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(2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 614f3212-936b-4213-a869-ab548b13a639
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)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[C@@H]5[C@@]4(CC[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)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)C)C)O[C@@]1(CC[C@@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O
InChI InChI=1S/C51H86O24/c1-20(19-67-45-40(63)36(59)33(56)28(15-52)69-45)7-12-51(66)21(2)32-27(75-51)14-26-24-6-5-22-13-23(8-10-49(22,3)25(24)9-11-50(26,32)4)68-46-42(65)39(62)43(31(18-55)72-46)73-48-44(38(61)35(58)30(17-54)71-48)74-47-41(64)37(60)34(57)29(16-53)70-47/h20-48,52-66H,5-19H2,1-4H3/t20-,21+,22+,23+,24-,25+,26+,27+,28-,29-,30-,31-,32+,33-,34-,35-,36+,37+,38+,39-,40-,41-,42-,43+,44-,45-,46-,47+,48+,49+,50+,51-/m1/s1
InChI Key OFEAYOYKIQKFSK-CKUBHDMBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C51H86O24
Molecular Weight 1083.20 g/mol
Exact Mass 1082.55090361 g/mol
Topological Polar Surface Area (TPSA) 387.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -3.95
H-Bond Acceptor 24
H-Bond Donor 15
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-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 - 0.5246 52.46%
Caco-2 - 0.8792 87.92%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8877 88.77%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.5635 56.35%
P-glycoprotein inhibitior + 0.7408 74.08%
P-glycoprotein substrate + 0.5253 52.53%
CYP3A4 substrate + 0.7488 74.88%
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 + 0.5852 58.52%
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 - 0.9034 90.34%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7978 79.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7840 78.40%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8752 87.52%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8915 89.15%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8414 84.14%
Androgen receptor binding + 0.6467 64.67%
Thyroid receptor binding - 0.5146 51.46%
Glucocorticoid receptor binding + 0.5998 59.98%
Aromatase binding + 0.6596 65.96%
PPAR gamma + 0.7625 76.25%
Honey bee toxicity - 0.5656 56.56%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6600 66.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.01% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.82% 91.11%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 95.52% 92.86%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.42% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.96% 96.61%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.39% 96.21%
CHEMBL2094135 Q96BI3 Gamma-secretase 93.03% 98.05%
CHEMBL237 P41145 Kappa opioid receptor 92.67% 98.10%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 92.56% 97.29%
CHEMBL233 P35372 Mu opioid receptor 91.76% 97.93%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.49% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.28% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 90.73% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.69% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.52% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 89.90% 97.79%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 89.72% 95.36%
CHEMBL4581 P52732 Kinesin-like protein 1 89.39% 93.18%
CHEMBL206 P03372 Estrogen receptor alpha 89.07% 97.64%
CHEMBL220 P22303 Acetylcholinesterase 88.87% 94.45%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 87.99% 95.58%
CHEMBL4302 P08183 P-glycoprotein 1 86.62% 92.98%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.08% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.97% 96.47%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 85.71% 98.46%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.57% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.67% 93.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.37% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 83.95% 92.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.69% 100.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.40% 97.86%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.43% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.42% 97.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.28% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.20% 89.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.01% 100.00%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 81.64% 87.38%
CHEMBL333 P08253 Matrix metalloproteinase-2 81.53% 96.31%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 81.43% 92.32%
CHEMBL242 Q92731 Estrogen receptor beta 80.92% 98.35%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.15% 92.94%

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.
Solanum lycopersicum

Cross-Links

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PubChem 162916692
LOTUS LTS0059608
wikiData Q105190899