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(2R,3R,4S,5S,6R)-2-[(2R,3S,4S,6R)-4-hydroxy-6-[[(3S,8R,9S,10R,13R,14R,17S)-14-hydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)-4-methoxyoxane-3,5-diol

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 60fe4bb9-23e5-47de-921a-3154b0dd6f46
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[(2R,3S,4S,6R)-4-hydroxy-6-[[(3S,8R,9S,10R,13R,14R,17S)-14-hydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)-4-methoxyoxane-3,5-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H56O11/c1-17(36)21-10-13-34(40)23-7-6-19-14-20(8-11-32(19,3)22(23)9-12-33(21,34)4)43-26-15-24(37)29(18(2)42-26)45-31-28(39)30(41-5)27(38)25(16-35)44-31/h6,17-18,20-31,35-40H,7-16H2,1-5H3/t17-,18-,20+,21-,22+,23-,24+,25-,26+,27+,28-,29-,30+,31-,32+,33-,34-/m1/s1
InChI Key KROKKCYXGJSMEC-OEYZOBIYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H56O11
Molecular Weight 640.80 g/mol
Exact Mass 640.38226260 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.78
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[(2R,3S,4S,6R)-4-hydroxy-6-[[(3S,8R,9S,10R,13R,14R,17S)-14-hydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)-4-methoxyoxane-3,5-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8766 87.66%
Caco-2 - 0.8683 86.83%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6782 67.82%
OATP2B1 inhibitior - 0.5904 59.04%
OATP1B1 inhibitior + 0.8706 87.06%
OATP1B3 inhibitior + 0.9046 90.46%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5969 59.69%
P-glycoprotein inhibitior + 0.6566 65.66%
P-glycoprotein substrate + 0.6613 66.13%
CYP3A4 substrate + 0.7173 71.73%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8389 83.89%
CYP3A4 inhibition - 0.9100 91.00%
CYP2C9 inhibition - 0.9127 91.27%
CYP2C19 inhibition - 0.9255 92.55%
CYP2D6 inhibition - 0.9428 94.28%
CYP1A2 inhibition - 0.9038 90.38%
CYP2C8 inhibition + 0.5687 56.87%
CYP inhibitory promiscuity - 0.8847 88.47%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5948 59.48%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9317 93.17%
Skin irritation + 0.4917 49.17%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6599 65.99%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.9224 92.24%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9008 90.08%
Acute Oral Toxicity (c) I 0.4376 43.76%
Estrogen receptor binding + 0.7694 76.94%
Androgen receptor binding + 0.7478 74.78%
Thyroid receptor binding - 0.6042 60.42%
Glucocorticoid receptor binding + 0.5393 53.93%
Aromatase binding + 0.6516 65.16%
PPAR gamma + 0.6318 63.18%
Honey bee toxicity - 0.6654 66.54%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.8400 84.00%

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 99.06% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.60% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.19% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.03% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.50% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.28% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 93.84% 95.93%
CHEMBL2581 P07339 Cathepsin D 92.44% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.37% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.56% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.23% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.69% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.65% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.63% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.70% 91.07%
CHEMBL2996 Q05655 Protein kinase C delta 83.57% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.11% 86.33%
CHEMBL2885 P07451 Carbonic anhydrase III 81.19% 87.45%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 80.51% 95.52%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.41% 94.00%

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.
Adenia cissampeloides

Cross-Links

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PubChem 162877268
LOTUS LTS0026077
wikiData Q105145142