin irritation - 0.7368 73.68%
Skin corrosion - 0.9265 92.65%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7555 75.55%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5656 56.56%
skin sensitisation - 0.8958 89.58%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6237 62.37%
Acute Oral Toxicity (c) III 0.3081 30.81%
Estrogen receptor binding + 0.8245 82.45%
Androgen receptor binding + 0.7530 75.30%
Thyroid receptor binding - 0.5372 53.72%
Glucocorticoid receptor binding + 0.8115 81.15%
Aromatase binding + 0.7135 71.35%
PPAR gamma + 0.7130 71.30%
Honey bee toxicity - 0.6908 69.08%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9832 98.32%

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 98.72% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.59% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.56% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.41% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.49% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.50% 94.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.24% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.60% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.17% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.10% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.26% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.48% 86.33%
CHEMBL5028 O14672 ADAM10 83.52% 97.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.50% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 81.34% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.21% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.17% 95.89%
CHEMBL332 P03956 Matrix metalloproteinase-1 81.11% 94.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163037743
LOTUS LTS0206684
wikiData Q105030225