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(5R,9R,10R,13S,14S,17S)-17-[(2S,4R)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-4,4,10,13-tetramethyl-2,5,6,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-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 c6e12e80-88fe-4236-a73e-09d1b1b7499f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Monohydroxy bile acids, alcohols and derivatives
IUPAC Name (5R,9R,10R,13S,14S,17S)-17-[(2S,4R)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-4,4,10,13-tetramethyl-2,5,6,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC(CC(C1C(O1)(C)C)O)C2CCC3C2(CCC4C3=CCC5C4(CCC(=O)C5(C)C)C)C
SMILES (Isomeric) C[C@@H](C[C@H]([C@H]1C(O1)(C)C)O)[C@@H]2CC[C@H]3[C@]2(CC[C@H]4C3=CC[C@@H]5[C@@]4(CCC(=O)C5(C)C)C)C
InChI InChI=1S/C29H46O3/c1-17(16-22(30)25-27(4,5)32-25)19-9-10-20-18-8-11-23-26(2,3)24(31)13-15-29(23,7)21(18)12-14-28(19,20)6/h8,17,19-23,25,30H,9-16H2,1-7H3/t17-,19-,20+,21-,22+,23-,25-,28-,29+/m0/s1
InChI Key GNYTVUIWRDTSAZ-YKKLTTKLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O3
Molecular Weight 442.70 g/mol
Exact Mass 442.34469533 g/mol
Topological Polar Surface Area (TPSA) 49.80 Ų
XlogP 5.90
Atomic LogP (AlogP) 6.34
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R,9R,10R,13S,14S,17S)-17-[(2S,4R)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-4,4,10,13-tetramethyl-2,5,6,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9968 99.68%
Caco-2 - 0.5148 51.48%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6150 61.50%
OATP2B1 inhibitior - 0.7213 72.13%
OATP1B1 inhibitior + 0.8855 88.55%
OATP1B3 inhibitior + 0.9779 97.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7818 78.18%
P-glycoprotein inhibitior - 0.4429 44.29%
P-glycoprotein substrate - 0.6596 65.96%
CYP3A4 substrate + 0.6423 64.23%
CYP2C9 substrate - 0.8226 82.26%
CYP2D6 substrate - 0.7848 78.48%
CYP3A4 inhibition - 0.8399 83.99%
CYP2C9 inhibition - 0.8007 80.07%
CYP2C19 inhibition - 0.8014 80.14%
CYP2D6 inhibition - 0.9413 94.13%
CYP1A2 inhibition - 0.7730 77.30%
CYP2C8 inhibition - 0.7307 73.07%
CYP inhibitory promiscuity - 0.8621 86.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5625 56.25%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9617 96.17%
Skin irritation + 0.5455 54.55%
Skin corrosion - 0.9322 93.22%
Ames mutagenesis - 0.7182 71.82%
Human Ether-a-go-go-Related Gene inhibition - 0.6817 68.17%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5481 54.81%
skin sensitisation - 0.6396 63.96%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6377 63.77%
Acute Oral Toxicity (c) III 0.4531 45.31%
Estrogen receptor binding + 0.7943 79.43%
Androgen receptor binding + 0.5911 59.11%
Thyroid receptor binding + 0.7086 70.86%
Glucocorticoid receptor binding + 0.8522 85.22%
Aromatase binding + 0.5327 53.27%
PPAR gamma + 0.6637 66.37%
Honey bee toxicity - 0.8510 85.10%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.9707 97.07%

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 95.26% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.86% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.35% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.11% 90.17%
CHEMBL2581 P07339 Cathepsin D 92.81% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.18% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.27% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.00% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.33% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.83% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.78% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.43% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.22% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.65% 93.56%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.80% 85.11%
CHEMBL1937 Q92769 Histone deacetylase 2 82.07% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.72% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 80.81% 95.93%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.28% 93.04%

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.
Castela polyandra

Cross-Links

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PubChem 162959228
LOTUS LTS0100591
wikiData Q105013482