(1S,2S,4S,6S,7R,8R,10R,11R)-13-[(E)-2-hydroxyethenyl]-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.24,7.01,10.02,7]nonadecane-6,8-diol

Details

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Internal ID 5185d2bf-eb5a-4da2-ad0a-9f9cfabb8fcd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
IUPAC Name (1S,2S,4S,6S,7R,8R,10R,11R)-13-[(E)-2-hydroxyethenyl]-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.24,7.01,10.02,7]nonadecane-6,8-diol
SMILES (Canonical) CC12CCCC3(C1CC(C45C3CC(CC4)C(=C)C5O)O)CN(C2)C=CO
SMILES (Isomeric) C[C@@]12CCC[C@@]3([C@@H]1C[C@H]([C@]45[C@H]3C[C@H](CC4)C(=C)[C@@H]5O)O)CN(C2)/C=C/O
InChI InChI=1S/C22H33NO3/c1-14-15-4-7-22(19(14)26)17(10-15)21-6-3-5-20(2,16(21)11-18(22)25)12-23(13-21)8-9-24/h8-9,15-19,24-26H,1,3-7,10-13H2,2H3/b9-8+/t15-,16+,17-,18+,19-,20-,21-,22+/m0/s1
InChI Key FTQRXKFOEBGLHT-CCILUZPSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H33NO3
Molecular Weight 359.50 g/mol
Exact Mass 359.24604391 g/mol
Topological Polar Surface Area (TPSA) 63.90 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.22
H-Bond Acceptor 4
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 (1S,2S,4S,6S,7R,8R,10R,11R)-13-[(E)-2-hydroxyethenyl]-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.24,7.01,10.02,7]nonadecane-6,8-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8884 88.84%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.6570 65.70%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Lysosomes 0.5932 59.32%
OATP2B1 inhibitior - 0.8624 86.24%
OATP1B1 inhibitior + 0.9022 90.22%
OATP1B3 inhibitior + 0.9431 94.31%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6317 63.17%
BSEP inhibitior - 0.6433 64.33%
P-glycoprotein inhibitior - 0.8738 87.38%
P-glycoprotein substrate - 0.6883 68.83%
CYP3A4 substrate + 0.6533 65.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6702 67.02%
CYP3A4 inhibition - 0.9197 91.97%
CYP2C9 inhibition - 0.8510 85.10%
CYP2C19 inhibition - 0.7771 77.71%
CYP2D6 inhibition - 0.8533 85.33%
CYP1A2 inhibition - 0.8219 82.19%
CYP2C8 inhibition + 0.5069 50.69%
CYP inhibitory promiscuity - 0.9278 92.78%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5249 52.49%
Eye corrosion - 0.9802 98.02%
Eye irritation - 0.9524 95.24%
Skin irritation - 0.6970 69.70%
Skin corrosion - 0.8708 87.08%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8817 88.17%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5416 54.16%
skin sensitisation - 0.8041 80.41%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8086 80.86%
Acute Oral Toxicity (c) III 0.5800 58.00%
Estrogen receptor binding + 0.8060 80.60%
Androgen receptor binding + 0.6385 63.85%
Thyroid receptor binding + 0.6909 69.09%
Glucocorticoid receptor binding + 0.7358 73.58%
Aromatase binding + 0.5981 59.81%
PPAR gamma + 0.5954 59.54%
Honey bee toxicity - 0.8021 80.21%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.7288 72.88%

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
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.84% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.28% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 89.24% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.37% 97.25%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 87.77% 90.24%
CHEMBL1937 Q92769 Histone deacetylase 2 86.94% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.73% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.83% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.34% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.23% 97.09%
CHEMBL238 Q01959 Dopamine transporter 82.74% 95.88%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.32% 89.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 81.16% 95.69%
CHEMBL226 P30542 Adenosine A1 receptor 80.55% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.54% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.27% 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 uncinatum

Cross-Links

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PubChem 102121479
LOTUS LTS0066840
wikiData Q105001220