(2S,3S,4R,5R,6S)-2-[(2R)-4-[(1R,2S,4R,8R,9R,12R,13R,15R,16R)-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]icosa-6,18-dien-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 92359d5e-8732-45ea-a530-9fc8b60fb21a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3S,4R,5R,6S)-2-[(2R)-4-[(1R,2S,4R,8R,9R,12R,13R,15R,16R)-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]icosa-6,18-dien-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1=C(OC2C1C3(CCC4C(C3C2)CC=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)OC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)C)C)CCC(C)COC1C(C(C(C(O1)CO)O)O)O
SMILES (Isomeric) CC1=C(O[C@H]2[C@@H]1[C@@]3(CC[C@@H]4[C@@H]([C@@H]3C2)CC=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]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O)O)O)O)O)O)C)C)CC[C@@H](C)CO[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O)O
InChI InChI=1S/C62H100O33/c1-21(19-83-55-47(79)43(75)39(71)32(14-63)87-55)5-8-29-22(2)37-31(85-29)12-26-24-7-6-23-11-30(27(68)13-62(23,4)25(24)9-10-61(26,37)3)86-57-49(81)45(77)51(36(18-67)91-57)92-60-54(53(42(74)35(17-66)90-60)94-56-46(78)38(70)28(69)20-84-56)95-59-50(82)52(41(73)34(16-65)89-59)93-58-48(80)44(76)40(72)33(15-64)88-58/h6,21,24-28,30-60,63-82H,5,7-20H2,1-4H3/t21-,24+,25-,26+,27-,28+,30-,31-,32+,33+,34+,35+,36+,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 DGWDWLRHFOUZCX-JIWRBIDQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C62H100O33
Molecular Weight 1373.40 g/mol
Exact Mass 1372.6146856 g/mol
Topological Polar Surface Area (TPSA) 525.00 Ų
XlogP -6.10
Atomic LogP (AlogP) -7.83
H-Bond Acceptor 33
H-Bond Donor 20
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4R,5R,6S)-2-[(2R)-4-[(1R,2S,4R,8R,9R,12R,13R,15R,16R)-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]icosa-6,18-dien-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7571 75.71%
Caco-2 - 0.8698 86.98%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7376 73.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8551 85.51%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9501 95.01%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate + 0.7567 75.67%
CYP3A4 substrate + 0.7581 75.81%
CYP2C9 substrate - 0.8022 80.22%
CYP2D6 substrate - 0.8297 82.97%
CYP3A4 inhibition - 0.9268 92.68%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9234 92.34%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.9102 91.02%
CYP2C8 inhibition + 0.7948 79.48%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5116 51.16%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.8998 89.98%
Skin irritation + 0.4929 49.29%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.7737 77.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8394 83.94%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9214 92.14%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9641 96.41%
Acute Oral Toxicity (c) I 0.5904 59.04%
Estrogen receptor binding + 0.8295 82.95%
Androgen receptor binding + 0.7488 74.88%
Thyroid receptor binding + 0.5759 57.59%
Glucocorticoid receptor binding + 0.7251 72.51%
Aromatase binding + 0.6911 69.11%
PPAR gamma + 0.8106 81.06%
Honey bee toxicity - 0.5696 56.96%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9176 91.76%

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 98.12% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 98.03% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.15% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.92% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.75% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.90% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.16% 94.45%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 90.32% 96.37%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.72% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 89.32% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.22% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 89.00% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.69% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.57% 93.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.43% 91.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.02% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.67% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.55% 92.86%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.54% 92.88%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.47% 94.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.80% 97.29%
CHEMBL4581 P52732 Kinesin-like protein 1 85.41% 93.18%
CHEMBL5255 O00206 Toll-like receptor 4 85.28% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.01% 89.00%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 83.40% 92.68%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.20% 97.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.07% 94.08%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.84% 95.83%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.67% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.50% 91.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.43% 96.90%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.38% 96.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.93% 95.71%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.86% 96.38%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.35% 96.47%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.25% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.03% 95.56%

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 162852361
LOTUS LTS0096148
wikiData Q104979393