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(8R,9S,10R,13R,14S,16S,17R)-16-hydroxy-13-(hydroxymethyl)-17-[(2S)-2-hydroxy-6-methylheptan-2-yl]-10-methyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[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 2e784f67-1478-4c0a-a5c0-0c66f518e4f4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (8R,9S,10R,13R,14S,16S,17R)-16-hydroxy-13-(hydroxymethyl)-17-[(2S)-2-hydroxy-6-methylheptan-2-yl]-10-methyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC(C)CCCC(C)(C1C(CC2C1(CCC3C2CCC4=CC(=O)CCC34C)CO)O)O
SMILES (Isomeric) CC(C)CCC[C@@](C)([C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)CO)O)O
InChI InChI=1S/C27H44O4/c1-17(2)6-5-11-26(4,31)24-23(30)15-22-20-8-7-18-14-19(29)9-12-25(18,3)21(20)10-13-27(22,24)16-28/h14,17,20-24,28,30-31H,5-13,15-16H2,1-4H3/t20-,21+,22+,23+,24-,25+,26+,27-/m1/s1
InChI Key FZPCPWNYAGVZDO-MURXZMBNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O4
Molecular Weight 432.60 g/mol
Exact Mass 432.32395988 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.66
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 (8R,9S,10R,13R,14S,16S,17R)-16-hydroxy-13-(hydroxymethyl)-17-[(2S)-2-hydroxy-6-methylheptan-2-yl]-10-methyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[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 + 0.9926 99.26%
Caco-2 - 0.5622 56.22%
Blood Brain Barrier + 0.6741 67.41%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7701 77.01%
OATP2B1 inhibitior - 0.7276 72.76%
OATP1B1 inhibitior + 0.8948 89.48%
OATP1B3 inhibitior + 0.8552 85.52%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5011 50.11%
BSEP inhibitior + 0.9452 94.52%
P-glycoprotein inhibitior - 0.5530 55.30%
P-glycoprotein substrate + 0.5347 53.47%
CYP3A4 substrate + 0.7453 74.53%
CYP2C9 substrate - 0.8321 83.21%
CYP2D6 substrate - 0.8931 89.31%
CYP3A4 inhibition - 0.8960 89.60%
CYP2C9 inhibition - 0.8525 85.25%
CYP2C19 inhibition - 0.9202 92.02%
CYP2D6 inhibition - 0.9433 94.33%
CYP1A2 inhibition - 0.9190 91.90%
CYP2C8 inhibition - 0.7194 71.94%
CYP inhibitory promiscuity - 0.8132 81.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6924 69.24%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9753 97.53%
Skin irritation + 0.5278 52.78%
Skin corrosion - 0.9588 95.88%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4930 49.30%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.6351 63.51%
skin sensitisation - 0.8641 86.41%
Respiratory toxicity + 0.9444 94.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.9147 91.47%
Acute Oral Toxicity (c) III 0.7108 71.08%
Estrogen receptor binding + 0.7957 79.57%
Androgen receptor binding + 0.7928 79.28%
Thyroid receptor binding + 0.6465 64.65%
Glucocorticoid receptor binding + 0.8511 85.11%
Aromatase binding + 0.7295 72.95%
PPAR gamma + 0.6161 61.61%
Honey bee toxicity - 0.7407 74.07%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9828 98.28%

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 99.13% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.00% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.30% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 96.75% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.26% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.91% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.43% 98.95%
CHEMBL1871 P10275 Androgen Receptor 93.33% 96.43%
CHEMBL2996 Q05655 Protein kinase C delta 93.18% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.74% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.47% 95.89%
CHEMBL1978 P11511 Cytochrome P450 19A1 89.69% 91.76%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.56% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.35% 82.69%
CHEMBL299 P17252 Protein kinase C alpha 88.00% 98.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.28% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.08% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.48% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.44% 95.89%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.42% 97.29%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.77% 92.86%
CHEMBL4581 P52732 Kinesin-like protein 1 83.74% 93.18%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.16% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.06% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 81.60% 98.10%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.28% 89.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.94% 91.03%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.76% 85.31%

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.
There are no matching plants.

Cross-Links

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PubChem 53826729
LOTUS LTS0064388
wikiData Q105005083