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[2-[3-Acetyloxy-5-hydroxy-2-[[17-hydroxy-10,13-dimethyl-17-(6-methyl-3-oxoheptan-2-yl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)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 0118d2b7-db66-4740-a418-a117c1e0d629
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [2-[3-acetyloxy-5-hydroxy-2-[[17-hydroxy-10,13-dimethyl-17-(6-methyl-3-oxoheptan-2-yl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)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)CO)O)O)O)C)C)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)OC(=O)C8=CC(=C(C=C8)OC)OC)OC(=O)C)O
SMILES (Isomeric) CC(C)CCC(=O)C(C)C1(C(CC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)OC(=O)C8=CC(=C(C=C8)OC)OC)OC(=O)C)O
InChI InChI=1S/C54H80O21/c1-25(2)9-13-34(57)26(3)54(65)40(21-33-31-12-11-29-20-30(15-17-52(29,5)32(31)16-18-53(33,54)6)71-49-44(63)43(62)42(61)39(22-55)72-49)73-51-47(70-27(4)56)45(36(59)24-69-51)75-50-46(41(60)35(58)23-68-50)74-48(64)28-10-14-37(66-7)38(19-28)67-8/h10-11,14,19,25-26,30-33,35-36,39-47,49-51,55,58-63,65H,9,12-13,15-18,20-24H2,1-8H3
InChI Key LCNZQZQWMXUXKA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H80O21
Molecular Weight 1065.20 g/mol
Exact Mass 1064.51920956 g/mol
Topological Polar Surface Area (TPSA) 305.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.86
H-Bond Acceptor 21
H-Bond Donor 8
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[3-Acetyloxy-5-hydroxy-2-[[17-hydroxy-10,13-dimethyl-17-(6-methyl-3-oxoheptan-2-yl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)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 - 0.8672 86.72%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7777 77.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8266 82.66%
OATP1B3 inhibitior + 0.8332 83.32%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9585 95.85%
P-glycoprotein inhibitior + 0.7489 74.89%
P-glycoprotein substrate + 0.7762 77.62%
CYP3A4 substrate + 0.7587 75.87%
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 + 0.8289 82.89%
CYP inhibitory promiscuity - 0.9326 93.26%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5968 59.68%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.6897 68.97%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7601 76.01%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.7069 70.69%
skin sensitisation - 0.8884 88.84%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8931 89.31%
Acute Oral Toxicity (c) I 0.3830 38.30%
Estrogen receptor binding + 0.7913 79.13%
Androgen receptor binding + 0.7546 75.46%
Thyroid receptor binding + 0.6348 63.48%
Glucocorticoid receptor binding + 0.7972 79.72%
Aromatase binding + 0.5981 59.81%
PPAR gamma + 0.8353 83.53%
Honey bee toxicity - 0.6234 62.34%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
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 99.48% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.96% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.88% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.98% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.36% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.91% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.66% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.44% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.29% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.70% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.47% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.10% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.61% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 89.93% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.80% 92.94%
CHEMBL4208 P20618 Proteasome component C5 88.82% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.59% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.79% 91.24%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.63% 89.62%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.23% 95.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.61% 94.00%
CHEMBL220 P22303 Acetylcholinesterase 85.35% 94.45%
CHEMBL4581 P52732 Kinesin-like protein 1 84.65% 93.18%
CHEMBL1937 Q92769 Histone deacetylase 2 84.16% 94.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.11% 96.90%
CHEMBL5255 O00206 Toll-like receptor 4 83.84% 92.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.64% 89.50%
CHEMBL5028 O14672 ADAM10 83.08% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.97% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.94% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.47% 94.45%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.46% 97.21%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.29% 95.83%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.66% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.60% 95.56%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.57% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.04% 96.95%

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
Ornithogalum thyrsoides

Cross-Links

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PubChem 77916015
LOTUS LTS0141469
wikiData Q105149926