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[(3S,5S,9R,10R,13R,14R,17R)-14-hydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2S,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-10-yl]methyl 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 bb656d35-f4d5-4da0-a53e-45dc178fca70
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,5S,9R,10R,13R,14R,17R)-14-hydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2S,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-10-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC12CCC(CC1CC=C3C2CCC4(C3(CCC4C5=CC(=O)OC5)O)C)OC6(C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) CC(=O)OC[C@]12CC[C@@H](C[C@@H]1CC=C3[C@@H]2CC[C@]4([C@@]3(CC[C@@H]4C5=CC(=O)OC5)O)C)O[C@]6([C@H](C([C@@H](C(O6)CO)O)O)O)O
InChI InChI=1S/C31H44O12/c1-16(33)41-15-29-9-5-19(42-31(39)27(37)26(36)25(35)23(13-32)43-31)12-18(29)3-4-22-21(29)6-8-28(2)20(7-10-30(22,28)38)17-11-24(34)40-14-17/h4,11,18-21,23,25-27,32,35-39H,3,5-10,12-15H2,1-2H3/t18-,19-,20+,21-,23?,25+,26?,27-,28+,29+,30-,31-/m0/s1
InChI Key ZYRPJCLYYOJFPF-LCAZPICKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O12
Molecular Weight 608.70 g/mol
Exact Mass 608.28327683 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP -0.80
Atomic LogP (AlogP) 0.21
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5S,9R,10R,13R,14R,17R)-14-hydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2S,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-10-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8878 88.78%
Caco-2 - 0.8639 86.39%
Blood Brain Barrier - 0.5812 58.12%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8804 88.04%
OATP2B1 inhibitior - 0.7249 72.49%
OATP1B1 inhibitior + 0.8785 87.85%
OATP1B3 inhibitior + 0.9390 93.90%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6950 69.50%
P-glycoprotein inhibitior + 0.6464 64.64%
P-glycoprotein substrate + 0.6434 64.34%
CYP3A4 substrate + 0.7171 71.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8958 89.58%
CYP3A4 inhibition - 0.7941 79.41%
CYP2C9 inhibition - 0.8840 88.40%
CYP2C19 inhibition - 0.9040 90.40%
CYP2D6 inhibition - 0.9240 92.40%
CYP1A2 inhibition - 0.8777 87.77%
CYP2C8 inhibition + 0.6027 60.27%
CYP inhibitory promiscuity - 0.9140 91.40%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5194 51.94%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9337 93.37%
Skin irritation - 0.5929 59.29%
Skin corrosion - 0.9318 93.18%
Ames mutagenesis - 0.6024 60.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7385 73.85%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5084 50.84%
skin sensitisation - 0.9091 90.91%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.4806 48.06%
Acute Oral Toxicity (c) I 0.6162 61.62%
Estrogen receptor binding + 0.8379 83.79%
Androgen receptor binding + 0.7572 75.72%
Thyroid receptor binding - 0.5641 56.41%
Glucocorticoid receptor binding + 0.6417 64.17%
Aromatase binding + 0.6485 64.85%
PPAR gamma + 0.5750 57.50%
Honey bee toxicity - 0.6944 69.44%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9754 97.54%

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 97.93% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.92% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.12% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.03% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.03% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.66% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.01% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.92% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.91% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.50% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.56% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.63% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.57% 94.00%
CHEMBL2581 P07339 Cathepsin D 83.31% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 83.07% 94.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.02% 94.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.48% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.05% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.43% 89.00%
CHEMBL5028 O14672 ADAM10 81.28% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.28% 97.14%

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.
Gomphocarpus sinaicus

Cross-Links

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PubChem 162817529
LOTUS LTS0264708
wikiData Q105386368