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(3S,5S,8S,9S,10R,13S,14S,17R)-17-[1-[(2R,3R,5S)-2,5-dimethyl-1-oxa-7-azaspiro[2.5]oct-7-en-8-yl]ethyl]-3-hydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

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 63f23386-77c9-483d-80cc-41f8c836a71b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Gorgostanes and derivatives
IUPAC Name (3S,5S,8S,9S,10R,13S,14S,17R)-17-[1-[(2R,3R,5S)-2,5-dimethyl-1-oxa-7-azaspiro[2.5]oct-7-en-8-yl]ethyl]-3-hydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC1CC2(C(O2)C)C(=NC1)C(C)C3CCC4C3(CCC5C4CC(=O)C6C5(CCC(C6)O)C)C
SMILES (Isomeric) C[C@H]1C[C@]2([C@H](O2)C)C(=NC1)C(C)[C@H]3CC[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC(=O)[C@@H]6[C@@]5(CC[C@@H](C6)O)C)C
InChI InChI=1S/C29H45NO3/c1-16-14-29(18(3)33-29)26(30-15-16)17(2)21-6-7-22-20-13-25(32)24-12-19(31)8-10-28(24,5)23(20)9-11-27(21,22)4/h16-24,31H,6-15H2,1-5H3/t16-,17?,18+,19-,20-,21+,22-,23-,24+,27+,28+,29-/m0/s1
InChI Key SRGGAOPAJJPYRZ-BCZWKUJYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H45NO3
Molecular Weight 455.70 g/mol
Exact Mass 455.33994430 g/mol
Topological Polar Surface Area (TPSA) 62.20 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.46
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,8S,9S,10R,13S,14S,17R)-17-[1-[(2R,3R,5S)-2,5-dimethyl-1-oxa-7-azaspiro[2.5]oct-7-en-8-yl]ethyl]-3-hydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9770 97.70%
Caco-2 - 0.5310 53.10%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6611 66.11%
OATP2B1 inhibitior - 0.7112 71.12%
OATP1B1 inhibitior + 0.8125 81.25%
OATP1B3 inhibitior + 0.9361 93.61%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8494 84.94%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5512 55.12%
CYP3A4 substrate + 0.7427 74.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7778 77.78%
CYP3A4 inhibition - 0.6884 68.84%
CYP2C9 inhibition - 0.8668 86.68%
CYP2C19 inhibition - 0.8169 81.69%
CYP2D6 inhibition - 0.9024 90.24%
CYP1A2 inhibition - 0.8292 82.92%
CYP2C8 inhibition - 0.6864 68.64%
CYP inhibitory promiscuity - 0.9781 97.81%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6235 62.35%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9362 93.62%
Skin irritation - 0.7197 71.97%
Skin corrosion - 0.8942 89.42%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4258 42.58%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.5399 53.99%
skin sensitisation - 0.7538 75.38%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7278 72.78%
Acute Oral Toxicity (c) III 0.5729 57.29%
Estrogen receptor binding + 0.6972 69.72%
Androgen receptor binding + 0.7874 78.74%
Thyroid receptor binding + 0.5543 55.43%
Glucocorticoid receptor binding + 0.7015 70.15%
Aromatase binding + 0.5902 59.02%
PPAR gamma - 0.5428 54.28%
Honey bee toxicity - 0.7214 72.14%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity - 0.5134 51.34%

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 94.85% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.27% 97.09%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 90.50% 85.11%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.96% 91.11%
CHEMBL2581 P07339 Cathepsin D 89.71% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.06% 96.77%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.96% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.57% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.40% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.12% 93.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.00% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.97% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.86% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.79% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.00% 99.23%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 84.73% 98.46%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.54% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.17% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 84.15% 98.10%
CHEMBL1871 P10275 Androgen Receptor 84.13% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.36% 89.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.31% 89.05%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.56% 93.04%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.46% 90.08%
CHEMBL299 P17252 Protein kinase C alpha 81.21% 98.03%
CHEMBL226 P30542 Adenosine A1 receptor 80.63% 95.93%

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.
Fritillaria raddeana

Cross-Links

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PubChem 101610833
LOTUS LTS0136355
wikiData Q105259071