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(1R,2S,3'R,4S,5'R,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-3',16-diol

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 2a908775-8516-4a11-a0c6-9f1a4a9e9dce
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Spirosolanes and derivatives
IUPAC Name (1R,2S,3'R,4S,5'R,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-3',16-diol
SMILES (Canonical) CC1CC(C2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)O)C)C)C)NC1)O
SMILES (Isomeric) C[C@@H]1C[C@H]([C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O)C)C)C)NC1)O
InChI InChI=1S/C27H45NO3/c1-15-11-23(30)27(28-14-15)16(2)24-22(31-27)13-21-19-6-5-17-12-18(29)7-9-25(17,3)20(19)8-10-26(21,24)4/h15-24,28-30H,5-14H2,1-4H3/t15-,16+,17+,18+,19-,20+,21+,22+,23-,24+,25+,26+,27+/m1/s1
InChI Key BEGKBLQBGOVHNM-UTIFRFMWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H45NO3
Molecular Weight 431.70 g/mol
Exact Mass 431.33994430 g/mol
Topological Polar Surface Area (TPSA) 61.70 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.34
H-Bond Acceptor 4
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 (1R,2S,3'R,4S,5'R,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-3',16-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9398 93.98%
Caco-2 - 0.6657 66.57%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.4566 45.66%
OATP2B1 inhibitior - 0.5684 56.84%
OATP1B1 inhibitior + 0.9074 90.74%
OATP1B3 inhibitior + 0.9369 93.69%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.6593 65.93%
P-glycoprotein inhibitior - 0.6821 68.21%
P-glycoprotein substrate + 0.5409 54.09%
CYP3A4 substrate + 0.7188 71.88%
CYP2C9 substrate - 0.7859 78.59%
CYP2D6 substrate - 0.7002 70.02%
CYP3A4 inhibition - 0.9874 98.74%
CYP2C9 inhibition - 0.9100 91.00%
CYP2C19 inhibition - 0.8854 88.54%
CYP2D6 inhibition - 0.9431 94.31%
CYP1A2 inhibition - 0.9393 93.93%
CYP2C8 inhibition - 0.5757 57.57%
CYP inhibitory promiscuity - 0.9545 95.45%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6124 61.24%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9503 95.03%
Skin irritation - 0.7537 75.37%
Skin corrosion - 0.9089 90.89%
Ames mutagenesis - 0.6579 65.79%
Human Ether-a-go-go-Related Gene inhibition - 0.4427 44.27%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.6956 69.56%
skin sensitisation - 0.8128 81.28%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7629 76.29%
Acute Oral Toxicity (c) III 0.6374 63.74%
Estrogen receptor binding + 0.6374 63.74%
Androgen receptor binding - 0.6042 60.42%
Thyroid receptor binding + 0.7144 71.44%
Glucocorticoid receptor binding + 0.7584 75.84%
Aromatase binding + 0.7441 74.41%
PPAR gamma + 0.5739 57.39%
Honey bee toxicity - 0.6642 66.42%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity - 0.7707 77.07%

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
CHEMBL204 P00734 Thrombin 95.47% 96.01%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.22% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.82% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.57% 89.05%
CHEMBL233 P35372 Mu opioid receptor 91.26% 97.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.25% 100.00%
CHEMBL1871 P10275 Androgen Receptor 90.91% 96.43%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.26% 96.61%
CHEMBL237 P41145 Kappa opioid receptor 89.18% 98.10%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.49% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.07% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.85% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.03% 92.94%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 84.26% 98.99%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.02% 95.58%
CHEMBL3045 P05771 Protein kinase C beta 83.82% 97.63%
CHEMBL221 P23219 Cyclooxygenase-1 83.71% 90.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.62% 96.95%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 81.92% 95.48%
CHEMBL238 Q01959 Dopamine transporter 81.18% 95.88%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.86% 97.31%
CHEMBL4581 P52732 Kinesin-like protein 1 80.36% 93.18%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.15% 91.03%

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.
There are no matching plants.

Cross-Links

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PubChem 162989412
LOTUS LTS0251091
wikiData Q104932856