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4-O-[(1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-5-hydroxy-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 036b8fe9-f614-4f8a-9505-d7c15df84451
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-hydroxy-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) CC12CCC(CC1CCC3C2CCC4(C35C(O5)C(C4C6=COC(=O)C=C6)O)C)OC(=O)CCC(=O)OC
SMILES (Isomeric) C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@]35[C@H](O5)[C@@H]([C@@H]4C6=COC(=O)C=C6)O)C)OC(=O)CCC(=O)OC
InChI InChI=1S/C29H38O8/c1-27-12-10-18(36-23(32)9-8-21(30)34-3)14-17(27)5-6-20-19(27)11-13-28(2)24(16-4-7-22(31)35-15-16)25(33)26-29(20,28)37-26/h4,7,15,17-20,24-26,33H,5-6,8-14H2,1-3H3/t17-,18+,19+,20-,24+,25-,26-,27+,28-,29-/m1/s1
InChI Key ONGYSNZKOXRFQH-VXPHIYRKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H38O8
Molecular Weight 514.60 g/mol
Exact Mass 514.25666817 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.73
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

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-hydroxy-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 + 0.9331 93.31%
Caco-2 - 0.7752 77.52%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7711 77.11%
OATP2B1 inhibitior - 0.7141 71.41%
OATP1B1 inhibitior + 0.8122 81.22%
OATP1B3 inhibitior - 0.2295 22.95%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8821 88.21%
P-glycoprotein inhibitior + 0.6772 67.72%
P-glycoprotein substrate - 0.5411 54.11%
CYP3A4 substrate + 0.7371 73.71%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8518 85.18%
CYP3A4 inhibition - 0.5404 54.04%
CYP2C9 inhibition - 0.8488 84.88%
CYP2C19 inhibition - 0.8714 87.14%
CYP2D6 inhibition - 0.9395 93.95%
CYP1A2 inhibition - 0.8253 82.53%
CYP2C8 inhibition + 0.6422 64.22%
CYP inhibitory promiscuity - 0.8626 86.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5989 59.89%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9403 94.03%
Skin irritation - 0.7030 70.30%
Skin corrosion - 0.9292 92.92%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7799 77.99%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.6064 60.64%
skin sensitisation - 0.9113 91.13%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6356 63.56%
Acute Oral Toxicity (c) I 0.4850 48.50%
Estrogen receptor binding + 0.8665 86.65%
Androgen receptor binding + 0.7494 74.94%
Thyroid receptor binding - 0.5635 56.35%
Glucocorticoid receptor binding + 0.8131 81.31%
Aromatase binding + 0.7709 77.09%
PPAR gamma + 0.6505 65.05%
Honey bee toxicity - 0.7134 71.34%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9782 97.82%

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 98.97% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.60% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.00% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.01% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.84% 95.89%
CHEMBL332 P03956 Matrix metalloproteinase-1 87.73% 94.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.41% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.73% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.52% 96.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.85% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.22% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 84.57% 90.17%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.38% 94.00%
CHEMBL5028 O14672 ADAM10 82.96% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.22% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.84% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.74% 96.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.28% 95.71%
CHEMBL4208 P20618 Proteasome component C5 80.92% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.89% 86.33%
CHEMBL2581 P07339 Cathepsin D 80.10% 98.95%

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 163066396
LOTUS LTS0147020
wikiData Q105194683