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[(2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-3-acetyloxy-5-hydroxy-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-17-hydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]oxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 3,4-dimethoxybenzoate

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 a3f072bf-9c7c-4cb4-90f9-a574defe7195
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-3-acetyloxy-5-hydroxy-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-17-hydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]oxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 3,4-dimethoxybenzoate
SMILES (Canonical) CC(C)CCC(=O)C(C)C1(C(CC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)C)C)OC7C(C(C(CO7)O)OC8C(C(C(CO8)O)O)OC(=O)C9=CC(=C(C=C9)OC)OC)OC(=O)C)O
SMILES (Isomeric) C[C@H](C(=O)CCC(C)C)[C@]1([C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)OC(=O)C9=CC(=C(C=C9)OC)OC)OC(=O)C)O
InChI InChI=1S/C60H90O26/c1-26(2)9-13-35(63)27(3)60(74)42(84-57-52(80-28(4)62)50(37(65)24-78-57)86-56-51(43(66)36(64)23-77-56)85-53(73)29-10-14-38(75-7)39(19-29)76-8)21-34-32-12-11-30-20-31(15-17-58(30,5)33(32)16-18-59(34,60)6)81-55-49(72)47(70)45(68)41(83-55)25-79-54-48(71)46(69)44(67)40(22-61)82-54/h10-11,14,19,26-27,31-34,36-37,40-52,54-57,61,64-72,74H,9,12-13,15-18,20-25H2,1-8H3/t27-,31+,32-,33+,34+,36-,37+,40-,41-,42+,43+,44-,45-,46+,47+,48-,49-,50+,51-,52-,54-,55-,56+,57+,58+,59+,60-/m1/s1
InChI Key QYISKDXFGLVJKT-OWPHNVFYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C60H90O26
Molecular Weight 1227.30 g/mol
Exact Mass 1226.57203297 g/mol
Topological Polar Surface Area (TPSA) 385.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -0.32
H-Bond Acceptor 26
H-Bond Donor 11
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-3-acetyloxy-5-hydroxy-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-17-hydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]oxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 3,4-dimethoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8937 89.37%
Caco-2 - 0.8637 86.37%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7777 77.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8245 82.45%
OATP1B3 inhibitior + 0.8332 83.32%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9655 96.55%
P-glycoprotein inhibitior + 0.7446 74.46%
P-glycoprotein substrate + 0.7904 79.04%
CYP3A4 substrate + 0.7598 75.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8751 87.51%
CYP3A4 inhibition - 0.7864 78.64%
CYP2C9 inhibition - 0.8020 80.20%
CYP2C19 inhibition - 0.8263 82.63%
CYP2D6 inhibition - 0.9159 91.59%
CYP1A2 inhibition - 0.7495 74.95%
CYP2C8 inhibition + 0.8390 83.90%
CYP inhibitory promiscuity - 0.9326 93.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5968 59.68%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8976 89.76%
Skin irritation - 0.6897 68.97%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7622 76.22%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.7194 71.94%
skin sensitisation - 0.8884 88.84%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8730 87.30%
Acute Oral Toxicity (c) I 0.3830 38.30%
Estrogen receptor binding + 0.7642 76.42%
Androgen receptor binding + 0.7537 75.37%
Thyroid receptor binding + 0.6463 64.63%
Glucocorticoid receptor binding + 0.8043 80.43%
Aromatase binding + 0.6595 65.95%
PPAR gamma + 0.8315 83.15%
Honey bee toxicity - 0.6194 61.94%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9835 98.35%

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 99.51% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.10% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.49% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.91% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.26% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.05% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.75% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.67% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.66% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.47% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.39% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.93% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 90.45% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.30% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.31% 91.07%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.22% 89.62%
CHEMBL4581 P52732 Kinesin-like protein 1 88.48% 93.18%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.40% 92.94%
CHEMBL4208 P20618 Proteasome component C5 88.29% 90.00%
CHEMBL1937 Q92769 Histone deacetylase 2 86.83% 94.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.68% 96.90%
CHEMBL5255 O00206 Toll-like receptor 4 86.43% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.39% 94.00%
CHEMBL220 P22303 Acetylcholinesterase 85.54% 94.45%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 85.20% 95.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.72% 91.24%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.71% 89.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.23% 92.62%
CHEMBL5028 O14672 ADAM10 84.13% 97.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.86% 96.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.77% 95.83%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.32% 94.45%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.86% 97.21%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.85% 89.50%
CHEMBL226 P30542 Adenosine A1 receptor 81.90% 95.93%
CHEMBL1871 P10275 Androgen Receptor 81.78% 96.43%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.66% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.08% 85.14%

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.
Ornithogalum thyrsoides

Cross-Links

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PubChem 10986051
LOTUS LTS0033582
wikiData Q105230175