(1R,2'R,5S,11R,12R,15R)-2'-methoxy-3-methyl-2'-propan-2-ylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylic acid

Details

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Internal ID 3fb01a66-cd5c-448a-a8b8-75d5958feced
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (1R,2'R,5S,11R,12R,15R)-2'-methoxy-3-methyl-2'-propan-2-ylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylic acid
SMILES (Canonical) CC(C)C1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)O)CN(C3)C)OC
SMILES (Isomeric) CC(C)[C@]1(CC[C@@]2(CO1)[C@@H]3CCC4=C5[C@@]2(C[C@H]([C@H]5CC4)C(=O)O)CN(C3)C)OC
InChI InChI=1S/C24H37NO4/c1-15(2)24(28-4)10-9-22(14-29-24)17-7-5-16-6-8-18-19(21(26)27)11-23(22,20(16)18)13-25(3)12-17/h15,17-19H,5-14H2,1-4H3,(H,26,27)/t17-,18-,19-,22-,23-,24-/m1/s1
InChI Key CJTKUZUOJCPZPE-NAHZXOMBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H37NO4
Molecular Weight 403.60 g/mol
Exact Mass 403.27225866 g/mol
Topological Polar Surface Area (TPSA) 59.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 3.93
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8734 87.34%
Caco-2 + 0.7250 72.50%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5487 54.87%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8982 89.82%
OATP1B3 inhibitior + 0.9304 93.04%
MATE1 inhibitior - 0.9009 90.09%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.5956 59.56%
P-glycoprotein inhibitior - 0.7243 72.43%
P-glycoprotein substrate - 0.5435 54.35%
CYP3A4 substrate + 0.6838 68.38%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.7812 78.12%
CYP3A4 inhibition - 0.8400 84.00%
CYP2C9 inhibition - 0.8684 86.84%
CYP2C19 inhibition - 0.8975 89.75%
CYP2D6 inhibition - 0.8832 88.32%
CYP1A2 inhibition - 0.8483 84.83%
CYP2C8 inhibition - 0.7201 72.01%
CYP inhibitory promiscuity - 0.9613 96.13%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.5468 54.68%
Eye corrosion - 0.9839 98.39%
Eye irritation - 0.9335 93.35%
Skin irritation - 0.7620 76.20%
Skin corrosion - 0.9176 91.76%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7599 75.99%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5824 58.24%
skin sensitisation - 0.8144 81.44%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.4568 45.68%
Acute Oral Toxicity (c) III 0.6253 62.53%
Estrogen receptor binding + 0.7341 73.41%
Androgen receptor binding + 0.6834 68.34%
Thyroid receptor binding + 0.6063 60.63%
Glucocorticoid receptor binding + 0.7306 73.06%
Aromatase binding + 0.6989 69.89%
PPAR gamma - 0.5320 53.20%
Honey bee toxicity - 0.7793 77.93%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.8783 87.83%

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 98.70% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.47% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.38% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.87% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.51% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.86% 94.45%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.63% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.55% 94.62%
CHEMBL340 P08684 Cytochrome P450 3A4 87.98% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.60% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.53% 99.23%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.45% 96.47%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.43% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.24% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.15% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.04% 93.56%

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 himalayense

Cross-Links

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PubChem 163080291
LOTUS LTS0252422
wikiData Q104961677