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5-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-3H-furan-2-one

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 c2ca4f8f-d398-4b8e-8384-e063a15ce185
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 5-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-3H-furan-2-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CCC(=O)O6)O)C)C)O)O)OC7C(C(C(C(O7)CO)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(CC[C@@H]5C6=CCC(=O)O6)O)C)C)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C35H54O13/c1-16-30(48-32-28(41)26(39)25(38)23(15-36)47-32)27(40)29(42)31(44-16)45-18-8-11-33(2)17(14-18)4-5-20-19(33)9-12-34(3)21(10-13-35(20,34)43)22-6-7-24(37)46-22/h6,16-21,23,25-32,36,38-43H,4-5,7-15H2,1-3H3/t16-,17-,18+,19+,20-,21-,23-,25-,26+,27-,28-,29-,30+,31+,32+,33+,34-,35+/m1/s1
InChI Key HXGILYGLDFFZPW-DFJCFYETSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H54O13
Molecular Weight 682.80 g/mol
Exact Mass 682.35644177 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.63
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-3H-furan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8553 85.53%
Caco-2 - 0.8857 88.57%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8182 81.82%
OATP2B1 inhibitior - 0.7386 73.86%
OATP1B1 inhibitior + 0.8598 85.98%
OATP1B3 inhibitior + 0.9278 92.78%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8037 80.37%
BSEP inhibitior - 0.5981 59.81%
P-glycoprotein inhibitior + 0.6686 66.86%
P-glycoprotein substrate - 0.5353 53.53%
CYP3A4 substrate + 0.7254 72.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8882 88.82%
CYP3A4 inhibition - 0.8966 89.66%
CYP2C9 inhibition - 0.9207 92.07%
CYP2C19 inhibition - 0.9421 94.21%
CYP2D6 inhibition - 0.9475 94.75%
CYP1A2 inhibition - 0.9229 92.29%
CYP2C8 inhibition + 0.4603 46.03%
CYP inhibitory promiscuity - 0.9106 91.06%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6203 62.03%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9298 92.98%
Skin irritation + 0.5060 50.60%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.6724 67.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8499 84.99%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7723 77.23%
skin sensitisation - 0.9276 92.76%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7971 79.71%
Acute Oral Toxicity (c) I 0.8014 80.14%
Estrogen receptor binding + 0.7933 79.33%
Androgen receptor binding + 0.7827 78.27%
Thyroid receptor binding - 0.6895 68.95%
Glucocorticoid receptor binding + 0.5538 55.38%
Aromatase binding + 0.6862 68.62%
PPAR gamma + 0.6575 65.75%
Honey bee toxicity - 0.6420 64.20%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9539 95.39%

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 99.06% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.73% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.91% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.25% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.00% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.30% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.24% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.88% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.28% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.18% 95.56%
CHEMBL2581 P07339 Cathepsin D 85.69% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.53% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.25% 92.94%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.84% 96.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.33% 96.77%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.58% 97.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.11% 95.89%
CHEMBL4208 P20618 Proteasome component C5 83.03% 90.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.65% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 80.78% 92.50%

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.
Digitalis lanata

Cross-Links

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PubChem 163024049
LOTUS LTS0276509
wikiData Q104667861