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(2S,3R,5R,9R,10R,13R,14S,17R)-2,14-dihydroxy-17-[(2S,3R)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-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 4e9050ea-04e7-40b7-90a5-22353a142e4e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,5R,9R,10R,13R,14S,17R)-2,14-dihydroxy-17-[(2S,3R)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H54O10/c1-16(2)6-7-22(35)17(3)18-9-11-33(41)20-12-23(36)21-13-25(42-30-29(40)28(39)27(38)26(15-34)43-30)24(37)14-31(21,4)19(20)8-10-32(18,33)5/h12,16-19,21-22,24-30,34-35,37-41H,6-11,13-15H2,1-5H3/t17-,18+,19-,21-,22+,24-,25+,26+,27+,28-,29+,30+,31+,32+,33+/m0/s1
InChI Key KSVDOOUCTHBNRK-VDGSSMFWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O10
Molecular Weight 610.80 g/mol
Exact Mass 610.37169792 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.45
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,5R,9R,10R,13R,14S,17R)-2,14-dihydroxy-17-[(2S,3R)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-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 + 0.9026 90.26%
Caco-2 - 0.8188 81.88%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8474 84.74%
OATP2B1 inhibitior - 0.7248 72.48%
OATP1B1 inhibitior + 0.8608 86.08%
OATP1B3 inhibitior - 0.2724 27.24%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6568 65.68%
BSEP inhibitior + 0.6009 60.09%
P-glycoprotein inhibitior + 0.6255 62.55%
P-glycoprotein substrate + 0.5199 51.99%
CYP3A4 substrate + 0.7128 71.28%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.8910 89.10%
CYP3A4 inhibition - 0.8752 87.52%
CYP2C9 inhibition - 0.8084 80.84%
CYP2C19 inhibition - 0.9022 90.22%
CYP2D6 inhibition - 0.9331 93.31%
CYP1A2 inhibition - 0.8266 82.66%
CYP2C8 inhibition + 0.4665 46.65%
CYP inhibitory promiscuity - 0.9107 91.07%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6947 69.47%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9291 92.91%
Skin irritation + 0.5185 51.85%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6552 65.52%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6302 63.02%
skin sensitisation - 0.9059 90.59%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8616 86.16%
Acute Oral Toxicity (c) III 0.6684 66.84%
Estrogen receptor binding + 0.7546 75.46%
Androgen receptor binding + 0.7631 76.31%
Thyroid receptor binding - 0.5921 59.21%
Glucocorticoid receptor binding + 0.6071 60.71%
Aromatase binding + 0.6047 60.47%
PPAR gamma + 0.5705 57.05%
Honey bee toxicity - 0.7653 76.53%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9645 96.45%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.30% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.05% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.40% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.21% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.42% 97.09%
CHEMBL2581 P07339 Cathepsin D 95.39% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 92.65% 95.93%
CHEMBL220 P22303 Acetylcholinesterase 92.21% 94.45%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.11% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.12% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.97% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.41% 100.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 87.23% 98.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.12% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.69% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.30% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.26% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.91% 96.21%
CHEMBL221 P23219 Cyclooxygenase-1 84.55% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.28% 89.00%
CHEMBL4588 P22894 Matrix metalloproteinase 8 83.91% 94.66%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.11% 94.78%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.97% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.87% 86.92%
CHEMBL4208 P20618 Proteasome component C5 81.66% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.79% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.59% 94.33%

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 101514325
LOTUS LTS0094632
wikiData Q105145600