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(1R,2R,4S,7S,8R,9S,12S,13S,15S,16S)-16-[(2S,3S,4S,5R,6S)-5-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-one

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 272f689e-86da-495a-bdaa-1586c463fd95
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (1R,2R,4S,7S,8R,9S,12S,13S,15S,16S)-16-[(2S,3S,4S,5R,6S)-5-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-one
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC=C5C4(CC(C(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)O)C)C)OC1=O
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@H]3[C@@]2(CC[C@H]4[C@@H]3CC=C5[C@]4(C[C@@H]([C@H](C5)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)CO)O[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)CO)O)O[C@@H]8[C@H]([C@@H]([C@H](CO8)O)O)O)O[C@@H]9[C@H]([C@@H]([C@H]([C@@H](O9)CO)O)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)CO)O)O)O)O)O)O)O)C)C)OC1=O
InChI InChI=1S/C51H80O28/c1-16-29-24(70-44(16)68)9-20-18-5-4-17-8-23(21(56)10-51(17,3)19(18)6-7-50(20,29)2)71-46-38(66)35(63)40(28(14-55)75-46)76-49-43(42(33(61)27(13-54)74-49)78-45-36(64)30(58)22(57)15-69-45)79-48-39(67)41(32(60)26(12-53)73-48)77-47-37(65)34(62)31(59)25(11-52)72-47/h4,16,18-43,45-49,52-67H,5-15H2,1-3H3/t16-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27-,28-,29-,30+,31-,32-,33-,34+,35-,36-,37-,38-,39-,40-,41+,42+,43-,45+,46-,47+,48+,49+,50-,51+/m0/s1
InChI Key VJVXEDWJFVNCJF-XJOVUVMQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H80O28
Molecular Weight 1141.20 g/mol
Exact Mass 1140.48361189 g/mol
Topological Polar Surface Area (TPSA) 442.00 Ų
XlogP -5.10
Atomic LogP (AlogP) -7.17
H-Bond Acceptor 28
H-Bond Donor 16
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,4S,7S,8R,9S,12S,13S,15S,16S)-16-[(2S,3S,4S,5R,6S)-5-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8294 82.94%
Caco-2 - 0.8768 87.68%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8220 82.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8600 86.00%
OATP1B3 inhibitior + 0.8670 86.70%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9231 92.31%
P-glycoprotein inhibitior + 0.7355 73.55%
P-glycoprotein substrate + 0.6450 64.50%
CYP3A4 substrate + 0.7603 76.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8877 88.77%
CYP3A4 inhibition - 0.9196 91.96%
CYP2C9 inhibition - 0.9244 92.44%
CYP2C19 inhibition - 0.9343 93.43%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.9172 91.72%
CYP2C8 inhibition + 0.6862 68.62%
CYP inhibitory promiscuity - 0.9444 94.44%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5179 51.79%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9054 90.54%
Skin irritation + 0.5497 54.97%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8493 84.93%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.9231 92.31%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8623 86.23%
Acute Oral Toxicity (c) I 0.4770 47.70%
Estrogen receptor binding + 0.8714 87.14%
Androgen receptor binding + 0.7231 72.31%
Thyroid receptor binding + 0.5176 51.76%
Glucocorticoid receptor binding + 0.7123 71.23%
Aromatase binding + 0.6444 64.44%
PPAR gamma + 0.8100 81.00%
Honey bee toxicity - 0.5465 54.65%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9416 94.16%

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 98.35% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.47% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.21% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.37% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.09% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.91% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 92.62% 95.93%
CHEMBL5255 O00206 Toll-like receptor 4 91.84% 92.50%
CHEMBL204 P00734 Thrombin 91.18% 96.01%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.68% 91.24%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.61% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.20% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.54% 85.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.01% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 86.47% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.41% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.99% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.23% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.43% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.21% 97.33%
CHEMBL1914 P06276 Butyrylcholinesterase 83.13% 95.00%
CHEMBL2581 P07339 Cathepsin D 81.62% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.63% 96.77%
CHEMBL1871 P10275 Androgen Receptor 80.15% 96.43%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.15% 95.71%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.07% 94.80%

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.
Cestrum nocturnum

Cross-Links

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PubChem 162958644
LOTUS LTS0016124
wikiData Q105287557