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[(3S,5S,8R,9S,10S,13R,14S,16S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-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 287e86f9-aaef-4cde-98df-f38a4f3478fa
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [(3S,5S,8R,9S,10S,13R,14S,16S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CC(C5C6=CC(=O)OC6)OC(=O)C)O)C)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H](C2)CC[C@@H]4[C@@H]3CC[C@]5([C@@]4(C[C@@H]([C@@H]5C6=CC(=O)OC6)OC(=O)C)O)C)C)O)O)O
InChI InChI=1S/C31H46O10/c1-15-25(34)26(35)27(36)28(39-15)41-19-7-9-29(3)18(12-19)5-6-21-20(29)8-10-30(4)24(17-11-23(33)38-14-17)22(40-16(2)32)13-31(21,30)37/h11,15,18-22,24-28,34-37H,5-10,12-14H2,1-4H3/t15-,18-,19-,20-,21+,22-,24-,25-,26+,27+,28-,29-,30+,31-/m0/s1
InChI Key LBPZKMZBSNQRII-LQDMUGSUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H46O10
Molecular Weight 578.70 g/mol
Exact Mass 578.30909766 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 2.00
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5S,8R,9S,10S,13R,14S,16S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-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 + 0.9064 90.64%
Caco-2 - 0.8578 85.78%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8452 84.52%
OATP2B1 inhibitior - 0.5881 58.81%
OATP1B1 inhibitior + 0.9330 93.30%
OATP1B3 inhibitior + 0.9607 96.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5365 53.65%
P-glycoprotein inhibitior + 0.6264 62.64%
P-glycoprotein substrate + 0.7048 70.48%
CYP3A4 substrate + 0.7301 73.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9053 90.53%
CYP3A4 inhibition - 0.8988 89.88%
CYP2C9 inhibition - 0.9103 91.03%
CYP2C19 inhibition - 0.9449 94.49%
CYP2D6 inhibition - 0.9455 94.55%
CYP1A2 inhibition - 0.9355 93.55%
CYP2C8 inhibition + 0.4601 46.01%
CYP inhibitory promiscuity - 0.9512 95.12%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5424 54.24%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9359 93.59%
Skin irritation + 0.5376 53.76%
Skin corrosion - 0.9313 93.13%
Ames mutagenesis - 0.6393 63.93%
Human Ether-a-go-go-Related Gene inhibition + 0.7038 70.38%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7467 74.67%
skin sensitisation - 0.9109 91.09%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6920 69.20%
Acute Oral Toxicity (c) I 0.8519 85.19%
Estrogen receptor binding + 0.7256 72.56%
Androgen receptor binding + 0.7879 78.79%
Thyroid receptor binding - 0.6481 64.81%
Glucocorticoid receptor binding + 0.6651 66.51%
Aromatase binding + 0.6526 65.26%
PPAR gamma + 0.6127 61.27%
Honey bee toxicity - 0.6374 63.74%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9823 98.23%

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 98.23% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.51% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.39% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.39% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.84% 94.45%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 92.58% 81.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.78% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.37% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.77% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.59% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.18% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.72% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.78% 96.77%
CHEMBL4208 P20618 Proteasome component C5 83.75% 90.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.54% 82.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.03% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.41% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.61% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 80.93% 92.50%
CHEMBL2581 P07339 Cathepsin D 80.61% 98.95%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.50% 97.33%
CHEMBL5028 O14672 ADAM10 80.28% 97.50%

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.
Mallotus nudiflorus

Cross-Links

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PubChem 101384470
LOTUS LTS0111632
wikiData Q105149539