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(3R,5S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R,4R,5S)-5-ethyl-3,4-dihydroxy-6-methylheptan-2-yl]-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 e6f4526d-1696-475d-bb2e-936c1360c7c8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (3R,5S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R,4R,5S)-5-ethyl-3,4-dihydroxy-6-methylheptan-2-yl]-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) CCC(C(C)C)C(C(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CCC(C4)O)C)C)O)O
SMILES (Isomeric) CC[C@H]([C@H]([C@@H]([C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC(=O)[C@@H]4[C@@]3(CC[C@H](C4)O)C)C)O)O)C(C)C
InChI InChI=1S/C29H50O4/c1-7-19(16(2)3)27(33)26(32)17(4)21-8-9-22-20-15-25(31)24-14-18(30)10-12-29(24,6)23(20)11-13-28(21,22)5/h16-24,26-27,30,32-33H,7-15H2,1-6H3/t17-,18+,19-,20-,21+,22-,23-,24+,26+,27+,28+,29+/m0/s1
InChI Key DYENWMUXSKPFLC-CRZFLPRVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H50O4
Molecular Weight 462.70 g/mol
Exact Mass 462.37091007 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.23
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R,4R,5S)-5-ethyl-3,4-dihydroxy-6-methylheptan-2-yl]-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 + 0.9924 99.24%
Caco-2 - 0.6659 66.59%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7559 75.59%
OATP2B1 inhibitior - 0.5730 57.30%
OATP1B1 inhibitior + 0.7809 78.09%
OATP1B3 inhibitior + 0.9653 96.53%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5295 52.95%
P-glycoprotein inhibitior - 0.6191 61.91%
P-glycoprotein substrate + 0.5364 53.64%
CYP3A4 substrate + 0.6846 68.46%
CYP2C9 substrate - 0.8312 83.12%
CYP2D6 substrate - 0.7607 76.07%
CYP3A4 inhibition - 0.6894 68.94%
CYP2C9 inhibition - 0.8647 86.47%
CYP2C19 inhibition - 0.8644 86.44%
CYP2D6 inhibition - 0.9577 95.77%
CYP1A2 inhibition - 0.8475 84.75%
CYP2C8 inhibition - 0.7575 75.75%
CYP inhibitory promiscuity - 0.9242 92.42%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7431 74.31%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9353 93.53%
Skin irritation + 0.5842 58.42%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5670 56.70%
Micronuclear - 0.9600 96.00%
Hepatotoxicity + 0.5031 50.31%
skin sensitisation - 0.7204 72.04%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8765 87.65%
Acute Oral Toxicity (c) III 0.5502 55.02%
Estrogen receptor binding + 0.6251 62.51%
Androgen receptor binding + 0.7593 75.93%
Thyroid receptor binding + 0.5863 58.63%
Glucocorticoid receptor binding + 0.5960 59.60%
Aromatase binding + 0.5300 53.00%
PPAR gamma - 0.5554 55.54%
Honey bee toxicity - 0.8095 80.95%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9853 98.53%

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 98.20% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.24% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.38% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.71% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.91% 91.11%
CHEMBL299 P17252 Protein kinase C alpha 90.89% 98.03%
CHEMBL226 P30542 Adenosine A1 receptor 89.07% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.38% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 88.32% 97.79%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.79% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.82% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.82% 90.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.07% 96.77%
CHEMBL1871 P10275 Androgen Receptor 84.04% 96.43%
CHEMBL221 P23219 Cyclooxygenase-1 83.33% 90.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.17% 85.31%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.06% 100.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.69% 98.05%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.61% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.17% 92.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.55% 93.56%
CHEMBL237 P41145 Kappa opioid receptor 81.55% 98.10%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.40% 97.14%
CHEMBL3837 P07711 Cathepsin L 80.26% 96.61%

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.
Oryza sativa

Cross-Links

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PubChem 12017268
LOTUS LTS0271208
wikiData Q104991338