methyl (1'R,3S,5'S,11'R,12'R)-3'-methyl-6-propan-2-ylspiro[2,4-dihydropyran-3,15'-3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene]-12'-carboxylate

Details

Top
Internal ID 8d290821-3d87-4ab9-b89a-411689bc2ac7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name methyl (1'R,3S,5'S,11'R,12'R)-3'-methyl-6-propan-2-ylspiro[2,4-dihydropyran-3,15'-3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene]-12'-carboxylate
SMILES (Canonical) CC(C)C1=CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C
SMILES (Isomeric) CC(C)C1=CC[C@]2(CO1)[C@@H]3CCC4=C5[C@@]2(C[C@H]([C@H]5CC4)C(=O)OC)CN(C3)C
InChI InChI=1S/C24H35NO3/c1-15(2)20-9-10-23(14-28-20)17-7-5-16-6-8-18-19(22(26)27-4)11-24(23,21(16)18)13-25(3)12-17/h9,15,17-19H,5-8,10-14H2,1-4H3/t17-,18-,19-,23+,24-/m1/s1
InChI Key UCEHABYXGSMTQX-PKOVSTQUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C24H35NO3
Molecular Weight 385.50 g/mol
Exact Mass 385.26169398 g/mol
Topological Polar Surface Area (TPSA) 38.80 Ų
XlogP 3.20
Atomic LogP (AlogP) 4.17
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1'R,3S,5'S,11'R,12'R)-3'-methyl-6-propan-2-ylspiro[2,4-dihydropyran-3,15'-3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene]-12'-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8767 87.67%
Caco-2 + 0.7915 79.15%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6152 61.52%
OATP2B1 inhibitior - 0.8637 86.37%
OATP1B1 inhibitior + 0.8930 89.30%
OATP1B3 inhibitior + 0.9470 94.70%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.7604 76.04%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5670 56.70%
CYP3A4 substrate + 0.6883 68.83%
CYP2C9 substrate - 0.8097 80.97%
CYP2D6 substrate - 0.7155 71.55%
CYP3A4 inhibition - 0.6106 61.06%
CYP2C9 inhibition - 0.7855 78.55%
CYP2C19 inhibition - 0.8038 80.38%
CYP2D6 inhibition - 0.7475 74.75%
CYP1A2 inhibition - 0.6941 69.41%
CYP2C8 inhibition - 0.7068 70.68%
CYP inhibitory promiscuity - 0.6956 69.56%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5682 56.82%
Eye corrosion - 0.9755 97.55%
Eye irritation - 0.9387 93.87%
Skin irritation - 0.7972 79.72%
Skin corrosion - 0.8934 89.34%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6552 65.52%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.7114 71.14%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.6514 65.14%
Acute Oral Toxicity (c) III 0.6198 61.98%
Estrogen receptor binding + 0.7990 79.90%
Androgen receptor binding + 0.6750 67.50%
Thyroid receptor binding + 0.5651 56.51%
Glucocorticoid receptor binding + 0.6660 66.60%
Aromatase binding - 0.4899 48.99%
PPAR gamma - 0.5676 56.76%
Honey bee toxicity - 0.7619 76.19%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8859 88.59%

Targets

Top

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.45% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.44% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.22% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.21% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.62% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.01% 95.56%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 90.30% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.02% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.50% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.53% 93.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.01% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.88% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 84.24% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.28% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.85% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.55% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.14% 95.89%
CHEMBL268 P43235 Cathepsin K 80.89% 96.85%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.20% 99.17%

Plants that contains it

Top
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 paxianum

Cross-Links

Top
PubChem 163028797
LOTUS LTS0167917
wikiData Q105269845