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

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 3957f863-4fdb-483c-afc9-01cc391a8ac8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 1-[(3R,8R,9R,10R,12R,13S,14S,17R)-8,12,14-trihydroxy-3-[(2S,4R,5R,6S)-4-hydroxy-5-[(2R,4S,5R,6R)-4-hydroxy-5-[(2R,4S,5S,6R)-4-hydroxy-5-[(2R,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
SMILES (Canonical) CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4C(OC(CC4O)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)C(=O)C)C)O)C)C)C)C)OC)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H](C[C@H](O1)O[C@@H]2[C@H](O[C@@H](C[C@@H]2O)O[C@H]3[C@H](O[C@@H](C[C@@H]3O)O[C@H]4[C@@H](O[C@@H](C[C@H]4O)O[C@@H]5CC[C@@]6([C@H]7C[C@H]([C@@]8([C@@H](CC[C@]8([C@]7(CC=C6C5)O)O)C(=O)C)C)O)C)C)C)C)OC)O
InChI InChI=1S/C46H74O17/c1-21(47)28-11-14-46(54)44(28,7)34(51)20-33-43(6)12-10-27(15-26(43)9-13-45(33,46)53)60-35-16-29(48)40(23(3)57-35)61-36-17-30(49)41(24(4)58-36)62-37-18-31(50)42(25(5)59-37)63-38-19-32(55-8)39(52)22(2)56-38/h9,22-25,27-42,48-54H,10-20H2,1-8H3/t22-,23+,24-,25-,27-,28+,29-,30+,31+,32-,33-,34-,35-,36-,37-,38-,39+,40+,41+,42-,43+,44+,45-,46+/m1/s1
InChI Key HDALOXNSTLWULY-JXKSINACSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H74O17
Molecular Weight 899.10 g/mol
Exact Mass 898.49260089 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.89
H-Bond Acceptor 17
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9099 90.99%
Caco-2 - 0.8813 88.13%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7157 71.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8712 87.12%
OATP1B3 inhibitior + 0.8961 89.61%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior + 0.8997 89.97%
P-glycoprotein inhibitior + 0.7457 74.57%
P-glycoprotein substrate + 0.7240 72.40%
CYP3A4 substrate + 0.7178 71.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8718 87.18%
CYP3A4 inhibition - 0.9305 93.05%
CYP2C9 inhibition - 0.9159 91.59%
CYP2C19 inhibition - 0.9182 91.82%
CYP2D6 inhibition - 0.9398 93.98%
CYP1A2 inhibition - 0.8776 87.76%
CYP2C8 inhibition + 0.4833 48.33%
CYP inhibitory promiscuity - 0.9593 95.93%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5541 55.41%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9110 91.10%
Skin irritation + 0.5458 54.58%
Skin corrosion - 0.9262 92.62%
Ames mutagenesis - 0.6424 64.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8065 80.65%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8620 86.20%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8029 80.29%
Acute Oral Toxicity (c) II 0.3964 39.64%
Estrogen receptor binding + 0.8633 86.33%
Androgen receptor binding + 0.7514 75.14%
Thyroid receptor binding + 0.5198 51.98%
Glucocorticoid receptor binding + 0.7440 74.40%
Aromatase binding + 0.6985 69.85%
PPAR gamma + 0.8192 81.92%
Honey bee toxicity - 0.6838 68.38%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9441 94.41%

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 97.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.23% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.40% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.12% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.00% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.95% 85.14%
CHEMBL2581 P07339 Cathepsin D 87.82% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.39% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.05% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.54% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.55% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.30% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.86% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.01% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.33% 92.50%
CHEMBL5028 O14672 ADAM10 81.95% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.70% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 80.50% 95.93%

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 162991887
LOTUS LTS0185174
wikiData Q105026224