(2S,3R,4S,5S,6R)-2-[(E)-2-(3,12-dihydroxy-4,4,8,14-tetramethyl-1,2,3,5,6,7,9,10,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)-7-hydroxy-6-methylhept-5-en-2-yl]oxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol

Details

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Internal ID ac039599-96ff-4153-a662-36345f953a3e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[(E)-2-(3,12-dihydroxy-4,4,8,14-tetramethyl-1,2,3,5,6,7,9,10,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)-7-hydroxy-6-methylhept-5-en-2-yl]oxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3CCC(C4(C)C)O)C)O)C)OC5C(C(C(C(O5)COC6C(C(C(CO6)O)O)O)O)O)O)CO
SMILES (Isomeric) C/C(=C\CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3CCC(C4(C)C)O)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)O)O)/CO
InChI InChI=1S/C40H68O13/c1-20(17-41)8-7-13-40(6,53-36-34(49)32(47)31(46)27(52-36)19-51-35-33(48)30(45)26(43)18-50-35)23-12-15-39(5)29(23)25(42)16-24-21-9-10-28(44)37(2,3)22(21)11-14-38(24,39)4/h8,21-36,41-49H,7,9-19H2,1-6H3/b20-8+/t21?,22?,23?,24?,25?,26-,27-,28?,29?,30+,31-,32+,33-,34-,35-,36+,38?,39?,40?/m1/s1
InChI Key OYAIGUDDJQAZSC-AHSKFEOESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H68O13
Molecular Weight 757.00 g/mol
Exact Mass 756.46599222 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.37
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(E)-2-(3,12-dihydroxy-4,4,8,14-tetramethyl-1,2,3,5,6,7,9,10,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)-7-hydroxy-6-methylhept-5-en-2-yl]oxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6877 68.77%
Caco-2 - 0.8851 88.51%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8388 83.88%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.4504 45.04%
P-glycoprotein inhibitior + 0.7528 75.28%
P-glycoprotein substrate + 0.5766 57.66%
CYP3A4 substrate + 0.7419 74.19%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9502 95.02%
CYP2C9 inhibition - 0.8671 86.71%
CYP2C19 inhibition - 0.9036 90.36%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.9057 90.57%
CYP2C8 inhibition + 0.7098 70.98%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9155 91.55%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6648 66.48%
Human Ether-a-go-go-Related Gene inhibition + 0.7898 78.98%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5213 52.13%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8390 83.90%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7353 73.53%
Androgen receptor binding + 0.7496 74.96%
Thyroid receptor binding - 0.5890 58.90%
Glucocorticoid receptor binding + 0.5856 58.56%
Aromatase binding + 0.6884 68.84%
PPAR gamma + 0.7092 70.92%
Honey bee toxicity - 0.6150 61.50%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5745 57.45%
Fish aquatic toxicity + 0.9172 91.72%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.69% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.01% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.36% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.12% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.46% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.31% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.37% 100.00%
CHEMBL2581 P07339 Cathepsin D 92.38% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.34% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.50% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 89.97% 97.79%
CHEMBL259 P32245 Melanocortin receptor 4 89.51% 95.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.78% 82.69%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.60% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 88.11% 94.75%
CHEMBL325 Q13547 Histone deacetylase 1 86.89% 95.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.74% 94.45%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.37% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 85.21% 91.49%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.73% 96.90%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 83.90% 80.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.85% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.80% 92.94%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.62% 95.83%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.36% 90.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.30% 97.14%
CHEMBL1871 P10275 Androgen Receptor 83.15% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.37% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 82.27% 93.18%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.19% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.99% 85.31%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.96% 89.62%
CHEMBL5028 O14672 ADAM10 81.74% 97.50%
CHEMBL5957 P21589 5'-nucleotidase 81.48% 97.78%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.40% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.20% 90.08%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.72% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.21% 95.89%

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.
Corydalis pallida
Gynostemma pentaphyllum

Cross-Links

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PubChem 11968535
NPASS NPC218196
LOTUS LTS0142239
wikiData Q105203083