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[(3R,8R,9R,10R,12R,13S,14S,17S)-17-acetyl-8,14,17-trihydroxy-3-[(2R,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] acetate

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 c23cda40-ece3-4e03-89a9-ec67131c8ec2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3R,8R,9R,10R,12R,13S,14S,17S)-17-acetyl-8,14,17-trihydroxy-3-[(2R,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H66O16/c1-20-35(47)29(51-8)18-34(52-20)58-37-22(3)54-33(17-28(37)46)57-36-21(2)53-32(16-27(36)45)56-26-10-11-38(6)25(15-26)9-12-41(49)30(38)19-31(55-24(5)44)39(7)40(48,23(4)43)13-14-42(39,41)50/h9,20-22,26-37,45-50H,10-19H2,1-8H3/t20-,21-,22-,26-,27-,28-,29-,30-,31-,32+,33+,34+,35-,36-,37-,38+,39-,40-,41-,42+/m1/s1
InChI Key OQIBAKBNODPWBP-AGUVAUEVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O16
Molecular Weight 827.00 g/mol
Exact Mass 826.43508601 g/mol
Topological Polar Surface Area (TPSA) 229.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 1.70
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,8R,9R,10R,12R,13S,14S,17S)-17-acetyl-8,14,17-trihydroxy-3-[(2R,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8916 89.16%
Caco-2 - 0.8806 88.06%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7413 74.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8598 85.98%
OATP1B3 inhibitior + 0.9150 91.50%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6874 68.74%
BSEP inhibitior + 0.9366 93.66%
P-glycoprotein inhibitior + 0.7533 75.33%
P-glycoprotein substrate + 0.7012 70.12%
CYP3A4 substrate + 0.7366 73.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8939 89.39%
CYP3A4 inhibition - 0.8774 87.74%
CYP2C9 inhibition - 0.9072 90.72%
CYP2C19 inhibition - 0.9239 92.39%
CYP2D6 inhibition - 0.9465 94.65%
CYP1A2 inhibition - 0.8810 88.10%
CYP2C8 inhibition + 0.5705 57.05%
CYP inhibitory promiscuity - 0.9725 97.25%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5449 54.49%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9128 91.28%
Skin irritation + 0.5454 54.54%
Skin corrosion - 0.9191 91.91%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7352 73.52%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8738 87.38%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8336 83.36%
Acute Oral Toxicity (c) II 0.3208 32.08%
Estrogen receptor binding + 0.8260 82.60%
Androgen receptor binding + 0.7576 75.76%
Thyroid receptor binding - 0.5387 53.87%
Glucocorticoid receptor binding + 0.7405 74.05%
Aromatase binding + 0.6912 69.12%
PPAR gamma + 0.7957 79.57%
Honey bee toxicity - 0.6298 62.98%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9600 96.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.66% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.17% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.01% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.66% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.65% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.48% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.03% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.91% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.89% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.61% 94.00%
CHEMBL2581 P07339 Cathepsin D 86.35% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.60% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.42% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 83.27% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.00% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.54% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.42% 95.89%
CHEMBL5028 O14672 ADAM10 81.80% 97.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.59% 89.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.11% 95.89%

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.
Asclepias incarnata

Cross-Links

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PubChem 162870941
LOTUS LTS0240222
wikiData Q105196833