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(1S,5R,8R,9R,11R,14S,17S,18S)-12-[[4-[2-(dimethylamino)ethyl]phenoxy]methyl]-5-methyl-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadeca-6,12-dien-9-ol

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 8fd8dcaf-e4ff-470f-a9fe-94acee4841f5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
IUPAC Name (1S,5R,8R,9R,11R,14S,17S,18S)-12-[[4-[2-(dimethylamino)ethyl]phenoxy]methyl]-5-methyl-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadeca-6,12-dien-9-ol
SMILES (Canonical) CC12CCCC34C1CCC56C3CC(CC5(C4N=C2)O)C(=C6)COC7=CC=C(C=C7)CCN(C)C
SMILES (Isomeric) C[C@@]12CCC[C@]34[C@@H]1CC[C@]56[C@H]3C[C@H](C[C@@]5([C@@H]4N=C2)O)C(=C6)COC7=CC=C(C=C7)CCN(C)C
InChI InChI=1S/C30H40N2O2/c1-27-11-4-12-29-24(27)9-13-28-16-22(18-34-23-7-5-20(6-8-23)10-14-32(2)3)21(15-25(28)29)17-30(28,33)26(29)31-19-27/h5-8,16,19,21,24-26,33H,4,9-15,17-18H2,1-3H3/t21-,24-,25-,26-,27+,28+,29+,30+/m1/s1
InChI Key UKUFQEHTYPWMEE-NJBGYCDJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40N2O2
Molecular Weight 460.60 g/mol
Exact Mass 460.308978523 g/mol
Topological Polar Surface Area (TPSA) 45.10 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.91
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,5R,8R,9R,11R,14S,17S,18S)-12-[[4-[2-(dimethylamino)ethyl]phenoxy]methyl]-5-methyl-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadeca-6,12-dien-9-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9595 95.95%
Caco-2 - 0.7382 73.82%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6626 66.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8743 87.43%
OATP1B3 inhibitior + 0.9408 94.08%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9860 98.60%
P-glycoprotein inhibitior + 0.7448 74.48%
P-glycoprotein substrate + 0.6720 67.20%
CYP3A4 substrate + 0.7543 75.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4551 45.51%
CYP3A4 inhibition - 0.7906 79.06%
CYP2C9 inhibition - 0.8297 82.97%
CYP2C19 inhibition - 0.7920 79.20%
CYP2D6 inhibition + 0.5335 53.35%
CYP1A2 inhibition - 0.8651 86.51%
CYP2C8 inhibition + 0.6915 69.15%
CYP inhibitory promiscuity - 0.9282 92.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6233 62.33%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9574 95.74%
Skin irritation - 0.7401 74.01%
Skin corrosion - 0.8708 87.08%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7367 73.67%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.6391 63.91%
skin sensitisation - 0.7982 79.82%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.9320 93.20%
Acute Oral Toxicity (c) III 0.6284 62.84%
Estrogen receptor binding + 0.8697 86.97%
Androgen receptor binding + 0.7633 76.33%
Thyroid receptor binding + 0.6245 62.45%
Glucocorticoid receptor binding + 0.7184 71.84%
Aromatase binding + 0.7081 70.81%
PPAR gamma + 0.5979 59.79%
Honey bee toxicity - 0.7087 70.87%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.7138 71.38%

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 98.27% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.01% 97.09%
CHEMBL240 Q12809 HERG 96.69% 89.76%
CHEMBL2039 P27338 Monoamine oxidase B 96.47% 92.51%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.86% 95.89%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 94.59% 92.68%
CHEMBL226 P30542 Adenosine A1 receptor 94.14% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.51% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.28% 94.45%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.38% 94.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.74% 91.11%
CHEMBL2243 O00519 Anandamide amidohydrolase 89.78% 97.53%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.34% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.02% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.56% 99.17%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.92% 90.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.87% 97.25%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 86.97% 94.97%
CHEMBL1937 Q92769 Histone deacetylase 2 86.34% 94.75%
CHEMBL4208 P20618 Proteasome component C5 85.05% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.98% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.26% 82.69%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.59% 94.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.97% 95.17%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 80.35% 90.71%

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.
Aconitum naviculare

Cross-Links

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PubChem 163188626
LOTUS LTS0044167
wikiData Q105274907