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(1S,2S,4S,5'R,6R,7R,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-azapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-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 248745aa-441c-459f-a574-cb59efb04a70
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 3-hydroxysteroids > 3-beta-hydroxysteroids
IUPAC Name (1S,2S,4S,5'R,6R,7R,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-azapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-ol
SMILES (Canonical) CC1CCC2(C(C3C(N2)CC4C3(CCC5C4CC=C6C5(CCC(C6)O)C)C)C)NC1
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@@H]([C@H]3[C@@H](N2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O)C)C)C)NC1
InChI InChI=1S/C27H44N2O/c1-16-7-12-27(28-15-16)17(2)24-23(29-27)14-22-20-6-5-18-13-19(30)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28-30H,6-15H2,1-4H3/t16-,17-,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1
InChI Key JXWLYDNHVXFBJA-FIBXIUFESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H44N2O
Molecular Weight 412.70 g/mol
Exact Mass 412.345364031 g/mol
Topological Polar Surface Area (TPSA) 44.30 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.86
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,5'R,6R,7R,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-azapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9946 99.46%
Caco-2 - 0.6612 66.12%
Blood Brain Barrier + 0.6629 66.29%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.4247 42.47%
OATP2B1 inhibitior - 0.5758 57.58%
OATP1B1 inhibitior + 0.9299 92.99%
OATP1B3 inhibitior + 0.9499 94.99%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.8104 81.04%
P-glycoprotein inhibitior - 0.5748 57.48%
P-glycoprotein substrate + 0.6885 68.85%
CYP3A4 substrate + 0.7327 73.27%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate - 0.7396 73.96%
CYP3A4 inhibition - 0.9363 93.63%
CYP2C9 inhibition - 0.8473 84.73%
CYP2C19 inhibition - 0.8710 87.10%
CYP2D6 inhibition - 0.8257 82.57%
CYP1A2 inhibition - 0.8703 87.03%
CYP2C8 inhibition + 0.6461 64.61%
CYP inhibitory promiscuity - 0.9183 91.83%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5473 54.73%
Eye corrosion - 0.9796 97.96%
Eye irritation - 0.9737 97.37%
Skin irritation - 0.7041 70.41%
Skin corrosion - 0.8698 86.98%
Ames mutagenesis - 0.8270 82.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6727 67.27%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5542 55.42%
skin sensitisation - 0.7888 78.88%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7497 74.97%
Acute Oral Toxicity (c) III 0.6348 63.48%
Estrogen receptor binding + 0.7363 73.63%
Androgen receptor binding + 0.7074 70.74%
Thyroid receptor binding + 0.7040 70.40%
Glucocorticoid receptor binding + 0.7548 75.48%
Aromatase binding + 0.7022 70.22%
PPAR gamma + 0.5696 56.96%
Honey bee toxicity - 0.7269 72.69%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity - 0.5513 55.13%

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 98.19% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.47% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.03% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.04% 95.93%
CHEMBL238 Q01959 Dopamine transporter 93.57% 95.88%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.94% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.14% 89.05%
CHEMBL3045 P05771 Protein kinase C beta 90.34% 97.63%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.29% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.14% 82.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.35% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.69% 94.45%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 85.22% 86.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.98% 97.79%
CHEMBL2581 P07339 Cathepsin D 84.79% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.60% 95.89%
CHEMBL242 Q92731 Estrogen receptor beta 82.76% 98.35%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.58% 95.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.56% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.22% 100.00%
CHEMBL4208 P20618 Proteasome component C5 80.12% 90.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.03% 90.17%

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.
Solanum trilobatum

Cross-Links

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PubChem 162994840
LOTUS LTS0051177
wikiData Q105232666