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[(2R,3R,4R,5R,6R)-4-[(2S,3S,4R,5R)-4,5-dihydroxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-[[(3S,4R,8R,9S,10R,13R,14S,17R)-4-hydroxy-17-[(2R)-1-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-15-oxo-1,2,3,4,7,8,9,11,12,14,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-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 d8986744-e06b-451d-baba-4643cbf28996
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2R,3R,4R,5R,6R)-4-[(2S,3S,4R,5R)-4,5-dihydroxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-[[(3S,4R,8R,9S,10R,13R,14S,17R)-4-hydroxy-17-[(2R)-1-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-15-oxo-1,2,3,4,7,8,9,11,12,14,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(C)CCCC(CO)C1CC(=O)C2C1(CCC3C2CC=C4C3(CCC(C4O)OC5C(C(C(C(O5)COC(=O)C)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C
SMILES (Isomeric) CC(C)CCC[C@@H](CO)[C@H]1CC(=O)[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H]([C@@H]4O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)O[C@H]7[C@H]([C@@H]([C@@H](CO7)O)O)O[C@@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O)C)C
InChI InChI=1S/C52H84O24/c1-21(2)7-6-8-23(16-53)27-15-28(57)34-24-9-10-26-35(59)30(12-14-51(26,4)25(24)11-13-52(27,34)5)70-49-43(67)45(44(33(73-49)20-68-22(3)56)74-47-41(65)39(63)37(61)31(17-54)71-47)75-50-46(36(60)29(58)19-69-50)76-48-42(66)40(64)38(62)32(18-55)72-48/h10,21,23-25,27,29-50,53-55,58-67H,6-9,11-20H2,1-5H3/t23-,24+,25-,27+,29+,30-,31+,32+,33+,34+,35+,36+,37-,38-,39-,40-,41+,42+,43+,44+,45+,46-,47-,48+,49+,50-,51+,52+/m0/s1
InChI Key BEJTVEKKHLVIPD-KPLUZFMWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C52H84O24
Molecular Weight 1093.20 g/mol
Exact Mass 1092.53525354 g/mol
Topological Polar Surface Area (TPSA) 380.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -2.98
H-Bond Acceptor 24
H-Bond Donor 13
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4R,5R,6R)-4-[(2S,3S,4R,5R)-4,5-dihydroxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-[[(3S,4R,8R,9S,10R,13R,14S,17R)-4-hydroxy-17-[(2R)-1-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-15-oxo-1,2,3,4,7,8,9,11,12,14,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-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 + 0.8033 80.33%
Caco-2 - 0.8781 87.81%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8646 86.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8492 84.92%
OATP1B3 inhibitior - 0.2602 26.02%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5526 55.26%
BSEP inhibitior + 0.9680 96.80%
P-glycoprotein inhibitior + 0.7386 73.86%
P-glycoprotein substrate + 0.6901 69.01%
CYP3A4 substrate + 0.7533 75.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8833 88.33%
CYP3A4 inhibition - 0.8747 87.47%
CYP2C9 inhibition - 0.8578 85.78%
CYP2C19 inhibition - 0.9333 93.33%
CYP2D6 inhibition - 0.9482 94.82%
CYP1A2 inhibition - 0.9200 92.00%
CYP2C8 inhibition + 0.7040 70.40%
CYP inhibitory promiscuity - 0.9612 96.12%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5789 57.89%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9044 90.44%
Skin irritation - 0.5158 51.58%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.6685 66.85%
Human Ether-a-go-go-Related Gene inhibition + 0.7474 74.74%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7498 74.98%
skin sensitisation - 0.9124 91.24%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9209 92.09%
Acute Oral Toxicity (c) III 0.7092 70.92%
Estrogen receptor binding + 0.8684 86.84%
Androgen receptor binding + 0.7496 74.96%
Thyroid receptor binding - 0.4891 48.91%
Glucocorticoid receptor binding + 0.7244 72.44%
Aromatase binding + 0.6101 61.01%
PPAR gamma + 0.8028 80.28%
Honey bee toxicity - 0.6605 66.05%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6550 65.50%
Fish aquatic toxicity + 0.9631 96.31%

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 98.95% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.52% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.31% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.67% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.33% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.53% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.39% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.13% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.58% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.27% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 88.15% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 88.05% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.74% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.69% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 84.88% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.63% 96.00%
CHEMBL5028 O14672 ADAM10 84.03% 97.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.98% 93.56%
CHEMBL2514 O95665 Neurotensin receptor 2 83.47% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 83.43% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.65% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.59% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.50% 96.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.46% 94.33%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.46% 97.29%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.10% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 81.75% 91.19%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.99% 90.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.67% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.66% 96.90%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.39% 95.83%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.13% 89.05%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 21581797
LOTUS LTS0134220
wikiData Q104933048