16-[5-[3,4-Dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,15,19-triol

Details

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Internal ID 49c32fda-db5d-4ef1-ad0d-b9e4ae99f695
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name 16-[5-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,15,19-triol
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC(C5C4(CC(C(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)OC8C(C(C(O8)(CO)O)O)O)O)O)O)O)O)C)O)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
SMILES (Isomeric) CC1C2C(CC3C2(CCC4C3CC(C5C4(CC(C(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)OC8C(C(C(O8)(CO)O)O)O)O)O)O)O)O)C)O)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
InChI InChI=1S/C50H84O26/c1-18(16-68-43-36(61)33(58)32(57)28(13-51)70-43)5-8-49(66)19(2)31-27(75-49)10-22-20-9-24(55)23-11-26(25(56)12-48(23,4)21(20)6-7-47(22,31)3)69-44-37(62)34(59)40(29(14-52)71-44)73-45-38(63)35(60)41(30(15-53)72-45)74-46-39(64)42(65)50(67,17-54)76-46/h18-46,51-67H,5-17H2,1-4H3
InChI Key NTDJYTQSGCLLCN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H84O26
Molecular Weight 1101.20 g/mol
Exact Mass 1100.52508278 g/mol
Topological Polar Surface Area (TPSA) 427.00 Ų
XlogP -4.50
Atomic LogP (AlogP) -6.05
H-Bond Acceptor 26
H-Bond Donor 17
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 16-[5-[3,4-Dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,15,19-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5246 52.46%
Caco-2 - 0.8792 87.92%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8629 86.29%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.7366 73.66%
P-glycoprotein inhibitior + 0.7413 74.13%
P-glycoprotein substrate + 0.5841 58.41%
CYP3A4 substrate + 0.7509 75.09%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8288 82.88%
CYP3A4 inhibition - 0.9473 94.73%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9561 95.61%
CYP1A2 inhibition - 0.9215 92.15%
CYP2C8 inhibition + 0.6594 65.94%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9026 90.26%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7956 79.56%
Human Ether-a-go-go-Related Gene inhibition + 0.8193 81.93%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7908 79.08%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8542 85.42%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8540 85.40%
Androgen receptor binding + 0.7208 72.08%
Thyroid receptor binding + 0.5273 52.73%
Glucocorticoid receptor binding + 0.6402 64.02%
Aromatase binding + 0.6648 66.48%
PPAR gamma + 0.7824 78.24%
Honey bee toxicity - 0.6033 60.33%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.7523 75.23%

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 98.24% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.73% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.86% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 96.41% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.80% 96.21%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 93.85% 92.86%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.79% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.86% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.49% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.40% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.58% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 88.37% 97.79%
CHEMBL4302 P08183 P-glycoprotein 1 87.41% 92.98%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.19% 95.50%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.29% 97.29%
CHEMBL220 P22303 Acetylcholinesterase 86.07% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.95% 95.89%
CHEMBL4581 P52732 Kinesin-like protein 1 85.91% 93.18%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.77% 93.56%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 84.70% 87.38%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 83.69% 92.32%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.68% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.52% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.36% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.22% 97.14%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.20% 98.05%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.04% 92.78%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.68% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 81.38% 98.10%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.04% 96.90%
CHEMBL1871 P10275 Androgen Receptor 81.03% 96.43%
CHEMBL242 Q92731 Estrogen receptor beta 80.57% 98.35%

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.
Allium atroviolaceum

Cross-Links

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PubChem 162961017
LOTUS LTS0126921
wikiData Q105185386