(4,16,19-Trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-10-yl) acetate

Details

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Internal ID 49bfa794-9041-4eeb-97de-098156e8513d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Hetisine-type diterpenoid alkaloids
IUPAC Name (4,16,19-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-10-yl) acetate
SMILES (Canonical) CC(=O)OC1C2C(C3C45CCC(C6(C4C7(CC3(C1C5N7C6)CC2=C)O)C)O)O
SMILES (Isomeric) CC(=O)OC1C2C(C3C45CCC(C6(C4C7(CC3(C1C5N7C6)CC2=C)O)C)O)O
InChI InChI=1S/C22H29NO5/c1-9-6-20-7-22(27)18-19(3)8-23(22)17-13(20)15(28-10(2)24)12(9)14(26)16(20)21(17,18)5-4-11(19)25/h11-18,25-27H,1,4-8H2,2-3H3
InChI Key KLDNQFXMBMDPMZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H29NO5
Molecular Weight 387.50 g/mol
Exact Mass 387.20457303 g/mol
Topological Polar Surface Area (TPSA) 90.20 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.65
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4,16,19-Trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-10-yl) acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9534 95.34%
Caco-2 - 0.6158 61.58%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5898 58.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9007 90.07%
OATP1B3 inhibitior + 0.9368 93.68%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7349 73.49%
BSEP inhibitior - 0.8107 81.07%
P-glycoprotein inhibitior - 0.7939 79.39%
P-glycoprotein substrate - 0.5809 58.09%
CYP3A4 substrate + 0.6961 69.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8468 84.68%
CYP3A4 inhibition - 0.9489 94.89%
CYP2C9 inhibition - 0.8898 88.98%
CYP2C19 inhibition - 0.8545 85.45%
CYP2D6 inhibition - 0.9244 92.44%
CYP1A2 inhibition - 0.8553 85.53%
CYP2C8 inhibition - 0.7164 71.64%
CYP inhibitory promiscuity - 0.8736 87.36%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5169 51.69%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9375 93.75%
Skin irritation - 0.7322 73.22%
Skin corrosion - 0.9289 92.89%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5574 55.74%
Micronuclear + 0.6000 60.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8575 85.75%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.6639 66.39%
Acute Oral Toxicity (c) III 0.5579 55.79%
Estrogen receptor binding + 0.7240 72.40%
Androgen receptor binding + 0.7009 70.09%
Thyroid receptor binding + 0.6666 66.66%
Glucocorticoid receptor binding + 0.7251 72.51%
Aromatase binding + 0.6593 65.93%
PPAR gamma + 0.5505 55.05%
Honey bee toxicity - 0.8048 80.48%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9665 96.65%

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 96.56% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.25% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.84% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 90.84% 91.19%
CHEMBL204 P00734 Thrombin 89.08% 96.01%
CHEMBL2581 P07339 Cathepsin D 88.43% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.71% 95.89%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.08% 94.08%
CHEMBL221 P23219 Cyclooxygenase-1 84.83% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.02% 82.69%
CHEMBL5028 O14672 ADAM10 83.45% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.63% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.61% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.11% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.99% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.69% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.25% 100.00%

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.
Delphinium majus

Cross-Links

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PubChem 74430054
LOTUS LTS0240464
wikiData Q104400340