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

Details

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Internal ID 54c1e728-1c71-4ad2-86ba-e1607b145f9d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Spirosolanes and derivatives
IUPAC Name (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-1'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-ol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)O)C)C)C)N(C1)O
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O)C)C)C)N(C1)O
InChI InChI=1S/C27H43NO3/c1-16-7-12-27(28(30)15-16)17(2)24-23(31-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,29-30H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1
InChI Key CVTQWLHLIBABKY-VKROHFNGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H43NO3
Molecular Weight 429.60 g/mol
Exact Mass 429.32429423 g/mol
Topological Polar Surface Area (TPSA) 52.90 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.39
H-Bond Acceptor 4
H-Bond Donor 2
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,7S,8R,9S,12S,13R,16S)-1'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[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 + 0.9789 97.89%
Caco-2 - 0.5783 57.83%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.4584 45.84%
OATP2B1 inhibitior - 0.5752 57.52%
OATP1B1 inhibitior + 0.9335 93.35%
OATP1B3 inhibitior + 0.9440 94.40%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8879 88.79%
P-glycoprotein inhibitior - 0.6600 66.00%
P-glycoprotein substrate + 0.6251 62.51%
CYP3A4 substrate + 0.7368 73.68%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate - 0.7396 73.96%
CYP3A4 inhibition - 0.8098 80.98%
CYP2C9 inhibition - 0.8145 81.45%
CYP2C19 inhibition - 0.7573 75.73%
CYP2D6 inhibition - 0.8556 85.56%
CYP1A2 inhibition - 0.7977 79.77%
CYP2C8 inhibition + 0.6167 61.67%
CYP inhibitory promiscuity - 0.8130 81.30%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.4366 43.66%
Eye corrosion - 0.9801 98.01%
Eye irritation - 0.9718 97.18%
Skin irritation - 0.7462 74.62%
Skin corrosion - 0.9086 90.86%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6767 67.67%
Micronuclear - 0.5500 55.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8168 81.68%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6830 68.30%
Acute Oral Toxicity (c) III 0.6080 60.80%
Estrogen receptor binding + 0.7474 74.74%
Androgen receptor binding + 0.7214 72.14%
Thyroid receptor binding + 0.6747 67.47%
Glucocorticoid receptor binding + 0.7535 75.35%
Aromatase binding + 0.6560 65.60%
PPAR gamma + 0.5315 53.15%
Honey bee toxicity - 0.7208 72.08%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.7912 79.12%

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 97.65% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 96.09% 89.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.53% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.83% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.71% 91.11%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 88.01% 86.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.17% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.33% 86.33%
CHEMBL238 Q01959 Dopamine transporter 85.16% 95.88%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 84.57% 98.46%
CHEMBL332 P03956 Matrix metalloproteinase-1 84.50% 94.50%
CHEMBL1871 P10275 Androgen Receptor 84.24% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.07% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.67% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.48% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 83.37% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 83.15% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.48% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.68% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.31% 93.40%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.84% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.78% 97.25%

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 robustum

Cross-Links

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PubChem 163005828
LOTUS LTS0066651
wikiData Q104970992