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(3S,5S,8S,9S,10R,13S,17R)-3-hydroxy-17-[(2S,3S,5R)-3-hydroxy-5,6-dimethylheptan-2-yl]-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 af3748f9-953b-4162-8747-9c1fdf0772c9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Dihydroxy bile acids, alcohols and derivatives
IUPAC Name (3S,5S,8S,9S,10R,13S,17R)-3-hydroxy-17-[(2S,3S,5R)-3-hydroxy-5,6-dimethylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(C)C(C)CC(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CCC(C4)O)C)C)O
SMILES (Isomeric) C[C@H](C[C@@H]([C@@H](C)[C@H]1CCC2[C@@]1(CC[C@H]3[C@H]2CC(=O)[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C)O)C(C)C
InChI InChI=1S/C28H48O3/c1-16(2)17(3)13-25(30)18(4)21-7-8-22-20-15-26(31)24-14-19(29)9-11-28(24,6)23(20)10-12-27(21,22)5/h16-25,29-30H,7-15H2,1-6H3/t17-,18+,19+,20+,21-,22?,23+,24-,25+,27-,28-/m1/s1
InChI Key JSVPGVHCEQDJCZ-UCGQCVSHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H48O3
Molecular Weight 432.70 g/mol
Exact Mass 432.36034539 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 6.60
Atomic LogP (AlogP) 5.86
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,8S,9S,10R,13S,17R)-3-hydroxy-17-[(2S,3S,5R)-3-hydroxy-5,6-dimethylheptan-2-yl]-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 + 0.9971 99.71%
Caco-2 - 0.5295 52.95%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8019 80.19%
OATP2B1 inhibitior - 0.5807 58.07%
OATP1B1 inhibitior + 0.7725 77.25%
OATP1B3 inhibitior + 0.9736 97.36%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.6175 61.75%
P-glycoprotein inhibitior - 0.5964 59.64%
P-glycoprotein substrate + 0.5365 53.65%
CYP3A4 substrate + 0.6964 69.64%
CYP2C9 substrate - 0.8408 84.08%
CYP2D6 substrate - 0.7400 74.00%
CYP3A4 inhibition - 0.8477 84.77%
CYP2C9 inhibition - 0.8500 85.00%
CYP2C19 inhibition - 0.9391 93.91%
CYP2D6 inhibition - 0.9752 97.52%
CYP1A2 inhibition - 0.8968 89.68%
CYP2C8 inhibition - 0.7831 78.31%
CYP inhibitory promiscuity - 0.8831 88.31%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7088 70.88%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9225 92.25%
Skin irritation + 0.6239 62.39%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.7570 75.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5341 53.41%
Micronuclear - 0.9900 99.00%
Hepatotoxicity + 0.5031 50.31%
skin sensitisation - 0.6039 60.39%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8326 83.26%
Acute Oral Toxicity (c) III 0.6663 66.63%
Estrogen receptor binding + 0.7272 72.72%
Androgen receptor binding + 0.7837 78.37%
Thyroid receptor binding + 0.6196 61.96%
Glucocorticoid receptor binding + 0.6848 68.48%
Aromatase binding - 0.5318 53.18%
PPAR gamma - 0.5877 58.77%
Honey bee toxicity - 0.8032 80.32%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9769 97.69%

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 97.90% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.86% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.48% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.48% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.05% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 92.57% 95.93%
CHEMBL2179 P04062 Beta-glucocerebrosidase 92.00% 85.31%
CHEMBL3837 P07711 Cathepsin L 89.88% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.70% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.14% 95.89%
CHEMBL299 P17252 Protein kinase C alpha 86.30% 98.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.15% 90.71%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.47% 93.04%
CHEMBL2996 Q05655 Protein kinase C delta 84.58% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.55% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.90% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 83.66% 98.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.40% 95.56%
CHEMBL242 Q92731 Estrogen receptor beta 81.74% 98.35%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.25% 93.03%
CHEMBL1871 P10275 Androgen Receptor 80.45% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.20% 89.00%

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.
Catharanthus roseus

Cross-Links

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PubChem 23724582
LOTUS LTS0204620
wikiData Q105134603