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(2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R,5R,6S)-5-ethyl-2,3,6,7-tetrahydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[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 576bf5d3-b0c5-4c68-8c93-747c47267909
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R,5R,6S)-5-ethyl-2,3,6,7-tetrahydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CCC(CC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O)C(C)(CO)O
SMILES (Isomeric) CC[C@H](C[C@H]([C@@](C)([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)C)O)O)O)[C@@](C)(CO)O
InChI InChI=1S/C29H48O8/c1-6-16(27(4,35)15-30)11-24(34)28(5,36)23-8-10-29(37)18-12-20(31)19-13-21(32)22(33)14-25(19,2)17(18)7-9-26(23,29)3/h12,16-17,19,21-24,30,32-37H,6-11,13-15H2,1-5H3/t16-,17+,19+,21-,22+,23+,24-,25-,26-,27-,28-,29-/m1/s1
InChI Key ZBEOVYLJIQOXKK-DLGXETLDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H48O8
Molecular Weight 524.70 g/mol
Exact Mass 524.33491849 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 1.46
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R,5R,6S)-5-ethyl-2,3,6,7-tetrahydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[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 + 0.9943 99.43%
Caco-2 - 0.6767 67.67%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7900 79.00%
OATP2B1 inhibitior - 0.5739 57.39%
OATP1B1 inhibitior + 0.8881 88.81%
OATP1B3 inhibitior + 0.9616 96.16%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5702 57.02%
BSEP inhibitior + 0.7307 73.07%
P-glycoprotein inhibitior - 0.5797 57.97%
P-glycoprotein substrate + 0.6083 60.83%
CYP3A4 substrate + 0.6942 69.42%
CYP2C9 substrate - 0.8204 82.04%
CYP2D6 substrate - 0.8901 89.01%
CYP3A4 inhibition - 0.6620 66.20%
CYP2C9 inhibition - 0.8808 88.08%
CYP2C19 inhibition - 0.8984 89.84%
CYP2D6 inhibition - 0.9153 91.53%
CYP1A2 inhibition - 0.9257 92.57%
CYP2C8 inhibition + 0.4506 45.06%
CYP inhibitory promiscuity - 0.8690 86.90%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6880 68.80%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9398 93.98%
Skin irritation + 0.6473 64.73%
Skin corrosion - 0.9579 95.79%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3764 37.64%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5328 53.28%
skin sensitisation - 0.8930 89.30%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.9126 91.26%
Acute Oral Toxicity (c) III 0.6218 62.18%
Estrogen receptor binding + 0.7722 77.22%
Androgen receptor binding + 0.7578 75.78%
Thyroid receptor binding + 0.5968 59.68%
Glucocorticoid receptor binding + 0.7391 73.91%
Aromatase binding + 0.6660 66.60%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8329 83.29%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9863 98.63%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.65% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.16% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.65% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.91% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.20% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.50% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.30% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.27% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.43% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.89% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.05% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.47% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 87.24% 94.45%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.63% 94.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.92% 97.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.07% 96.90%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.46% 90.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.23% 91.07%
CHEMBL1871 P10275 Androgen Receptor 83.71% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.30% 86.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.90% 93.04%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.71% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.48% 94.45%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163043163
LOTUS LTS0013618
wikiData Q105370543