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(2S,3S,4R,5R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-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-3-yl]oxy]oxane-3,4,5-triol

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 785660d6-5bd1-4afa-bb6d-3099ac19588f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
IUPAC Name (2S,3S,4R,5R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-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-3-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H56O6/c1-19(7-8-20(2)31(3,4)37)24-11-12-25-23-10-9-21-17-22(39-30-29(36)28(35)27(34)18-38-30)13-15-32(21,5)26(23)14-16-33(24,25)6/h9,19-20,22-30,34-37H,7-8,10-18H2,1-6H3/t19-,20+,22+,23+,24-,25+,26+,27-,28-,29+,30+,32+,33-/m1/s1
InChI Key MLUGBBQKDYWKOJ-QROIDDNHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H56O6
Molecular Weight 548.80 g/mol
Exact Mass 548.40768950 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.21
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4R,5R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-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-3-yl]oxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8869 88.69%
Caco-2 - 0.7987 79.87%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7849 78.49%
OATP2B1 inhibitior - 0.5724 57.24%
OATP1B1 inhibitior + 0.9094 90.94%
OATP1B3 inhibitior + 0.8621 86.21%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7042 70.42%
BSEP inhibitior - 0.6332 63.32%
P-glycoprotein inhibitior + 0.6230 62.30%
P-glycoprotein substrate + 0.6532 65.32%
CYP3A4 substrate + 0.7479 74.79%
CYP2C9 substrate - 0.7878 78.78%
CYP2D6 substrate - 0.8346 83.46%
CYP3A4 inhibition - 0.9042 90.42%
CYP2C9 inhibition - 0.8088 80.88%
CYP2C19 inhibition - 0.8726 87.26%
CYP2D6 inhibition - 0.9260 92.60%
CYP1A2 inhibition - 0.8299 82.99%
CYP2C8 inhibition + 0.5890 58.90%
CYP inhibitory promiscuity - 0.8822 88.22%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6840 68.40%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9401 94.01%
Skin irritation - 0.5198 51.98%
Skin corrosion - 0.9433 94.33%
Ames mutagenesis - 0.8078 80.78%
Human Ether-a-go-go-Related Gene inhibition + 0.6596 65.96%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6206 62.06%
skin sensitisation - 0.8851 88.51%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9162 91.62%
Acute Oral Toxicity (c) III 0.4788 47.88%
Estrogen receptor binding + 0.6522 65.22%
Androgen receptor binding + 0.6793 67.93%
Thyroid receptor binding - 0.5706 57.06%
Glucocorticoid receptor binding + 0.6276 62.76%
Aromatase binding + 0.5577 55.77%
PPAR gamma - 0.4883 48.83%
Honey bee toxicity - 0.7222 72.22%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9720 97.20%

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 99.68% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.61% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.38% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 95.26% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.18% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.55% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.25% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.32% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.67% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.18% 92.88%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.72% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.62% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.54% 97.14%
CHEMBL1871 P10275 Androgen Receptor 83.50% 96.43%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.29% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.19% 85.31%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.97% 89.05%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.55% 91.07%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.40% 95.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.33% 90.71%
CHEMBL4581 P52732 Kinesin-like protein 1 82.04% 93.18%
CHEMBL237 P41145 Kappa opioid receptor 81.22% 98.10%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.10% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.50% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.22% 100.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.12% 95.00%

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.
Gynochthodes umbellata

Cross-Links

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PubChem 21597411
NPASS NPC126261