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methyl (1R,2'R,5S,11R,12R,15R)-2'-hydroxy-3-methyl-7-oxo-2'-propan-2-ylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate

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 316ec876-ff17-4d4c-b374-9cbc2bccd442
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name methyl (1R,2'R,5S,11R,12R,15R)-2'-hydroxy-3-methyl-7-oxo-2'-propan-2-ylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate
SMILES (Canonical) CC(C)C1(CCC2(CO1)C3CC(=O)C4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C)O
SMILES (Isomeric) CC(C)[C@]1(CC[C@@]2(CO1)[C@@H]3CC(=O)C4=C5[C@@]2(C[C@H]([C@H]5CC4)C(=O)OC)CN(C3)C)O
InChI InChI=1S/C24H35NO5/c1-14(2)24(28)8-7-22(13-30-24)15-9-19(26)17-6-5-16-18(21(27)29-4)10-23(22,20(16)17)12-25(3)11-15/h14-16,18,28H,5-13H2,1-4H3/t15-,16-,18-,22-,23-,24-/m1/s1
InChI Key YVLZKLOWMPZZGP-ATBWPENNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H35NO5
Molecular Weight 417.50 g/mol
Exact Mass 417.25152322 g/mol
Topological Polar Surface Area (TPSA) 76.10 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.55
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2'R,5S,11R,12R,15R)-2'-hydroxy-3-methyl-7-oxo-2'-propan-2-ylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9319 93.19%
Caco-2 + 0.7307 73.07%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5402 54.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8999 89.99%
OATP1B3 inhibitior + 0.9404 94.04%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5174 51.74%
P-glycoprotein inhibitior - 0.6505 65.05%
P-glycoprotein substrate + 0.5906 59.06%
CYP3A4 substrate + 0.6961 69.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8428 84.28%
CYP3A4 inhibition - 0.7493 74.93%
CYP2C9 inhibition - 0.8750 87.50%
CYP2C19 inhibition - 0.9069 90.69%
CYP2D6 inhibition - 0.9118 91.18%
CYP1A2 inhibition - 0.8704 87.04%
CYP2C8 inhibition - 0.7374 73.74%
CYP inhibitory promiscuity - 0.9861 98.61%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.5221 52.21%
Eye corrosion - 0.9837 98.37%
Eye irritation - 0.9291 92.91%
Skin irritation - 0.7536 75.36%
Skin corrosion - 0.9166 91.66%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5509 55.09%
Micronuclear - 0.5500 55.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8150 81.50%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.6548 65.48%
Acute Oral Toxicity (c) III 0.5925 59.25%
Estrogen receptor binding + 0.7553 75.53%
Androgen receptor binding + 0.7144 71.44%
Thyroid receptor binding + 0.5491 54.91%
Glucocorticoid receptor binding + 0.7504 75.04%
Aromatase binding + 0.5229 52.29%
PPAR gamma - 0.5096 50.96%
Honey bee toxicity - 0.7364 73.64%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8613 86.13%

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 98.40% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.35% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.16% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.43% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.07% 85.14%
CHEMBL261 P00915 Carbonic anhydrase I 93.74% 96.76%
CHEMBL2581 P07339 Cathepsin D 93.24% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.58% 91.19%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.34% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.20% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.16% 99.23%
CHEMBL4072 P07858 Cathepsin B 87.94% 93.67%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.59% 95.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.19% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.12% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.71% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.70% 97.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.53% 93.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.24% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.99% 97.09%
CHEMBL205 P00918 Carbonic anhydrase II 83.64% 98.44%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.13% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.66% 94.00%
CHEMBL234 P35462 Dopamine D3 receptor 82.60% 90.48%
CHEMBL4073 P09237 Matrix metalloproteinase 7 81.42% 97.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.48% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.27% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.23% 89.50%

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.
Daphniphyllum gracile

Cross-Links

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PubChem 162883310
LOTUS LTS0090166
wikiData Q105365591