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[(3S,5S,9R,10R,13R,14R,17R)-14-hydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3S,5R)-3,4,6-trihydroxy-5-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 204cd844-cc59-4732-8efd-ec0c41b151cd
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-[(2R,3S,5R)-3,4,6-trihydroxy-5-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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)OC6C(C(C(C(O6)O)OC7(C(C(C(C(O7)CO)O)O)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@H]6[C@H](C([C@H](C(O6)O)O[C@]7([C@H](C([C@@H](C(O7)CO)O)O)O)O)O)O
InChI InChI=1S/C36H52O17/c1-16(38)49-15-34-9-5-19(50-32-28(43)26(41)29(31(45)51-32)53-36(47)30(44)27(42)25(40)23(13-37)52-36)12-18(34)3-4-22-21(34)6-8-33(2)20(7-10-35(22,33)46)17-11-24(39)48-14-17/h4,11,18-21,23,25-32,37,40-47H,3,5-10,12-15H2,1-2H3/t18-,19-,20+,21-,23?,25+,26?,27?,28-,29+,30-,31?,32+,33+,34+,35-,36+/m0/s1
InChI Key RCUHGCBEZZBPLV-ILDNDBGNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H52O17
Molecular Weight 756.80 g/mol
Exact Mass 756.32045019 g/mol
Topological Polar Surface Area (TPSA) 272.00 Ų
XlogP -2.80
Atomic LogP (AlogP) -2.01
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 8

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-[(2R,3S,5R)-3,4,6-trihydroxy-5-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 - 0.8825 88.25%
Blood Brain Barrier - 0.5812 58.12%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8804 88.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8690 86.90%
OATP1B3 inhibitior + 0.9390 93.90%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7295 72.95%
P-glycoprotein inhibitior + 0.7044 70.44%
P-glycoprotein substrate + 0.6846 68.46%
CYP3A4 substrate + 0.7309 73.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8941 89.41%
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 + 0.6784 67.84%
CYP inhibitory promiscuity - 0.9140 91.40%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5194 51.94%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9167 91.67%
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 + 0.7227 72.27%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5459 54.59%
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 + 0.5080 50.80%
Acute Oral Toxicity (c) I 0.6162 61.62%
Estrogen receptor binding + 0.8454 84.54%
Androgen receptor binding + 0.7686 76.86%
Thyroid receptor binding - 0.5748 57.48%
Glucocorticoid receptor binding + 0.6248 62.48%
Aromatase binding + 0.6468 64.68%
PPAR gamma + 0.6895 68.95%
Honey bee toxicity - 0.6794 67.94%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5600 56.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.12% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.99% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.30% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.93% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.30% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.96% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.63% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.09% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.23% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.27% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.90% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.56% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.80% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.49% 92.62%
CHEMBL2581 P07339 Cathepsin D 84.35% 98.95%
CHEMBL5028 O14672 ADAM10 84.11% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 83.87% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.87% 97.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.60% 94.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.45% 96.21%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.00% 95.50%

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.
Gomphocarpus sinaicus

Cross-Links

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PubChem 162848904
LOTUS LTS0009019
wikiData Q105233971