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1-[(3S,8R,9S,10R,13S,14S,17S)-14,17-dihydroxy-3-[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methoxyethanone

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 7d62936e-ad03-4494-ad13-84dca419fe89
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 1-[(3S,8R,9S,10R,13S,14S,17S)-14,17-dihydroxy-3-[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methoxyethanone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H46O8/c1-17-25(31)22(35-5)15-24(36-17)37-19-8-10-26(2)18(14-19)6-7-21-20(26)9-11-27(3)28(21,32)12-13-29(27,33)23(30)16-34-4/h6,17,19-22,24-25,31-33H,7-16H2,1-5H3/t17-,19+,20+,21-,22+,24+,25-,26+,27+,28+,29-/m1/s1
InChI Key RGUZABVCHPAKJM-XFOXNFGNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O8
Molecular Weight 522.70 g/mol
Exact Mass 522.31926842 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.91
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9551 95.51%
Caco-2 - 0.7014 70.14%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7562 75.62%
OATP2B1 inhibitior - 0.7157 71.57%
OATP1B1 inhibitior + 0.9048 90.48%
OATP1B3 inhibitior + 0.9259 92.59%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7042 70.42%
BSEP inhibitior + 0.6126 61.26%
P-glycoprotein inhibitior - 0.4580 45.80%
P-glycoprotein substrate + 0.6192 61.92%
CYP3A4 substrate + 0.7294 72.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8604 86.04%
CYP3A4 inhibition - 0.8793 87.93%
CYP2C9 inhibition - 0.8890 88.90%
CYP2C19 inhibition - 0.9010 90.10%
CYP2D6 inhibition - 0.9374 93.74%
CYP1A2 inhibition - 0.8730 87.30%
CYP2C8 inhibition + 0.6047 60.47%
CYP inhibitory promiscuity - 0.9268 92.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6702 67.02%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9481 94.81%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9461 94.61%
Ames mutagenesis - 0.7254 72.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5480 54.80%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5944 59.44%
skin sensitisation - 0.9019 90.19%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7236 72.36%
Acute Oral Toxicity (c) I 0.3779 37.79%
Estrogen receptor binding + 0.6629 66.29%
Androgen receptor binding + 0.7751 77.51%
Thyroid receptor binding - 0.5148 51.48%
Glucocorticoid receptor binding + 0.7276 72.76%
Aromatase binding + 0.6833 68.33%
PPAR gamma - 0.5514 55.14%
Honey bee toxicity - 0.7498 74.98%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.9212 92.12%

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 99.22% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.87% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.56% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 91.51% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.43% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.76% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.90% 96.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.57% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.62% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.85% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.80% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.08% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.80% 95.89%
CHEMBL332 P03956 Matrix metalloproteinase-1 84.88% 94.50%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 84.67% 87.16%
CHEMBL255 P29275 Adenosine A2b receptor 84.01% 98.59%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.91% 85.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.83% 94.33%
CHEMBL5028 O14672 ADAM10 81.17% 97.50%
CHEMBL1914 P06276 Butyrylcholinesterase 81.11% 95.00%
CHEMBL2581 P07339 Cathepsin D 81.05% 98.95%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.41% 97.53%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.09% 99.23%

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.
Periploca sepium

Cross-Links

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PubChem 102479615
LOTUS LTS0141570
wikiData Q105236101