[(22S)-3beta-(beta-D-Glucopyranosyloxy)-22-hydroxycholesta-5-ene-16beta-yl]3-O-acetyl-alpha-L-rhamnopyranoside

Details

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Internal ID 1474bc95-43f8-4ed3-8eda-f86261c95238
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2R,3R,4R,5S,6S)-3,5-dihydroxy-2-[[(3S,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-methyloxan-4-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2CC3C4CC=C5CC(CCC5(C4CCC3(C2C(C)C(CCC(C)C)O)C)C)OC6C(C(C(C(O6)CO)O)O)O)O)OC(=O)C)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@H]3[C@@H]4CC=C5C[C@H](CC[C@@]5([C@H]4CC[C@@]3([C@H]2[C@H](C)[C@H](CCC(C)C)O)C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)OC(=O)C)O
InChI InChI=1S/C41H68O13/c1-19(2)8-11-28(44)20(3)31-29(53-39-36(49)37(51-22(5)43)32(45)21(4)50-39)17-27-25-10-9-23-16-24(12-14-40(23,6)26(25)13-15-41(27,31)7)52-38-35(48)34(47)33(46)30(18-42)54-38/h9,19-21,24-39,42,44-49H,8,10-18H2,1-7H3/t20-,21+,24+,25-,26+,27+,28+,29+,30-,31+,32+,33-,34+,35-,36-,37-,38-,39+,40+,41+/m1/s1
InChI Key NIHZMYNUCYTEMA-CYDJIVKNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H68O13
Molecular Weight 769.00 g/mol
Exact Mass 768.46599222 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 2.58
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(22S)-3beta-(beta-D-Glucopyranosyloxy)-22-hydroxycholesta-5-ene-16beta-yl]3-O-acetyl-alpha-L-rhamnopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8800 88.00%
Caco-2 - 0.8793 87.93%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8515 85.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8790 87.90%
OATP1B3 inhibitior - 0.3152 31.52%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.6551 65.51%
P-glycoprotein inhibitior + 0.7471 74.71%
P-glycoprotein substrate + 0.6478 64.78%
CYP3A4 substrate + 0.7434 74.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8827 88.27%
CYP3A4 inhibition - 0.9072 90.72%
CYP2C9 inhibition - 0.8493 84.93%
CYP2C19 inhibition - 0.9348 93.48%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.9005 90.05%
CYP2C8 inhibition + 0.6738 67.38%
CYP inhibitory promiscuity - 0.9315 93.15%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6163 61.63%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9166 91.66%
Skin irritation + 0.5341 53.41%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.8424 84.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6536 65.36%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9069 90.69%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9400 94.00%
Acute Oral Toxicity (c) III 0.6401 64.01%
Estrogen receptor binding + 0.7830 78.30%
Androgen receptor binding + 0.6827 68.27%
Thyroid receptor binding - 0.5922 59.22%
Glucocorticoid receptor binding + 0.5813 58.13%
Aromatase binding + 0.6435 64.35%
PPAR gamma + 0.7175 71.75%
Honey bee toxicity - 0.6663 66.63%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9583 95.83%

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 99.56% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.86% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.42% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 96.99% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 96.17% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.92% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.52% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.34% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.23% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.39% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.62% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.63% 94.08%
CHEMBL237 P41145 Kappa opioid receptor 90.55% 98.10%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.49% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.08% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.82% 86.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 86.59% 89.67%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.85% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.65% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.78% 100.00%
CHEMBL255 P29275 Adenosine A2b receptor 82.60% 98.59%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.43% 89.05%
CHEMBL3401 O75469 Pregnane X receptor 82.24% 94.73%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.17% 98.05%
CHEMBL5028 O14672 ADAM10 81.78% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.10% 92.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.03% 94.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.29% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.16% 91.19%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.14% 97.36%

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.
Ornithogalum candicans

Cross-Links

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PubChem 10865599
LOTUS LTS0249845
wikiData Q105179822