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(3S,4S,5R,8R,9S,10R,13S,14S,17S)-3,4-dihydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,17-tetradecahydrocyclopenta[a]phenanthren-16-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 be197e09-ea4a-4615-9790-16a30f47133f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name (3S,4S,5R,8R,9S,10R,13S,14S,17S)-3,4-dihydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,17-tetradecahydrocyclopenta[a]phenanthren-16-one
SMILES (Canonical) CC(C1C(=O)CC2C1(CCC3C2CCC4C3(CCC(C4O)O)C)C)O
SMILES (Isomeric) C[C@H]([C@H]1C(=O)C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H]([C@H]4O)O)C)C)O
InChI InChI=1S/C21H34O4/c1-11(22)18-17(24)10-15-12-4-5-14-19(25)16(23)7-9-20(14,2)13(12)6-8-21(15,18)3/h11-16,18-19,22-23,25H,4-10H2,1-3H3/t11-,12-,13+,14+,15+,16+,18+,19+,20-,21+/m1/s1
InChI Key SULJQTGPGCOLMA-KMRUKNPZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H34O4
Molecular Weight 350.50 g/mol
Exact Mass 350.24570956 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.54
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4S,5R,8R,9S,10R,13S,14S,17S)-3,4-dihydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,17-tetradecahydrocyclopenta[a]phenanthren-16-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9836 98.36%
Caco-2 - 0.5836 58.36%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7211 72.11%
OATP2B1 inhibitior - 0.7375 73.75%
OATP1B1 inhibitior + 0.9094 90.94%
OATP1B3 inhibitior + 0.9536 95.36%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior - 0.5139 51.39%
P-glycoprotein inhibitior - 0.7479 74.79%
P-glycoprotein substrate - 0.7723 77.23%
CYP3A4 substrate + 0.6723 67.23%
CYP2C9 substrate - 0.8312 83.12%
CYP2D6 substrate - 0.7607 76.07%
CYP3A4 inhibition - 0.8369 83.69%
CYP2C9 inhibition - 0.8655 86.55%
CYP2C19 inhibition - 0.8157 81.57%
CYP2D6 inhibition - 0.9725 97.25%
CYP1A2 inhibition - 0.5399 53.99%
CYP2C8 inhibition - 0.9505 95.05%
CYP inhibitory promiscuity - 0.9861 98.61%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6079 60.79%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9625 96.25%
Skin irritation + 0.7036 70.36%
Skin corrosion - 0.9007 90.07%
Ames mutagenesis - 0.8170 81.70%
Human Ether-a-go-go-Related Gene inhibition - 0.6535 65.35%
Micronuclear - 0.9500 95.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8184 81.84%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8187 81.87%
Acute Oral Toxicity (c) III 0.4707 47.07%
Estrogen receptor binding + 0.8052 80.52%
Androgen receptor binding + 0.7405 74.05%
Thyroid receptor binding + 0.7321 73.21%
Glucocorticoid receptor binding + 0.8438 84.38%
Aromatase binding + 0.7012 70.12%
PPAR gamma - 0.7091 70.91%
Honey bee toxicity - 0.8271 82.71%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9608 96.08%

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
CHEMBL204 P00734 Thrombin 95.06% 96.01%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.51% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.18% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.99% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.49% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.17% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.15% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.14% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.18% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.46% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.14% 95.56%
CHEMBL1871 P10275 Androgen Receptor 86.11% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.66% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.41% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.30% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.62% 89.00%
CHEMBL237 P41145 Kappa opioid receptor 83.16% 98.10%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.07% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.99% 93.03%
CHEMBL2535 P11166 Glucose transporter 82.27% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.47% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.67% 92.88%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.30% 96.38%

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.
Toona ciliata

Cross-Links

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PubChem 53243408
LOTUS LTS0031776
wikiData Q105261050