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[(2R,3R,8S,9R,10S,13R,14S,16S,17R)-17-acetyl-3-[(2R,3S,4S,5S,6S)-5-[(2R,3R,4R,5R,6S)-3-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] (4R)-4-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoate

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 529b75ed-5a2c-4782-8b31-a39cf7d30d17
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [(2R,3R,8S,9R,10S,13R,14S,16S,17R)-17-acetyl-3-[(2R,3S,4S,5S,6S)-5-[(2R,3R,4R,5R,6S)-3-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] (4R)-4-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoate
SMILES (Canonical) CC(CCC(=O)OC1CC2C3CC=C4CC(C(CC4(C3CCC2(C1C(=O)C)C)C)O)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)CO)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)COC1C(C(C(C(O1)CO)O)O)O
SMILES (Isomeric) C[C@H](CCC(=O)O[C@H]1C[C@H]2[C@@H]3CC=C4C[C@H]([C@@H](C[C@]4([C@@H]3CC[C@]2([C@H]1C(=O)C)C)C)O)O[C@H]5[C@H]([C@@H]([C@@H]([C@@H](O5)CO)O[C@@H]6[C@@H]([C@@H]([C@@H]([C@@H](O6)CO)O)O[C@@H]7[C@H]([C@H]([C@H](CO7)O)O)O)O[C@@H]8[C@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)CO)O)O)O)O)O)O)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
InChI InChI=1S/C62H100O35/c1-21(19-85-55-47(81)43(77)39(73)31(14-63)89-55)5-8-36(71)87-30-12-26-24-7-6-23-11-29(27(69)13-62(23,4)25(24)9-10-61(26,3)37(30)22(2)68)88-57-49(83)45(79)51(35(18-67)93-57)94-60-54(53(42(76)34(17-66)92-60)96-56-46(80)38(72)28(70)20-86-56)97-59-50(84)52(41(75)33(16-65)91-59)95-58-48(82)44(78)40(74)32(15-64)90-58/h6,21,24-35,37-60,63-67,69-70,72-84H,5,7-20H2,1-4H3/t21-,24-,25-,26+,27-,28+,29-,30+,31-,32+,33-,34+,35+,37+,38+,39-,40+,41-,42-,43+,44-,45+,46+,47-,48-,49+,50+,51-,52+,53-,54-,55-,56-,57-,58+,59-,60-,61-,62-/m1/s1
InChI Key ICBHBSRUQCOAJI-STAQWXDBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C62H100O35
Molecular Weight 1405.40 g/mol
Exact Mass 1404.6045149 g/mol
Topological Polar Surface Area (TPSA) 559.00 Ų
XlogP -7.20
Atomic LogP (AlogP) -9.00
H-Bond Acceptor 35
H-Bond Donor 20
Rotatable Bonds 23

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,8S,9R,10S,13R,14S,16S,17R)-17-acetyl-3-[(2R,3S,4S,5S,6S)-5-[(2R,3R,4R,5R,6S)-3-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] (4R)-4-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7521 75.21%
Caco-2 - 0.8662 86.62%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8375 83.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8442 84.42%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5798 57.98%
BSEP inhibitior + 0.9718 97.18%
P-glycoprotein inhibitior + 0.7430 74.30%
P-glycoprotein substrate + 0.7387 73.87%
CYP3A4 substrate + 0.7616 76.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8833 88.33%
CYP3A4 inhibition - 0.8852 88.52%
CYP2C9 inhibition - 0.9245 92.45%
CYP2C19 inhibition - 0.9426 94.26%
CYP2D6 inhibition - 0.9538 95.38%
CYP1A2 inhibition - 0.9246 92.46%
CYP2C8 inhibition + 0.7564 75.64%
CYP inhibitory promiscuity - 0.9675 96.75%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5863 58.63%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8988 89.88%
Skin irritation + 0.5512 55.12%
Skin corrosion - 0.9411 94.11%
Ames mutagenesis - 0.7315 73.15%
Human Ether-a-go-go-Related Gene inhibition + 0.8170 81.70%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7908 79.08%
skin sensitisation - 0.9342 93.42%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8969 89.69%
Acute Oral Toxicity (c) III 0.5383 53.83%
Estrogen receptor binding + 0.8081 80.81%
Androgen receptor binding + 0.7311 73.11%
Thyroid receptor binding + 0.6131 61.31%
Glucocorticoid receptor binding + 0.7665 76.65%
Aromatase binding + 0.6554 65.54%
PPAR gamma + 0.8161 81.61%
Honey bee toxicity - 0.5896 58.96%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.9503 95.03%

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 99.46% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.10% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.88% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 94.48% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 93.28% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.27% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.02% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.88% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.60% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.98% 91.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.72% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.68% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.39% 89.05%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.30% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.11% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.04% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.74% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 84.97% 91.19%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.86% 97.29%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.85% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.51% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.63% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.10% 86.33%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 82.47% 87.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.33% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.81% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.78% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.36% 90.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.05% 96.77%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 80.91% 94.97%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.64% 95.56%
CHEMBL4581 P52732 Kinesin-like protein 1 80.15% 93.18%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.04% 96.37%

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 163189770
LOTUS LTS0202438
wikiData Q105110885