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(2R,3R,4S,5S,6R)-2-[(2S)-4-[(1R,2S,4S,8S,9S,12S,13S,16S,18R)-16-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-6-en-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 32c5c76c-e363-431b-a33b-1e0e81235c86
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[(2S)-4-[(1R,2S,4S,8S,9S,12S,13S,16S,18R)-16-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-6-en-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1=C(OC2C1C3(CCC4C(C3C2)CCC5C4(CCC(C5)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)O)OC8C(C(C(CO8)O)O)O)O)O)C)C)CCC(C)COC9C(C(C(C(O9)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[C@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)C)C)CC[C@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O
InChI InChI=1S/C49H80O21/c1-20(16-62-45-41(60)37(56)36(55)31(15-50)68-45)5-8-29-21(2)33-30(67-29)14-26-24-7-6-22-13-23(9-11-48(22,3)25(24)10-12-49(26,33)4)66-47-42(61)38(57)43(70-46-40(59)35(54)28(52)18-64-46)32(69-47)19-65-44-39(58)34(53)27(51)17-63-44/h20,22-28,30-47,50-61H,5-19H2,1-4H3/t20-,22+,23-,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-/m0/s1
InChI Key GHRRIQUPTATRRA-LQJSCJBOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H80O21
Molecular Weight 1005.10 g/mol
Exact Mass 1004.51920956 g/mol
Topological Polar Surface Area (TPSA) 326.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -1.73
H-Bond Acceptor 21
H-Bond Donor 12
Rotatable Bonds 14

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-[(2S)-4-[(1R,2S,4S,8S,9S,12S,13S,16S,18R)-16-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-6-en-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 + 0.6879 68.79%
Caco-2 - 0.8792 87.92%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6925 69.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8576 85.76%
OATP1B3 inhibitior + 0.9297 92.97%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8491 84.91%
P-glycoprotein inhibitior + 0.7369 73.69%
P-glycoprotein substrate + 0.6735 67.35%
CYP3A4 substrate + 0.7514 75.14%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8244 82.44%
CYP3A4 inhibition - 0.9320 93.20%
CYP2C9 inhibition - 0.9177 91.77%
CYP2C19 inhibition - 0.9166 91.66%
CYP2D6 inhibition - 0.9363 93.63%
CYP1A2 inhibition - 0.9075 90.75%
CYP2C8 inhibition + 0.6916 69.16%
CYP inhibitory promiscuity - 0.9284 92.84%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5732 57.32%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9056 90.56%
Skin irritation - 0.5215 52.15%
Skin corrosion - 0.9467 94.67%
Ames mutagenesis - 0.7015 70.15%
Human Ether-a-go-go-Related Gene inhibition + 0.7861 78.61%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9208 92.08%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9673 96.73%
Acute Oral Toxicity (c) I 0.8055 80.55%
Estrogen receptor binding + 0.8236 82.36%
Androgen receptor binding + 0.7308 73.08%
Thyroid receptor binding - 0.5092 50.92%
Glucocorticoid receptor binding + 0.6233 62.33%
Aromatase binding + 0.6887 68.87%
PPAR gamma + 0.7424 74.24%
Honey bee toxicity - 0.5903 59.03%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9074 90.74%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.97% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.43% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.96% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.80% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 95.05% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 93.13% 97.79%
CHEMBL4581 P52732 Kinesin-like protein 1 92.80% 93.18%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.23% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.56% 96.47%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.92% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.01% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.91% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.84% 92.86%
CHEMBL237 P41145 Kappa opioid receptor 87.65% 98.10%
CHEMBL233 P35372 Mu opioid receptor 86.71% 97.93%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.58% 96.38%
CHEMBL204 P00734 Thrombin 85.53% 96.01%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.83% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.66% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.38% 96.90%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.11% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.03% 94.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.88% 95.50%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.71% 97.29%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 83.67% 96.37%
CHEMBL1871 P10275 Androgen Receptor 83.60% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.91% 89.00%
CHEMBL5028 O14672 ADAM10 82.04% 97.50%
CHEMBL2514 O95665 Neurotensin receptor 2 81.77% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.53% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.40% 90.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.27% 95.83%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 81.17% 91.65%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.15% 92.88%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.02% 95.58%
CHEMBL5255 O00206 Toll-like receptor 4 80.94% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.79% 96.77%
CHEMBL206 P03372 Estrogen receptor alpha 80.39% 97.64%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.21% 93.10%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 80.12% 92.50%

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.
Asparagus filicinus

Cross-Links

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PubChem 46873730
LOTUS LTS0162321
wikiData Q105008698