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(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-hydroperoxy-5-propan-2-ylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-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 05d57c28-938a-47ed-a6d5-7012d1e3a1ec
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-hydroperoxy-5-propan-2-ylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CC(C)C(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)(C=C)OO
SMILES (Isomeric) C[C@H](CC[C@@](C=C)(C(C)C)OO)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI InChI=1S/C29H48O3/c1-7-29(32-31,19(2)3)17-12-20(4)24-10-11-25-23-9-8-21-18-22(30)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-8,19-20,22-26,30-31H,1,9-18H2,2-6H3/t20-,22+,23+,24-,25+,26+,27+,28-,29+/m1/s1
InChI Key WLNWTSOEOWZEGI-BDCPAJACSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O3
Molecular Weight 444.70 g/mol
Exact Mass 444.36034539 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 7.50
Atomic LogP (AlogP) 7.41
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-hydroperoxy-5-propan-2-ylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9937 99.37%
Caco-2 - 0.6521 65.21%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5951 59.51%
OATP2B1 inhibitior - 0.5777 57.77%
OATP1B1 inhibitior + 0.9102 91.02%
OATP1B3 inhibitior + 0.9143 91.43%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7979 79.79%
P-glycoprotein inhibitior - 0.4928 49.28%
P-glycoprotein substrate + 0.7266 72.66%
CYP3A4 substrate + 0.7368 73.68%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.7079 70.79%
CYP3A4 inhibition - 0.6693 66.93%
CYP2C9 inhibition - 0.8162 81.62%
CYP2C19 inhibition - 0.7370 73.70%
CYP2D6 inhibition - 0.9291 92.91%
CYP1A2 inhibition - 0.8740 87.40%
CYP2C8 inhibition + 0.5826 58.26%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.6170 61.70%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9496 94.96%
Skin irritation - 0.5489 54.89%
Skin corrosion - 0.9137 91.37%
Ames mutagenesis - 0.6954 69.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7210 72.10%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.5530 55.30%
skin sensitisation - 0.6657 66.57%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8468 84.68%
Acute Oral Toxicity (c) III 0.5300 53.00%
Estrogen receptor binding + 0.8360 83.60%
Androgen receptor binding + 0.7962 79.62%
Thyroid receptor binding + 0.6365 63.65%
Glucocorticoid receptor binding + 0.8103 81.03%
Aromatase binding + 0.6503 65.03%
PPAR gamma - 0.5372 53.72%
Honey bee toxicity - 0.6242 62.42%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9965 99.65%

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 98.21% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 95.71% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.77% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.69% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.25% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.25% 94.45%
CHEMBL240 Q12809 HERG 93.05% 89.76%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.16% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.11% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.28% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 89.20% 85.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.52% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.38% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.07% 93.56%
CHEMBL221 P23219 Cyclooxygenase-1 85.82% 90.17%
CHEMBL1871 P10275 Androgen Receptor 84.28% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.11% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.41% 94.75%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.38% 98.05%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.88% 95.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.85% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.49% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 80.22% 97.79%

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.
Strychnos spinosa

Cross-Links

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PubChem 102094445
LOTUS LTS0006239
wikiData Q105308113