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(3S,4S,5R,8S,9S,10R,13R,14S,17R)-3,4,5-trihydroxy-17-[(2R,5S)-6-hydroxy-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[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 48b7e282-2e1b-4e22-b904-e56efed73338
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,4S,5R,8S,9S,10R,13R,14S,17R)-3,4,5-trihydroxy-17-[(2R,5S)-6-hydroxy-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(CCC(C)C(C)(C)O)C1CCC2C1(CCC3C2CC(=O)C4(C3(CCC(C4O)O)C)O)C
SMILES (Isomeric) C[C@H](CC[C@H](C)C(C)(C)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC(=O)[C@]4([C@@]3(CC[C@@H]([C@@H]4O)O)C)O)C
InChI InChI=1S/C28H48O5/c1-16(7-8-17(2)25(3,4)32)19-9-10-20-18-15-23(30)28(33)24(31)22(29)12-14-27(28,6)21(18)11-13-26(19,20)5/h16-22,24,29,31-33H,7-15H2,1-6H3/t16-,17+,18+,19-,20+,21+,22+,24+,26-,27-,28+/m1/s1
InChI Key WYPYZVSLCYOPKA-DEYGRSJFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H48O5
Molecular Weight 464.70 g/mol
Exact Mass 464.35017463 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.09
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4S,5R,8S,9S,10R,13R,14S,17R)-3,4,5-trihydroxy-17-[(2R,5S)-6-hydroxy-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[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 + 0.9693 96.93%
Caco-2 - 0.6457 64.57%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7109 71.09%
OATP2B1 inhibitior - 0.5739 57.39%
OATP1B1 inhibitior + 0.8602 86.02%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5090 50.90%
P-glycoprotein inhibitior - 0.6425 64.25%
P-glycoprotein substrate - 0.5463 54.63%
CYP3A4 substrate + 0.7240 72.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7939 79.39%
CYP3A4 inhibition - 0.8192 81.92%
CYP2C9 inhibition - 0.8322 83.22%
CYP2C19 inhibition - 0.8164 81.64%
CYP2D6 inhibition - 0.9654 96.54%
CYP1A2 inhibition - 0.8061 80.61%
CYP2C8 inhibition - 0.7161 71.61%
CYP inhibitory promiscuity - 0.9568 95.68%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7253 72.53%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9511 95.11%
Skin irritation + 0.6119 61.19%
Skin corrosion - 0.9267 92.67%
Ames mutagenesis - 0.7232 72.32%
Human Ether-a-go-go-Related Gene inhibition - 0.4034 40.34%
Micronuclear - 0.9500 95.00%
Hepatotoxicity + 0.5283 52.83%
skin sensitisation - 0.7793 77.93%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8178 81.78%
Acute Oral Toxicity (c) III 0.4549 45.49%
Estrogen receptor binding + 0.7725 77.25%
Androgen receptor binding + 0.7953 79.53%
Thyroid receptor binding + 0.6559 65.59%
Glucocorticoid receptor binding + 0.7176 71.76%
Aromatase binding + 0.6720 67.20%
PPAR gamma - 0.5625 56.25%
Honey bee toxicity - 0.7764 77.64%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9681 96.81%

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 99.63% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.37% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.19% 91.11%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 93.40% 93.04%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.70% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.60% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 89.09% 97.79%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.08% 90.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.08% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.86% 100.00%
CHEMBL1902 P62942 FK506-binding protein 1A 87.82% 97.05%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.63% 89.34%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.95% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.82% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.82% 95.56%
CHEMBL1871 P10275 Androgen Receptor 86.56% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.22% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.56% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 83.27% 94.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.27% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.01% 82.69%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 80.11% 96.03%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 14827863
LOTUS LTS0172912
wikiData Q105322470